JP2021084949A - Liquid crystal composition and liquid crystal display element including the same - Google Patents

Abstract

To provide a liquid crystal composition that is stable to heat and light and can retain a high voltage retention, and provide a liquid crystal display element including the liquid crystal composition and having excellent display quality.SOLUTION: A liquid crystal composition has one or more photostabilizer represented by formula (H). There is also provided a liquid crystal display element including the liquid crystal composition.(Ra0 is H, OH or the like; Ra1-Ra4 independently represent a C1-6 alkyl group or the like; Ra5, Ra6 independently represent H, a C1-6 alkyl group; n is 0 or 1; t is an integer of 1-4; U is a 2×t valent organic group that forms a ring structure).SELECTED DRAWING: None

Description

The present invention relates to a liquid crystal composition useful as an electro-optical liquid crystal display material and a liquid crystal display element using the same.

Liquid crystal display elements have come to be used in various measuring instruments such as clocks and calculators, automobile panels, word processors, electronic organizers, printers, computers, televisions, clocks, advertisement display boards and the like. Typical liquid crystal display methods are TN (twisted nematic) type, STN (super twisted nematic) type, and VA (vertucally aligned) type, which is characterized by vertical alignment using a TFT (thin film transistor). There are IPS (in-plane switching) type / FFS (fringe field switching) type, etc., which are characterized by horizontal orientation.

In these display methods, the IPS type, ECB type (Electrically Controlled Birefringence), VA type, CSH (color super homeotropic) type, etc. use a liquid crystal material having a negative dielectric anisotropy (Δε). It has characteristics. On the other hand, in horizontally oriented displays such as TN type, STN type or IPS type, a liquid crystal composition having a positive Δε is used, and in recent years, a liquid crystal composition having a positive Δε is vertically oriented when no voltage is applied. A drive system that displays by applying an IPS type / FFS type electric field has also been reported. All of these drive methods require low voltage drive, high speed response, and a wide operating temperature range. That is, a large absolute value of Δε, a small viscosity (η), and a high nematic phase-isotropic liquid phase transition temperature (T _ni ) are required. Further, from the setting of Δn × d, which is the product of the refractive index anisotropy (Δn) and the cell gap (d), it is necessary to adjust Δn of the liquid crystal composition to an appropriate range according to the cell gap. In addition, when a liquid crystal display element is applied to a television or the like, high-speed response is important, so a liquid crystal composition having a low _{rotational viscosity (γ 1) is required.} In order to optimize Δε, Δn, etc. for each display element, the liquid crystal composition is generally composed of several to several tens of compounds.

In addition to the requirements for the physical characteristics of these liquid crystal compositions, the liquid crystal composition used for the liquid crystal display element is required to be stable to external stimuli such as moisture, air, heat, and light. If the stability against external stimuli is impaired, display defects such as burn-in and display unevenness will occur in the liquid crystal display element, and in order to suppress display defects such as burn-in and display unevenness, the voltage retention rate (VHR) is determined. It is generally believed that high is essential. For that purpose, for example, it is known to use a liquid crystal composition in which a specific compound is combined with an antioxidant, an ultraviolet absorber or a light stabilizer (Patent Documents 1 and 2).

Japanese Unexamined Patent Publication No. 2014-84460 Japanese Unexamined Patent Publication No. 2014-84462

In recent years, liquid crystal compositions have come to receive stronger light in the usage environment and manufacturing process of liquid crystal display elements. Therefore, a liquid crystal composition to which a known additive is added is required to have higher stability and higher VHR with respect to external stimuli, particularly light.

The problem to be solved by the present invention is to provide a liquid crystal composition that is stable against external stimuli, particularly light, and capable of maintaining a high voltage retention rate, and is further displayed by using the liquid crystal composition. An object of the present invention is to provide a liquid crystal display element having excellent quality.

As a result of diligent studies, the present inventor has found that a liquid crystal composition containing a light stabilizer having a specific structure can solve the above-mentioned problems, and has completed the present invention.

That is, the present invention provides a liquid crystal composition containing one or more light stabilizers represented by the general formula (H), and a liquid crystal display device using the liquid crystal composition.

(In the above general formula (H), ^Ra0 represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 12 carbon atoms, or an alkenyl group having 3 to 12 carbon atoms.
R ^a1 , R ^a2 , R ^a3 and R ^a4 each independently represent an alkyl group having 1 to 6 carbon atoms, or R ^a1 and R ^a2 , and / or R ^a3 and R ^a4 together form a ring structure. May be formed,
R ^a5 and R ^a6 each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
When ^{there are a plurality of R a0} , R ^a1 , R ^a2 , R ^a3 , R ^a4 , R ^a5, and R ^a6 , they may be the same or different.
n represents 0 or 1 and represents
t represents 1 to 4
U represents a 2 × t-valent organic group forming a ring structure and represents
And the U has at least one polymerizable group P ^H in the radical. )

The liquid crystal composition of the present invention is stable to light and can maintain a high voltage holding ratio. Then, by using the liquid crystal composition of the present invention, it is possible to provide a liquid crystal display element having no or suppressed display defects and having excellent display quality.

It is a schematic diagram which shows an example of the liquid crystal display element of this invention.

I. Liquid Crystal Composition The liquid crystal composition of the present invention contains one or more types of light stabilizers represented by the general formula (H) and one or more types of liquid crystal compounds represented by the general formula (II).

The light stabilizer represented by the general formula (H) in the present invention is characterized by having a polymerizable group and a cyclic acetal skeleton. Here, in the present specification, among the light stabilizers, the light stabilizer having a polymerizable group is referred to as "polymerizable light stabilizer", and the light stabilizer having no polymerizable group is referred to as "polymerizable light stabilizer". It is referred to as "non-polymerizable light stabilizer" to distinguish it. Among the light stabilizers, a light stabilizer having an acetal skeleton in its molecular structure is called an "acetal-based light stabilizer", and a light stabilizer having no acetal skeleton is called a "non-acetal-based light stabilizer". It shall be distinguished by calling it "agent". That is, the light stabilizer represented by the general formula (H) in the present invention can be referred to as a "polymerizable acetal-based light stabilizer" because it has both a polymerizable group and an acetal skeleton.

In addition, the polymerizable light stabilizer including the light stabilizer represented by the general formula (H) is not included in the polymerizable compound described later.

It is known that a liquid crystal composition deteriorates and its VHR decreases when it receives an external stimulus such as light in the manufacturing process of the liquid crystal display element or in the usage environment. In particular, when a liquid crystal display element is manufactured using a polymer stabilizing technology represented by PSA (polymer sustained alignment) technology, the liquid crystal composition is easily deteriorated because it is exposed to high-intensity ultraviolet rays in the above step. As a result, there is a problem that VHR tends to decrease. Such a problem is not limited to the liquid crystal display element using the PSA technology and can occur.

Here, in order to enhance the effect of suppressing photodegradation of the liquid crystal composition, it is conceivable to introduce a large amount of known additives. However, if the amount of the additive added is too large, there is a problem that the display quality is deteriorated due to the precipitation of the additive in the liquid crystal panel, or the additive itself causes a decrease in VHR.

On the other hand, according to the liquid crystal composition of the present invention, even if a large amount of impurities are generated due to decomposition of the liquid crystal compound that has been subjected to an external stimulus such as ultraviolet rays or heat, the light represented by the general formula (H) is used. The stabilizer can trap the impurities and suppress the decrease in VHR due to the generation of the impurities. Here, the light stabilizer represented by the general formula (H) has a hindered amine structure and thus has a high impurity trapping function, and also has an acetal skeleton, so that it has high solubility and compatibility with a liquid crystal compound. Excellent. Therefore, the light stabilizer represented by the general formula (H) can exert the same effect as the conventional non-acetal-based light stabilizer with a small content, and is precipitated from the liquid crystal composition. Since it is difficult, it is possible to add a larger amount than the conventional light stabilizer, and it is possible to trap more impurities and achieve a high VHR.

Further, according to the liquid crystal composition of the present invention, by containing the light stabilizer represented by the general formula (H), it is possible to suppress a decrease in VHR due to the presence of the light stabilizer. More specifically, hindered amine-based light stabilizers commonly used in liquid crystal compositions do not have a polymerizable function (that is, a polymerizable group), but such a non-polymerizable light stabilizer is a liquid crystal layer. While it is effective in improving reliability by trapping impurities in the above, the compound itself becomes an ionic conduction source and lowers VHR because of its large polarity. On the other hand, since the light stabilizer represented by the general formula (H) has a polymerizing portion (polymerizable group) and a polar portion, the light stabilizing agent represented by the general formula (H) is exposed to ultraviolet rays. The agent forms a polymer, and the polymer can be fixed to the substrate interface after UV treatment. As a result, even when the panel is driven, impurities can be trapped at the polar portion on the surface of the polymer while the polymer of the light stabilizer represented by the general formula (H) is fixed to the substrate. As a result, the light stabilizer itself represented by the general formula (H) does not become an ion conduction source, and VHR can be improved.

The above effect can be remarkably exhibited when a polymerizable compound is contained. When a liquid crystal display element is manufactured using the polymer stabilization technology, the liquid crystal composition containing the polymerizable compound is irradiated with ultraviolet rays to polymerize the polymerizable compound. It includes a step of forming a polymer layer made of a polymer of a polymerizable compound at the substrate interface of the device. When the liquid crystal composition of the present invention contains a polymerizable compound, the polymerizable group of the light stabilizer represented by the general formula (H) reacts with a part of the polymerizable compound in the above step, and as a result, the general formula It is presumed that the light stabilizer represented by (H) is incorporated into the polymer layer formed by the polymerization of the polymerizable compound. The light stabilizer represented by the general formula (H) incorporated into the polymer layer in this way does not function as an ionic conduction source by being fixed to the polymer layer while retaining the function of trapping impurities. It is presumed that the decrease in VHR can be suppressed more effectively as compared with the case where the non-polymerizable light stabilizer is used.

In the present specification, the light stabilizer represented by the general formula (H) may be referred to as a compound represented by the general formula (H) or a compound (H). Further, the liquid crystal compound represented by the general formula (II) may be simply referred to as a compound represented by the general formula (II) or a compound (II).

Hereinafter, each of the compounds contained in the liquid crystal composition of the present invention will be described.

(1) Light Stabilizer Represented by General Formula (H) The liquid crystal composition of the present invention contains one or more types of light stabilizer represented by general formula (H).

(In the above general formula (H), ^Ra0 represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 12 carbon atoms, or an alkenyl group having 3 to 12 carbon atoms.
R ^a1 , R ^a2 , R ^a3 and R ^a4 each independently represent an alkyl group having 1 to 6 carbon atoms, or R ^a1 and R ^a2 , and / or R ^a3 and R ^a4 together form a ring structure. May be formed,
R ^a5 and R ^a6 each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
When ^{there are a plurality of R a0} , R ^a1 , R ^a2 , R ^a3 , R ^a4 , R ^a5, and R ^a6 , they may be the same or different.
n represents 0 or 1 and represents
t represents 1 to 4
U represents a 2 × t-valent organic group forming a ring structure and represents
And the U has at least one polymerizable group P ^H in the radical. )

In the general formula (H), ^Ra0 is preferably a hydrogen atom or a hydroxyl group, and particularly preferably a hydrogen atom, in order to enhance the ability to prevent deterioration against external stimuli. Further, R ^a0 is preferably an alkyl group having 1 to 12 carbon atoms or an alkenyl group having 3 to 12 carbon atoms in order to enhance compatibility with the liquid crystal compound.

In the general formula (H), Ra ¹ , Ra ² , Ra ³ and Ra ⁴ are preferably alkyl groups having 1 to 4 carbon atoms independently, and particularly preferably methyl groups. Further, in order to facilitate the removal of polar impurities mixed in during production, ^{it is preferable that Ra 1} and Ra ² and / or Ra ³ and Ra ⁴ form a ring structure together.

In formula (H), in the preferably R ^a5 and R ^a6 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and particularly preferably from ease of manufacture is a hydrogen atom.

In the general formula (H), n is preferably 1.

In the general formula (H), t preferably represents 1 or 2, and particularly preferably 1 in order to enhance the storage stability of the liquid crystal composition. Further, t preferably represents 3 or 4 in order to enhance the ability to prevent deterioration against external stimuli. This is because the number of hindered amine structures per unit weight is increased, and the ability to prevent deterioration against external stimuli can be enhanced.

In the general formula (H), U represents a 2 × t-valent organic group that forms a ring structure with two oxygen atoms, and having at least one polymerizable group P ^H to Motochu. A large number of polymerizable groups is preferable because high reactivity and high VHR can be achieved, but if the number is too large, the solubility is lowered and precipitation is likely to occur. On the other hand, if the number of polymerizable groups is small, the reactivity is poor and it is difficult to obtain the effect of improving VHR. Therefore, reactivity, the compatibility of VHR and solubility, the number of ^{P H} in the general formula (H) is 1, 2, 3, or 4 are preferred, one, two or three Is preferable, and one or two are preferable.

Polymerizable group P ^H, the spacer group is preferably bonded (hereinafter sometimes. Expressed as Sp ^H) through. That is, in formula (H), in the above-mentioned U preferably has one or more ^-Sp H -P ^H in the radical.

In the general formula (H), ^{P H} is preferably from formulas (P-1) is a group selected from the group represented by the formula (P-17). If there are multiple P ^H in the general formula (H), 1 or more P ^H are independently from formula (P-1) selected from the group represented by the formula (P-17) It is preferably a group.

(In the formula, the black dots represent the bonds.)

Of these ^{P H} has the formula (P-1), formula (P-2), formula (P-5), formula (P-6), formula (P-8), formula (P-12), formula (P It is preferable that the group is selected from the group represented by -14) and the formula (P-17), and the formula (P-1), the formula (P-2), the formula (P-8), and the formula (P-). It is more preferable that the group is selected from the group represented by 12) and the formula (P-14), and more preferably the group is represented by the formula (P-1) or the formula (P-2).

Further, in the general formula (H), Sp ^H representing a spacer group represents a single bond or a linear or branched alkylene group having 1 to 12 carbon atoms, and one −CH ₂ − in the alkylene group. Alternatively, two or more non-adjacent −CH ₂ −s may be replaced by −O−, −COO−, −OCO−, −CH = CH− or −C≡C−. Among them, Sp ^H is a single bond or a linear alkylene group having 1 to 12 carbon atoms (one in the group or two or more -CH ₂ − not adjacent to each other is -O-, -COO- or -OCO-. It may be substituted), and a single bond or a linear alkylene group having 1 to 6 carbon atoms (one in the group or two or more -CH ₂ − not adjacent to each other is -O-, It preferably represents −COO− or −OCO−), and is a single bond or a linear alkylene group having 1 to 4 carbon atoms (one in the group or two or more non-adjacent −). CH ₂ − may be substituted with −O−, −COO− or −OCO−), and is particularly preferably a single bond.

In the general formula (H), U is not particularly limited as long as it is an organic group having a 2 × t valence, but when the above t in the general formula (H) represents 1, U is represented by the general formula (U-1). It is preferable that the structure is formed.

(In the general formula (U-1), the broken line represents the bond to the oxygen atom in the general formula (H), respectively.
R ^a7 and R ^a8 may independently represent a hydrogen atom or a monovalent organic group, or R ^a7 and R ^a8 may be combined to form a ring structure.
m represents 0 or 1 and represents
At least ^{R a8} has one or more ^-Sp H -P ^H. )

When U in the general formula (H) has a structure represented by the general formula (U-1), the storage stability of the liquid crystal composition can be enhanced.

R ^a7 represents a hydrogen atom, preferably represents an alkyl group or ^-Sp H -P ^H of 1 to 12 carbon atoms. Alkyl or Sp ^H in present in one -CH ₂ - or nonadjacent two or more _-CH 2 - may, -O -, - COO -, - OCO -, - CH = CH- or - It may be replaced by C≡C−. Among them, ^Ra7 is a hydrogen atom and an alkyl group having 1 to 8 carbon atoms (one -CH _2- existing in the alkyl group or two or more -CH _2- not adjacent to each other is -O-. , -COO -, - OCO -, -. CH = CH- or may be replaced by -C≡C-) or ^-Sp H -P preferably representing a ^H, 4 hydrogen atoms or 1 carbon atoms It is preferable to represent the alkyl group of.

It is particularly preferable that m represents 1. This is because the light stabilizer represented by the general formula (H) tends to have a linear structure similar to that of a general liquid crystal compound, and as a result, the compatibility with the liquid crystal compound can be enhanced.

R ^a8 is not particularly limited as long as a structure having one or more -Sp ^H -P ^H, in view of enhancing the compatibility with the liquid crystal composition, a structure represented by the general formula (r-1) It is preferable to have.

(In the general formula (r), Sp ^a1 is a single bond, -O-, -CH ₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- , -CH = CH-, -CF = CF -, - CO -, - COO -, - OCO -, - OCOO -, - OOCO -, - OCH 2 CH 2 O -, - COOC 2 H 4 -, - OCOC 2 H 4 -, - C 2 H 4 OCO-, -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = C (CH ₃ ) COO-, -OCOC (CH) ₃ ) = CH-, _{-CH 2-} CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH _2- , or a linear or branched alkylene group having 1 to 10 carbon atoms. one or not adjacent to each other in two or more -CH ₂ - is -O -, - COO- or -OCO- may be substituted with,
Sp ^a2 is a single bond, -O-, -CO-, -CH = CH-, -CF = CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -OOCO-,- CF ₂ O-, -OCF _2- , -CH = CHCOO-, -OCOCH = CH-, -CH = C (CH ₃ ) COO-, -OCOC (CH ₃ ) = CH-, -CH _{2-CH (CH) 3} ) COO-, -OCOCH (CH ₃ ) -CH _2- , -OCH ₂ CH ₂ O-, or a linear or branched alkylene group having 1 to 10 carbon atoms, one of the alkylene groups or Two or more non-adjacent −CH _2−s may be replaced by −O−, −COO− or −OCO−.
A ^a1 and ^Aa2 are independently composed of a divalent aromatic group, a divalent ring-aliphatic group, a divalent heterocyclic compound group, a divalent fused ring, and a divalent fused polycycle. Represents a more selected group, and one or more hydrogen atoms in the ring structure of these groups may be substituted with ^Li1.
L ⁱ¹ is a halogen atom, a cyano group, a nitro ^group, -Sp H ^-P H, 1 monovalent organic group ^{K i1,} having 1 to 30 carbon atoms linear or branched alkyl or straight having 1 to 30 carbon atoms Represents a chain or branched alkyl halide group, and -CH _2- in the alkyl group or alkyl halide group is -CH = CH-, -C≡C-, -O-, -NH-, -COO-, It may be replaced with −OCO− or −OCOO−, but −O− is not continuous and is not continuous.
The monovalent organic group ^Ki1 is represented by the following general formula (K1):

(In the formula, R ^k0 to R ^k6 and n ^k are the same as the definitions ^{of R a0} to R ^a6 and n in the general formula (H), respectively ^{, and R k7} and m ^k are the above general formulas (U), respectively. -1) ^{Same as the definition of Ra7} and m in. * Represents the group represented by the bonder.)
R ^a9 represents a hydrogen atom, ^-Sp H -P ^H, straight-chain or branched alkyl group or a linear or branched halogenated alkyl group having 1 to 30 carbon atoms having 1 to 30 carbon atoms, the alkyl group or halogenated alkyl one -CH in group ₂ - or nonadjacent two or more -CH ₂ - is -CH = CH -, - C≡C - , - O -, - S -, - NH It may be replaced with −, −CO−, −COO−, −OCO− or −OCOO−, but −О− is not continuous and is not continuous.
p and q represent integers of 0, 1, 2, or 3, respectively.
When p represents 2 or 3, the plurality of Spa ^a1 may be the same or different, and the plurality of A ^a1 may be the same or different.
If q is 2 or 3, the plurality of the Sp ^a2 or different may be the same, also, the plurality of the A ^a2 may P ^H or different may be the same polymerizable group , And Sp ^H represents a spacer group.
However in the general formula (r), having one or more ^-Sp H -P ^H. * In the formula represents a bond. )

Sp ^a1 is a single bond, -CH ₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- , -CH = CH-, -CF = CF-, -CO-, -COO-, -OCO _{-, - OCOO -, - OOCO} -, - OCH 2 CH 2 O -, - COOC 2 H 4 -, - OCOC 2 H 4 -, - C 2 H 4 OCO -, - CH = CH-COO -, - CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = C (CH ₃ ) COO-, -OCOC (CH ₃ ) = CH-, -CH _{2-CH (CH) 3} ) It is preferable to represent COO − or −OCOCH (CH ₃ ) −CH _2−. More preferably, ^{Sp a1} represents a single _{bond, -OCH 2 -, - CH 2} O -, - COO -, - C 2 H 4 -, - CF 2 O- or -OCF ₂ - is. Sp ^a1 is a single _{bond, -OCH 2 -, - CH 2} O -, - COO -, - C 2 H 4 -, - CF 2 O- or -OCF ₂ - if it is represented by the general formula (H) The light stabilizer has improved compatibility with the liquid crystal compound and is less likely to precipitate even when stored at low temperature.

