CN116162466A - Liquid crystal composition and liquid crystal display device comprising same - Google Patents

Liquid crystal composition and liquid crystal display device comprising same Download PDF

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CN116162466A
CN116162466A CN202111406957.2A CN202111406957A CN116162466A CN 116162466 A CN116162466 A CN 116162466A CN 202111406957 A CN202111406957 A CN 202111406957A CN 116162466 A CN116162466 A CN 116162466A
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liquid crystal
compound
crystal composition
formula
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杨亚非
丁文全
贺笛
王盼盼
戴慧娟
赵腾云
孙成龙
李荣荣
陆佳丽
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Anqing Feikai New Material Co ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00—Liquid crystal materials
    • C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods

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Abstract

The invention provides a liquid crystal composition and a liquid crystal display device comprising the same, wherein the liquid crystal composition comprises at least one compound of formula I and at least one compound of formula II. Through selection and compounding of components, the liquid crystal composition has higher clear point, proper optical anisotropy, proper dielectric anisotropy, lower rotational viscosity, larger elastic constant K value, shorter response time and faster response speed, smaller dark state transmittance, larger bright state transmittance and higher contrast, so that a liquid crystal display device comprising the liquid crystal composition has better contrast, higher transmittance, faster response speed, shorter refreshing time and wider use temperature range, is favorable for obviously improving the display effect of the liquid crystal display, and is suitable for display modes such as VA, PSVA, IPS, NFFS.

Description

Liquid crystal composition and liquid crystal display device comprising same
Technical Field
The invention belongs to the technical field of liquid crystal materials, and particularly relates to a liquid crystal composition and a liquid crystal display device comprising the same.
Background
The liquid crystal display (Liquid Crystal Display, LCD) has the characteristics of small size, light weight, low power consumption and excellent display quality, and has been rapidly developed in recent years, and has been widely used in portable electronic information products in particular. As screen sizes for portable computers, office applications, video applications continue to increase, liquid crystal displays can be used for large screen displays and eventually replace Cathode Ray Tube (CRT) displays.
Compared with the traditional display device and display material, the liquid crystal display material has obvious advantages: low driving voltage, low power consumption, high reliability, large display information quantity, color display, no flicker, no harm to human body, automatic production process, low cost, capability of manufacturing liquid crystal displays of various specifications and types, portability and the like. Because of these advantages, the liquid crystal display technology has profound effects on the display and development of microelectronic technology and photoelectric information technology. The liquid crystal material has been widely used in various display occasions by virtue of its good optical properties and photoelectric effect.
The liquid crystal material is a mixture of organic rod-like small molecular compounds having both fluidity of liquid and anisotropy of crystal at a certain temperature. Liquid crystal display devices operate using the optical anisotropy and dielectric anisotropy possessed by the liquid crystal material itself, and have been widely used at present. The liquid crystal display element is classified into: PC (phase change), TN (twisted nematic), STN (super twisted nematic ), DS (dynamic scattering, dynamic scattering), FLC (ferroelectric liquid crystal, FLC), GH (guest-host), ECB (electrically controlled birefringence ), OCB (optically compensated bend, optically compensated bend), IPS (in-plane switching), VA (vertical alignment, homeotropic alignment), FFS (fringe field switching ), FPA (field-induced photo-reactive alignment, electric field induced photo-reactive alignment), and the like. In addition, the novel display modes include, for example, UV2A (Ultra Violet Vertical Alignment, multi-domain UV alignment), PSVA (Polymer Stabilized Vertical Alignment, polymer stable homeotropic alignment), NFFS (Negativity fringe field switching, negative fringe field switching), and the like. Liquid crystal display elements can be classified into a PM (passive matrix) type and an AM (active matrix) type according to the driving method of the elements. PM is classified into static (static) and multiplex (multiplex) types. AM is classified into TFT (thin film transistor ), MIM (metal insulator metal, metal-insulator-metal) and the like. The types of TFTs include amorphous silicon (amorphous silicon) and polysilicon (polycrystal silicon). The latter is classified into a high temperature type and a low temperature type according to the manufacturing process. The liquid crystal display element can be classified into a reflective type using natural light, a transmissive type using backlight, and a semi-transmissive type using both natural light and backlight, depending on the types of light sources.
The liquid crystal display device contains a nematic liquid crystal composition having appropriate characteristics. By improving the characteristics of the liquid crystal composition, an AM element having good characteristics can be obtained. The correlation between the characteristics of the liquid crystal composition and the characteristics of the AM element is summarized in table 1.
TABLE 1 Properties of liquid Crystal composition and AM element
Numbering device Characteristics of the liquid Crystal composition Characteristics of AM element
1 Wide temperature range of nematic phase Wide temperature application range
2 Low viscosity Short response time
3 Proper optical anisotropy High contrast
4 Positive or negative dielectric anisotropy with large absolute value Low threshold voltage, low power consumption, and high contrast
5 Has a large specific resistance High voltage holding ratio and high contrast
6 Is stable to ultraviolet rays and heat Long service life
7 Large elastic constant High contrast and short response time
In a liquid crystal display device, the influence of the Contrast Ratio (CR) on the visual effect is very critical, and in general, the larger the contrast ratio is, the clearer and more striking the image is, and the more vivid and bright the color is; if the contrast is small, the whole picture display is blurred. The high contrast is helpful to the definition, detail expression and gray level expression of the image; high contrast products have significant advantages in black and white contrast, sharpness, integrity, etc. Meanwhile, the contrast has a larger influence on the display effect of the dynamic video, and the higher the contrast is, the easier the human eyes can distinguish the conversion process because the brightness conversion in the dynamic image is faster.
The relationship between Contrast Ratio (CR) and luminance (L) is as follows: cr=l 255 /L 0 X 100%; wherein L is 255 Is of on-state brightness, L 0 Is the off-state brightness. It can be seen that what significantly affects CR should be L 0 Is a variation of (c). In the off state, L 0 Independent of the dielectric properties of the liquid crystal molecules, and related to LC Scattering of the liquid crystal material itself; LC rating smaller, L 0 The smaller the CR, the more significantly the CR will increase.
Figure BDA0003373109830000021
Wherein d represents the pitch of the liquid crystal cells, n e Represents the extraordinary refractive index, n o Represents the refractive index of ordinary ray, K ave The average elastic constant is shown. From this relation, LC scanning and K ave In inverse proportion to increasing K ave In the case of (2), light leakage of the liquid crystal material can be reduced, thereby significantly reducing L 0 And the brightness is improved, and the contrast is improved.
