CN106281355A - Liquid crystal media and application thereof - Google Patents
Liquid crystal media and application thereof Download PDFInfo
- Publication number
- CN106281355A CN106281355A CN201510307199.7A CN201510307199A CN106281355A CN 106281355 A CN106281355 A CN 106281355A CN 201510307199 A CN201510307199 A CN 201510307199A CN 106281355 A CN106281355 A CN 106281355A
- Authority
- CN
- China
- Prior art keywords
- compound
- liquid crystal
- total weight
- crystal medium
- accounting
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 192
- 150000001875 compounds Chemical class 0.000 claims abstract description 181
- BPBPYQWMFCTCNG-UHFFFAOYSA-N 2-(butan-2-yldisulfanyl)-1H-imidazole Chemical compound CCC(C)SSC1=NC=CN1 BPBPYQWMFCTCNG-UHFFFAOYSA-N 0.000 claims abstract description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 73
- 125000000217 alkyl group Chemical group 0.000 claims description 35
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 19
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- 125000003545 alkoxy group Chemical group 0.000 claims description 13
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 12
- 229910052731 fluorine Inorganic materials 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 125000001153 fluoro group Chemical group F* 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 claims description 2
- 210000002858 crystal cell Anatomy 0.000 claims 2
- 239000000203 mixture Substances 0.000 abstract description 33
- 230000007704 transition Effects 0.000 abstract description 7
- 230000009466 transformation Effects 0.000 abstract 2
- 238000012360 testing method Methods 0.000 description 14
- 239000000758 substrate Substances 0.000 description 8
- 0 Cc(cc1)ccc1-c1ccc(*)cc1F Chemical compound Cc(cc1)ccc1-c1ccc(*)cc1F 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 4
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 229910021417 amorphous silicon Inorganic materials 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000006053 organic reaction Methods 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000011295 pitch Substances 0.000 description 2
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- TZSYFZHSWXWTFI-UHFFFAOYSA-N Cc1ccc(C2C(F)=CC(C)=CC2)cc1 Chemical compound Cc1ccc(C2C(F)=CC(C)=CC2)cc1 TZSYFZHSWXWTFI-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920005591 polysilicon Polymers 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
Classifications
-
- 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
- C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
Landscapes
- Liquid Crystal Substances (AREA)
Abstract
The invention provides a kind of liquid crystal media, described liquid crystal media, comprise the group of the compound composition of at least one formula I and/or formula II；At least one general formulae IV-1 and/or IV-2 compound composition group；The group of the compound composition of at least one formula V-1 and/or V-2, this liquid crystal media has wide nematic phase range, relatively low driving voltage, the most relatively characteristic of high/low temperature transformation temperature, the USH mode display comprising described liquid crystal media has wider phase transition temperature, relatively low driving voltage, relatively high/low temperature transformation temperature.
Description
Technical Field
The invention relates to a liquid crystal medium and a liquid crystal display element containing the same, in particular to a liquid crystal composition suitable for a Uniform Standing Helix (USH) mode and application thereof in the liquid crystal display element.
Background
Liquid crystal display elements are used in various household electric appliances such as watches and calculators, measuring instruments, automobile panels, word processors, computers, printers, televisions, and the like. Typical examples of the liquid crystal display mode include PC (phase change), TN (twisted nematic), STN (super twisted nematic), ECB (electrically controlled birefringence), OCB (optically compensated bend), IPS (in-plane switching), VA (vertical alignment), CSH (color super homeotropic), and the like. The driving method of the element is classified into a PM (passive matrix) type and an AM (active matrix) type. PM is classified into static (static) and multiplex (multiplex) types. AM is classified into a TFT (thin film transistor), an MIM (metal insulator metal), and the like. The types of TFTs are amorphous silicon (amorphous silicon) and polycrystalline silicon (polysilicon). The latter is classified into a high temperature type and a low temperature type according to a manufacturing process. Liquid crystal display elements are classified into a reflection type using natural light, a transmission type using backlight, and a semi-transmission type using both light sources of natural light and backlight, depending on the type of light source.
Following these display modes, a novel display mode using cholesteric liquid crystals with relatively short pitches is used in displays of the "flexoelectric" effect. Flexoelectric Liquid crystal materials are known in The art, as described in The Chandrasekhar, "Liquid Crystals", 2nd edition, Cambridge university Press (1992) and P.G. DeGennes et al, "The Physics of Liquid Crystals", 2nd edition, Oxford scientific publications (1995), for example.
As for the flexoelectric display mode, a novel display mode using a cholesteric liquid crystal having a relatively short pitch is used in a display of a "flex-electric" effect. In the display, the cholesteric liquid crystals are oriented in a uniform horizontal helical arrangement, referred to as a "uniform horizontal helical (ULH) mode". However, in this mode, there are still several problems that have to be solved, among which the problems that are particularly significant are the difficulty of obtaining uniform orientation, the high voltages required for addressing are incompatible with common driving electronics, the contrast degradation is not truly matt in the off state, and the electro-optical features are significantly lagging.