Sp ^a2 preferably represents a single bond or a straight chain alkylene group having 1 to 10 carbon atoms, more preferably a single bond or a straight chain alkylene group having 1 to 8 carbon atoms, and is a single bond or a straight chain alkylene group. It is more preferable to represent a linear alkylene group having 1 to 6 carbon atoms, and it is particularly preferable that it is a single bond. Alkylene group straight chain, one -CH ₂ present in the radical - or nonadjacent two or more -CH ₂ - is, -O -, - COO -, - OCO -, - CH = It may be replaced by CH- or -C≡C-.

A ^a1 and A ^a2 each independently consist of a divalent aromatic group, a divalent ring-aliphatic group, a divalent heterocyclic compound group, a divalent fused ring, and a divalent fused polycycle. Represents a group selected from the group. Above all, since the storage stability of the liquid crystal composition can be enhanced, A ^a1 and A ^a2 are independently (a) 1,4-cyclohexylene groups (one −CH ₂ − present in this group). _{Alternatively, two or more -CH 2-} that are not adjacent to each other may be replaced with -O-.)
(B) 1,4-phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -N =) and (c). Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2) , 3,4-Tetrahydronaphthalene-2,6-Diyl Group, one -CH = or two or more non-adjacent -CH = may be replaced with -N =).
It is preferably a group selected from the group consisting of.

The ^{group represented by A a1} and A ^a2 may have one or more hydrogen atoms in the ring structure substituted with ^Li1. That is, the above group (a), group (b) and group (c) may be substituted with ^{Li1. Among them, Li1} has a linear or branched alkyl group having 1 to 6 carbon atoms, a linear or branched alkyl halide having 1 to 6 carbon atoms, and carbon because it can enhance the solubility in a liquid crystal composition. linear or branched alkoxy group having 1 -C 6, linear or branched halogenated alkoxy group having 1 to 6 carbon atoms, a fluorine atom, may represent a cyano group or -Sp ^H -P ^H preferably represents fluorine atom, ^{-Sp H} -P H, and more preferably represents a straight-chain alkyl group having 1 to 4 carbon atoms.

If A ^a1 and ^{A a2} there are a plurality, it is preferable that all the plurality of ^{A a1} and ^{A a2} is a group having an aromatic ring. This is because it has the effect of being excellent in reactivity to ultraviolet rays.

R ^a9 is a hydrogen atom, a linear alkyl group having 1 to 6 carbon atoms, a linear alkoxy group having 1 to 6 carbon atoms, a linear alkenyl group having 2 to 6 carbon atoms, or −Sp ^H −. P ^H (wherein Sp ^H 1 one -CH in group ₂ - or nonadjacent two or more -CH ₂ - is -O- or -CH = CH- may be substituted with) represent a ^{preferably, -Sp H -P H (Sp H} 1 one -CH in group ₂ - or nonadjacent two or more -CH ₂ - may be substituted by -O- or -CH = CH- It is also preferable.).

In the general formula (r), when representing the p and ^{q0, R a9} represents ^-Sp H -P ^H. At this time Sp ^H is preferably represent a straight-chain or branched alkylene group having 1 to 12 carbon atoms, one -CH 2 in the alkylene group _- or nonadjacent two or more -CH ₂ - May be replaced by −O−, −COO−, −OCO−, −CH = CH− or −C≡C−. Among them the above case, it is preferable Sp ^H in R ^a9 is an oxyalkylene group having a linear number of 1 to 6 alkylene group or a carbon atom of straight-chain having 1 to 6 carbon atoms.

Further, in the general formula (r), at least one of p and q represents an integer of 1, 2 or 3, and at least one or more of A ^a1 and A ^a2 is one or more hydrogen atoms in the ring structure. If the atoms are substituted with ^{-Sp H} -P ^{H, R a9} may represent ^-Sp H -P ^H, a hydrogen atom, a linear alkyl group having 1 to 6 carbon atoms, carbon atoms 1 It may represent a linear alkoxy group from to 6 or a linear alkenyl group having 2 to 6 carbon atoms.

As the structure represented by the general formula (r), the structure represented by the following general formula (r-1) or (r-2) is particularly preferable.

(Wherein, Sp ^H and P ^H are the same as defined previously described, respectively. During Expressions * represents a bond.)

^{(Wherein, Sp a1, Sp a2, A a1} , A a2, R a9 and q are each the same definition as ^{Sp a1, Sp a2, A a1} , A a2, R a9 and q in the general formula (r) Represent.
L ₁ and L ₂ independently represent the same definition as L in the general formula (r). The positions of L ₁ and L ₂ in the rings A ^a1 and A ^a2 are arbitrary, respectively.
nr1 and nr2 independently represent 0, 1, 2 or 3, respectively.
When q represents 2 or 3 and Sp ^a2 and A ^a2 each have a plurality of them, the plurality of Sp ^a2s and the plurality of A ^a2s may be the same or different from each other.
When each of L ₁ and L ₂ has a plurality of L ₁ , the plurality of L 1 and the plurality of L ₂ may be the same or different from each other.
However in the general formula (r-2) having one or more ^-Sp H -P ^H. * In the formula represents a bond. )

In formula ^(r-2), at least one of the one of the substituents _{L 1} included in the ^{R a9} and ^{A a1} is preferably represents a ^-Sp H -P ^H. Also, if q represents 1, 2 or ^3, that one of the at least one of the substituents _{L 2} having a single substituent group of the R ^{a9, A a1} _{L 1} and ^{A a2} represent ^Sp H -P ^H Is preferable.

When t in the general formula (H) represents 2, U preferably has a structure represented by the general formula (U-2). The ability of the light stabilizer represented by the general formula (H) to prevent deterioration against external stimuli can be enhanced.

(In the formula, the broken line represents the bond to the oxygen atom, and lc and oc each independently represent the same definition as m in the general formula (U-1).
R ^c1 and R ^c2 independently represent the same definition as ^{R a7} in the general formula (U-1).
V represents a divalent organic group.
However in the general formula (U-2) having one or more ^-Sp H -P ^H. )

R ^c1 and ^{R c2} is a hydrogen atom, preferably represents an alkyl group or ^-Sp H -P ^H of 1 to 12 carbon atoms. Or nonadjacent two or more _-CH 2 - - is, -O - 1 one -CH ₂ present in the alkyl group or ^{Sp H, - COO -, -} OCO -, - CH = CH- or It may be replaced by −C≡C−.

Among ^{them, R c1} and ^{R c2} are each independently a hydrogen atom, preferably represents an alkyl group or ^-Sp H -P ^H from 1 to 8 carbon atoms, a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or preferably representing the ^-Sp H -P ^H a hydrogen atom, preferably represents an alkyl group or ^-Sp H -P ^H of one to three carbon atoms, hydrogen atom, a methyl group, an ethyl group or -Sp ^H preferably represents a -P ^H.

The general formula (U-2) preferably has a structure represented by the general formula (U-2-i).

(In the formula, the broken lines represent the bonds to the oxygen atom, ^{respectively, and R c1} , R ^c2 , lc and oc represent the same definitions as ^{R c1} , R ^c2 , lc and oc in the general formula (U-2), respectively.
Sp ^ac represents a single bond or an alkylene group having a carbon number of from 12, the alkylene group in present in one -CH ₂ - or nonadjacent two or more -CH ₂ - is -O-, -COO -, - OCO -, - CH = CH- or -C≡C- may be replaced by one or more hydrogen atoms in the alkylene group is substituted by ^-Sp H -P ^H May be good.
However in the general formula (U-2-i) having one or more ^-Sp H -P ^H. )

Further, the general formula (U-2) preferably has a structure represented by the general formula (U-2-ii).

(In the formula, the broken lines represent the bonds to the oxygen atom, ^{respectively, and R c1} , R ^c2 , lc and oc represent the same definitions as ^{R c1} , R ^c2 , lc and oc in the general formula (U-2), respectively.
Sp ^ac1 and ^{Sp ac3} each represent the same definition as ^{Sp a1} in formula (r),
Sp ^{ac2, A ac1} and ^{A ac2} each represent the same definition as ^{Sp a2, A a1} and ^{A ac1} in formula (r), the plurality of ^{Sp ac2} and a plurality of ^{A ac2} respectively have be the same or different Well,
pe represents 1 or 2.
However in the general formula (U-2-ii) having one or more ^-Sp H -P ^H. )

When t in the general formula (H) represents 3 or 4, U preferably has a structure represented by the general formula (U-3). This is because the ability of the light stabilizer represented by the general formula (H) to prevent photodegradation can be enhanced.

(In the formula, the broken line represents the bond to the oxygen atom.
lf represents the same definition as m in the general formula (U-1).
R ^f7 represents the same definition as ^{R a7} in the general formula (U-1).
Sp ^af1 and Sp ^af2 each represent the same definition as ^{Sp a2} in the general formula (r).
A ^{af1 represents the same definition as A a1} in the general formula (r), and pf represents 0, 1 or 2.
tf represents 3 or 4
V ^f represents a trivalent or tetravalent group, but ^{the valence of V f} is the same as the number represented by tf.
When a plurality of Sp ^af1 , Sp ^af2 and A ^af1 are present, the plurality of Sp ^af1 , the plurality of Sp ^af2 and the plurality of A ^af1 may be the same or different from each other.
However in Formula (U-3) has one or more ^{-Sp H} -P H, ^P H is respectful polymerizable group. )

It is particularly preferable that lf represents 1.

R ^f7 is a hydrogen atom, preferably represents an alkyl group or ^-Sp H -P ^H of 1 to 12 carbon atoms. Or nonadjacent two or more _-CH 2 - - is, -O - 1 one -CH ₂ present in the alkyl group or ^{Sp H, - COO -, -} OCO -, - CH = CH- or It may be replaced by −C≡C−. Among ^{them, R f7} is a hydrogen atom, preferably represents an alkyl group or ^-Sp H -P ^H 1 to 8 carbon atoms, a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or ^-Sp H -P ^H preferably represents a hydrogen atom, preferably represents an alkyl group or ^-Sp H -P ^H of 1 to 3 carbon atoms, a hydrogen atom, may represent a methyl group, an ethyl group or ^-Sp H -P ^H More preferable.

When tf in the general formula (U-3) represents 3, that is, when ^{the valence of V f} is 3, V ^f preferably represents a hydrocarbon group having 1 to 15 carbon atoms, and the hydrocarbon. two or more -CH ₂ that is not one or adjacent present in carbon atoms in the group - is independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-, -CH = CH-OCO-, -COO- It may be replaced by CH = CH-, -OCO-CH = CH-, -CH = CH-, -CF = CF-, -OCF _2- , -CF ₂ O-, or -C≡C-. Also, one or more hydrogen atoms present in the hydrocarbon group may be substituted with -Sp ^H -P ^H.

It is more preferable that V ^f is a group selected from the groups represented by the formulas (V3-1) to (V3-12).

(In the ^{formula, R v31} and ^{R v32} represents a hydrogen atom, a hydroxyl group, an alkyl group or ^-Sp H -P ^H having 1 to 10 carbon atoms, one existing in the alkyl group, or Sp ^H or More than one −CH ₂₋ may be independently substituted with −O−, −S−, −CH = CH−, −C≡C−, −CO−O−, −O−CO−, respectively. The hydrogen atom in the cyclic structure is a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfuranyl group, a nitro group, a cyano group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, or a methylamino group. , dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, Chioisoshiano group, may be substituted with an alkyl group or -Sp ^H -P ^H from 1 to 12 carbon atoms, in the alkyl group one or non-adjacent two or more -CH ₂ present in - each independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S -, - S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-,- It may be replaced with OCO-CH = CH-, -CH = CH-, -CF = CF-, -OCF _2- , -CF ₂ O-, or -C≡C-. Represents.)

Equation (V3-1), and wherein ^{(V3-2), R V31} and ^{R V32} each independently represent a hydrogen atom, a hydroxyl group, represents an alkyl group or ^-Sp H -P ^H 1 to 8 carbon atoms Is preferable, and it is preferable that it is linear.

Further, the groups represented by the formulas (V3-4) to (V3-12) are independently unsubstituted, or the hydrogen atom in the group is a cyano group, a fluorine atom, a chlorine atom, a methyl group, and the like. it is preferably substituted with methoxy or ^-Sp H -P ^H.

From the viewpoint of availability of raw materials and ease of production, V ^f is represented by the formulas (V3-1), formulas (V3-2), and unsubstituted formulas (V3-3) to (V3-12). It is particularly preferable to represent a group selected from the group consisting of the groups to be formed.

When tf in the general formula (U-3) represents 4, that is, when ^{the valence of V f} is 4, V ^f preferably represents a hydrocarbon group having 1 to 15 carbon atoms, and the hydrocarbon. two or more -CH ₂ that is not one or adjacent present in carbon atoms in the group - is independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO-, -CH = CH-OCO-, -COO- It may be replaced by CH = CH-, -OCO-CH = CH-, -CH = CH-, -CF = CF-, -OCF _2- , -CF ₂ O-, or -C≡C-. Also, one or more hydrogen atoms present in the hydrocarbon group may be substituted with -Sp ^H -P ^H.

It is more preferable that V ^f is a group selected from the groups represented by the formulas (V4-1) to (V4-21).

(In formulas (V4-1) to (V4-21), the hydrogen atom in the cyclic structure is a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfuranyl group, a nitro group, a cyano group, or an isocyano. Group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, alkyl group having 1 to 12 carbon atoms, or -Sp ^H -P ^H may be substituted with the alkyl group or Sp is present in ^H 1 one or non-adjacent two or more -CH 2 _- are each independently -O -, - S -, - CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH = CH-COO- , -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = CH-, -CF = CF-, -OCF _2- , -CF ₂ O-, or- It may be replaced with C≡C−. The black dots in the equation represent the bond.)

The groups represented by the formulas (V4-3) to (V4-21) are independently unsubstituted, or the hydrogen atom in the formula is a cyano group, a fluorine atom, a chlorine atom, a methyl group, or a methoxy group. or it is preferably substituted with ^-Sp H -P ^H.

From the viewpoint of availability of raw materials and ease of production, V ^f is selected from the formula (V4-1), the formula (V4-2), and the unsubstituted formula (V4-3) to the formula (V4-21). It is particularly preferable to represent a group to be used.

Preferred embodiments of the light stabilizer represented by the general formula (H) include, for example, a compound represented by the general formula (HI).

(In the general formula (HI), R ^a0 represents the same definition as ^{R a0} in the general formula (H).
R ^{a7, R a9} and m each represent the same definition as ^{R a7, R a9} and m in the general formula (U-1),
^{A a1, A a2, Sp a1} , Sp a2, p and q each represent the same definitions as ^{A a1, A a2, Sp a1} , Sp a2, p and q in the general formula (r).
However in the general formula (H-I) having one or more ^-Sp H -P ^H. )

Another preferred embodiment of the light stabilizer represented by the general formula (H) is a compound represented by the general formula (H-II).

(In the general formula (H-II), R ^a01 and R ^a02 represent the same definitions as ^{R a0} in the general formula (H), respectively.
R ^{c1, R} c2, lc, and oc represent respectively ^{R c1,} R c2, lc in the general formula (U-2), and the same definition as oc,
Sp ^ac1 and ^{Sp ac3} each represent the same definition as ^{Sp a1} in formula (r),
Sp ^{ac2, A ac1} and ^{A ac2} each represent the same definition as ^{Sp a2, A a1} and ^{A ac1} in formula (r), the plurality of ^{Sp ac2} and a plurality of ^{A ac2} respectively have be the same or different Well,
pe represents 1 or 2.
However in formula (H-II) having one or more ^-Sp H -P ^H. )

Specific examples of the light stabilizer represented by the general formula (H) include compounds represented by the following general formulas (H-1) to (H-27), but the present invention is limited thereto. Not done.

(In the above general formulas (H-1) to (H-27), R ^a0 represents the same definition as ^{R a0} in the general formula (H).
R ^{a7, R a9} and m each represent the same definition as ^{R a7, R a9} and m in the general formula (U-1),
A ^a1 represents the same definition as ^{A a1} in formula (r),
A ^a21 and ^{A a22} each independently represent the same definitions as ^{A a2} in formula (r),
L1 and L2 each represent the same definition as L1 and L2 in formula ^(r), position of _{L 2} in the position and ^{A a21} and ^{A a22} of _{L 1} in ^{A a1} are each optionally
nr11 represents the same definition as nr1 in the general formula (r-2).
nr21 and nr22 represent the same definitions as nr2 in the general formula (r-2), respectively. However it has one or more ^-Sp H -P ^H in the formula, Sp ^H and ^{P H,} respectively represent the same defined as Sp ^H and ^{P H} in the general formula (H). )

As a further specific embodiment of the light stabilizer represented by the general formula (H), the following formulas (HI-1) to (HI-38) and formulas (H-II-1) to formulas are used. Examples of the compound represented by (H-II-2) are not limited to these.

The total amount of the light stabilizer represented by the general formula (H) is in the range of 0.01% by mass to 5% by mass with respect to the total amount of the liquid crystal composition of the present invention from the viewpoint of improving VHR. Is preferably in the range of 0.01% by mass to 0.5% by mass, preferably in the range of 0.01% by mass to 0.3% by mass, and 0.02% by mass to 0. It is more preferably in the range of 0.3% by mass, and particularly preferably in the range of 0.05% by mass to 0.25% by mass.

From the viewpoint that precipitation from the liquid crystal composition can be sufficiently suppressed, the total amount of the light stabilizer represented by the general formula (H) is from 0.005% by mass with respect to the total amount of the liquid crystal composition of the present invention. The range of 1% by mass is preferable, the range of 0.005% by mass to 0.5% by mass is more preferable, and the range of 0.005% by mass to 0.1% by mass is further preferable.

In order to achieve both VHR and solubility, the total amount of the light stabilizer represented by the general formula (H) is in the range of 0.01% by mass to 1% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is preferably in the range of 0.025% by mass to 0.5% by mass, further preferably 0.03% by mass to 0.3% by mass, and 0.05% by mass to 0. It is particularly preferable that the content is in the range of 1% by mass.

(2) Compound represented by the general formula (II) The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (II).

(In the general formula (II), R ^II1 represents an alkyl group having 1 to 10 carbon atoms, and one or two or more non-adjacent −CH ₂ − in the alkyl group are independently −CH = It may be replaced by CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.
A ^II1 and ^{A II2} each independently (a) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - is -O May be replaced with-),
(B) 1,4-phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -N =) and (c). Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2) , 3,4-Tetrahydronaphthalene-2,6-A single -CH = present in a diyl group or two or more non-adjacent -CH = may be replaced by -N =).
Represents a group selected from the group consisting of, and the above groups (a), groups (b) and groups (c) may be independently substituted with cyano groups, fluorine atoms or chlorine atoms, respectively.
Z ^II1 is a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF 2 -, - CF 2 O- , -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-
Y ^II1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group or an alkyl group having 1 to 10 carbon atoms, one or non-adjacent two or more -CH 2 in the alkyl group _- is independently It may be substituted with -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, and one or more of the alkyl groups. Hydrogen atoms may be substituted with fluorine atoms,
m ^II1 represents 1, 2, 3 or 4, but when m ^II1 represents 2, 3 or 4, the plurality of A ^II1s and the plurality of Z ^II1s may be the same or different, respectively. )

In the liquid crystal composition of the present invention, the magnitude of dielectric anisotropy can be adjusted by combining one or more compounds represented by the above general formula (II). The liquid crystal composition of the present invention may be a negative liquid crystal composition having a negative dielectric anisotropy (Δε) and an absolute value (| Δε |) of 2 or more, and has a dielectric anisotropy (Δε). ) Is positive, and the absolute value (| Δε |) may be 1.5 or more. The specific value of dielectric anisotropy will be described later.

Here, the liquid crystal composition of the present invention preferably contains one or more compounds in which ^{at least one Z II1} represents -CH _{2 O- in the above general formula (II).} That is, in the liquid crystal composition of the present invention, in the general formula (II), when m ^II1 is 1, Z ^II1 represents -CH ₂ O-, and when m ^{II 1} is 2, 3 or 4, a plurality of them are present. It is preferable that at least one of Z ^II1 _{contains a compound representing −CH 2 O−.} If among them ^{the Z II1} represents _-CH 2 O-, 1 or 2 or more hydrogen atoms ring bonded with _-CH 2 O-oxygen atom of ^{(A II1} or ^{A II2)} it has is substituted by fluorine atoms In particular, _{one or more hydrogen atoms of the ring bonded to the oxygen atom of −CH 2} O— are replaced with fluorine atoms, and at least one hydrogen atom of the same ring is alkoxy. It is more preferable that it is substituted with a group. Even when two adjacent ring structures contain a liquid crystal compound having a structure in which they are linked via a linking group represented by _{−CH 2 O—, a light stabilizer represented by the above general formula (H).} When used in combination with, the deterioration of the liquid crystal compound can be suppressed, and the physical properties of the liquid crystal composition can be improved by the combination of the liquid crystal compounds.