In addition, the response speed of the liquid crystal material is also influenced by the K value of the elastic constant, and generally, the larger the K value is, the faster the response speed of the liquid crystal is, so that the refresh rate of the display can be improved, the display problems such as ghost and smear are prevented, and the display effect is improved. Therefore, it is a urgent problem in the art to improve the elastic constant of the liquid crystal material and improve the contrast and response speed of the liquid crystal material.
The formulation of the liquid crystal composition should be formulated to simultaneously adjust many of the performance parameters of the liquid crystal composition. It is not possible to adjust the value of one performance parameter without affecting the value of another. Sometimes, the addition of certain monomer liquid crystals to adjust certain performance parameters of a liquid crystal composition may be beneficial to other performance parameter(s), but may also be detrimental to improvement of other performance parameters. Therefore, how to obtain a liquid crystal composition capable of solving the above-mentioned problems in whole or in part is still a problem to be solved in the art.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide a liquid crystal composition and a liquid crystal display device comprising the same, wherein the liquid crystal composition has higher clear point, proper optical anisotropy, proper dielectric anisotropy, larger elastic constant, shorter response time, smaller dark state transmittance, larger bright state transmittance and higher contrast ratio, and can obviously improve the display effect of the liquid crystal display.
To achieve the purpose, the invention adopts the following technical scheme:
in a first aspect, the present invention provides a liquid crystal composition of negative dielectric anisotropy, comprising:
At least one compound of formula I:
Figure BDA0003373109830000022
and
At least one compound of formula II:
Figure BDA0003373109830000023
wherein R is 0 Represents a linear or branched alkyl radical having 1 to 12 (e.g.1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms,
Figure BDA0003373109830000024
Wherein one or not adjacent at least two-CH of said straight or branched alkyl groups having 1 to 12 carbon atoms 2 Can be independently and individually substituted by-CH=CH-, -C≡C-, -O-, -CO-O-or-O-CO-substitution,one or at least two of the foregoing groups, -H, may each independently be substituted with-F or-Cl;
R X represents a haloalkyl group having 1 to 5 (e.g., 1, 2, 3, 4 or 5) carbon atoms, a haloalkoxy group having 1 to 4 (e.g., 1, 2, 3 or 4) carbon atoms, or a straight-chain or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, wherein one of the straight-chain or branched alkyl groups having 1 to 12 carbon atoms or at least two-CH which are not adjacent 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
Figure BDA0003373109830000031
And (C) a ring->
Figure BDA0003373109830000032
Each independently represents->
Figure BDA0003373109830000033
Or one or at least two single bonds in the ring are replaced by double bonds >
Figure BDA0003373109830000034
And at most one ring->
Figure BDA0003373109830000035
Or (R) ring->
Figure BDA0003373109830000036
Representation of
Figure BDA0003373109830000037
R 1 And R is 2 Each independently represents a linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms,
Figure BDA0003373109830000038
Wherein one or not adjacent at least two-CH of said straight or branched alkyl groups having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
Figure BDA0003373109830000039
And (C) a ring->
Figure BDA00033731098300000310
Each independently represents->
Figure BDA00033731098300000311
Wherein said->
Figure BDA00033731098300000312
One or at least two-CH 2 -can be replaced by-O-, one or at least two single bonds in the ring can be replaced by double bonds, wherein said +.>
Figure BDA00033731098300000313
In which-ch=may be replaced by-n=and one or at least two-H of the foregoing groups may be replaced by-F, -Cl or-CN; />
n 1 Represents 1 or 2, n 2 Represents 0 or 1, wherein when n 1 When 2 is represented, the ring
Figure BDA00033731098300000314
The same or different.
The liquid crystal composition provided by the invention is a liquid crystal composition with negative dielectric anisotropy, and the compound with the formula I and the compound with the formula II which contain cyclohexene structural units are mutually cooperated, so that the liquid crystal composition has higher clear point, proper optical anisotropy and proper absolute value of dielectric anisotropy, and simultaneously has larger elastic constant K value, shorter response time, smaller dark state transmittance, larger bright state transmittance and higher contrast ratio, is beneficial to obviously improving the display effect of a liquid crystal display, and is suitable for display modes such as VA, PSVA, IPS, NFFS.
In the present invention, "can be replaced by … …" independently means that it may or may not be replaced, that is, replaced or not replaced, and all fall within the scope of the present invention; "may each be independently substituted by … …" is the same; also, the positions of "substitution" and "substitution" are arbitrary.
In the invention, short straight lines at one side or two sides of the group represent access bonds and do not represent methyl; for example
Figure BDA00033731098300000315
Figure BDA00033731098300000316
Short straight line on left->
Figure BDA00033731098300000317
Short straight lines on both sides.
In the present invention, the halogen includes fluorine, chlorine, bromine, iodine, or the like; the following description is referred to in the same sense.
In the present invention, the term "halo", "substituted with halogen" means that at least one hydrogen in the group is substituted with halogen (fluorine, chlorine, bromine or iodine).
In a preferred embodiment, the ring
Figure BDA0003373109830000041
And (C) a ring->
Figure BDA0003373109830000042
Each independently represents
Figure BDA0003373109830000043
And at most one ring->
Figure BDA0003373109830000044
Or (R) ring->
Figure BDA0003373109830000045
Representation of
Figure BDA0003373109830000046
In a preferred embodiment, the compound of formula I is selected from the group consisting of:
Figure BDA0003373109830000047
Figure BDA0003373109830000048
and
Figure BDA0003373109830000049
Wherein R is X ' means a straight or branched alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms.
In a preferred embodiment, in order to obtain a high clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a high K value (K 11 、K 33 ) The compound of formula I comprises at least one compound selected from the group consisting of a compound of formula I-1 and a compound of formula I-2.
In a preferred embodiment, R is 0 Represents a linear alkyl group having 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7, or 8) carbon atoms or a linear alkenyl group having 2 to 8 (e.g., 2, 3, 4, 5, 6, 7, or 8) carbon atoms.
In a preferred embodiment, the compound of formula II is selected from the group consisting of:
Figure BDA0003373109830000051
Figure BDA0003373109830000061
Figure BDA0003373109830000062
and +.>
Figure BDA0003373109830000063
In a preferred embodiment, the compound of formula II comprises at least one compound selected from the group consisting of a compound of formula II-1, a compound of formula II-2, a compound of formula II-4, a compound of formula II-5, a compound of formula II-8, a compound of formula II-10, a compound of formula II-11, a compound of formula II-14, a compound of formula II-15, and a compound of formula II-19.