In the general formula (II), ^{the total content of the compound in which at least one Z II1} represents −CH ₂ O— is preferably 10% by mass or more, 20% by mass or more, based on the total amount of the liquid crystal composition of the present invention. It is 30% by mass or more, and preferably 70% by mass or less, 50% by mass or less, and 40% by mass or less. In the general formula (II), ^{the total content of the compound in which at least one Z II1} represents -CH ₂ O- is specifically 10% by mass to 70% by mass with respect to the total amount of the liquid crystal composition in the present invention. It is within the range, is within the range of 20% by mass to 50% by mass, and is within the range of 30% by mass to 40% by mass.

The compound represented by the general formula (II) may be a liquid crystal compound having a negative dielectric anisotropy (Δε) depending on the dielectric anisotropy (first aspect). A liquid crystal compound having a positive (Δε) may be a liquid crystal compound (first aspect), and a non-polar liquid crystal compound having a dielectric anisotropy (Δε) of around 0 may be used (third aspect). The dielectric anisotropy of the compound represented by the general formula (II) is a value at 25 ° C. Hereinafter, the compound represented by the general formula (II) will be described for each aspect.

[1] First aspect of the compound represented by the general formula (II) The first aspect of the compound represented by the general formula (II) (hereinafter, may be referred to as the compound of the first aspect) has a dielectric constant. A liquid crystal compound having a negative anisotropy (Δε). The compound of the first aspect preferably has a negative sign of Δε and its absolute value is more than 2, and more preferably the absolute value is more than 3.

Examples of the compound of the first aspect include compounds selected from the compound group represented by the following general formulas (N-1) to (N-3).

(In the formula, ^RN11 , ^RN12 , ^RN21 , ^RN22 , ^RN31 and ^RN32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or two non-adjacent ones. More than one −CH ₂₋ may be independently substituted by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−.
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are independently (a) 1,4-cyclohexylene groups (one -CH _2- or adjacent to each other in this group). No two or more -CH _2- may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -N =) and (c). Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2) , 3,4-Tetrahydronaphthalene-2,6-Diyl Group, one -CH = or two or more non-adjacent -CH = may be replaced with -N =).
Represents a group selected from the group consisting of, and the above groups (a), groups (b) and groups (c) may be independently substituted with cyano groups, fluorine atoms or chlorine atoms, respectively.
^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O- , -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-
X ^N21 represents a hydrogen atom or a fluorine atom.
^TN31 represents −CH _2- or an oxygen atom and represents
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 and n ^N32 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are independent of each other. 1, 2 or 3
When ^{there are a plurality of A N11} to A ^N32 and Z ^N11 to Z ^N32 , they may be the same or different. However, the compounds represented by the general formula (N-1) in the general formula (N-2) and the general formula (N-3) are excluded, and the general formula (N-2) in the general formula (N-3) is excluded. The compounds represented by are excluded. )

When the liquid crystal composition of the present invention has a negative value of dielectric anisotropy (Δε) at 25 ° C., the liquid crystal composition of the present invention has the general formulas (N-1), (N-2) and ( It is preferable to contain one or more compounds selected from the compound group represented by N-3).

In the general formulas (N-1), (N-2) and (N-3), ^RN11 , ^RN12 , ^RN21 , ^RN22 , ^RN31 and ^RN32 are independent of each other and have 1 to 8 carbon atoms. Alkyl group, alkoxy group having 1 to 8 carbon atoms, alkenyl group having 2 to 8 carbon atoms or alkenyloxy group having 2 to 8 carbon atoms is preferable, and alkyl group having 1 to 5 carbon atoms and carbon atom number of carbon atoms are preferable. Alkoxy groups 1 to 5, alkenyl groups having 2 to 5 carbon atoms, or alkenyloxy groups having 2 to 5 carbon atoms are preferable, and alkyl groups having 1 to 5 carbon atoms or alkenyl groups having 2 to 5 carbon atoms are preferable. More preferably, an alkyl group having 2 to 5 carbon atoms or an alkoxy group having 2 to 3 carbon atoms is further preferable, and an alkenyl group (propenyl group) having 3 carbon atoms is particularly preferable.

^Further, when the ring structure ^{R N11, R N12, R N21} , R N22, R N31 and ^{R N32} are each bonded is a phenyl group (aromatic) ^{may, R N11, R N12, R} N21, R N22, ^{Each of RN31} and ^RN32 is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 4 to 5 carbon atoms. On the other ^hand, in the case of the saturated ring structure of ring structure ^{R N11, R N12, R N21} , R N22, R N31 and ^{R N32} are respectively coupled cyclohexane, etc. pyran and ^{dioxane, N11,} R ^{N12, R N21, RN22} , ^RN31 and ^RN32 are independently linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms and linear carbon atoms 2 to 2. The alkenyl group of 5 is preferred.

In order to stabilize the nematic phase, it is preferable that ^RN11 , ^RN12 , ^RN21 , ^RN22 , ^RN31 and ^RN32 each independently have a total of 5 or less carbon atoms and oxygen atoms. It is preferably linear.

The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5). The black dots in the formulas (R1) to (R5) represent carbon atoms in the ring structure to which the alkenyl group is bonded.

If it is desired to increase the Δn ^{is, A N11, A N12, A} N21, A N22, A N31 and ^{A N32} are preferably each independently aromatic. Meanwhile, in order to improve the response ^{speed, A N11, A N12, A} N21, A N22, A N31 and ^{A N32} is preferably independently aliphatic, trans-1,4-cyclohexylene Xylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro -1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, It preferably represents a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group.

Among them ^{A N11, A N12, A N21} , A N22, A N31 and ^{A N32} are each independently preferably represents one of the following structures.

Moreover ^{A N11, A N12, A N21} , A N22, A N31 and ^{A N32} are each independently preferably represents a cyclohexylene group or 1,4-phenylene group trans-1,4-cyclohexylene.

^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} _-CH 2 each _{independently O -, - CF 2 O -} , - CH 2 CH 2 -, - CF 2 CF 2 - or a single bond preferably represents _{an, -CH 2 O -, - CH} 2 CH 2 - or a single bond is more preferable, _-CH 2 O-or a single bond is particularly preferred.

Fluorine atom is preferable for X ^N21.

Oxygen atom is preferable for ^TN31.

n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are preferably 1 or 2, n ^N11 is 1 and n ^N12 is 0, n ^N11 is 2 and n ^N12 is 0, n ^{A combination of N11} being 1 and n ^N12 being 1, a combination of n ^N11 being 2 and n ^N12 being 1, a combination of n ^N21 being 1 and n ^N22 being 0, n ^N21 being 2 and n ^N22 being A combination of 0, a combination of n ^N31 being 1 and n ^N32 being 0, and a combination of n ^N31 being 2 and n ^N32 being 0 are preferred.

The liquid crystal composition of the present invention comprises a compound in which at least one ^{of Z N11} and Z ^{N12 in} _{the general formula (N-1) represents −CH 2} O—, and Z ^{N 21 and Z N 22 in} the general formula (N-2). at least one compound representing a _-CH 2 O-, and the general formula (N-3) in at least one one compound selected from the group consisting of compounds representing a _-CH 2 O-in ^{Z N31} and ^{Z N32} of Alternatively, it is preferable to contain two or more kinds. These compounds have a linking group represented by _{-CH 2} O- in their molecular structure, _{and have the above-mentioned compound having a linking group represented by -CH 2} O- and the general formula (H). This is because the effect of the combined use with the represented light stabilizer can be obtained.

The lower limit of the content of the compound represented by the formula (N-1) is preferably 0% by mass, 1% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, 75% by mass. %, Which is 80% by mass. The upper limit of the content of the compound represented by the formula (N-1) is preferably 95% by mass, 85% by mass, or 75% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 65% by mass, 55% by mass, 45% by mass, 35% by mass, 25% by mass, and 20% by mass.

The upper and lower limits of the content of the compound represented by the formula (N-2) and the preferable upper and lower limits of the content of the compound represented by the formula (N-3) are preferable values of the formula (N-2), respectively. It can be the same as the preferable values of the upper limit value and the lower limit value of the content of the compound represented by N-1).

When a composition that keeps the viscosity of the liquid crystal composition of the present invention low and has a high response speed is required, it is preferable that the above lower limit value is low and the upper limit value is low. Further, when the Tni of the liquid crystal composition of the present invention is kept high and a composition having good temperature stability is required, it is preferable that the above lower limit value is low and the upper limit value is low. Further, when it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is high and the upper limit value is high.

The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (N-1). Examples of the compound represented by the general formula (N-1) include a group of compounds represented by the following general formulas (N-1a) to (N-1g). Since it _{has a linking group represented by -CH 2} O-, it is preferable to contain one or more compounds represented by the general formula (N-1d) or (N-1f), and the general formula is preferable. It is more preferable to contain one or more compounds represented by (N-1d).

^{(Wherein, R N11} and ^{R N12} are as defined ^{R N11} and ^{R N12} in the general formula ^{(N-1), n Na11} represents 0 or ^{1, n NB11} is 1 or ^{2, n NC11} is ^Represents 0 or 1, n Nd11 represents 1 or 2, n ^Ne11 represents 1 or 2, n ^Nf12 represents 1 or 2, n ^{Ng 11} represents 1 or 2, and A ^{Ne 11} represents trans-1,4. ^{-Represents a} cyclohexylene group or a 1,4-phenylene group, and A Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one. ^{Represents a} 1,4-cyclohexenylene group, Z Ne11 represents a single bond or ethylene, but at least one present in the molecule represents ethylene, and multiple A ^Ne11 , Z ^Ne11 , and / or present in the molecule. A ^{Ng 11} may be the same or different.)

More specifically, the compound represented by the general formula (N-1) may be a compound selected from the compound group represented by the general formulas (N-1-1) to (N-2-1). preferable.

The compound represented by the general formula (N-1-1) is the following compound.

^{(Wherein, R N111} and ^{R N112} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a propyl group, a pentyl group or a vinyl group. ^RN112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group or a butoxy group.

The compound represented by the general formula (N-1-1) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (N-1-1) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass, 27% by mass, 30% by mass, 33% by mass, and so on. It is 35% by mass. The upper limit of the content is preferably 50% by mass, 40% by mass, 38% by mass, 35% by mass, and 33% by mass with respect to the total amount of the liquid crystal composition of the present invention. 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 13% by mass. 10, 10% by mass, 8% by mass, 7% by mass, 6% by mass, 5% by mass, and 3% by mass.

The compound represented by the general formula (N-1-1) is a compound selected from the compound group represented by the formulas (N1-1.1) to (N1-1.23). Is preferable, and the compounds represented by the formulas (N-1-1.1) to (N-1-1.4) are preferable, and the formulas (N-1-1.1) and the formula (N-1) are preferable. The compound represented by −1.3) is preferable.

The compounds represented by the formulas (N-1-1.1) to (N1-1.22) can be used alone or in combination. The lower limit of the content of the compounds represented by the formulas (N-1-1.1) to (N1-1.22) is preferably 5% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, 10% by mass, 13% by mass, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass, 27% by mass, and so on. It is 30% by mass, 33% by mass, and 35% by mass. The upper limit of the content is preferably 50% by mass, 40% by mass, 38% by mass, 35% by mass, and 33% by mass with respect to the total amount of the liquid crystal composition of the present invention. 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 13% by mass. 10, 10% by mass, 8% by mass, 7% by mass, 6% by mass, 5% by mass, and 3% by mass.

The compound represented by the general formula (N-1-2) is the following compound.

^{(Wherein, R N121} and ^{R N122} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group or a pentyl group. The ^RN122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group. preferable.

The compound represented by the general formula (N-1-2) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set low, and _{when the TNI} is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (N-1-2) is preferably 5% by mass, 7% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. There are 13% by mass, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass, 27% by mass, 30% by mass, and so on. It is 33% by mass, 35% by mass, 37% by mass, 40% by mass, and 42% by mass. The upper limit of the content is preferably 50% by mass, 48% by mass, 45% by mass, 43% by mass, and 40% by mass with respect to the total amount of the liquid crystal composition of the present invention. 38% by mass, 35% by mass, 33% by mass, 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass. , 18% by mass, 15% by mass, 13% by mass, 10% by mass, 8% by mass, 7% by mass, 6% by mass, and 5% by mass.

The compound represented by the general formula (N-1-2) is a compound selected from the compound group represented by the formula (N-1-2.22) from the formula (N-1-2.1). Is preferable, and formulas (N-1-2.3) to formulas (N-1-2.7), formulas (N1-2.10), formulas (N-1-2.11), and formulas (N) are preferable. It is preferable that the compound is represented by -1-2.13) and the formula (N-1-2.20), and when the improvement of Δε is emphasized, the formula (N-1-2.3) is used. is preferably a compound represented by _(N-1-2.7), formula (N-1-2.10) in the case of emphasizing improvements in _{T NI,} formula (N-1-2.11) and formula The compound represented by (N-1-2.13) is preferable, and the compound represented by the formula (N-1-2.20) is preferable when the improvement of the response speed is emphasized. ..

The compounds represented by the formulas (N-1-2.1) to (N-1-2.22) can be used alone or in combination. The lower limit of the content of these compounds is preferably 5% by mass, 10% by mass, 13% by mass, 15% by mass, and 17% by mass with respect to the total amount of the liquid crystal composition of the present invention. 20% by mass, 23% by mass, 25% by mass, 27% by mass, 30% by mass, 33% by mass, and 35% by mass. The upper limit of the content is preferably 50% by mass, 40% by mass, 38% by mass, 35% by mass, and 33% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 30% by mass, 28% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, 13% by mass, 10%. It is mass%, it is 8 mass%, it is 7 mass%, it is 6 mass%, it is 5 mass%, and it is 3 mass%.

The compound represented by the general formula (N-1-3) is the following compound.

^{(Wherein, R N131} and ^{R N132} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. ^RN132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group. ..

The compound represented by the general formula (N-1-3) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the general formula (N-1-3) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 15% by mass, 17% by mass, and 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1--3) is a compound selected from the compound group represented by the formulas (N-1-3.21) to (N-1-3.21). Is preferable, and it is preferable that the compound is selected from the compound group represented by the formulas (N-1-3.1) to (N-1-3.7) and the formula (N-1-3.21). Equation (N-1-3.1), Equation (N-1-3.2), Equation (N-1-3.3), Equation (N-1-3.4) and Equation (N-1- A compound selected from the compound group represented by 3.6) is preferable.

Compounds represented by formulas (N-1-3.1) to (N-1-3.4), formulas (N-1-3.6) and formulas (N-1-3.21) are independent. It can be used in the above or in combination, but it is a combination of the formula (N-1-3.1) and the formula (N-1-3.2) and the formula (N-1-3.3). ), Formula (N-1-3.4) and formula (N-1-3.6) are preferably selected from 2 or 3 combinations. The lower limit of the content of these compounds is preferably 5% by mass, 10% by mass, 13% by mass, 15% by mass, and 17% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-4) is the following compound.

^{(Wherein, R N141} and ^{R N142} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

Independently R ^N141 and ^{R N142} are each an alkyl group having 1 to 5 carbon atoms, preferably an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5, methyl group, propyl group, ethoxy Groups or butoxy groups are preferred.

The compound represented by the general formula (N-1-4) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the general formula (N-1-4) is preferably 3% by mass, 5% by mass, and 7% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 10% by mass, 13% by mass, 15% by mass, 17% by mass, and 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, 13% by mass, 11% by mass, 10% by mass, and 8% by mass.

The compound represented by the general formula (N-1--4) is a compound selected from the compound group represented by the formulas (N-1-4.1) to (N-1-4.14). Is preferable, and the compounds represented by the formulas (N-1-4.1) to (N-1-4.4) are preferable, and the formulas (N-1-4.1) and the formula (N-1) are preferable. The compounds represented by -4.2) and the formula (N-1-4.4) are preferable.

The compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination. The lower limit of the content of these compounds is preferably 3% by mass, 5% by mass, 7% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 15% by mass, 17% by mass, and 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, 13% by mass, 11% by mass, 10% by mass, and 8% by mass.

The compound represented by the general formula (N-1-5) is the following compound.

^{(Wherein, R N151} and ^{R N152} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN151 and ^RN152 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, preferably an ethyl group, a propyl group, or a butyl group. Is preferable.

The compound represented by the general formula (N-1-5) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set low, and _{when the TNI} is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the general formula (N-1-5) is preferably 5% by mass, 8% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 13% by mass, 15% by mass, 17% by mass, and 20% by mass. The upper limit of the content is preferably 35% by mass, 33% by mass, 30% by mass, 28% by mass, and 25% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 23% by mass, 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-5) is a compound selected from the compound group represented by the formulas (N-1-5.1) to (N-1-5.6). Is preferable, and the compounds represented by the formulas (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4) are preferable.

The compounds represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4) may be used alone or in combination. Is also possible. The lower limit of the content of these compounds is preferably 5% by mass, 8% by mass, 10% by mass, 13% by mass, and 15% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 17% by mass and 20% by mass. The upper limit of the content is preferably 35% by mass, 33% by mass, 30% by mass, 28% by mass, and 25% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 23% by mass, 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-10) is the following compound.

^{(Wherein, R N1101} and ^{R N1102} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group.

^RN1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and more preferably an alkoxy group having 1 to 4 carbon atoms. When ^RN1102 represents an alkoxy group, the 2,3-difluoro-1,4-phenylene group in the general formula (N-1-10) contains the oxygen atom of the _{linking group (-CH 2} ^{O-) and RN1102} , respectively. It has a structure that bonds with the oxygen atom of the represented alkoxy group. A compound having such a structure can exhibit a negative permittivity anisotropy (Δε) and a large absolute value of the permittivity anisotropy. Therefore, in particular, a liquid crystal composition having a negative dielectric anisotropy can increase Δε by containing the above compound. In the present invention, by using the compound having the above structure and the light stabilizer represented by the general formula (H) in combination, the photodegradation of the compound having the above structure is suppressed, and the compound exerts the above structure. Due to the dielectric anisotropy, a liquid crystal composition showing a high Δε can be prepared. ^{Among the alkoxy groups having 1 to 4 carbon atoms, RN1102} is more preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-10) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the general formula (N-1-10) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 15% by mass, 17% by mass, and 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-10) is a compound selected from the compound group represented by the formulas (N-1-10.14) to (N-110.14). Is preferable, and the compounds represented by the formulas (N-1-10.1) to (N-1-10.5) are preferable, and the formulas (N-1-10.1) and (N-1) are preferable. The compound represented by -100.2) is preferable.

The compounds represented by the formulas (N-1-10.1) and (N-1-10.2) can be used alone or in combination. The lower limit of the content of these compounds is preferably 5% by mass, 10% by mass, 13% by mass, 15% by mass, and 17% by mass with respect to the total amount of the liquid crystal composition of the present invention. %, Which is 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-11) is the following compound.

^{(Wherein, R N1111} and ^{R N1112} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group.

^RN1112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and more preferably an alkoxy group having 1 to 4 carbon atoms. The reason is the same as the reason why it is preferable that ^RN1102 in the above general formula (N-1-10) represents an alkoxy group. ^{Among the alkoxy groups having 1 to 4 carbon atoms, RN1112} is more preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-11) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the improvement of Δε is emphasized, it is preferable to set the content high, when the solubility at low temperature is emphasized, the content is set low, and _{when the TNI} is emphasized, the content is high. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the general formula (N-1-11) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 15% by mass, 17% by mass, and 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N1-1-11) is a compound selected from the compound group represented by the formulas (N-1-11.1) to (N-1-1.14). Is preferable, and the compounds represented by the formulas (N-1-11.1) to (N-1-1.14) are preferable, and the formulas (N-1-11.2 and N-1-. The compound represented by 11.4) is preferable.

The compounds represented by the formulas (N-1-11.2) and (N-1-11.4) can be used alone or in combination. The lower limit of the content of these compounds is preferably 5% by mass, 10% by mass, 13% by mass, 15% by mass, and 17% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-12) is the following compound.

^{(Wherein, R N1121} and ^{R N1122} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. ^RN1122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-12) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the general formula (N-1-12) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 15% by mass, 17% by mass, and 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-13) is the following compound.

^{(Wherein, R N1131} and ^{R N1132} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. ^RN1132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the general formula (N-1-13) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 15% by mass, 17% by mass, and 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-14) is the following compound.

^{(Wherein, R N1141} and ^{R N1142} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. ^RN1142 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-14) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the general formula (N-1-14) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 15% by mass, 17% by mass, and 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-15) is the following compound.

^{(Wherein, R N1151} and ^{R N1152} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. ^RN1152 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-15) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (N-1-15) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, it is 15% by mass, it is 17% by mass, and it is 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-16) is the following compound.

^{(Wherein, R N1161} and ^{R N1162} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. ^RN1162 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-16) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (N-1-16) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, it is 15% by mass, it is 17% by mass, and it is 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-17) is the following compound.

^{(Wherein, R N1171} and ^{R N1172} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. ^RN1172 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-17) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (N-1-17) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, it is 15% by mass, it is 17% by mass, and it is 20% by mass. The lower limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-18) is the following compound.

^{(Wherein, R N1181} and ^{R N1182} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a methyl group, an ethyl group, a propyl group or a butyl group. ^RN1182 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-18) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (N-1-18) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, it is 15% by mass, it is 17% by mass, and it is 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-18) is a compound selected from the compound group represented by the formulas (N-1-18.1) to (N-1-18.5). Is preferable, and the compounds represented by the formulas (N1-18.1) to (N-1-18.3) are preferable, and the formulas (N1-18.2) and (N-1) are preferable. The compound represented by -18.3) is preferable.

The compound represented by the general formula (N-1-20) is the following compound.

^{(Wherein, R N1201} and ^{R N1202} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1201 and ^RN1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-20) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (N-1-20) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, it is 15% by mass, it is 17% by mass, and it is 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-21) is the following compound.

^{(Wherein, R N1211} and ^{R N1212} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1211 and ^RN1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-21) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (N-1-21) is preferably 5% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, it is 15% by mass, it is 17% by mass, and it is 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

The compound represented by the general formula (N-1-22) is the following compound.

^{(Wherein, R N1221} and ^{R N1222} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)

^RN1221 and ^RN1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-22) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

It is preferable to set the content higher when the improvement of Δε is emphasized, the effect is higher when the content is set higher when the solubility at low temperature is emphasized, and the content is set _{when the TNI} is emphasized. The effect is high when is set high. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (N-1-21) is preferably 1% by mass, 5% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, it is 13% by mass, it is 15% by mass, it is 17% by mass, and it is 20% by mass. The upper limit of the content is preferably 35% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 20% by mass, 18% by mass, 15% by mass, 13% by mass, 10% by mass, and 5% by mass.

The compound represented by the general formula (N-1-22) is a compound selected from the compound group represented by the formulas (N-1-22.1) to (N-1-2.12.). Is preferable, and compounds represented by the formulas (N-1-22.1) to (N-1-22.5) are preferable, and the compounds represented by the formulas (N-1-22.1) to (N-1-2.5) are preferable. The compound represented by 22.4) is preferable.

[2] Second aspect of the compound represented by the general formula (II) The second aspect of the compound represented by the general formula (II) (hereinafter, may be referred to as a compound of the second aspect) has a dielectric constant. A liquid crystal compound having a positive anisotropy (Δε). The compound of the second aspect preferably has Δε greater than 2.

Examples of the compound of such a second aspect include compounds selected from the compound group represented by the following general formulas (M) and general formulas (K).

(Wherein, R ^M1 and R ^K1 are each independently a alkyl group having 1 to 8 carbon atoms, one or non-adjacent two or more -CH 2 in the alkyl group _- is independently It may be replaced by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.
n ^M1 and n ^K1 independently represent 0, 1, 2, 3 or 4, respectively.
A ^M1 and ^{A M2} and ^{A K1} and ^{A K2} are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O- or -S- (May be) and (b) 1,4-phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -N =).
Represents a group selected from the group consisting of, and the hydrogen atoms on the above groups (a) and (b) may be independently substituted with cyano groups, fluorine atoms or chlorine atoms, respectively.
Z ^M1 and ^{Z M2} and ^{Z K1} and ^{Z K2} each independently represent a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - OCF 2 -, Represents −CF ₂ O−, −COO−, −OCO− or −C≡C−
^{If n M1} is a 2, 3 or 4 ^{A M2} and ^{Z M1} is present in plural in the general formula (M), a plurality of ^{A M2} and ^{Z M1} may be different from each other be the same,
If a ^{n K1} is 2, 3 or 4 ^{A K2} and ^{Z K1} is present in plural in the general formula (K), the plurality of ^{A K2} and ^{Z K1} may also be each independently identical or different,
X ^M1 and X ^{M3 and X K1} and X ^K3 independently represent a hydrogen atom, a chlorine atom or a fluorine atom, respectively.
X ^M2 and X ^K2 are independently hydrogen atom, fluorine atom, chlorine atom, cyano group, trifluoromethyl group, fluoromethoxy group, difluoromethoxy group, trifluoromethoxy group or 2,2,2-trifluoroethyl. Represents a group. )

When the liquid crystal composition of the present invention has a positive value of dielectric anisotropy (Δε) at 25 ° C., the liquid crystal composition of the present invention is represented by the general formula (M) and the general formula (K). It is preferable to contain one or more compounds selected from the compound group.

In the liquid crystal composition of the present invention, at least one ^{of Z M1} and Z ^{M2 in} _{the general formula (M) is a compound representing −CH 2} O—, and at least one ^{of Z K1} and Z ^K2 in the general formula (K) is −. It is preferable to contain one or more compounds selected from the group consisting of compounds representing CH _{2 O−.} These compounds have a linking group represented by _{-CH 2} O- in their molecular structure, _{and have the above-mentioned compound having a linking group represented by -CH 2} O- and the general formula (H). This is because the effect can be obtained by the combined use with the light stabilizer represented by.

In the liquid crystal composition of the present invention, the total content of the compound selected from the compound group represented by the general formula (M) and the general formula (K) is the solubility at a low temperature, the transition temperature, and the electrical reliability. , Birefringence, process compatibility, dripping marks, seizure, dielectric anisotropy and other required performance can be adjusted as appropriate.

The lower limit of the total content of the compound selected from the compound group represented by the general formula (M) and the general formula (K) is preferably 1% by mass with respect to the total amount of the liquid crystal composition of the present invention. 10% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass. %, 75% by mass, and 80% by mass, while the upper limit of the total content is preferably 95% by mass, 85% by mass, based on the total amount of the liquid crystal composition of the present invention. Yes, 75% by mass, 65% by mass, 55% by mass, 45% by mass, 35% by mass, and 25% by mass.

When a composition having a low viscosity and a high response rate is required, the total content of compounds selected from the compound group represented by the general formula (M) and the general formula (K) is required. Preferably lowers the lower limit and lowers the upper limit. When a composition having a high Tni of the liquid crystal composition of the present invention and good temperature stability is required, the total content of the compound selected from the compound group represented by the general formula (M) and the general formula (K). Preferably lowers the lower limit and lowers the upper limit. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, the total content of the compounds selected from the compound group represented by the general formula (M) and the general formula (K) is the lower limit value. It is preferable to raise the upper limit value.

Hereinafter, the compounds represented by the general formula (M) and the general formula (K) will be described respectively.

<Compound represented by the general formula (M)>
In the general formula (M), ^RM1 is an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. A group is preferable, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms is preferable. An alkyl group having 1 to 5 or an alkoxy group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkoxy group having 2 to 3 carbon atoms is further preferable, and an alkoxy group having 3 carbon atoms is more preferable. (Propenyl group) is particularly preferable.

Further, ^RM1 is preferably an alkyl group when reliability is important, and is preferably an alkenyl group when a decrease in viscosity is important.

Further, when the ring structure of A ^M1 which R ^M1 are attached is a phenyl group (aromatic) may, R ^M1 represents a linear alkyl group having 1 to 5 carbon atoms, carbon atoms, straight-chain 1 Alkoxy groups of ~ 4 and alkenyl groups of 4-5 carbon atoms are preferred. On the other hand, ring structure cyclohexane A ^M1 which R ^M1 are attached to the case of the saturated ring structure such as pyran and dioxane, R ^M1 represents a linear alkyl group having 1 to 5 carbon atoms, a straight-chain Alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferable.

R ^M1, in order to stabilize the nematic phase is preferably the sum of carbon atoms and oxygen atoms 5 or less, is preferably linear.

The alkenyl group is selected from the groups represented by any of the formulas (R1) to (R5) described in the section "[1] First aspect of the compound represented by the general formula (II)". Is preferable.

When it is required to increase Δn, it is preferable that ^AM1 and ^{AM2 are independently aromatic.} Further, in order to improve the response rate, ^{it is preferable that AM1} and ^AM2 are independently aliphatic, and trans-1,4-cyclohexylene group, 1,4-phenylene group, and 2-fluoro. -1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexyl Phenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1, It preferably represents a 2,3,4-tetrahydronaphthalene-2,6-diyl group.

Among ^{them, it is more preferable that AM1} and ^AM2 independently represent any of the following structures.

Further, ^{it is preferable that AM1} and ^AM2 each independently represent one of the following structures.

Z ^M1 and ^{Z M2} each _{independently -CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CF 2 O-, -CH ₂ CH _2- or single bond is more preferred, and -CF ₂ O- or single bond is particularly preferred.

n ^M1 preferably represents 0, 1, 2 or 3, and preferably 0, 1 or 2. When focusing on the improvement of Δε, n ^M1 preferably represents 0 or 1, and when focusing on Tni, n ^M1 preferably represents 1 or 2.

The types of compounds that can be combined are not particularly limited, but they are used in combination according to desired performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, and three types as one embodiment of the present invention. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (M) is solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, and seizure. , It is necessary to adjust appropriately according to the required performance such as dielectric anisotropy.

The lower limit of the content of the compound represented by the general formula (M) is preferably 0% by mass, 1% by mass, 10% by mass, and 20% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is mass%, it is 30 mass%, it is 40 mass%, it is 50 mass%, it is 55 mass%, it is 60 mass%, it is 65 mass%, it is 70 mass%, it is 75 mass%. It is 80% by mass. The upper limit of the content of the compound represented by the general formula (M) is preferably 95% by mass, 85% by mass, 75% by mass, and 65% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 55% by mass, 45% by mass, 35% by mass, and 25% by mass.

When a composition having a low viscosity and a fast response rate is required, the content of the compound represented by the general formula (M) has a lower lower limit value and a lower upper limit value. It is preferable to do so. When a composition having a high Tni of the liquid crystal composition of the present invention and good temperature stability is required, the content of the compound represented by the general formula (M) has a lower lower limit value and a lower upper limit value. Is preferable. Further, when it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable to raise the lower limit value and the upper limit value of the content of the compound represented by the general formula (M). ..

The liquid crystal compound represented by the general formula (M) is preferably selected from the compound group represented by the following general formula (M-1) and general formula (M-2).

(In the formula, R ³¹ represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
X ³¹ and X ³² independently represent a hydrogen atom or a fluorine atom, respectively.
Y ³¹ represents a fluorine atom or OCF ₃
M ³¹ to M ³³ each independently represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group, and one or two-of the trans-1,4-cyclohexylene groups. CH ₂ − may be substituted with −O − so that oxygen atoms are not directly adjacent to each other, and one or two hydrogen atoms in the phenylene group may be substituted with a fluorine atom.
n ³¹ and n ³² independently represent 0, 1 or 2, respectively.
n ³¹ + n ³² represents 1, 2 or 3. )

Above all, the liquid crystal composition of the present invention preferably contains one or more kinds of compounds represented by the general formula (M-2). The compound represented by the general formula (M-2) has a structure in which _two adjacent ring structures are linked via a linking group represented by −CH 2 O − in its molecular structure. This is because the effect of the combined use of the compound having a linking group represented by _{-CH 2} O- described above and the light stabilizer represented by the general formula (H) can be obtained.

The liquid crystal compound represented by the general formula (M-1) is preferably a compound represented by the following general formulas (M-1-a) to (M-1-f).

^(Wherein, R ^{31, X 31,} X ³² and ^{Y 31} each represent the same meaning as ^{R 31, X 31,} X ³² and ^{Y 31} in the general formula ^{(M), X 39} from ^{X 34} are each independently Represents a hydrogen atom or a fluorine atom.)

The liquid crystal compound represented by the general formula (M-2) is preferably a compound represented by the following general formulas (M-2-a) to (M-2-n).

^(Wherein, R ^{31, X 31,} X ³² and ^{Y 31} each represent the same meaning as ^{R 31, X 31,} X ³² and ^{Y 31} in the general formula ^{(M), X 39} from ^{X 34} are each independently Represents a hydrogen atom or a fluorine atom.)

The liquid crystal compound represented by the general formula (M) is preferably a compound represented by the following general formulas (M-3) to (M-26).

^(Wherein, R ^{31, X 31,} X ³² and ^{Y 31} each represent the same meaning as ^{R 31, X 31,} X ³² and ^{Y 31} in the general formula ^{(M), X 39} from ^{X 34} are each independently Represents a hydrogen atom or a fluorine atom.)

<2> Compound represented by the general formula (K) In the general formula (K), ^RK1 is an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, and 2 to 8 carbon atoms. The alkenyl group or the alkenyloxy group having 2 to 8 carbon atoms is preferable, the alkyl group having 1 to 5 carbon atoms, the alkoxy group having 1 to 5 carbon atoms, the alkenyl group having 2 to 5 carbon atoms or the number of carbon atoms. Alkoxyoxy groups of 2 to 5 are preferable, alkyl groups having 1 to 5 carbon atoms or alkoxy groups having 2 to 5 carbon atoms are more preferable, and alkyl groups having 2 to 5 carbon atoms or alkyl groups having 2 to 3 carbon atoms are preferable. An alkenyl group is more preferable, and an alkenyl group having 3 carbon atoms (propenyl group) is particularly preferable.

R ^K1 is preferably an alkyl group when reliability is important, and is preferably an alkenyl group when a decrease in viscosity is important.

When ^{the ring structure of AK1} to which ^RK1 is bonded is a phenyl group (aromatic), ^RK1 is a linear alkyl group having 1 to 5 carbon atoms and a linear carbon atom number 1 to 4. Alkoxy group and alkenyl group having 4 to 5 carbon atoms are preferable. On the other hand, ring structure cyclohexane A ^K1 of R ^K1 are attached to the case of the saturated ring structure such as pyran and dioxane, R ^K1 is a linear alkyl group having 1 to 5 carbon atoms, a straight-chain Alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferable.

In order to stabilize the nematic phase, R ^K1 is preferably the sum of carbon atoms and oxygen atoms is 5 or less, the time R ^K1 is preferably linear.

When ^RK1 represents an alkenyl group, the alkenyl group is any of the formulas (R1) to (R5) described in the section of "[1] First aspect of the compound represented by the general formula (II)". It is preferable to select from the groups represented by.

When it is required to increase Δn, it is preferable that ^AK1 and ^{AK2 are independently aromatic.} Further, in order to improve the response rate, ^{it is preferable that AK1} and ^AK2 are independently aliphatic, and trans-1,4-cyclohexylene group, 1,4-phenylene group and 2-fluoro -1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexyl Phenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1, It preferably represents a 2,3,4-tetrahydronaphthalene-2,6-diyl group.

Among ^{them, it is preferable that AK1} and ^AK2 independently represent any of the following structures.

Further, ^{it is preferable that AK1} and ^AK2 independently represent any of the following structures.

Z ^K1 and ^{Z K2} are each _{independently -CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CF 2 O-, -CH ₂ CH _2- or single bond is more preferred, and -CF ₂ O- or single bond is particularly preferred.

n ^K1 preferably represents 0, 1, 2 or 3, and preferably 0, 1 or 2. When focusing on the improvement of Δε, n ^K1 preferably represents 0 or 1, and when focusing on Tni, n ^K1 preferably represents 1 or 2.

The types of compounds that can be combined are not particularly limited, but they are used in combination according to desired performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 2 types, 3 types, 4 types, 5 types, 6 types, and 7 or more types.

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (K) is solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dropping marks, and seizure. , It is necessary to adjust appropriately according to the required performance such as dielectric anisotropy.

The lower limit of the content of the compound represented by the general formula (K) is preferably 1% by mass, 10% by mass, 20% by mass, and 30% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is mass%, it is 40 mass%, it is 50 mass%, it is 55 mass%, it is 60 mass%, it is 65 mass%, it is 70 mass%, it is 75 mass%, it is 80 mass%. Is. The upper limit of the content of the compound represented by the general formula (K) is preferably 95% by mass, 85% by mass, 75% by mass, and 65% by mass with respect to the total amount of the liquid crystal composition of the present invention. %, 55% by mass, 45% by mass, 35% by mass, and 25% by mass.

When a composition having a low viscosity and a fast response rate is required, the content of the compound represented by the general formula (K) has a lower lower limit value and a lower upper limit value. Is preferable. When a composition having a high Tni of the liquid crystal composition of the present invention and good temperature stability is required, the content of the compound represented by the general formula (K) has a lower lower limit value and a lower upper limit value. Is preferable. Further, when it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable to raise the lower limit value and the upper limit value of the content of the compound represented by the general formula (K). ..

The liquid crystal compound represented by the general formula (K) is preferably selected from the compound group represented by the following general formula (K-1) and general formula (K-2).

(In the formula, R ⁴¹ represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
X ⁴¹ and X ⁴² independently represent a hydrogen atom or a fluorine atom, respectively.
Y ⁴¹ represents a fluorine atom or OCF ₃
M ⁴¹ to M ⁴³ independently represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group, and one or two-of the trans-1,4-cyclohexylene groups. CH ₂ − may be substituted with −O − so that oxygen atoms are not directly adjacent to each other, and one or two hydrogen atoms in the phenylene group may be substituted with a fluorine atom.
n ⁴¹ and n ⁴² independently represent 0, 1 or 2, and n ⁴¹ + n ⁴² represent 1, 2 or 3, respectively. )

Above all, the liquid crystal composition of the present invention preferably contains one or more kinds of compounds represented by the general formula (K-2). The compound represented by the general formula (K-2) has a structure in which _two adjacent ring structures are linked via a linking group represented by −CH 2 O − in its molecular structure. This is because the effect of the combined use of the compound having a linking group represented by _{-CH 2} O- described above and the light stabilizer represented by the general formula (H) can be obtained.

The liquid crystal compound represented by the general formula (K-1) is preferably a compound represented by the following general formulas (K-1-a) to (K-1-d).

^{(Wherein, R 41, X 41, X} 42 and ^{Y 41} are as defined ^{R 41, X 41,} X ⁴² and ^{Y 41} in the general formula ^{(K), X} 44 ~X ⁴⁹ are each independently Represents a hydrogen atom or a fluorine atom.)

The liquid crystal compound represented by the general formula (K-2) is preferably a compound represented by the following general formula (K-2-a) to the general formula (K-2-g).

^{(Wherein, R 41, X 41, X} 42 and ^{Y 41} are as defined ^{R 41, X 41,} X ⁴² and ^{Y 41} in the general formula ^{(K), X} 44 ~X ⁴⁹ are each independently Represents a hydrogen atom or a fluorine atom.)

Further, the liquid crystal compound represented by the general formula (K) is preferably from the following general formula (K-3) to the general formula (K-5).

^{(Wherein, R 41, X 41, X} 42 and ^{Y 41} are as defined ^{R 41, X 41,} X ⁴² and ^{Y 41} in the general formula ^{(K), X} 44 ~X ⁴⁹ are each independently Represents a hydrogen atom or a fluorine atom.)

[3] Third Aspect of the Compound Represented by the General Formula (II) The third aspect of the compound represented by the general formula (II) (hereinafter, referred to as the compound of the third aspect) is dielectric anisotropy. Is a compound having a value of about 0, a so-called non-polar liquid crystal compound. The compound of the third aspect preferably has a value of dielectric anisotropy (Δε) at 25 ° C. of -2 or more and 2 or less.

The compound of the third aspect can be a compound represented by the following general formula (L). That is, the liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (L).

(Wherein, R ^L1 and R ^L2 represent each independently an alkyl group having 1 to 8 carbon atoms, one or non-adjacent two or more -CH 2 in the alkyl group _- is independently It may be replaced by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−.
n ^L1 represents 0, 1, 2 or 3
A ^{L1, A L2,} and ^{A L3} each independently (a) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - May be replaced with -O-) and (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = -N May be replaced with =)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One -CH = existing in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced with -N =. )
Represents a group selected from the group consisting of, and the above groups (a), groups (b) and groups (c) may be independently substituted with cyano groups, fluorine atoms or chlorine atoms, respectively.
Z ^L1 and ^{Z L2} each independently represent a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF 2 Represents −, −CF ₂ O−, −CH = NN = CH−, −CH = CH−, −CF = CF− or −C≡C−.
If n ^L1 is 2 or 3 and there ^{are a plurality of A L2s} , they may be the same or different, and if n ^L1 is 2 or 3 and there are a plurality of ^{Z L3s, they may be the same or different.} May be the same or different.
However, the compounds represented by the general formulas (M) and (K) and the compounds represented by the general formulas (N-1), (N-2) and (N-3) are excluded. )

The compound represented by the general formula (L) corresponds to a dielectrically substantially neutral compound (the value of Δε at 25 ° C. is -2 or more and 2 or less). Therefore, the compound represented by the general formula (L) preferably has two or less polar groups such as halogen in the molecule, preferably one or less, and polar groups such as halogen. It is preferable not to have.