In a preferred embodiment, R 1 And R is 2 Each independently represents a linear alkyl group containing 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7, or 8) carbon atoms, a linear alkoxy group containing 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7, or 8) carbon atoms, or a linear alkenyl group containing 2 to 8 (e.g., 2, 3, 4, 5, 6, 7, or 8) carbon atoms.
In a preferred embodiment, in order to obtain a high clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a high K value (K 11 、K 33 ) A lower rotational viscosity, a lower dark state transmittance, a higher bright state transmittance, a higher contrast ratio and a shorter response time, R in the compound of the group consisting of the compound of the formula II-4, the compound of the formula II-5 and the compound of the formula II-6 1 And R is 2 Each independently represents a linear alkoxy group containing 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7, or 8) carbon atoms.
In a preferred embodiment, in order to obtain a high clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a high K value (K 11 、K 33 ) A lower rotational viscosity, a lower dark state transmittance, a higher bright state transmittance, a higher contrast ratio, and a shorter response time, the compound of formula II comprises at least one compound selected from the group consisting of a compound of formula II-4, a compound of formula II-5, a compound of formula II-6, a compound of formula II-8, a compound of formula II-9, and a compound of formula II-14.
In a preferred embodiment, the content of the compound of formula I is adjusted so that the liquid crystal composition comprising it has a high clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a high K value (K 11 、K 33 ) Less rotational viscosity, less dark state transmittance, greater bright state transmittance, higher contrast and shorter response time.
In a preferred embodiment, the liquid crystal composition has a mass percentage of the compound of formula I of 1% -20%, for example, 2%, 3%, 5%, 7%, 9%, 10%, 11%, 13%, 15%, 17% or 19%, and specific point values between the above point values, which are limited in space and for the sake of brevity, the invention is not intended to be exhaustive.
In a preferred embodiment, the content of the compound of formula II is adjusted so that the liquid crystal composition has a high clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a high K value (K 11 、K 33 ) Less rotational viscosity, less dark state transmittance, greater bright state transmittance, higher contrast and shorter response time.
In a preferred embodiment, the mass percentage of the compound of formula II in the liquid crystal composition is 5% -60%, for example 6%, 8%, 10%, 12%, 15%, 18%, 20%, 22%, 25%, 28%, 30%, 32%, 35%, 38%, 40%, 42%, 45%, 48%, 50%, 52%, 55%, 56%, 57% or 58%, and the specific values between the above values, are not intended to be exhaustive or for the sake of brevity.
In a preferred embodiment, the compound of formula II comprises at least one compound selected from the group consisting of a compound of formula II-2, a compound of formula II-3, a compound of formula II-15, a compound of formula II-16, a compound of formula II-17, and a compound of formula II-18; preferably, the mass percentage of the compound selected from the group consisting of said compounds is between 0.1% and 30%, for example, may be 0.5%, 1%, 3%, 5%, 6%, 8%, 10%, 12%, 15%, 16%, 18%, 20%, 22%, 24%, 25%, 26%, 27%, 28%, 29% or 30%, and specific point values between the above point values, the present invention is not exhaustive for the sake of brevity and for the sake of brevity.
In a preferred embodiment, the liquid crystal composition further comprises at least one compound of formula N:
Figure BDA0003373109830000071
wherein R is N1 And R is N2 Each independently represents a linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms,
Figure BDA0003373109830000081
Figure BDA0003373109830000082
At least two-CH groups, one or not adjacent, of said straight or branched alkyl groups having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
Ring(s)
Figure BDA0003373109830000083
And ring
Figure BDA0003373109830000084
Each independently represents->
Figure BDA0003373109830000085
The said
Figure BDA0003373109830000086
One or at least two-CH 2 -can be replaced by-O-, said +.>
Figure BDA0003373109830000087
In which-ch=may be replaced by-n=and one or at least two-H of the foregoing groups may be replaced by-F, -Cl or-CN;
Z N1 and Z N2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-CF 2 CF 2 -、-(CH 2 ) 4 -、-CF 2 O-or-OCF 2 -；
L N1 And L N2 Each independently represents-H, halogen, unsubstituted or halogenated linear alkyl groups containing 1 to 3 (e.g., 1, 2, or 3) carbon atoms;
n N1 represents 0, 1, 2 or 3, n N2 Represents 0 or 1, and 0.ltoreq.n N1 +n N2 Not more than 3, wherein when n N1 When 2 or 3 is represented, the ring
Figure BDA0003373109830000088
Identical or different, Z N1 The same or different; and
when 0 < n N1 +n N2 Z is less than or equal to 3 N1 And Z N2 At least one of which is not a single bond.
In a preferred embodiment, the compound of formula N is selected from the group consisting of:
Figure BDA0003373109830000089
Figure BDA0003373109830000091
Figure BDA0003373109830000092
and
Figure BDA0003373109830000093
In a preferred embodiment, R is N1 And R is N2 Each independently represents a linear alkyl group containing 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7, or 8) carbon atoms, a linear alkoxy group containing 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7, or 8) carbon atoms, or a linear alkenyl group containing 2 to 8 (e.g., 2, 3, 4, 5, 6, 7, or 8) carbon atoms.
In a preferred embodiment, the content of the compound of formula N is adjusted so that the liquid crystal composition has a higher clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a larger K value (K 11 、K 33 ) Less rotational viscosity, less dark state transmittance, greater bright state transmittance, higher contrast and shorter response time.
In a preferred embodiment, the liquid crystal composition contains 0.1% -60% by mass of the compound of formula N, for example 3%, 5%, 8%, 10%, 12%, 15%, 18%, 20%, 22%, 25%, 28%, 30%, 32%, 35%, 38%, 40%, 42%, 45%, 48%, 50%, 52%, 55% or 58%, and specific point values between the above point values, and the present invention is not intended to be exhaustive of the specific point values included in the range for reasons of space and brevity.
In a preferred embodiment, the liquid crystal composition further comprises at least one compound of formula M:
Figure BDA0003373109830000101
wherein R is M1 And R is M2 Each independently represents a linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms,
Figure BDA0003373109830000102
Figure BDA0003373109830000103
Wherein one or not adjacent at least two-CH of said straight or branched alkyl groups having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
Figure BDA0003373109830000104
Ring->
Figure BDA0003373109830000105
And (C) a ring->
Figure BDA0003373109830000106
Each independently represents->
Figure BDA0003373109830000107
Figure BDA0003373109830000108
Wherein said->
Figure BDA0003373109830000109
At least two-CH of one or not adjacent 2 -can be replaced by-O-, wherein said +.>
Figure BDA00033731098300001010
One or at least two of-ch=in each ring may be substituted by-n=and up to one-H may be substituted by halogen;
Z M1 and Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-C≡C-、-CH＝CH-、-CH 2 CH 2 -or- (CH) 2 ) 4 -; and
n M represents 0, 1 or 2, wherein, when n M When 2 is represented, the ring
Figure BDA00033731098300001011
Identical or different, Z M2 The same or different.
In a preferred embodiment, the compound of formula M is selected from the group consisting of:
Figure BDA00033731098300001012
Figure BDA0003373109830000111
Figure BDA0003373109830000121
Figure BDA0003373109830000122
and
Figure BDA0003373109830000123
In a preferred embodiment, the compound of formula M is selected from any one or a combination of at least two of a compound of formula M-1, a compound of formula M-2, a compound of formula M-4, a compound of formula M-10, a compound of formula M-12, a compound of formula M-23, and a compound of formula M-25.
In a preferred embodiment, isObtain a higher clearing point, proper optical anisotropy, proper absolute value of dielectric anisotropy, a larger K value (K 11 、K 33 ) A smaller rotational viscosity, a smaller dark state transmittance, a larger bright state transmittance, a higher contrast ratio, and a shorter response time, the liquid crystal composition comprising a compound of formula M-1, a compound of formula M-2, or a compound of formula M-12.
In a preferred embodiment, in order to obtain a high clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a high K value (K 11 、K 33 ) A lower rotational viscosity, a lower dark state transmittance, a higher bright state transmittance, a higher contrast ratio, and a shorter response time, the liquid crystal composition comprising at least one compound of formula M-1.
In a preferred embodiment, R is M1 And R is M2 Each independently represents a linear alkyl group containing 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7, or 8) carbon atoms, a linear alkoxy group containing 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7, or 8) carbon atoms, or a linear alkenyl group containing 2 to 8 (e.g., 2, 3, 4, 5, 6, 7, or 8) carbon atoms.
In a preferred embodiment, the content of the compound of formula M is adjusted so that the liquid crystal composition comprising it has a high clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a high K value (K 11 、K 33 ) Less rotational viscosity, less dark state transmittance, greater bright state transmittance, higher contrast and shorter response time.
In a preferred embodiment, the mass percentage of the compound of formula M in the liquid crystal composition is 0.1% -50%, for example, may be 0.5%, 1%, 3%, 5%, 8%, 10%, 12%, 15%, 18%, 20%, 22%, 25%, 28%, 30%, 32%, 35%, 38%, 40%, 42%, 45%, 48% or 50%, and specific point values between the above point values, and the present invention is not exhaustive for the sake of brevity and conciseness.
In a preferred embodiment, the liquid crystal composition further comprises at least one compound of formula B:
Figure BDA0003373109830000131
wherein R is B1 And R is B2 Each independently represents-H, halogen, a compound containing 1 to 12 (e.g., 1, 2, 3, 4, 5) linear or branched alkyl of 6, 7, 8, 9, 10, 11 or 12) carbon atoms,
Figure BDA0003373109830000132
m B An integer representing 0 to 6, which may be, for example, 0, 1, 2, 3, 4, 5 or 6; at least two-CH's of which one or not adjacent groups is/are described 2 -can be replaced independently of one another by-ch=ch-, -c≡c-, -S-, -O-, -CO-O-or-O-CO-, one or at least two-H of the abovementioned radicals being substituted independently of one another by-F or-Cl;
Ring(s)
Figure BDA0003373109830000133
And (C) a ring->
Figure BDA0003373109830000134
Each independently represents->
Figure BDA0003373109830000135
Figure BDA0003373109830000136
Wherein said->
Figure BDA0003373109830000137
At least two-CH of one or not adjacent 2 -can be replaced by-O-, one or at least two single bonds in the ring can be replaced by double bonds, wherein the
Figure BDA0003373109830000138
In which-ch=can be replaced by-n=in one or at least two rings, and one or at least two-H in the aforesaid groups can be replaced by-F, -Cl, -CN, -CH 3 or-OCH 3 Substitution;
Z B1 and Z B2 Each independently represents a single bond, -O-, -S-, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-CF 2 CF 2 -、-(CH 2 ) 4 -、-CF 2 O-or-OCF 2 -；
Y B1 And Y B2 Each independently represents-H, halogen, unsubstituted or halogenated linear alkyl groups containing 1 to 3 (e.g., 1, 2, or 3) carbon atoms, unsubstituted or halogenated linear alkoxy groups containing 1 to 3 (e.g., 1, 2, or 3) carbon atoms;
X B representation-O-, O- -S-or-CO-; and
n B1 and n B2 Each independently represents 0, 1 or 2, wherein when n B1 When 2 is represented, the ring
Figure BDA0003373109830000139
Identical or different, Z B1 Identical or different, where when n B2 When 2 is indicated, the ring->
Figure BDA00033731098300001310
Identical or different, Z B2 The same or different.
In a preferred embodiment, the compound of formula B is selected from the group consisting of:
Figure BDA00033731098300001311
Figure BDA0003373109830000141
Figure BDA0003373109830000142
and
Figure BDA0003373109830000143
Wherein R is B1 ' and R B2 ' each independently represents a straight or branched alkyl group containing 1 to 11 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms.
In a preferred embodiment, in order to obtain a high clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a high K value (K 11 、K 33 ) The liquid crystal composition of the present invention comprises at least one compound of formula B-1, less rotational viscosity, less dark state transmittance, greater bright state transmittance, higher contrast ratio and shorter response time.
In a preferred embodiment, the content of the compound of formula B is preferably adjusted so that the liquid crystal composition of the invention has a high clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a high K value (K 11 、K 33 ) Less rotational viscosity, less dark state transmittance, greater bright state transmittance, higher contrast and shorter response time.
In a preferred embodiment, the mass percentage of the compound of formula B in the liquid crystal composition is 0.1% -30%, for example, may be 0.3%, 0.5%, 0.8%, 1%, 3%, 5%, 8%, 10%, 12%, 15%, 18%, 20%, 22%, 25% or 28%, and the specific values between the above values are limited in space and for brevity, the invention is not exhaustive of the specific values included in the range.