The compound represented by the general formula (L) may be used alone or in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to desired performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, 1 type, 2 types, 3 types, 4 types, 5 types, 6 types, 7 types, 8 types, and 9 types. There are more than 10 types.

The content of the compound represented by the general formula (L) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, seizure, dielectric anisotropy, and the like. It is necessary to make appropriate adjustments according to the required performance. The lower limit of the content of the compound represented by the general formula (L) is preferably 1% by mass, 10% by mass, 20% by mass, and 30% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is mass%, it is 40 mass%, it is 50 mass%, it is 55 mass%, it is 60 mass%, it is 65 mass%, it is 70 mass%, it is 75 mass%, it is 80 mass%. Is. The upper limit of the content of the compound represented by the general formula (L) is preferably 95% by mass, 85% by mass, 75% by mass, and 65% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 55% by mass, 45% by mass, 35% by mass, and 25% by mass.

When a liquid crystal composition having a low viscosity and a high response speed is required, the content of the compound represented by the general formula (L) may have a high lower limit value and a higher upper limit value. preferable. Further, when a liquid crystal composition having a high Tni of the liquid crystal composition of the present invention and good temperature stability is required, the content of the compound represented by the general formula (L) has a high lower limit value and an upper limit value. High is preferable. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the content of the compound represented by the general formula (L) has a low lower limit value and a lower upper limit value.

Both ^RL1 and ^RL2 are preferably alkyl groups when reliability is important, and are preferably alkoxy groups when reducing the volatility of the compound is important, and the viscosity is lowered. At least one of them is preferably an alkenyl group.

^RL1 and ^RL2 are independently linear alkyl groups having 1 to 5 carbon atoms when the ring structure of ^{A L1} and A ^L3 to which they are bonded is a phenyl group (aromatic). A linear alkoxy group having 1 to 4 carbon atoms or an alkenyl group having 4 to 5 carbon atoms is preferable. Furthermore, R ^L1 and R ^L2 are ring structure cyclohexane A ^L1 and A ^L3 to which they are attached, in the case of the saturated ring structure such as pyran and dioxane, several independently straight carbon atoms 1 Alkyl groups of ~ 5 and linear alkoxy groups having 1 to 4 carbon atoms or linear alkenyl groups having 2 to 5 carbon atoms are preferable. Further, in order to stabilize the nematic phase, it is preferable that ^RL1 and ^RL2 each independently have a total of 5 or less carbon atoms and oxygen atoms, and at this time, they are linear. ..

The alkenyl group is selected from the groups represented by any of the formulas (R1) to (R5) described in the section "[1] First aspect of the compound represented by the general formula (II)". Is preferable.

n ^L1 is preferably 0 when the response speed is important, 2 or 3 is preferable for improving the upper limit temperature of the nematic phase, and 1 is preferable for balancing these. Further, in order to satisfy the properties required for the liquid crystal composition, it is preferable to combine compounds represented by the general formula (L) in which ^{n L1 has a different value.}

A ^L1, A ^L2, and A ^L3 is preferably when it is required to increase the Δn is aromatic, preferably to improve the response speed is an aliphatic, trans independently -1,4-Cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene Group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2, It preferably represents a 6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group.

Among them, A ^L1 , A ^L2 and A ^L3 each independently represent the following structures, and more preferably trans-1,4-cyclohexylene group or 1,4-phenylene group.

Z ^L1 and Z ^L2 are preferably single-bonded when the response speed is important.

The compound represented by the general formula (L) preferably has 0, 1, 2 or 3 halogen atoms present in the molecule, preferably 0 or 1 and is different from other liquid crystal molecules. When compatibility is important, one is preferable.

The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (L-1A) as the compound represented by the general formula (L).

(In the above general formula (L-1A), R ^i1A and R ^i2A each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent alkyl groups in the alkyl group. CH ₂ − may be independently substituted by −CH = CH −, −C≡C−, −O−, −CO−, −COO− or −OCO−, respectively, but of R ^i1A and R ^i2A . In at least one, one or two or more non-adjacent −CH ₂ −s in the alkyl group are independently substituted with −CH = CH−).

In the compound represented by the general formula (L-1A), ^{at least one of R i1A} and R ^i2A has one in the alkyl group or two or more non-adjacent −CH ₂ − independently of −CH =. Represents a group substituted with CH−. That is, in the compound represented by the general formula (L-1A), ^{at least one of Ri1A} and ^Ri2A represents an alkenyl group having 2 to 8 carbon atoms.

Since the compound represented by the general formula (L-1A) has an alkenyl group, the viscosity and response time of the liquid crystal composition can be reduced, but on the other hand, the reliability and stability may be reduced. Are known. In particular, it is known that a compound having an alkenyl group deteriorates when exposed to UV irradiation and easily generates impurities, and the impurities cause a decrease in VHR. On the other hand, since the liquid crystal composition of the present invention contains a light stabilizer represented by the general formula (H), impurities generated by photodegradation of the compound represented by the general formula (L-1A) are contained. , Since it is collected by the light stabilizer represented by the general formula (H), deterioration of reliability and stability can be suppressed, and the content of the general formula (L-1A) can be increased. The viscosity and response speed can be further reduced. As a result, the liquid crystal composition of the present invention exhibits high Δε and low viscosity, and can achieve high-speed response and high stability.

Among ^{them , at least one of R i1A} and R i2A is preferably represented by any of the above-mentioned formulas (R1) to (R5). ^{Also, R i1A} and ^{R I2a} may only one of even alkenyl ^group, both ^{R i1A} and ^{R I2a} may be an alkenyl group. When ^{both R i1A} and R ^i2A are alkenyl groups, R ^i1A and R ^i2A may be the same or different.

At ^{least one of R i1A} and R ^i2A preferably represents an alkenyl group having 2 to 5 carbon atoms.

The liquid crystal composition of the present invention preferably contains at least one compound represented by the general formula (L-1A). Two or more types may be included in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types.

The lower limit of the content of the compound represented by the general formula (L-1A) is preferably 1% by mass, 2% by mass, and 3% by mass with respect to the total amount of the liquid crystal composition of the present invention. 5, 5% by mass, 7% by mass, 10% by mass, 15% by mass, 20% by mass, 25% by mass, 30% by mass, 35% by mass, 40% by mass. It is mass%, 45 mass%, 50 mass%, and 55 mass%. The upper limit of the content is preferably 70% by mass, 65% by mass, 60% by mass, 55% by mass, and 50% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 45% by mass, 40% by mass, 35% by mass, 30% by mass, and 25% by mass.

The compound represented by the general formula (L-1A) is preferably a compound selected from the compound group represented by the general formula (L-1A-1).

(In the formula, ^RL12A has the same meaning as in the general formula (L-1A).)

The compound represented by the general formula (L-1A-1) is a compound selected from the compound group represented by the formulas (L-1A-1.1) to (L-1A-1.3). Is preferable, and it is preferable that the compound is represented by the formula (L-1A-1.2) or the formula (L-1A-1.3), and in particular, the compound is represented by the formula (L-1A-1.3). It is preferably a compound.

The lower limit of the preferable content of the compound represented by the formula (L-1A-1) is 1% by mass, 2% by mass, and 3% by mass with respect to the total amount of the liquid crystal composition of the present invention. 5, 5% by mass, 7% by mass, and 10% by mass. The upper limit of the preferable content is 20% by mass, 15% by mass, 13% by mass, 10% by mass, 8% by mass, and 7% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is mass%, 6 mass%, 5 mass%, and 3 mass%. Above all, it is preferable that the compound represented by the formula (L-1A-3) is contained within the range of the lower limit value and the upper limit value.

The compound represented by the general formula (L-1A) is preferably a compound selected from the compound group represented by the general formula (L-1A-2).

(In the formula, ^RL12A has the same meaning as in the general formula (L-1A).)

The lower limit of the content of the compound represented by the formula (L-1A-2) is preferably 1% by mass, 5% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass, 27% by mass, 30% by mass, and 35% by mass. The upper limit of the content is preferably 60% by mass, 55% by mass, 50% by mass, 45% by mass, and 42% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 40% by mass, 38% by mass, 35% by mass, 33% by mass, and 30% by mass.

The compound represented by the general formula (L-1A-2) is a compound selected from the compound group represented by the formulas (L-1A-2.1) to (L-1A-2.4). Is preferable, and the compound represented by the formulas (L-1A-2.2) to (L-1A-2.4) is preferable. In particular, the compound represented by the formula (L-1A-2.2) is preferable because it particularly improves the response speed of the liquid crystal composition of the present invention. Further, when obtaining Tni higher than the response speed, it is preferable to use a compound represented by the formula (L-1A-2.3) or the formula (L-1A-2.4). The content of the compounds represented by the formulas (L-1A-2.3) and (L-1A-2.4) is not preferably 30% by mass or more in order to improve the solubility at low temperature. ..

When the liquid crystal composition of the present invention contains a compound represented by the formula (L-1A-2.2), the lower limit of the content of the compound represented by the formula (L-1A-2.2) is preferable. Is 10% by mass, 15% by mass, 18% by mass, 20% by mass, 23% by mass, 25% by mass, and 27% by mass with respect to the total amount of the liquid crystal composition of the present invention. %, 30% by mass, 33% by mass, 35% by mass, 38% by mass, and 40% by mass. The upper limit of the content is preferably 60% by mass, 55% by mass, 50% by mass, 45% by mass, and 43% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 40% by mass, 38% by mass, 35% by mass, 32% by mass, 30% by mass, 27% by mass, 25% by mass, and 22% by mass.

The liquid crystal composition of the present invention preferably contains the compound represented by the formula (L-1A-1.3) and the compound represented by the formula (L-1A-2.2) at the same time. The lower limit of the content of the compound represented by the formula (L-1A-1.3) and the compound represented by the formula (L-1A-2.2) is preferably the total mass of the liquid crystal composition of the present invention. On the other hand, it is 10% by mass, 15% by mass, 20% by mass, 25% by mass, 27% by mass, 30% by mass, 35% by mass, and 40% by mass. The upper limit of the content is preferably 60% by mass, 55% by mass, 50% by mass, 45% by mass, and 43% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 40% by mass, 38% by mass, 35% by mass, 32% by mass, 30% by mass, 27% by mass, 25% by mass, and 22% by mass.

The compound represented by the general formula (L-1A) is preferably a compound selected from the compound group represented by the general formulas (L-1A-4) and (L-1A-5).

(In the formula, ^RL12A has the same meaning as in the general formula (L-1A).)

In the general formulas (L-1A-4) and (L-1A-5), ^RL12A is an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyl having 2 to 8 carbon atoms. The group is preferable, and a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable.

The lower limit of the content of the compound represented by the formula (L-1A-4) is preferably 1% by mass, 5% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, it is 13% by mass, it is 15% by mass, it is 17% by mass, and it is 20% by mass. The upper limit of the content is preferably 25% by mass, 23% by mass, 20% by mass, 17% by mass, and 15% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 13% by mass and 10% by mass.

The lower limit of the content of the compound represented by the formula (L-1A-5) is preferably 1% by mass, 5% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, it is 13% by mass, it is 15% by mass, it is 17% by mass, and it is 20% by mass. The upper limit of the content is preferably 25% by mass, 23% by mass, 20% by mass, 17% by mass, and 15% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 13% by mass and 10% by mass.

The compounds represented by the general formulas (L-1A-4) and (L-1A-5) are compounds represented by formulas (L-1A-4.1) to (L-1A-5.3). It is preferably a compound selected from the group, and preferably a compound represented by the formula (L-1A-4.2) or the formula (L-1A-5.2).

When the liquid crystal composition of the present invention contains a compound represented by the formula (L-1A-4.2), the lower limit of the content of the compound represented by the formula (L-1A-4.2) is preferable. Is 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, and 13% by mass with respect to the total amount of the liquid crystal composition of the present invention. %, 15% by mass, 18% by mass, and 20% by mass. The upper limit of the content is preferably 20% by mass, 17% by mass, 15% by mass, 13% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 8% by mass, 7% by mass, and 6% by mass.

The compound represented by the general formula (L-1A) is preferably a compound selected from the compound group represented by the general formula (L-1A-6).

(In the formula, ^RL17 and ^RL18 each independently represent a methyl group or a hydrogen atom.)

The lower limit of the content of the compound represented by the formula (L-1A-6) is preferably 1% by mass, 5% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass, 27% by mass, 30% by mass, and 35% by mass. The upper limit of the content is preferably 60% by mass, 55% by mass, 50% by mass, 45% by mass, and 42% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 40% by mass, 38% by mass, 35% by mass, 33% by mass, and 30% by mass.

The compound represented by the general formula (L-1A-6) is a compound selected from the compound group represented by the formulas (L-1A-6.1) to (L-1A-6.3). Is preferable.

Further, the liquid crystal composition of the present invention has the general formula (L-1B) and the general formula (L-1B) in addition to the compound represented by the above-mentioned general formula (L-1A) as the compound represented by the general formula (L). It is preferable to contain one or more compounds selected from the compound group represented by (L-2) to (L-7).

The compound represented by the general formula (L-1B) is the following compound.

^(Wherein, independently each ^{R L11B} and ^{R L12B,} an alkyl group having 1 to 8 carbon atoms, one or non-adjacent two or more -CH ₂ in the alkyl group - is independently It may be replaced by -C≡C-, -O-, -CO-, -COO- or -OCO-).

Compound represented by the general formula ^(L-1B), one or both of ^{R L11B} and ^{R L12B} is a point of not including alkenyl groups are distinguished from the compounds represented by the formula (L-1A).

R ^L11B and ^{R L12B} is a straight chain alkyl group or straight chain alkoxy group having 1 to 4 carbon atoms having 1 to 5 carbon atoms are preferred.

The liquid crystal composition of the present invention may contain one kind of compound represented by the general formula (L-1B), or may contain two or more kinds in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types.

The lower limit of the content of the compound represented by the formula (L-1B) is preferably 1% by mass, 5% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 13% by mass, 15% by mass, 17% by mass, 20% by mass, 23% by mass, 25% by mass, and 30% by mass. The upper limit of the content is preferably 60% by mass, 55% by mass, 50% by mass, 45% by mass, and 40% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 37% by mass, 35% by mass, 33% by mass, 30% by mass, 27% by mass, 25% by mass, 23% by mass, 20% by mass, 17 It is mass%, 15 mass%, 13 mass%, and 10 mass%.

The compound represented by the general formula (L-1B) is preferably a compound selected from the compound group represented by the formulas (L-1B-1) to (L-1B-13), and is preferably the compound represented by the formula (L-1B-13). It is preferably a compound selected from the compound group represented by -1B-1), the formula (L-1B-3) and the formula (L-1B-4). In particular, the compound represented by the formula (L-1B-1) is preferable because it particularly improves the response speed of the liquid crystal composition of the present invention. When Tni, which is higher than the response speed, is to be obtained, it is represented by the formulas (L-1B-3), (LB-4), (LB-11) and (L-1B-12). It is preferable to use a compound selected from the compound group to be used. The total content of the compounds represented by the formulas (L-1B-3), (L-1B-4), formula (L-1B-11) and formula (L-1B-13) is at low temperature. It is not preferable to increase the content to 20% by mass or more in order to improve the solubility.

When the liquid crystal composition of the present invention contains a compound represented by the formula (L-1B-1), the lower limit of the content of the compound represented by the formula (L-1B-1) is preferably the lower limit of the content of the present invention. 1% by mass, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 13% by mass, based on the total amount of the liquid crystal composition. It is 15% by mass, 18% by mass, and 20% by mass. The upper limit of the content is preferably 20% by mass, 17% by mass, 15% by mass, 13% by mass, and 10% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 8% by mass, 7% by mass, and 6% by mass.

The liquid crystal composition of the present invention has a formula (L-1A-1.3), a formula (L-1A-2.2), a formula (L-1B-1), a formula (L-1B-3), and a formula (L-1B-3). It is preferable to include two or more compounds selected from the compound group represented by L-1B-4), the formula (L-1B-11) and the formula (L-1B-12) in combination. Further, the liquid crystal composition of the present invention has a formula (L-1A-1.3), a formula (L-1A-2.2), a formula (L-1B-1), a formula (L-1B-3), and the like. It is preferable to include two or more compounds selected from the compounds represented by the formulas (LB-4) and (L-1A-4.2) in combination. The lower limit of the total content of these compounds is preferably 1% by mass, 2% by mass, 3% by mass, 5% by mass, and 7% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 10% by mass, it is 13% by mass, it is 15% by mass, it is 18% by mass, it is 20% by mass, it is 23% by mass, it is 25% by mass, and it is 27% by mass. It is 30% by mass, 33% by mass, and 35% by mass. The upper limit of the content is preferably 80% by mass, 70% by mass, 60% by mass, 50% by mass, and 45% by mass with respect to the total amount of the liquid crystal composition of the present invention. 40% by mass, 37% by mass, 35% by mass, 33% by mass, 30% by mass, 28% by mass, 25% by mass, and 23% by mass. , 20% by mass.

When the reliability of the liquid crystal composition is emphasized, two or more kinds selected from the compounds represented by the formula (L-1B-1), the formula (L-1B-3) and the formula (L-1B-4). It is preferable to combine the compounds of. When the response speed of the liquid crystal composition is emphasized, two or more compounds selected from the compounds represented by the formulas (L-1A-1.3) and (L-1A-2.2) are selected. It is preferable to combine them.

The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (L-1A) and one or more compounds represented by the general formula (L-1B). The lower limit of the total amount of the compound represented by the general formula (L-1A) and the compound represented by the general formula (L-1B) is preferably 1% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, 2% by mass, 3% by mass, 5% by mass, 7% by mass, 10% by mass, 15% by mass, 20% by mass, 25% by mass, It is 30% by mass, 35% by mass, 40% by mass, 45% by mass, 50% by mass, and 55% by mass. The upper limit of the content is preferably 95% by mass, 90% by mass, 85% by mass, 80% by mass, or 75% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, 70% by mass, 65% by mass, 60% by mass, 55% by mass, 50% by mass, 45% by mass, 40% by mass, 35% by mass, and so on. It is 30% by mass and 25% by mass.

When a composition having a low viscosity and a high response rate is required, the compound represented by the general formula (L-1A) and the compound represented by the general formula (L-1B) can be used. It is preferable that the lower limit of the total amount is high and the upper limit is high. When a composition having a high Tni of the liquid crystal composition of the present invention and good temperature stability is required, a compound represented by the general formula (L-1A) and a compound represented by the general formula (L-1B) are required. It is preferable that the lower limit of the total amount of the above is moderate and the upper limit is moderate. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, the lower limit of the total amount of the compound represented by the general formula (L-1A) and the compound represented by the general formula (L-1B). Is low and the upper limit is preferably low.

The compound represented by the general formula (L-2) is the following compound.

^{(Wherein, R L21} and ^{R L22} are each independently the same meaning as ^{R L1} and ^{R L2} in Formula (L).)

^RL21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms. Further, ^RL22 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and the unsaturated bond of the alkenyl group and benzene are directly bonded. It is preferable that there is no such thing.

The compound represented by the general formula (L-2) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When the solubility at low temperature is emphasized, the effect is high when the content is set high, and conversely, when the response speed is emphasized, the effect is high when the content is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The lower limit of the content of the compound represented by the formula (L-2) is preferably 1% by mass, 2% by mass, and 3% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 5% by mass, 7% by mass, and 10% by mass. The upper limit of the content is preferably 20% by mass, 15% by mass, 13% by mass, 10% by mass, and 8% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 7% by mass, 6% by mass, 5% by mass, and 3% by mass.

The compound represented by the general formula (L-2) is preferably a compound selected from the compound group represented by the formulas (L-2.1) to (L-2.6), and is preferably the compound represented by the formula (L-2). -2.1), the compound represented by the formula (L-2.3), the formula (L-2.4) and the formula (L-2.6) is preferable.

The compound represented by the general formula (L-3) is the following compound.

^{(Wherein, R L31} and ^{R L32} are each independently the same meaning as ^{R L1} and ^{R L2} in Formula (L).)