In a preferred embodiment, the liquid crystal composition further comprises at least one compound selected from the group consisting of a compound of formula A-1 and a compound of formula A-2:
Figure BDA0003373109830000151
wherein R is A1 And R is A2 Each independently represents a linear or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms,
Figure BDA0003373109830000152
Figure BDA0003373109830000153
Wherein one or not adjacent at least two-CH of said straight or branched alkyl groups having 1 to 12 carbon atoms 2 -may each independently be replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-, one or at least two-H of the foregoing groups may each independently be replaced by-F or-Cl;
ring(s)
Figure BDA0003373109830000154
And (C) a ring->
Figure BDA0003373109830000155
Each independently represents
Figure BDA0003373109830000156
Figure BDA0003373109830000157
Wherein said
Figure BDA0003373109830000158
At least two-CH of one or not adjacent 2 -can be replaced by-O-, one or at least two single bonds in the ring can be replaced by double bonds, wherein said +.>
Figure BDA0003373109830000159
Figure BDA00033731098300001510
One or more of-ch=in at least two rings may be replaced by-n=and one or at least two-H of the foregoing groups may be replaced by-F or-Cl;
ring(s)
Figure BDA00033731098300001511
And (C) a ring->
Figure BDA00033731098300001512
Each independently represents
Figure BDA00033731098300001513
Figure BDA00033731098300001514
Wherein said
Figure BDA00033731098300001515
At least two-CH of one or not adjacent 2 -can be replaced by-O-, one or at least two single bonds in the ring can be replaced by double bonds, wherein said +. >
Figure BDA00033731098300001516
At least two-CH of one or not adjacent 2 -can be replaced by-O-, wherein said +.>
Figure BDA00033731098300001517
In which-ch=may be replaced by-n=and one or at least two-H of the foregoing groups may be replaced by-F or-Cl;
Z A11 、Z A21 and Z A22 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -、-CO-O-、-O-CO-、-O-CO-O-、-C≡C-、-CH＝CH-、-CF＝CF-、-CH 2 O-or-OCH 2 -；
L A11 、L A12 、L A13 、L A21 And L A22 Each independently represents-H, halogen, unsubstituted or halogenated linear alkyl groups containing 1 to 3 (e.g., 1, 2, or 3) carbon atoms;
X A1 and X A2 Each independently represents halogen, haloalkyl containing 1 to 5 (e.g., 1, 2, 3, 4, or 5) carbon atoms, haloalkoxy containing 1 to 5 (e.g., 1, 2, 3, 4, or 5) carbon atoms, haloalkenyl containing 2 to 5 (e.g., 2, 3, 4, or 5) carbon atoms, or haloalkenoxy containing 2 to 5 (e.g., 2, 3, 4, or 5) carbon atoms;
n A11 and n A2 Each independently represents 0, 1, 2 or 3, wherein when n A11 When 2 or 3 is represented, the ring
Figure BDA0003373109830000161
Identical or different, Z A11 Identical or different, where when n A2 When 2 or 3 is indicated, the ring->
Figure BDA0003373109830000162
Identical or different, Z A21 The same or different; and
n A12 represents 1 or 2, wherein when n A12 When 2 is represented, the ring
Figure BDA0003373109830000163
The same or different.
In a preferred embodiment, the compound of formula A-1 is selected from the group consisting of:
Figure BDA0003373109830000164
Figure BDA0003373109830000171
Figure BDA0003373109830000181
Figure BDA0003373109830000182
and
Figure BDA0003373109830000183
Wherein R is A1 Represents a linear or branched alkyl group containing 1 to 8 (e.g. 1, 2, 3, 4, 5, 6, 7 or 8) carbon atoms, one or non-adjacent at least two-CH groups of said linear or branched alkyl group containing 1 to 8 carbon atoms 2 -may each independently be replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-, one or at least two-H of the foregoing groups may each independently be replaced by-F or-Cl;
R v and R is w Each independently represents-CH 2 -or-O-;
L A11 、L A12 、L A11 '、L A12 '、L A14 、L A15 and L A16 Each independently represents-H or-F;
L A13 and L A13 ' each independently represents-H or-CH 3 ；
X A1 representing-F, -CF 3 or-OCF 3 The method comprises the steps of carrying out a first treatment on the surface of the And
v and w each independently represent 0 or 1.
In a preferred embodiment, the mass percentage of the compound of formula a-1 in the liquid crystal composition is 0.1% -50%, for example, may be 0.3%, 0.5%, 0.8%, 1%, 3%, 5%, 8%, 10%, 12%, 15%, 18%, 20%, 22%, 25%, 28%, 30%, 32%, 35%, 38%, 40%, 42%, 45% or 48%, etc.
In a preferred embodiment, the compound of formula A-2 is selected from the group consisting of:
Figure BDA0003373109830000184
Figure BDA0003373109830000191
Figure BDA0003373109830000201
Figure BDA0003373109830000202
and
Figure BDA0003373109830000203
Wherein R is A2 Represents a linear or branched alkyl group containing 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7, or 8) carbon atoms; at least two-CH groups, one or not adjacent, of said straight or branched alkyl groups having 1 to 8 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-; one or at least two of the foregoing groups, -H, may each independently be substituted with-F or-Cl;
L A21 、L A22 、L A23 、L A24 and L A25 Each independently represents-H or-F; and
X A2 representing-F, -CF 3 、-OCF 3 Or- (CH) 2 ) 2 -CH＝CF 2 。
In a preferred embodiment, the mass percentage of the compound of formula a-2 in the liquid crystal composition is 0.1% -50%, for example, may be 0.3%, 0.5%, 0.8%, 1%, 3%, 5%, 8%, 10%, 12%, 15%, 18%, 20%, 22%, 25%, 28%, 30%, 32%, 35%, 38%, 40%, 42%, 45% or 48%, etc.
In addition to the above-mentioned compounds, the liquid crystal composition of the present invention may contain a usual nematic liquid crystal, smectic liquid crystal, cholesteric liquid crystal, polymerizable monomer, additive, or the like.
In a preferred embodiment, the additive comprises any one or a combination of at least two of a dopant, an antioxidant, an ultraviolet light absorber, an infrared light absorber, or a light stabilizer.
Possible dopants preferably added to the liquid crystal composition of the present invention are shown below:
Figure BDA0003373109830000204
Figure BDA0003373109830000211
Figure BDA0003373109830000212
and +.>
Figure BDA0003373109830000213
In some embodiments of the invention, the dopant comprises 0% to 5% by weight of the liquid crystal composition; preferably, the dopant comprises 0.01% to 1% by weight of the liquid crystal composition.
The additives such as antioxidants, light stabilizers, and ultraviolet absorbers used in the liquid crystal composition of the present invention are preferably the following:
Figure BDA0003373109830000221
Figure BDA0003373109830000231
Figure BDA0003373109830000241
wherein n represents a positive integer of 1 to 12.
Preferably, the antioxidant is selected from the compounds shown below:
Figure BDA0003373109830000242
in some embodiments of the invention, the additive comprises 0% to 5% by weight of the total weight of the liquid crystal composition; preferably, the additive comprises 0.01% to 1% by weight of the total weight of the liquid crystal composition.
In a second aspect, the present invention provides a liquid crystal display device comprising a liquid crystal composition according to the first aspect.
Compared with the prior art, the invention has the following beneficial effects:
in the liquid crystal composition provided by the invention, through the selection and mutual compounding of the components, the liquid crystal composition has higher clear point, proper optical anisotropy, proper absolute value of dielectric anisotropy, lower rotational viscosity, larger elastic constant K value, shorter response time and faster response speed, smaller dark state transmittance, larger bright state transmittance and higher contrast, so that a liquid crystal display device comprising the liquid crystal composition has better contrast, higher transmittance, faster response speed, shorter refreshing time and wider use temperature range, is beneficial to obviously improving the display effect of the liquid crystal display, and is suitable for display modes such as VA, PSVA, IPS, NFFS.
Detailed Description
The technical scheme of the invention is further described by the following specific embodiments. It will be apparent to those skilled in the art that the examples are merely to aid in understanding the invention and are not to be construed as a specific limitation thereof.
For convenience of expression, in the following examples and comparative examples, the group structures of the respective components in the liquid crystal composition are represented by codes listed in table 2:
TABLE 2
Figure BDA0003373109830000243
Figure BDA0003373109830000251
Take as an example a compound of the formula:
Figure BDA0003373109830000252
the structure is represented by the code listed in table 1, expressed as: nCLWO2; wherein C represents a 1, 4-cyclohexylene group, L represents a 1, 4-cyclohexenylene group, W represents a 2, 3-difluoro-1, 4-phenylene group, O2 represents an ethoxy group, n represents the number of carbon atoms of the left-end alkyl group, for example, n is "3", that is, it means that the alkyl group is an n-propyl group.
The shorthand numbers of test items in the following examples and comparative examples are as follows:
cp clearing point (nematic phase-isotropic phase transition temperature, DEG C)
Delta n optical anisotropy (589 nm,20 ℃ C.)
Dielectric anisotropy of delta epsilon (1 kHz,20 ℃ C.)
K 11 Spring constant of splay (20 ℃ C.)
K 33 Flexural spring constant (20 ℃ C.)
γ 1 Rotational viscosity (mPa.s, 20 ℃ C.)
T off Response time (ms)
Tr (0V) dark state transmittance (%)
Tr (Max) bright state transmittance (%)
CR contrast, tr (Max)/Tr (0V)
Wherein, cp: measured by an MP70 melting point instrument;
an: using Abbe refractometer under sodium light (589 nm) source, and testing at 20deg.C;
Δε：Δε＝ε ∥ -ε ⊥ wherein ε is ∥ For dielectric constant parallel to the molecular axis ε ⊥ For dielectric constants perpendicular to the molecular axis, test conditions: 20 ℃ and 1kHz, and the thickness of the VA type test box is 6 mu m;
K 11 and K 33 : the capacitance-voltage characteristic curve (C-V curve) of the liquid crystal material was tested using an LCR meter and a VA-type test cell and calculated, test conditions: VA-type test cell, cell thickness 6 μm, v=0.1-20V;
γ 1 : the liquid crystal display is obtained by testing by using an LCM-2 liquid crystal physical property evaluation system; test conditions: the temperature is 20 ℃, the voltage is 160-260V, and the thickness of the test box is 20 mu m;
tr (0V): using a DMS 505 photoelectric comprehensive tester to test a V-T curve of a test box, taking a transmittance corresponding to 0V, wherein the test box is of an IPS type, and the thickness of the box is 3.5 mu m;
tr (Max): using a DMS 505 photoelectric comprehensive tester to test a V-T curve of a test box, taking the maximum transmittance of the V-T curve, wherein the test box is of an IPS type, and the thickness of the test box is 3.5 mu m;
CR：Tr(Max)/Tr(0V)；
T off : test using DMS 505 tester at 25 ℃ under the following conditions: IPS type test cartridge with a cartridge thickness of 3.5 μm was driven at 25℃and V90.
The compounds used in the examples below may be synthesized by known methods or obtained commercially. These synthetic techniques are conventional and the resulting liquid crystal compositions are tested to meet electronic standards.
Liquid crystal compositions were prepared in accordance with the proportions of the respective liquid crystal compositions in the following examples. The liquid crystal composition is prepared by mixing the components according to a prescribed proportion by a conventional method in the art, such as heating, ultrasonic wave, suspension and the like.
Comparative example 1
The liquid crystal composition of comparative example 1 was prepared according to each of the compounds listed in table 3 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 3 formulation of liquid Crystal compositions and results of Performance parameter tests
Figure BDA0003373109830000261
Example 1
The liquid crystal composition of example 1 was prepared according to each of the compounds listed in table 4 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 4 formulation of liquid Crystal compositions and results of Performance parameter tests
Figure BDA0003373109830000262
Figure BDA0003373109830000271
Example 2
The liquid crystal composition of example 2 was prepared according to each of the compounds listed in table 5 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 5 formulation of liquid Crystal composition and results of Performance parameter testing
Figure BDA0003373109830000272
As is clear from a comparison of examples 1-2 and comparative example 1, the liquid crystal composition of the present invention comprising the compound of formula I and the compound of formula II has a high clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a large K value (K 11 、K 33 ) Less rotational viscosity, less dark state transmittance, greater bright state transmittance, higher contrast and shorter response time.