^RL31 and ^RL32 are preferably alkyl groups having 1 to 5 carbon atoms, alkenyl groups having 4 to 5 carbon atoms, or alkoxy groups having 1 to 4 carbon atoms, respectively. Further, it is preferable that the unsaturated bond of the alkenyl group and benzene are not directly bonded.

The compound represented by the general formula (L-3) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

The lower limit of the content of the compound represented by the formula (L-3) is preferably 1% by mass, 2% by mass, and 3% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 5% by mass, 7% by mass, and 10% by mass. The upper limit of the content is preferably 20% by mass, 15% by mass, 13% by mass, 10% by mass, and 8% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 7% by mass, 6% by mass, 5% by mass, and 3% by mass.

When a high birefringence is obtained, the effect is high when the content is set high, and conversely, when high Tni is emphasized, the effect is high when the content is set low. Further, when improving the dripping marks and the seizure characteristics, it is preferable to set the content range in the middle.

The compound represented by the general formula (L-3) is preferably a compound selected from the compound group represented by the formulas (L-3.1) to (L-3.7), preferably the compound represented by the formula (L-3). It is preferably a compound represented by the formula (L-3.5) from -3.2).

The compound represented by the general formula (L-4) is the following compound.

^{(Wherein, R L41} and ^{R L42} are each independently the same meaning as ^{R L1} and ^{R L2} in Formula (L).)

^RL41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and ^RL42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. Alkoxy groups of numbers 1 to 4 are preferred. It is preferable that the unsaturated bond of the alkenyl group and benzene are not directly bonded.

The compound represented by the general formula (L-4) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (L-4) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, and dropping marks. It is necessary to make appropriate adjustments according to the required performance such as seizure and dielectric anisotropy.

The lower limit of the content of the compound represented by the formula (L-4) is preferably 1% by mass, 2% by mass, and 3% by mass with respect to the total amount of the liquid crystal composition of the present invention. 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, 20% by mass, 23% by mass, 26% by mass, 30% by mass. %, 35% by mass, and 40% by mass. The upper limit of the content is preferably 50% by mass, 40% by mass, 35% by mass, 30% by mass, and 20% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 15% by mass, 10% by mass, and 5% by mass.

The compound represented by the general formula (L-4) is preferably a compound represented by the formulas (L-4.1) to (L-4.3), for example.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., the compound represented by the formula (L-4.1) may be contained, and the compound represented by the formula (L-4.1) may be contained. It may contain a compound represented by L-4.2), and both a compound represented by the formula (L-4.1) and a compound represented by the formula (L-4.2) may be contained. It may be contained, and may contain all the compounds represented by the formulas (L-4.1) to (L-4.3). The lower limit of the content of the compound represented by the formula (L-4.1) or the formula (L-4.2) is preferably 3% by mass with respect to the total amount of the liquid crystal composition of the present invention, and 5 It is 7% by mass, 9% by mass, 9% by mass, 11% by mass, 12% by mass, 13% by mass, 18% by mass, 21% by mass, and is a preferable upper limit value. Is 45, 40% by mass, 35% by mass, 30% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, and 15% by mass. %, 13% by mass, 10% by mass, and 8% by mass.

When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, the lower limit of the total content of both compounds is preferably the present invention. 15% by mass, 19% by mass, 24% by mass, and 30% by mass with respect to the total amount of the liquid crystal composition of the above, and the upper limit of the total content is preferably the liquid crystal composition of the present invention. 45% by mass, 40% by mass, 35% by mass, 30% by mass, 25% by mass, 23% by mass, 20% by mass, and 18% by mass. , 15% by mass and 13% by mass.

The compound represented by the general formula (L-4) is preferably a compound represented by the formulas (L-4.4) to (L-4.6), for example, preferably the compound represented by the formula (L-4.4). ) Is preferable.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., even if the compound represented by the formula (L-4.4) is contained, the formula (L) Even if it contains the compound represented by −4.5), it contains both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5). You may be.

The lower limit of the content of the compound represented by the formula (L-4.4) or the formula (L-4.5) is preferably 3% by mass with respect to the total amount of the liquid crystal composition of the present invention, and 5 It is 7% by mass, 7% by mass, 9% by mass, 11% by mass, 12% by mass, 13% by mass, 18% by mass, and 21% by mass. The upper limit of the content is preferably 45% by mass, 40% by mass, 35% by mass, 30% by mass, and 25% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 23% by mass, 20% by mass, 18% by mass, 15% by mass, 13% by mass, 10% by mass, and 8% by mass.

When both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) are contained, the lower limit of the total content of both compounds is preferably the present. It is 15% by mass, 19% by mass, 24% by mass, and 30% by mass with respect to the total amount of the liquid crystal composition of the present invention, and the upper limit of the total content is preferably the liquid crystal of the present invention. 45% by mass, 40% by mass, 35% by mass, 30% by mass, 25% by mass, 23% by mass, 20% by mass, 18% by mass, based on the total amount of the composition. It is mass%, 15 mass%, and 13 mass%.

The compound represented by the general formula (L-4) is preferably a compound represented by the formulas (L-4.7) to (L-4.10), and in particular, the compound represented by the formula (L-4. The compound represented by 9) is preferable.

The compound represented by the general formula (L-5) is the following compound.

^{(Wherein, R L51} and ^{R L52} are each independently the same meaning as ^{R L1} and ^{R L2} in Formula (L).)

^RL51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and ^RL52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom. Alkoxy groups of numbers 1 to 4 are preferable. It is preferable that the unsaturated bond of the alkenyl group and benzene are not directly bonded.

The compound represented by the general formula (L-5) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (L-5) is solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, and dropping marks. It is necessary to make appropriate adjustments according to the required performance such as seizure and dielectric anisotropy.

The lower limit of the content of the compound represented by the formula (L-5) is preferably 1% by mass, 2% by mass, and 3% by mass with respect to the total amount of the liquid crystal composition of the present invention. 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, 20% by mass, 23% by mass, 26% by mass, 30% by mass. %, 35% by mass, and 40% by mass. The upper limit of the content is preferably 50% by mass, 40% by mass, 35% by mass, 30% by mass, and 20% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 15% by mass, 10% by mass, 5% by mass.

The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.1) or the formula (L-5.2), and in particular, the compound represented by the formula (L-5. It is preferably a compound represented by 1).

The lower limit of the content of the compound represented by the formula (L-5.1) or the formula (L-5.2) is preferably 1% by mass with respect to the total amount of the liquid crystal composition of the present invention, and 2 It is% by mass, 3% by mass, 5% by mass, and 7% by mass. The upper limit of the content is preferably 20% by mass, 15% by mass, 13% by mass, 10% by mass, and 9% by mass with respect to the total amount of the liquid crystal composition of the present invention. ..

The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.3) or the formula (L-5.4).

The lower limit of the content of the compound represented by the formula (L-5.3) or the formula (L-5.4) is preferably 1% by mass with respect to the total amount of the liquid crystal composition of the present invention, and 2 It is% by mass, 3% by mass, 5% by mass, and 7% by mass. The upper limit of the content is preferably 20% by mass, 15% by mass, 13% by mass, 10% by mass, and 9% by mass with respect to the total amount of the liquid crystal composition of the present invention. ..

The compound represented by the general formula (L-5) is preferably a compound selected from the compound group represented by the formulas (L-5.5) to (L-5.7), and particularly the compound represented by the formula (L-5). It is preferably a compound represented by L-5.7).

The lower limit of the content of these compounds is preferably 1% by mass, 2% by mass, 3% by mass, 5% by mass, and 7% by mass with respect to the total amount of the liquid crystal composition of the present invention. %. The upper limit of the content is preferably 20% by mass, 15% by mass, 13% by mass, 10% by mass, and 9% by mass with respect to the total amount of the liquid crystal composition of the present invention. ..

The compound represented by the general formula (L-6) is the following compound.

^{(Wherein, R L61} and ^{R L62} each independently represent the same meaning as ^{R L1} and ^{R L2} in Formula ^{(L), X L61} and ^{X L62} each independently represents a hydrogen atom or a fluorine atom. However, compounds represented by the general formula (N-1) are excluded.)

^{Each of RL61} and ^RL62 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms independently. It is preferable that the unsaturated bond of the alkenyl group and benzene are not directly bonded.

It is preferable that one of X ^L61 and X ^L62 is a fluorine atom and the other is a hydrogen atom.

The compound represented by the general formula (L-6) can be used alone, or two or more compounds can be used in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

The lower limit of the content of the compound represented by the formula (L-6) is preferably 1% by mass, 2% by mass, and 3% by mass with respect to the total amount of the liquid crystal composition of the present invention. 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, 20% by mass, 23% by mass, 26% by mass, 30% by mass. %, 35% by mass, and 40% by mass. The upper limit of the content is preferably 50% by mass, 40% by mass, 35% by mass, 30% by mass, and 20% by mass with respect to the total amount of the liquid crystal composition of the present invention. , 15% by mass, 10% by mass, and 5% by mass. When the emphasis is on increasing Δn, it is preferable to increase the content, and when the emphasis is on precipitation at a low temperature, the content is preferably small.

The compound represented by the general formula (L-6) is preferably a compound represented by the formulas (L-6.1) to (L-6.9).

The types of compounds that can be combined are not particularly limited, but it is preferable to contain 1 to 3 types of these compounds, and even more preferably 1 to 4 types. Further, since the wide molecular weight distribution of the selected compound is also effective for solubility, for example, one kind from the compounds represented by the formula (L-6.1) or (L-6.2), the formula (L-). One type from the compound represented by 6.4) or (L-6.5), one type from the compound represented by the formula (L-6.6) or the formula (L-6.7), one type from the compound represented by the formula (L-6.7), the formula (L). It is preferable to select one kind of compound from the compounds represented by −6.8) or (L-6.9) and combine these appropriately. Among them, it is represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9). It preferably contains a compound.

The compound represented by the general formula (L-6) is preferably a compound represented by the formulas (L-6.10) to (L-6.17), and among them, the compound represented by the formula (L-6.17) is preferable. It is preferably a compound represented by 6.11).

The lower limit of the content of these compounds is preferably 1% by mass, 2% by mass, 3% by mass, 5% by mass, and 7% by mass with respect to the total amount of the liquid crystal composition of the present invention. Is. The upper limit of the content of these compounds is preferably 20% by mass, 15% by mass, 13% by mass, 10% by mass, and 9% by mass with respect to the total amount of the liquid crystal composition of the present invention. Is.

The compound represented by the general formula (L-7) is the following compound.

^{(Wherein, R L71} and ^{R L72} each independently represent the same meaning as ^{R L1} and ^{R L2} in Formula ^{(L), A L71} and ^{A L72} is ^{A L2} and in the general formula (L) independently Although it has the same meaning as ^{A L3 , the hydrogen atoms on A L71} and A ^L72 may be independently substituted with fluorine atoms, and Z ^L71 has the same meaning as ^{Z L2} in the general formula (L). X ^L71 and X ^L72 independently represent a fluorine atom or a hydrogen atom, except for compounds represented by the general formulas (N-1) to (N-3).)

In the formula, ^RL71 and ^RL72 are preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, respectively. It is preferable that the unsaturated bond of the alkenyl group and benzene are not directly bonded.

A ^L71 and ^AL72 are preferably 1,4-cyclohexylene groups or 1,4-phenylene groups ^{independently, even if the hydrogen atoms on AL71} and ^AL72 are independently substituted with fluorine atoms, respectively. Often,

Z ^L71 is preferably single-bonded or COO-, preferably single-bonded.

Both X ^L71 and X ^L72 are preferably hydrogen atoms.

The types of compounds that can be combined are not particularly limited, but they are combined according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, and four types as one embodiment of the present invention.

In the liquid crystal composition of the present invention, the content of the compound represented by the general formula (L-7) is solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, and dropping marks. It is necessary to make appropriate adjustments according to the required performance such as seizure and dielectric anisotropy.

The lower limit of the content of the compound represented by the formula (L-7) is preferably 1% by mass, 2% by mass, and 3% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 5% by mass, 7% by mass, 10% by mass, 14% by mass, 16% by mass, and 20% by mass. The upper limit of the content of the compound is preferably 30% by mass, 25% by mass, 23% by mass, 20% by mass, and 18% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is 15% by mass, 10% by mass, and 5% by mass.

When an embodiment of Tni having a high liquid crystal composition of the present invention is desired, it is preferable to increase the content of the compound represented by the formula (L-7), and when an embodiment having a low viscosity is desired, it is contained. It is preferable to reduce the amount.

The compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.1) to (L-7.4), and is preferably the compound represented by the formula (L-7.2). It is preferably a compound represented by.

The compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.11) to (L-7.13), and the compound represented by the formula (L-7.11). It is preferably a compound represented by.

The compound represented by the general formula (L-7) is a compound represented by the formulas (L-7.21) to (L-7.23). It is preferably a compound represented by the formula (L-7.21).

The compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.31) to (L-7.34), and is preferably the compound represented by the formula (L-7.31). Or / and a compound represented by the formula (L-7.32) is preferable.

The compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.41) to (L-7.44), and is preferably the compound represented by the formula (L-7.41). Or / and a compound represented by the formula (L-7.42) is preferable.

The compound represented by the general formula (L-7) is preferably a compound represented by the formulas (L-7.51) to (L-7.53).

[4] Others In the liquid crystal composition of the present invention, the total content of the compound represented by the general formula (II) is preferably 80% by mass or more, and 85% by mass, based on the total amount of the liquid crystal composition of the present invention. % Or more, 88% by mass or more, 90% by mass or more, 92% by mass or more, 93% by mass or more, 94% by mass or more, 95% by mass or more, 96% by mass. It is 97% by mass, 98% by mass or more, and 99% by mass or more. The total content is preferably less than 99.99% by mass, 99.95% by mass or less, 99.5% by mass or less, and 99. It is 0% by mass or less, 98% by mass or less, and 95% by mass or less.

When the liquid crystal composition of the present invention has a positive value of dielectric constant anisotropy (Δε) at 25 ° C., a compound selected from the compound group represented by the general formula (M) and the general formula (K) and the general The total content of the compound represented by the formula (L) is preferably 80% by mass or more, 85% by mass or more, 88% by mass or more, and 90% by mass, based on the total amount of the liquid crystal composition of the present invention. It is mass% or more, 92 mass% or more, 93 mass% or more, 94 mass% or more, 95 mass% or more, 96 mass% or more, 97 mass% or more, 98 mass% or more. % Or more, and 99% by mass or more. The total content is preferably less than 99.99% by mass, 99.95% by mass or less, 99.5% by mass or less, and 99. It is 0% by mass or less, 98% by mass or less, and 95% by mass or less.

When the liquid crystal composition of the present invention has a negative value of dielectric constant anisotropy (Δε) at 25 ° C., a compound selected from the compound group represented by the general formulas (N-1) to (N-3). And the total content of the compound represented by the general formula (L) is preferably 80% by mass or more, 85% by mass or more, and 88% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. , 90% by mass or more, 92% by mass or more, 93% by mass or more, 94% by mass or more, 95% by mass or more, 96% by mass or more, 97% by mass or more. It is 98% by mass or more and 99% by mass or more. Is. The total content is preferably less than 99.99% by mass, 99.95% by mass or less, 99.5% by mass or less, and 99. It is 0% by mass or less, 98% by mass or less, and 95% by mass or less.

(3) Other Additives The liquid crystal composition of the present invention preferably contains one or more compounds of at least one of an antioxidant and an ultraviolet absorber as other additives. The liquid crystal composition of the present invention is represented by the general formula (H) by using at least one compound of an antioxidant and an ultraviolet absorber in combination with a light stabilizer represented by the general formula (H). This is because the reliability of the liquid crystal composition can be enhanced by the synergistic effect of the light stabilizer and the effect of the antioxidant and the ultraviolet absorber.

The liquid crystal composition of the present invention preferably contains one or more kinds of antioxidants. By using an antioxidant in combination with the light stabilizer represented by the general formula (H), the generated impurities can be detoxified. Examples of the antioxidant include known antioxidants used in liquid crystal compositions, and among them, hindered phenolic antioxidants are preferable. A hindered phenolic antioxidant is an antioxidant having a hindered phenol skeleton, and has a structure in which a hydroxyl group is adjacent to a sterically bulky alkyl group, so that it is difficult to deactivate and the above-mentioned functions of the antioxidant. This is because it is possible to fully exert.

When the liquid crystal composition of the present invention contains an antioxidant, the total content of the antioxidant is preferably 0.0001% by mass or more, preferably 0.005% by mass or more, based on the total amount of the liquid crystal composition of the present invention. The total content is preferably 0.1% by mass or less, preferably 0.05% by mass or less, and preferably 0.03% by mass or less. If the content of the antioxidant is more than the above range, the image quality of the liquid crystal panel may be reduced due to the precipitation of the antioxidant in the liquid crystal display element using the liquid crystal composition of the present invention. If it is too much, the reliability of the liquid crystal composition may not be sufficiently improved.

The liquid crystal composition of the present invention preferably contains one or more types of ultraviolet absorbers. By using an ultraviolet absorber in combination with the light stabilizer represented by the general formula (H), the amount of ultraviolet rays received by the liquid crystal composition can be reduced and photodegradation of the liquid crystal composition can be suppressed. Examples of the ultraviolet absorber include a hydroxybenzophenone-based ultraviolet absorber, a hydroxyphenylbenzotriazole-based ultraviolet absorber, a cyanoacrylate-based ultraviolet absorber, and a salicylate-based ultraviolet absorber. Above all, it is preferable that the liquid crystal composition of the present invention contains one or more kinds of benzophenone-based ultraviolet absorbers. This is because the benzophenone-based UV absorber has a smaller number of unpaired electrons in the molecule than other UV absorbers, so that it is easy to maintain the purity and improve the reliability. Specific examples of the benzophenone-based ultraviolet absorber include [2-hydroxy-4- (octyloxy) phenyl] (phenyl) methanone (product name: ADEKA STAB 1413, manufactured by ADEKA Corporation). Further, from the viewpoint of suppressing a decrease in reliability, it is preferable not to contain an ultraviolet absorber containing a hetero atom other than oxygen.

When the liquid crystal composition of the present invention contains an ultraviolet absorber, the total content of the ultraviolet absorber is preferably 0.0001% by mass or more, preferably 0.001% by mass or more, based on the total amount of the liquid crystal composition of the present invention. Preferably, 0.01% by mass or more is preferable, while the total content is preferably 0.1% by mass or less, preferably 0.05% by mass or less, and preferably 0.02% by mass or less. If the content of the ultraviolet absorber is more than the above range, display defects of the liquid crystal panel due to precipitation of the ultraviolet absorber may easily occur in the liquid crystal display element using the liquid crystal composition of the present invention, which is too small. In some cases, the amount of ultraviolet rays received by the liquid crystal molecules cannot be reduced, and reliability cannot be ensured due to deterioration of the liquid crystal molecules.

The liquid crystal composition of the present invention may contain one or more types of antioxidants, may contain one or two or more types of ultraviolet absorbers, and may contain one or more types of antioxidants. And one or more UV absorbers may be included.

When the liquid crystal composition of the present invention contains a polymerizable compound, the liquid crystal composition of the present invention preferably contains one or more polymerizable initiators as other additives. By using a polymerization initiator in combination with the light stabilizer represented by the general formula (H), the polymerization of the polymerizable compound is promoted in the production of the liquid crystal display element using the liquid crystal composition of the present invention. This is because a strong polymer layer (a layer formed of a polymer of a polymerizable compound) can be formed at the interface between the liquid crystal layer and the base material, so that the insulating property of the liquid crystal cell is enhanced and the VHR can be improved.

The polymerizable initiator can be selected from known polymerizable initiators used in the liquid crystal composition, for example, a benzoin ether-based polymerizable initiator, a benzophenone-based polymerizable initiator, an acetophenone-based polymerizable initiator, and a benzyl ketal. Examples thereof include a system-polymerizable initiator and an acylphosphine oxide-based polymerizable initiator. Of these, a benzyl ketal-based polymerization initiator is preferable. This is because the benzyl ketal-based polymerization initiator has high photoreaction efficiency and can form a dense polymer layer. Specific examples of the benzyl ketal polymerization initiator include 2,2-dimethoxy-2-phenylacetophenone (product name: Irgacure 651).

When the liquid crystal composition of the present invention contains a polymerization initiator, the total content of the polymerization initiator is preferably 0.0001% by mass or more, preferably 0.001% by mass, based on the total amount of the liquid crystal composition of the present invention. The above is preferable. The total content is preferably 0.005% by mass or less and 0.002% by mass or less. If the content of the polymerization initiator is more than the above range, the VHR may decrease due to the influence of impurities contained in the polymerization initiator, and if it is too small, the polymerization of the polymerizable compound will not be efficient and the liquid crystal cell. In some cases, the insulation property of the polymer is not improved and the VHR is not improved.