Example 3
The liquid crystal composition of comparative example 1 was prepared according to each of the compounds listed in table 6 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 6 formulation of liquid Crystal composition and results of Performance parameter testing
Figure BDA0003373109830000273
Figure BDA0003373109830000281
Example 4
The liquid crystal composition of example 4 was prepared according to each of the compounds listed in table 7 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 7 formulation of liquid Crystal composition and results of Performance parameter test
Figure BDA0003373109830000282
Example 5
The liquid crystal composition of example 5 was prepared according to each of the compounds listed in table 8 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 8 formulation of liquid Crystal compositions and results of Performance parameter testing
Figure BDA0003373109830000283
Figure BDA0003373109830000291
Comparative example 2
The liquid crystal composition of comparative example 2 was prepared according to each of the compounds listed in table 9 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 9 formulation of liquid Crystal composition and results of Performance parameter testing
Figure BDA0003373109830000292
Example 6
The liquid crystal composition of example 6 was prepared according to each of the compounds listed in table 10 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
Table 10 formulation of liquid Crystal composition and results of Performance parameter test
Figure BDA0003373109830000293
As is clear from a comparison of example 6 and comparative example 2, the liquid crystal composition of the present invention comprising the compound of formula I and the compound of formula II has a higher clearing point, a proper optical anisotropy, a proper absolute value of dielectric anisotropy, a larger K value (K 11 、K 33 ) Less rotational viscosity, less dark state transmittance, greater bright state transmittance, higher contrast and shorter response time.
Example 7
The liquid crystal composition of example 7 was prepared according to each of the compounds listed in table 11 and its mass percent, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 11 formulation of liquid Crystal compositions and results of Performance parameter tests
Figure BDA0003373109830000301
Example 8
The liquid crystal composition of example 8 was prepared according to each of the compounds listed in table 12 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
Table 12 formulation of liquid crystal composition and results of performance parameter test
Figure BDA0003373109830000302
Figure BDA0003373109830000311
Example 9
The liquid crystal composition of example 9 was prepared according to the respective compounds listed in table 13 and the mass percentages thereof, and was filled between two substrates of a liquid crystal display for performance test.
TABLE 13 formulation of liquid Crystal compositions and results of Performance parameter testing
Figure BDA0003373109830000312
In summary, the liquid crystal composition has higher clear point, proper optical anisotropy, proper dielectric anisotropy and lower rotational viscosity (gamma) through the design and mutual cooperation of the liquid crystal components 1 And 93), a larger elastic constant K value (K 11 And K 33 ) Shorter response time (T off 19.9-22.1 ms) and a faster response speed, a lower dark state transmittance (Tr (0V) is 0.025-0.031%) and a higher bright state transmittance, a higher contrast ratio, and CR reaching 510-629 are beneficial to obviously improving the display effect of the liquid crystal display, so that the liquid crystal display device comprising the liquid crystal display device has better contrast ratio, higher transmittance, faster response speed, shorter refreshing time and wider use temperature range, and is suitable for display modes such as VA, PSVA, IPS, NFFS.
The applicant states that the liquid crystal composition of the present invention and the liquid crystal display device comprising the same are described by the above examples, but the present invention is not limited to the above examples, i.e., it does not mean that the present invention must be practiced depending on the above examples. It should be apparent to those skilled in the art that any modification of the present invention, equivalent substitution of raw materials for the product of the present invention, addition of auxiliary components, selection of specific modes, etc., falls within the scope of the present invention and the scope of disclosure.

Claims (10)

1. A liquid crystal composition, characterized in that the liquid crystal composition comprises:
at least one compound of formula I:
Figure FDA0003373109820000011
and
At least one compound of formula II:
Figure FDA0003373109820000012
wherein R is 0 Represents a linear or branched alkyl radical having 1 to 12 carbon atoms,
Figure FDA0003373109820000013
Figure FDA0003373109820000014
Wherein one or not adjacent at least two-CH of said straight or branched alkyl groups having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-; one or at least two of the foregoing groups, -H, may each independently be substituted with-F or-Cl;
R X represents a haloalkyl group having 1 to 5 carbon atoms, a haloalkoxy group having 1 to 4 carbon atoms, or a linear or branched alkyl group having 1 to 12 carbon atoms, wherein one or not adjacent at least two-CH groups of the linear or branched alkyl group having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
Figure FDA0003373109820000015
And (C) a ring->
Figure FDA0003373109820000016
Each independently represents->
Figure FDA0003373109820000017
Or one or at least two single bonds in the ring are replaced by double bonds>
Figure FDA0003373109820000018
And at most one ring->
Figure FDA0003373109820000019
Or (R) ring->
Figure FDA00033731098200000110
Representation->
Figure FDA00033731098200000111
R 1 And R is 2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA00033731098200000112
Figure FDA00033731098200000113
Wherein one or not adjacent at least two-CH of said straight or branched alkyl groups having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
Figure FDA0003373109820000021
And (C) a ring->
Figure FDA0003373109820000022
Each independently represents->
Figure FDA0003373109820000023
Wherein said
Figure FDA0003373109820000024
One or at least two-CH 2 -can be replaced by-O-, one or at least two single bonds in the ring can be replaced by double bonds, wherein said +.>
Figure FDA0003373109820000025
In which-ch=may be replaced by-n=and one or at least two-H of the foregoing groups may be replaced by-F, -Cl or-CN;
n 1 represents 1 or 2, n 2 Represents 0 or 1, wherein when n 1 When 2 is represented, the ring
Figure FDA0003373109820000026
The same or different.
2. The liquid crystal composition according to claim 1, wherein the compound of formula I is selected from the group consisting of:
Figure FDA0003373109820000027
Figure FDA0003373109820000031
Figure FDA0003373109820000032
and
Figure FDA0003373109820000033
Wherein the method comprises the steps of，R X ' represents a straight or branched alkyl group containing 1 to 12 carbon atoms.
3. The liquid crystal composition according to claim 1 or 2, wherein the compound of formula II is selected from the group consisting of:
Figure FDA0003373109820000034
Figure FDA0003373109820000041
Figure FDA0003373109820000051
and
Figure FDA0003373109820000052
4. A liquid crystal composition according to any one of claims 1 to 3, wherein the mass percentage of the compound of formula I in the liquid crystal composition is 1% to 20%;
preferably, the mass percentage of the compound of formula II in the liquid crystal composition is 5% -60%.
5. The liquid crystal composition according to any one of claims 1 to 4, further comprising at least one compound of formula N:
Figure FDA0003373109820000053
wherein R is N1 And R is N2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003373109820000054
At least two-CH groups, one or not adjacent, of said straight or branched alkyl groups having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
Figure FDA0003373109820000055
And (C) a ring->
Figure FDA0003373109820000056
Each independently represents->
Figure FDA0003373109820000057
The said
Figure FDA0003373109820000058
One or at least two-CH 2 -can be replaced by-O-; said->
Figure FDA0003373109820000059
In which-ch=may be replaced by-n=and one or at least two-H of the foregoing groups may be replaced by-F, -Cl or-CN;
Z N1 and Z N2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-CF 2 CF 2 -、-(CH 2 ) 4 -、-CF 2 O-or-OCF 2 -；
L N1 And L N2 Each independently represents-H, halogen, unsubstituted or halogenated linear alkyl groups containing 1 to 3 carbon atoms;
n N1 represents 0, 1, 2 or 3, n N2 Represents 0 or 1, and 0.ltoreq.n N1 +n N2 Less than or equal to 3; wherein when n is N1 When 2 or 3 is represented, the ring
Figure FDA0003373109820000061
Identical or different, Z N1 The same or different; and
when 0 < n N1 +n N2 Z is less than or equal to 3 N1 And Z N2 At least one of which is not a single bond.