When the liquid crystal composition of the present invention contains one or more compounds selected from the group consisting of antioxidants, ultraviolet absorbers and polymerization initiators, it comprises antioxidants, ultraviolet absorbers and polymerization initiators. The total amount of the compounds selected from the group is preferably 0.0001% by mass or more, 0.0005% by mass or more, 0.005% by mass or more, and 0.01% by mass or more with respect to the total amount of the liquid crystal composition of the present invention. In addition, it is 0.2% by mass or less, 0.1% by mass or less, and 0.05% by mass or less.

(4) Polymerizable Compound The liquid crystal composition of the present invention may contain one or more polymerizable compounds having one or more polymerizable groups in one molecule. Among them, when the liquid crystal composition of the present invention is used for producing a liquid crystal display element for PSA mode, PSVA mode, PS-IPS mode or PS-FSS mode, the liquid crystal composition of the present invention contains one or two polymerizable compounds. It is preferable to include the above. This is because the polymerizable compound is a compound that can be polymerized by irradiation with active energy rays, and the pretilt angle of the liquid crystal molecules can be suitably formed.

The polymerizable compound may be a known polymerizable compound used in the liquid crystal composition, and among them, the compound represented by the following general formula (P) is preferable.

(In the above general formula (P), R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms or -Sp ^p2- P ^p2 , and one or a non-alkyl group. Two or more adjacent −CH ₂ −s may be independently substituted by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−. One or more hydrogen atoms in the alkyl group may be independently substituted with a cyano group, a fluorine atom or a chlorine atom.
P ^p1 and P ^p2 are independent from the general formula (P ^p1-1 ) to the formula (P ^p1-9 ).

(In the formula, R ^p11 and R ^p12 independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or an alkyl halide group having 1 to 5 carbon atoms, and W ^p11 is a single bond, −O. Representing a −, −COO− or methylene group, t ^p11 represents 0, 1 or 2, but ^{if there are multiple R p11} , R ^p12 , W ^p11 and / or t ^{p11 in} the molecule, they are the same. It may be different or different.)
Represents one of
Sp ^p1 and Sp ^p2 independently represent a single bond or a spacer group, respectively.
Z ^p1 and Z ^p2 are independent, single-bonded, -O-, -S-, -CH _2- , -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H ₄ -,-, respectively. _{COO -, - OCO -, -} OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{, -CH = CR ZP1 -COO -,} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO -CR ZP1 = CH- ^{OCO-, -OCO -CR ZP1} = CH- ^{COO-, -OCO} -CR ZP1 = CH-OCO-,-(CH ₂ ) _z- COO-,-(CH ₂ ) _2- OCO- , -OCO- (CH ₂ ) ₂ -,-(C = O) -O- (CH ₂ ) _2- , -CH = CH-, -CF = CF-, -CF = CH-, -CH = CF- _{, -CF 2 -, - CF 2} O -, - OCF 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 - or -C≡C- ^{(wherein, R ZP1} is Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, ^{but when a plurality of R ZP1s} are present in the molecule, they may be the same or different.)
Represents
A ^p1 , A ^p2 and A ^p3 are independent of each other.
^(A p) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
^(B p) 1,4-phenylene group (the one present in the group -CH = or non-adjacent two or more -CH = may be replaced by -N =.) And (c ^p ) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, phenanthrene-2,7-diyl group or anthracene -2,6-diyl groups (one -CH = existing in these groups or two or more -CH = not adjacent to each other may be replaced with -N =, and hydrogen existing in this group. The atom may be substituted with a halogen atom, an alkyl group having 1 to 8 carbon atoms, or an alkenyl group having 1 to 8 carbon atoms.)
Represents a group selected from the group consisting of the above group (a ^p), group (b ^p) and one or more hydrogen atoms present in the radical (c ^p) are each independently a halogen atom , a cyano group, may be substituted with an alkyl group or ^-Sp p2 ^{-P p2} having 1 to 8 carbon atoms, one or two or more -CH ₂ non-adjacent in the alkyl group - each independently Then, it may be replaced by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−.
m ^p1 represents 0, 1, 2 or 3, ^{and when a plurality of Z p1} , ^Ap2 , Sp ^p2 and / or P ^p2 are present in the molecule, they may be the same or different. A ^p3 represents a single bond when m ^p1 is 0 and A ^p1 is a phenanthrene-2,7-diyl group or an anthracene-2,6-diyl group. )
However, the compound represented by the general formula (I) is excluded. )

The liquid crystal composition of the present invention preferably contains one or more polymerizable compounds represented by the general formula (P).

In the general formula (P), R ^p1 is preferably −Sp ^p2 −P ^p2 .

In the general formula ^(P), it is preferred that the ^{P p1} and ^{P p2} is either independently equation from the formula ^{(P p1 -1) (P p1} -3), it is ^(P p1 -1) Is preferable.

In the general formula (P), ^{it is preferable that R p11} and R ^p12 are independently hydrogen atoms or methyl groups, respectively.

In the general formula (P), t ^p11 is preferably 0 or 1.

In the general formula (P), W ^p11 is preferably a single bond, a methylene group or an ethylene group.

In the general formula (P), ^mp1 is preferably 0, 1 or 2, preferably 0 or 1.

Each independently represent a single _bond, -OCH ₂ general formula ^{(P), Z p1} and ^{Z p2} is -, - CH 2 O -, - CO -, - C 2 H 4 -, - COO -, - OCO- _{, -COOC 2 H 4 -, -} OCOC 2 H 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - ( CH ₂ ) _2- COO-,-(CH ₂ ) _2- OCO-, -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, _{-COO- (CH 2) 2 -,} - OCF 2 - or -C≡C-, more preferably a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO _{-, - COOC 2 H 4 -} , - OCOC 2 H 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - ( CH ₂ ) _2- OCO-, -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) ₂ -or -C≡C- are preferred, only one present in the molecule is _{-OCH 2 -, - CH 2 O} -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 -, _{-OCOC 2 H 4 -, - C} 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO -, - OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _2- or -C≡C-, etc. preferably but are all single bonds, only one present in the _{molecule, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO- or a -OCO-, others All are preferably single-bonded, and all are preferably single-bonded.

^{Also, only one of Z p1} and Z ^p2 present in the molecule is -CH = CH-COO-, -COO-CH = CH-,-(CH ₂ ) _2- COO-,-(CH ₂ ) _{2. -OCO -, - O-CO- (} CH 2) 2 -, - COO- (CH 2) 2 - is a linking group selected from the group consisting of, it is preferred the other is a single bond.

In the general formula (P), Sp ^p1 and Sp ^p2 each independently represent a single bond or a spacer group, but the spacer group is preferably an alkylene group having 1 to 30 carbon atoms, and −CH in the alkylene group. ₂ − may be substituted with −O−, −CO−, −COO−, −OCO−, −CH = CH− or −C≡C− as long as the oxygen atoms are not directly linked to each other, and the alkylene group may be substituted. The hydrogen atom in the atom may be substituted with a halogen atom, but a linear alkylene group having 1 to 10 carbon atoms or a single bond is preferable.

In the general formula (P), A ^p1 , A ^p2, and A ^p3 are independent of each other, and a 1,4-phenylene group or a 1,4-cyclohexylene group is preferable, and a 1,4-phenylene group is preferable. The 1,4-phenylene group is preferably substituted with one fluorine atom, one methyl group or one methoxy group in order to improve the compatibility with the liquid crystal compound.

The lower limit of the total content of the compound represented by the general formula (P) is preferably 0.01% by mass, 0.03% by mass, or 0.% by mass, based on the total amount of the liquid crystal composition of the present invention. 05% by mass, 0.08% by mass, 0.1% by mass, 0.15% by mass, 0.2% by mass, 0.25% by mass, 0.3% by mass. %. The upper limit of the total content of the compound represented by the general formula (P) is preferably 10% by mass, 8% by mass, and 5% by mass with respect to the total amount of the liquid crystal composition of the present invention. Yes, 3% by mass, 1.5% by mass, 1.2% by mass, 1% by mass, 0.8% by mass, and 0.5% by mass.

The preferable range of the total content of the compound represented by the general formula (P) can be set by combining the above upper limit value and lower limit value. Above all, the total content is preferably 0.05 to 10% by mass, more preferably 0.1 to 8% by mass, and 0.1 to 5% by mass with respect to the total amount of the liquid crystal composition of the present invention. It is more preferably 0.1 to 3% by mass, further preferably 0.2 to 2% by mass, and even 0.2 to 1.3% by mass. More preferably, it is particularly preferably 0.2 to 1% by mass, and most preferably 0.2 to 0.56% by mass.

If the content of the compound represented by the general formula (P) is small, the effect of the polymerizable compound is unlikely to appear, and problems such as a weak orientation regulating force of the liquid crystal composition or a weakening over time occur. On the other hand, if the content of the compound represented by the general formula (P) is too large, the amount of unreacted polymerizable compound remaining after curing increases, curing takes time, the reliability of the liquid crystal decreases, and the like. Problem arises.

Examples of the compound represented by the general formula (P) include compounds represented by the following general formulas (P-1-1) to general formulas (P-1-46).

(In the formula, P ^p11 , P ^p12 , Sp ^p11 and Sp ^p12 have the same meanings as ^{P p1} , P ^p2 , Sp ^p1 and Sp ^p2 in the general formula (P).)

Preferred examples of the compound represented by the general formula (P) include compounds represented by the following general formulas (P-2-1) to (P-2-14).

(In the formula, P ^p21 , P ^p22 , Sp ^p21 and Sp ^p22 have the same meanings as ^{P p1} , P ^p2 , Sp ^p1 and Sp ^p2 in the general formula (P).)

Preferred examples of the compound represented by the general formula (P) include compounds represented by the following general formulas (P-3-1) to (P-3-15).

(In the formula, P ^p31 , P ^p32 , Sp ^p31 and Sp ^p32 have the same meanings as ^{P p1} , P ^p2 , Sp ^p1 and Sp ^p2 in the general formula (P).)

Preferred examples of the compound represented by the general formula (P) include compounds represented by the following general formulas (P-4-1) to (P-4-21).

(In the formula, P ^p41 , P ^p42 , Sp ^p41 and Sp ^p42 have the same meanings as ^{P p1} , P ^p2 , Sp ^p1 and Sp ^p2 in the general formula (P).)

(5) Other Compounds The liquid crystal composition of the present invention may contain ordinary nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, infrared absorbers and the like.

The liquid crystal composition of the present invention may or may not contain a spontaneously oriented compound. The spontaneously oriented compound is a compound that enables vertical orientation of liquid crystal molecules without an alignment film, and is represented by, for example, the following formula (Q).

(In formula (Q), each MES is directly or indirectly linked to one or more rings and one or more polymerizable groups as optional components linked to the MES directly or via a spacer. Is a mesogen group containing,
R ² is a polar anchor group preferably comprising at least one OH or a primary or secondary amine functional group. )

(6) Others It is preferable that the liquid crystal composition of the present invention does not contain a compound having a structure in which oxygen atoms are bonded to each other, such as a peracid (-CO-OO-) structure, in the molecule.

When the reliability and long-term stability of the liquid crystal composition are emphasized, the content of the compound having a carbonyl group is preferably 5% by mass or less, preferably 3% by mass or less, based on the total amount of the liquid crystal composition. More preferably, it is more preferably 1% by mass or less, and most preferably it is not substantially contained.

When the stability of the liquid crystal composition by UV irradiation is emphasized, the content of the compound substituted with chlorine atoms is preferably 15% by mass or less with respect to the total amount of the liquid crystal composition of the present invention. It is preferably 0% by mass or less, preferably 8% by mass or less, more preferably 5% by mass or less, preferably 3% by mass or less, and further preferably substantially not contained.

The liquid crystal composition of the present invention preferably has a high content of a compound having a 6-membered ring structure in the molecule. The content of the compound in which the ring structure in the molecule is all 6-membered rings is preferably 80% by mass or more, more preferably 90% by mass or more, based on the total amount of the liquid crystal composition of the present invention. It is more preferable that the content is 95% by mass or more, and it is most preferable that the liquid crystal composition of the present invention is composed only of a compound having substantially all 6-membered ring structures in the molecule.

In order to suppress deterioration of the liquid crystal composition due to oxidation, it is preferable that the liquid crystal composition of the present invention contains a small amount of a compound having a cyclohexenylene group as a ring structure. The content of the compound having a clohexenylene group is preferably 10% by mass or less, preferably 8% by mass or less, and preferably 5% by mass or less, based on the total amount of the liquid crystal composition of the present invention. It is more preferably 3% by mass or less, and further preferably not substantially contained.

When the improvement of viscosity and the improvement of Tni are emphasized, the liquid crystal composition of the present invention is a compound having a 2-methylbenzene-1,4-diyl group in the molecule in which a hydrogen atom may be substituted with a halogen. It is preferable that the content of is low. The content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% by mass or less, preferably 8% by mass or less, based on the total amount of the liquid crystal composition of the present invention. It is preferably 5% by mass or more, more preferably 3% by mass or less, and further preferably substantially not contained.

In the present specification, substantially not contained means that it is not contained except for substances (unavoidable impurities) that are unintentionally contained.

When the liquid crystal composition of the present invention has a positive dielectric anisotropy (Δε), the dielectric anisotropy (Δε) of the liquid crystal composition of the present invention at 25 ° C. is in the range of 1.5 to 20.0. It is preferably in the range of 1.5 to 18.0, more preferably in the range of 1.5 to 15.0, further preferably in the range of 1.5 to 11, and from 1.5. The range of 8 is particularly preferable.

When the liquid crystal composition of the present invention has a negative dielectric anisotropy (Δε), the liquid crystal composition of the present invention preferably has a dielectric anisotropy (Δε) of -2 or less at 25 ° C. More specifically, it is preferably in the range of -2.0 to -8.0, preferably in the range of -2.0 to -6.0, and more preferably in the range of -2.0 to -5.0. It is preferably in the range of −2.5 to −4.0, and is particularly preferable.

The liquid crystal composition of the present invention preferably has a refractive index anisotropy (Δn) at 25 ° C. in the range of 0.08 to 0.14, more preferably 0.09 to 0.13. The range of 0.09 to 0.12 is particularly preferable. More specifically, it is preferably in the range of 0.10 to 0.13 when dealing with a thin cell gap, and in the range of 0.08 to 0.10 when dealing with a thick cell gap. Is preferable.

The liquid crystal composition of the present invention has a viscosity (η) at 25 ° C. of 10 to 50 mPa · s, more preferably 10 to 40 mPa · s, and particularly preferably 10 to 35 mPa · s.

The liquid crystal composition of the present invention preferably has a rotational viscosity (γ ₁ ) at 25 ° C. in the range of 40 to 130 mPa · s, more preferably in the range of 50 to 110 mPa · s, and more preferably 60 to 100 mPa. -It is particularly preferable that it is within the range of s.

In the liquid crystal composition of the present invention, the nematic phase-isotropic liquid phase transition temperature (T _ni ) is preferably in the range of 60 ° C. to 120 ° C., more preferably in the range of 70 ° C. to 100 ° C., 70. The range of ° C. to 85 ° C. is particularly preferable.

The liquid crystal composition of the present invention can be used for liquid crystal display elements, and more preferably for active matrix driving liquid crystal display elements, such as PSA type, PSVA type, VA type, IPS type, and FFS type. It can be suitably used for a TN type or ECB type liquid crystal display element. Further, the liquid crystal composition of the present invention can be suitably used for a liquid crystal display element in which a liquid crystal layer is sandwiched between a pair of facing alignment films, and in particular, when the liquid crystal composition of the present invention contains a polymerizable compound. Can be suitably used for PSA mode, PSVA mode, PS-IPS mode or PS-FSS mode. Further, when the polymerizable liquid crystal composition of the present invention contains a spontaneously oriented compound, it can also be used for a liquid crystal display element without an alignment film.

II. Liquid crystal display element The liquid crystal display element of the present invention is a liquid crystal display element using the liquid crystal composition described in the above-mentioned "I. Liquid crystal composition" section. By using the above-mentioned liquid crystal composition, the liquid crystal display element of the present invention has no or no display defects and can have excellent display quality.

The liquid crystal display element of the present invention may be a liquid crystal display element for driving an active matrix. Further, the liquid crystal display element of the present invention may be a PSA type, PSVA type, VA type, IPS type, FFS type, TN type or ECB type liquid crystal display element, preferably a PSA type or PSVA type liquid crystal display element. Is.

FIG. 1 is a schematic view showing an example of the liquid crystal display element of the present invention. The structure of the liquid crystal display element of the present invention is not limited to this example. Further, in FIG. 1, for convenience of explanation, the components are shown separated from each other. The liquid crystal display element 1 shown in FIG. 1 includes a first substrate 2 and a second substrate 3 arranged to face each other, and a liquid crystal layer 4 provided between the first substrate 2 and the second substrate 3. There is.

As illustrated in FIG. 1, a pixel electrode layer 5 is formed on the surface of the first substrate 2 on the liquid crystal layer 4 side. A common electrode layer 6 is formed on the liquid crystal layer 4 side of the second substrate 3. The first substrate 2 and the second substrate 3 may be sandwiched by a pair of polarizing plates 7 and 8. A color filter 9 may be further provided on the liquid crystal layer 4 side of the second substrate 3.

The liquid crystal layer 4 contains the liquid crystal composition described in the above section "I. Liquid crystal composition". In the case of a liquid crystal display element manufactured by using a liquid crystal composition containing a polymerizable compound, the polymer of the polymerizable compound produced by irradiation with ultraviolet rays in the manufacturing process is the first substrate 2 and the second substrate in the liquid crystal layer 4. It is considered that they are unevenly distributed on the side. That is, in the above case, it is considered that a polymer layer made of a polymer of a polymerizable compound is formed at the interface between the liquid crystal layer 4 and the first substrate 2 and the second substrate.

Although not shown, the liquid crystal display element of the present invention usually has a liquid crystal layer provided between the first substrate and the second substrate facing each other and the first substrate and the second substrate and containing the liquid crystal composition. The surface of the first substrate on the liquid crystal layer side has a first alignment film, and the surface of the second substrate on the liquid crystal layer side has a second alignment film. That is, the liquid crystal display element of the present invention includes a first polarizing plate, a first substrate, a first alignment film, a pixel electrode layer, a liquid crystal layer, a common electrode layer, a color filter, and a second alignment film. , The second substrate and the second polarizing plate can be laminated in this order. As the alignment film, a film commonly used for liquid crystal display elements such as a polyimide alignment film can be used.

Also. The liquid crystal display element of the present invention may not be provided with an alignment film on one or both of the first substrate and the second substrate. In this case, the liquid crystal display element of the present invention is manufactured by using a liquid crystal composition containing a spontaneously oriented compound, and a spontaneously oriented compound layer made of a polymer of the spontaneously oriented compound is formed at the interface of the liquid crystal layer. The liquid crystal compound can be oriented without the alignment film.

The method for producing a liquid crystal display element of the present invention is not particularly limited as long as it is a method using the liquid crystal composition described in the above-mentioned "I. Liquid crystal composition" section, and a known method for producing a liquid crystal display element is applied. be able to.

The present invention is not limited to the above embodiment. The above-described embodiment is an example, and any object having substantially the same configuration as the technical idea described in the claims of the present invention and exhibiting the same effect and effect is the present invention. Is included in the technical scope of.

Hereinafter, the present invention will be described in more detail based on Examples, but the present invention is not limited to Examples.

The following abbreviations are used for the description of compounds in Examples and Comparative Examples.

(Side chain)
−N −C _n H _{2n + 1} linear alkyl group having n carbon atoms n−C _n H _{2n + 1} − linear alkyl group having n carbon atoms _{−On −OC n} H _{2n + linear alkoxy group having n + 1 carbon atoms} group nO- C _n H _2n + 1 O- straight chain alkoxy group with carbon number n -V -CH = CH ₂
V-CH ₂ = CH-
−V1 −CH = CH-CH ₃
1V-CH _3- CH = CH-
_{-2V -CH 2 -CH 2 -CH = CH} 2
_{V2- CH 2 = CH-CH 2} -CH 2 -
_{-2V1 -CH 2 -CH 2 -CH = CH} -CH 3
_{1V2- CH 3 -CH = CH-CH} 2 -CH 2 -
OCF3-O-CF3
−F −F Fluorine atom F−F Fluorine atom

(Connecting group)
-CFFO- -CF _2- O-
-OCFF- -O-CF _2-
-1O--CH _2- O-
−O1-−O−CH ₂₋
-COO- -COO-
-OCO- -OCO-

(Ring structure)

<Light stabilizer represented by the general formula (H)>
The following compounds were used as the light stabilizer (polymerizable acetal-based light stabilizer) represented by the general formula (H).

<UV absorber>
The following compounds were used as UV absorbers.

<Antioxidant>
The following compounds were used as antioxidants.

<Light stabilizer other than the light stabilizer represented by the general formula (H)>
The following compounds (generally referred to as the compound of formula (R)) were used as the light stabilizer other than the light stabilizer represented by the general formula (H). The compounds represented by the formulas (R-1) and (R-2) are non-polymerizable non-acetal-based light stabilizers having no polymerizable group and acetal skeleton, respectively. The compound represented by the formula (R-3) is a polymerizable non-acetal-based light stabilizer having a polymerizable group but not having an acetal skeleton.

<Polymerizable compound>
The following compounds were used as the polymerizable compound.

The measured characteristics of the liquid crystal composition examples used in Examples and Comparative Examples are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C)
Δn: Refractive index anisotropy at 25 ° C Δε: Dielectric anisotropy at _{25 ° C γ 1} : Rotational viscosity at 25 ° C (mPa · s)

[Voltage retention rate]
The liquid crystal cells obtained in Examples and Comparative Examples were irradiated with ultraviolet rays (UV) for 90 minutes using a fluorescent lamp so that the intensity at 313 nm was 0.3 mW, and then the conditions were 1 V, 0.6 Hz, and 60 ° C. The voltage retention rate (VHR) was measured with.

[Solubility (low temperature storage)]
The liquid crystal compositions obtained in Examples and Comparative Examples were stored in a freezer at −35 ° C. for 1000 hours. It was confirmed whether precipitation occurred in the liquid crystal composition after storage.

〇: No precipitation at -35 ° C Δ: Slight precipitation at -35 ° C ×: Precipitation at -35 ° C −: Not subject to evaluation

(Preparation of Maternal Compositions LC-A to LC-D)
LC-D was prepared from the mother composition LC-A, and its physical characteristics were measured. Table 1 shows the constituent compounds of each mother composition, the blending amount (mass%) thereof, and the physical property values of each mother composition.

(Example 1)
Liquid crystal composition LC-1 by blending 99.65% by mass of the base composition LC-A, 0.05% by mass of the compound of formula (H-1), and 0.3% by mass of the compound of formula (M-1). Was prepared in an amount of 100% by mass. The liquid crystal composition LC-1 is a liquid crystal composition having a negative dielectric anisotropy (Δε) _{, and the values of T ni} , Δn, Δε and γ ₁ are equivalent to the values of the parent composition LC-A. It was. Next, the liquid crystal composition LC-1 was vacuum-injected into a cell having a gap of 3.5 um provided with a vertical alignment film (JALS2096) on a transparent electrode, and then a sealing material (3026B) was applied to the injection port, and then 380 nm. The liquid crystal cell was obtained by irradiating with the ultraviolet rays of the above for 10 seconds and sealing.

(Examples 2 to 11)
In the same manner as in Example 1, liquid crystal compositions LC-2 to LC-11 were prepared with the formulations shown in Table 2, respectively. In addition, the numerical value in parentheses in Table 2 represents the compounding amount (mass%) of the compound, and the same applies to the subsequent Tables 3 and subsequent tables. The liquid crystal compositions LC-2 to LC-11 are liquid crystal compositions having a negative dielectric anisotropy (Δε), respectively, and the liquid crystal compositions LC-2 to LC-11 have T _ni , Δn, Δε, and γ _1. The values of were equivalent to the values of the parent composition LC-A, respectively. Next, using the liquid crystal compositions LC-2 to LC-11, a liquid crystal cell was prepared by the same method as in Example 1.

Table 2 shows the solubility of the liquid crystal compositions obtained in Examples 1 to 11 and the VHR of each liquid crystal cell.

(Comparative Examples 1 to 5)
The liquid crystal compositions LC-20 to LC-24 were prepared according to the formulations shown in Table 3. The liquid crystal compositions LC-20 to LC to 24 were liquid crystal compositions having a negative dielectric anisotropy (Δε), respectively. Next, a liquid crystal cell was prepared by the same method as in Example 1 using the liquid crystal compositions LC-20 to LC to 24, respectively.

Table 3 shows the solubility of the liquid crystal compositions obtained in Comparative Examples 1 to 5 and the VHR of each liquid crystal cell.

From the results of Tables 2 and 3, the liquid crystal cells of Example 1 and the liquid crystal cells of Comparative Examples 1 to 3 showed higher VHR as compared with the liquid crystal cells of Comparative Examples 4 to 5. The liquid crystal cells of Example 1 and the liquid crystal cells of Comparative Examples 1 to 3 used liquid crystal compositions containing a light stabilizer, whereas the station cells of Comparative Examples 4 to 5 did not contain a light stabilizer. The difference is that a liquid crystal composition is used. From the above results, it was shown that the inclusion of the light stabilizer suppresses the deterioration of the liquid crystal composition and increases the VHR as compared with the case where the light stabilizer is not included.

Moreover, the liquid crystal cells of Example 1 and Comparative Example 3 showed higher VHR as compared with the liquid crystal cells of Comparative Examples 1 and 2. The liquid crystal cells of Examples 1 and 3 used a liquid crystal composition containing a polymerizable light stabilizer having a polymerizable group, whereas the liquid crystal cells of Comparative Examples 1 and 2 had a polymerizable group. The difference is that a liquid crystal composition containing a non-polymerizable light stabilizer is used. From the above results, it was shown that when the light stabilizer has a polymerizable group, the deterioration of the liquid crystal composition is further suppressed and the VHR is further increased as compared with the case where the light stabilizer has no polymerizable group.

Furthermore, the liquid crystal cell of Example 1 showed a higher VHR as compared with the liquid crystal cell of Comparative Example 3. The liquid crystal cell of Example 1 used a liquid crystal composition containing a polymerizable light stabilizer having a polymerizable group and an acetal skeleton, whereas the liquid crystal cell of Comparative Example 3 had a polymerizable group but acetal. The difference is that a liquid crystal composition containing a polymerizable light stabilizer having no skeleton is used. From the above results, by using a photostabilizer having an acetal skeleton and a polymerizable group (that is, a compound represented by the formula (H)), as compared with the case of using a polymerizable light stabilizer having a non-acetal skeleton, It was shown that the deterioration of the liquid crystal compound was suppressed and the VHR became higher.

From the comparison between the liquid crystal cells of Examples 6 to 11 and the liquid crystal cells of Comparative Examples 1 to 6, a liquid crystal composition containing compounds of formulas (H-1) to (H-7) instead of the compound of formula (H-1). It was shown that the same effect as that of Example 1 was exhibited even in the case of using.

From Examples 4 to 5, it was shown that the effect of including the compound represented by the above-mentioned formula (H) is exhibited regardless of the type of the polymerizable compound and the like.

(Examples 12 to 14, Comparative Examples 6 to 8)
Liquid crystal compositions LC-12 to LC-14 and LC-25 to LC-27 were prepared according to the formulations shown in Table 4, respectively. The liquid crystal compositions LC-12 to LC-14 and LC-25 to LC-27 are liquid crystal compositions having a negative dielectric anisotropy (Δε), respectively, and of the liquid crystal compositions LC-12 and LC-25. T _ni, [Delta] n, [Delta] [epsilon] and gamma ₁ value is the same as the value of each matrix composition LC-B, _{T ni} of the liquid crystal composition LC-13 and LC-26, [Delta] n, the value of [Delta] [epsilon] and gamma ₁ are , Each of which is equivalent to the value of the mother composition LC-C, and the values of T _ni , Δn, Δε and γ ₁ of the liquid crystal compositions LC-14 and LC-27 are equivalent to the values of the mother composition LC-D, respectively. Met. Next, using the liquid crystal compositions LC-12 to LC-14 and LC-25 to LC-27, respectively, a liquid crystal cell was prepared by the same method as in Example 1.

Table 4 shows the solubility of the liquid crystal compositions obtained in Examples 12 to 14 and Comparative Examples 6 to 8 and the VHR of each liquid crystal cell.

From the results in Table 4, even when the parent composition is different, the liquid crystal cell using the liquid crystal composition containing the compound of formula (H-1) does not have a polymerizable group and an acetal skeleton. 1) Higher VHR was shown as compared with the liquid crystal cell using the liquid crystal composition containing the compound.

(Examples 15 to 19)
Liquid crystal compositions LC-15 to LC-19 were prepared according to the formulations shown in Table 5. The liquid crystal compositions LC-15 to LC-19 are liquid crystal compositions having a negative dielectric anisotropy (Δε), respectively, and T _ni , Δn, Δε and γ _{1 of the liquid crystal compositions LC-15 to LC-19.} The values of were equivalent to the values of the parent composition LC-A, respectively. Next, using the liquid crystal compositions LC-15 to LC-19, liquid crystal cells were prepared by the same method as in Example 1.

Table 5 shows the solubility of the liquid crystal compositions obtained in Examples 15 to 19 and the VHR of each liquid crystal cell.

From Table 5, a liquid crystal cell using a liquid crystal composition in which the compound of the formula (H) and a light stabilizer other than the compound of the above formula (H), an antioxidant and an ultraviolet absorber are used in combination also has a similarly high VHR. It is shown that it is suggested that the decrease in VHR due to the addition of other additives is suppressed.

Further, as shown in Tables 2 to 5, the liquid crystal compositions of Examples 1 to 19 had better solubility than the liquid crystal compositions of Comparative Examples 1 to 8. From this result, it was shown that the liquid crystal composition of the present invention has good solubility, can sufficiently suppress the precipitation of the compound of formula (H) in addition to achieving high VHR, and is excellent in storage stability. Above all, it was suggested that the solubility (storage stability) was further excellent by setting the blending amount of the compound of the formula (H) to 0.1% by mass or less with respect to 100% by mass of the liquid crystal composition. When the liquid crystal composition of Example 14 contained two kinds of the compound of the formula (H), the total content of the compound of the formula (H) was increased as compared with Example 1 containing only one kind of the compound of the formula (H). Nevertheless, the solubility was as good as in Example 1.

In the liquid crystal compositions of Examples 1 to 19 and Comparative Examples 1 to 8, even when the polymerizable compound was not contained, the liquid crystal compositions containing a light stabilizer other than the compound of formula (H) were compared with the liquid crystal compositions. It was confirmed that the liquid crystal composition containing the compound of the formula (H) had an improvement in VHR after UV irradiation. Further, it was confirmed that the liquid crystal display elements using the liquid crystal compositions obtained in Examples 1 to 19 had no display defects and had a sufficiently high-speed response.

(Preparation of Maternal Composition LC-E)
Maternal composition E was prepared and its physical characteristics were measured. Table 6 shows the constituent compounds of the mother composition E, the blending amount (mass%) thereof, and the physical property values.

(Example 20 and Comparative Example 9)
Liquid crystal compositions LC-28 and LC-29 were prepared with the formulations shown in Table 7. The liquid crystal compositions LC-28 and LC-29 are liquid crystal compositions having a positive dielectric anisotropy (Δε), respectively, and T _ni , Δn, Δε and γ _{1 of the liquid crystal compositions LC-28 and LC-29, respectively.} The values of were the same as the values of the parent composition LC-E, respectively. Next, using the liquid crystal compositions LC-28 and KC-29, respectively, a liquid crystal cell was prepared by the same method as in Example 1. Table 7 shows the VHR and solubility of each liquid crystal cell obtained in Example 20 and Comparative Example 9.

As shown in Table 7, the liquid crystal cell of Example 20 showed a higher VHR as compared with the liquid crystal cell of Comparative Example 9. From the above results, the liquid crystal composition containing a photostabilizer having an acetal skeleton and a polymerizable group (that is, a compound represented by the formula (H)) regardless of whether Δε of the liquid crystal composition is positive or negative It was shown that the deterioration of the liquid crystal compound was suppressed, the VHR was increased, and the solubility and storage stability were excellent as compared with the conventional liquid crystal composition containing a light stabilizer. Further, it was confirmed that the liquid crystal display element using the liquid crystal composition obtained in Example 20 has no display defect and can achieve a sufficiently high-speed response.

1 ... Liquid crystal display element, 2 ... 1st substrate, 3 ... 2nd substrate, 4 ... Liquid crystal layer 4, 5 ... Pixel electrode layer, 6 ... Common electrode layer, 7, 8 ... Polarizing plate, 9 ... Color filter

Claims (15)

A liquid crystal composition containing one or more light stabilizers represented by the general formula (H).

(In the general formula (H), ^Ra0 represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 12 carbon atoms, or an alkenyl group having 3 to 12 carbon atoms.
R ^a1 , R ^a2 , R ^a3 and R ^a4 each independently represent an alkyl group having 1 to 6 carbon atoms, or R ^a1 and R ^a2 , and / or R ^a3 and R ^a4 together form a ring structure. May be formed,
R ^a5 and R ^a6 each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
When ^{there are a plurality of R a0} , R ^a1 , R ^a2 , R ^a3 , R ^a4 , R ^a5, and R ^a6 , they may be the same or different.
n represents 0 or 1 and represents
t represents 1 to 4
U represents a 2 × t-valent organic group forming a ring structure and represents
And wherein U has at least one polymerizable group P ^H in the radical. ) The t represents 1,
The liquid crystal composition according to claim 1, wherein the U has a structure represented by the following general formula (U-1).

(In the general formula (U-1), each broken line represents a bond to an oxygen atom.
R ^a7 and R ^a8 may independently represent a hydrogen atom or a monovalent organic group, or R ^a7 and R ^a8 may be combined to form a ring structure.
m represents 0 or 1 and represents
At least ^{R a8} has one or more of the polymerizable group ^{P H.} ) In the general formula (U-1), wherein ^{R a7} represents a hydrogen atom, an alkyl group having from 1 to 12 carbon atoms or ^-Sp H -P ^H, wherein Sp ^H represents a spacer group,
The liquid crystal composition according to claim 2, wherein R ^a8 has a structure represented by the following general formula (r).

(In the general formula (r), Sp ^a1 is a single bond, -O-, -CH ₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- , -CH = CH-, -CF = CF -, - CO -, - COO -, - OCO -, - OCOO -, - OOCO -, - OCH 2 CH 2 O -, - COOC 2 H 4 -, - OCOC 2 H 4 -, - C 2 H 4 OCO-, -CH = CH-COO-, -CH = CH-OCO-, -COO-CH = CH-, -OCO-CH = CH-, -CH = C (CH ₃ ) COO-, -OCOC (CH) ₃ ) = CH-, _{-CH 2-} CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH _2- , or a linear or branched alkylene group having 1 to 10 carbon atoms. one or not adjacent to each other in two or more -CH ₂ - is -O -, - COO- or -OCO- may be substituted with,
Sp ^a2 is a single bond, -O-, -CO-, -CH = CH-, -CF = CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -OOCO-,- CF ₂ O-, -OCF _2- , -CH = CHCOO-, -OCOCH = CH-, -CH = C (CH ₃ ) COO-, -OCOC (CH ₃ ) = CH-, -CH _{2-CH (CH) 3} ) COO-, -OCOCH (CH ₃ ) -CH _2- , -OCH ₂ CH ₂ O-, or a linear or branched alkylene group having 1 to 10 carbon atoms, one of the alkylene groups or Two or more non-adjacent −CH _2−s may be replaced by −O−, −COO− or −OCO−.
A ^a1 and ^Aa2 are independently composed of a divalent aromatic group, a divalent ring-aliphatic group, a divalent heterocyclic compound group, a divalent fused ring, and a divalent fused polycycle. Represents a more selected group, and one or more hydrogen atoms in the ring structure of these groups may be substituted with ^Li1.
L ⁱ¹ is a halogen atom, a cyano group, a nitro ^group, -Sp H ^-P H, 1 monovalent organic group ^{K i1,} having 1 to 30 carbon atoms linear or branched alkyl or straight having 1 to 30 carbon atoms Represents a chain or branched alkyl halide group, and -CH _2- in the alkyl group or alkyl halide group is -CH = CH-, -C≡C-, -O-, -NH-, -COO-, It may be replaced with −OCO− or −OCOO−, but −O− is not continuous and is not continuous.
The monovalent organic group ^Ki1 is represented by the following general formula (K1):

(In the formula, R ^k0 to R ^k6 and n ^k are the same as the definitions ^{of R a0} to R ^a6 and n in the general formula (H), respectively ^{, and R k7} and m ^k are the above general formulas (U), respectively. -1) ^{Same as the definition of Ra7} and m in. * Represents the group represented by the bonder.)
R ^a9 represents a hydrogen atom, ^-Sp H -P ^H, straight-chain or branched alkyl group or a linear or branched halogenated alkyl group having 1 to 30 carbon atoms having 1 to 30 carbon atoms, the alkyl group or halogenated alkyl one -CH in group ₂ - or nonadjacent two or more -CH ₂ - is -CH = CH -, - C≡C - , - O -, - S -, - NH It may be replaced with −, −CO−, −COO−, −OCO− or −OCOO−, but −О− is not continuous and is not continuous.
p and q represent integers of 0, 1, 2, or 3, respectively.
When p represents 2 or 3, the plurality of Spa ^a1 may be the same or different, and the plurality of A ^a1 may be the same or different.
If q is 2 or 3, the plurality of the Sp ^a2 or different may be the same, also, the plurality of the A ^a2 may P ^H or different may be the same polymerizable group , And Sp ^H represents a spacer group.
However in the general formula (r), having one or more ^-Sp H -P ^H. * In the formula represents a bond. ) One or more of the polymerizable group P ^H are each independently a group selected from the group represented by the formula (P-1) by the formula (P-17), any one of claims 1 to 3 The liquid crystal composition according to item 1.

(In the formula, the black dots represent the bonds.) The liquid crystal composition according to any one of claims 1 to 4, further comprising one or more compounds represented by the general formula (II).

(In the general formula (II), R ^II1 represents an alkyl group having 1 to 10 carbon atoms, and one or two or more non-adjacent −CH ₂ − in the alkyl group are independently −CH = It may be replaced by CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.
A ^II1 and ^{A II2} each independently (a) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - is -O May be replaced with-),
(B) 1,4-phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -N =) and (c). Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2) , 3,4-Tetrahydronaphthalene-2,6-A single -CH = present in a diyl group or two or more non-adjacent -CH = may be replaced by -N =).
Representing a group selected from the group consisting of, the group (a), the group (b) and the group (c) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom, respectively.
Z ^II1 is a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF 2 -, - CF 2 O- , -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-
Y ^II1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group or an alkyl group having 1 to 10 carbon atoms, one or non-adjacent two or more -CH 2 in the alkyl group _- is independently It may be substituted with -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, and one or more of the alkyl groups. Hydrogen atoms may be substituted with fluorine atoms,
m ^II1 represents 1, 2, 3 or 4, but when m ^II1 represents 2, 3 or 4, the plurality of A ^II1s and the plurality of Z ^II1s may be the same or different, respectively. ) The liquid crystal composition according to claim 5, wherein in the general formula (II), at least one Z ^II1 contains one or more compounds representing −CH _{2 O−.} The liquid crystal composition according to claim 5 or 6, which contains one or more compounds represented by the general formula (L-1A).

(In the general formula (L-1A), R ^i1A and R ^i2A each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent alkyl groups in the alkyl group. CH ₂ − may be independently substituted by −CH = CH −, −C≡C−, −O−, −CO−, −COO− or −OCO−, respectively, but of R ^i1A and R ^i2A . In at least one, one or two or more non-adjacent −CH ₂ −s in the alkyl group are independently substituted with −CH = CH−). The liquid crystal composition according to any one of claims 1 to 7, wherein the dielectric anisotropy (Δε) at 25 ° C. has a negative value. The liquid crystal composition according to any one of claims 1 to 7, wherein the dielectric anisotropy (Δε) at 25 ° C. has a positive value. The liquid crystal composition according to any one of claims 1 to 9, wherein the total content of the general formula (H) is 0.01% by mass or more and 5% by mass or less with respect to the total amount of the liquid crystal composition. Stuff. The refractive index anisotropy (Δn) at 25 ° C. is in the range of 0.08 to 0.14.
The rotational viscosity (γ1) at 25 ° C. is in the range of 60 mPa · s to 130 mPa · s.
The liquid crystal composition according to any one of claims 1 to 10, wherein the nematic phase-isotropic liquid phase transition temperature (Tni) is in the range of 60 ° C. to 120 ° C. The liquid crystal composition according to any one of claims 1 to 11, which contains one or more polymerizable compounds. The liquid crystal composition according to any one of claims 1 to 12, which contains one or more compounds of at least one of an antioxidant and an ultraviolet absorber. A liquid crystal display device using the liquid crystal composition according to any one of claims 1 to 13. A liquid crystal layer provided between the first substrate and the second substrate and containing the liquid crystal composition is provided between the first substrate and the second substrate facing each other, and is provided on the surface of the first substrate on the liquid crystal layer side. The liquid crystal display element according to claim 14, which has a first alignment film and has a second alignment film on the surface of the second substrate on the liquid crystal layer side.

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