6. The liquid crystal composition according to claim 5, wherein the compound of formula N is selected from the group consisting of:
Figure FDA0003373109820000062
Figure FDA0003373109820000071
Figure FDA0003373109820000072
and
Figure FDA0003373109820000073
Preferably, the mass percentage of the compound of formula N in the liquid crystal composition is 0.1% -60%.
7. The liquid crystal composition according to any one of claims 1 to 6, further comprising at least one compound of formula M:
Figure FDA0003373109820000074
wherein R is M1 And R is M2 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms,
Figure FDA0003373109820000081
Wherein one or not adjacent at least two-CH of said straight or branched alkyl groups having 1 to 12 carbon atoms 2 -may each be independently replaced by-ch=ch-, -c≡c-, -O-, -CO-O-, or-O-CO-;
ring(s)
Figure FDA0003373109820000082
Ring->
Figure FDA0003373109820000083
And (C) a ring->
Figure FDA0003373109820000084
Each independently represents->
Figure FDA0003373109820000085
Figure FDA0003373109820000086
Wherein said->
Figure FDA0003373109820000087
At least two-CH of one or not adjacent 2 -can be replaced by-O-; wherein said->
Figure FDA0003373109820000088
In which-ch=can be replaced by-n=and at most one-H can be substituted by halogen;
Z M1 and Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-C≡C-、-CH＝CH-、-CH 2 CH 2 -or- (CH) 2 ) 4 -；
n M Represents 0, 1 or 2; wherein when n is M When 2 is represented, the ring
Figure FDA0003373109820000089
Identical or different, Z M2 The same or different.
8. The liquid crystal composition according to claim 7, wherein the compound of formula M is selected from the group consisting of:
Figure FDA00033731098200000810
Figure FDA0003373109820000091
Figure FDA0003373109820000101
Figure FDA0003373109820000102
and
Figure FDA0003373109820000103
Preferably, the mass percentage of the compound of formula M in the liquid crystal composition is 0.1% -50%.
9. The liquid crystal composition according to any one of claims 1 to 8, further comprising at least one compound of formula B:
Figure FDA0003373109820000104
wherein R is B1 And R is B2 Each independently represents-H, halogen, containing 1-12 carbon atomsLinear or branched alkyl groups of the children,
Figure FDA0003373109820000105
m B An integer of 0 to 6; at least two-CH's of which one or not adjacent groups is/are described 2 -may each be independently replaced by-ch=ch-, -c≡c-, -S-, -O-, -CO-O-, or-O-CO-; one or at least two of the foregoing groups, -H, may each independently be substituted with-F or-Cl;
ring(s)
Figure FDA0003373109820000111
And (C) a ring->
Figure FDA0003373109820000112
Each independently represents- >
Figure FDA0003373109820000113
Figure FDA0003373109820000114
Wherein said->
Figure FDA0003373109820000115
At least two-CH of one or not adjacent 2 -can be replaced by-O-, single bonds in one or at least two rings can be replaced by double bonds; wherein said->
Figure FDA0003373109820000116
-ch=in one or at least two rings may be replaced by-n=in one or more rings; one or at least two of the foregoing groups-H may be replaced by-F, -Cl, -CN, -CH 3 or-OCH 3 Substitution;
Z B1 and Z B2 Each independently represents a single bond, -O-, -S-, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH＝CH-、-C≡C-、-CH 2 CH 2 -、-CF 2 CF 2 -、-(CH 2 ) 4 -、-CF 2 O-or-OCF 2 -；
Y B1 And Y B2 Each independently represents-H, halogen, unsubstituted or halogenated linear alkyl groups having 1 to 3 carbon atoms, unsubstituted or halogenated linear alkoxy groups having 1 to 3 carbon atoms;
X B representation-O-, O- -S-or-CO-; and
n B1 and n B2 Each independently represents 0, 1 or 2; wherein when n is B1 When 2 is represented, the ring
Figure FDA0003373109820000117
Identical or different, Z B1 Identical or different, where when n B2 When 2 is indicated, the ring->
Figure FDA0003373109820000118
Identical or different, Z B2 The same or different;
preferably, the compound of formula B is selected from the group consisting of:
Figure FDA0003373109820000119
Figure FDA0003373109820000121
Figure FDA0003373109820000122
and
Figure FDA0003373109820000123
Wherein R is B1 ' and R B2 ' each independently represents a straight or branched alkyl group containing 1 to 11 carbon atoms;
preferably, the mass percentage of the compound of formula B in the liquid crystal composition is 0.1% -30%.
10. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 9.
CN202111406957.2A 2021-11-24 2021-11-24 Liquid crystal composition and liquid crystal display device comprising same Pending CN116162466A (en)

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CN107820513A (en) * 2015-06-26 2018-03-20 默克专利股份有限公司 Liquid crystal media containing polymerizable compound
CN110229676A (en) * 2019-06-12 2019-09-13 晶美晟光电材料（南京）有限公司 A kind of liquid-crystal composition of negative permittivity and its application
CN110951493A (en) * 2018-09-27 2020-04-03 默克专利股份有限公司 Liquid-crystalline medium
CN112912468A (en) * 2018-10-25 2021-06-04 默克专利股份有限公司 Liquid-crystalline medium
CN113072962A (en) * 2019-12-17 2021-07-06 默克专利股份有限公司 Liquid-crystalline medium
CN114207082A (en) * 2019-06-04 2022-03-18 默克专利股份有限公司 Liquid crystal mixture and liquid crystal display
CN115003779A (en) * 2020-01-23 2022-09-02 默克专利股份有限公司 Liquid-crystalline medium

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CN107820513A (en) * 2015-06-26 2018-03-20 默克专利股份有限公司 Liquid crystal media containing polymerizable compound
CN107384439A (en) * 2017-07-27 2017-11-24 默克专利股份有限公司 Liquid crystal media and the liquid crystal display for including it
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