In order to solve the above problems, those skilled in the art continuously make efforts to innovate a novel display mode on the basis of the ULH display mode: a uniform vertical alignment helix (USH) mode, which is considered as an alternative mode to the IPS, because the USH display mode can display even a wider viewing angle than other display modes (e.g., IPS, VA, etc.), and can improve the black level of the display.
For the USH mode, as for the ULH mode, flexoelectric switching using a bimesogenic liquid crystal material has been proposed. However, such materials have problems when used with current LCD drive schemes due to the disadvantageously high drive voltages required, the relatively narrow phase range of symmetric nematic materials, and their irreversible switching characteristics.
It has now been found that LCDs operating in USH mode using rod-shaped LC material can use dielectric switching as an alternative concept to flexoelectric switching to overcome the above difficulties. However, the liquid crystal materials of the prior art still have problems of relatively narrow nematic phase range, high driving voltage, and the like.
Thus, there is a need for novel liquid-crystalline media having improved properties. The rotational viscosity of the liquid-crystalline medium should be as low as possible, and in addition to this parameter, the medium must exhibit a broad nematic phase, a low driving voltage. The dielectric anisotropy must be high enough to enable a moderately low driving voltage.
Disclosure of Invention
The purpose of the invention is as follows: the object of the present invention is to provide a novel liquid crystal medium having a wide nematic phase range, in particular a high low temperature phase transition point and a low drive voltage, and a USH mode display comprising said liquid crystal medium having a wide phase transition temperature, a low drive voltage, in particular a high low temperature phase transition point.
The technical scheme is as follows: in order to achieve the above object of the invention, the present invention provides a liquid crystal medium comprising:
at least one compound of the general formula I and/or II:
at least one compound of the general formula IV-1 and/or IV-2:
and
at least one compound of the general formulae V-1 and/or V-2:
wherein,
said Y is1And Y2The same or different, each independently represent a straight chain alkyl group of 1 to 12 carbon atoms, wherein one or more are not adjacent-CH2-may be substituted by-O-;
the R is5、R6And R7The same or different, each independently represents an alkyl group of 1 to 12 carbon atoms, an alkenyl group of 2 to 12 carbon atoms, an alkoxy group of 1 to 12 carbon atoms or an alkenyloxy group of 2 to 12 carbon atoms;
X4represents-F, -CN, -CF3、-OCF3、-OCF＝CF2、-OCF2CF＝CF2；
The ringRing (C)Ring (C)Ring (C)Are the same or different and each independently representsWherein,wherein one or more hydrogen atoms are optionally substituted with fluorine atoms;
the ringRing (C)Ring (C)Are the same or different and each independently representsOrWherein,wherein one or more hydrogen atoms are optionally substituted with fluorine atoms;
z is3Represents a single bond, -CH2CH2-、-CF2O-、-CH2O-、-COO-；
Said L11、L12、L13And L14The same or different, each independently represent H or F;
n represents a positive integer of 5, 7, 9, 11 or 13;
and m represents a positive integer of 3, 5, 7, 9 or 11.
In some embodiments of the invention, the compound of formula I comprises at least one compound of formula I-1:
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 1 to 12 carbon atoms;
said L1、L2、L3、L4、L5、L6、L7、L8、L9And L10The same or different, each independently represent H or F;
and n represents a positive integer of 5, 7, 9, 11 or 13.
In some embodiments of the invention, the group of compounds of formula I and/or II is present in an amount of 10 to 90% by weight of the liquid crystal medium, and the group of compounds of formula IV-1 and/or IV-2 is present in an amount of 1 to 50% by weight of the liquid crystal medium; the compounds of the general formula V-1 and/or V-2 account for 1 to 50% by weight of the liquid-crystalline medium.
The present invention also provides a liquid crystal medium comprising:
at least one compound of the general formula I-1,
at least one compound of the general formulae I-2 and/or I-3,
at least one compound of the general formulae II-1, II-2 and/or II-3,
at least one compound of the general formula IV-1 and/or IV-2:
and
at least one compound of the general formulae V-1 and/or V-2:
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 1 to 12 carbon atoms;
the R is5、R6And R7The same or different, each independently represents an alkyl group of 1 to 12 carbon atoms, an alkenyl group of 2 to 12 carbon atoms, an alkoxy group of 1 to 12 carbon atoms or an alkenyloxy group of 2 to 12 carbon atoms;
said X1、X2And X3The same or different, each independently represent-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
X4represents-F, -CN, -CF3、-OCF3、-OCF＝CF2、-OCF2CF＝CF2；
The ringRing (C)Ring (C)Are the same or different and each independently representsOrWherein,one or more ofOptionally, each hydrogen atom may be replaced by a fluorine atom;
z is3Represents a single bond, -CH2CH2-、-CF2O-、-CH2O-or-COO-;
said L1、L2、L3、L4、L5、L6、L7、L8、L9And L10The same or different, each independently represent H or F;
said L11、L12、L13And L14The same or different, each independently represent H or F;
n represents a positive integer of 5, 7, 9, 11 or 13;
and m represents a positive integer of 3, 5, 7, 9 or 11.
In some embodiments of the invention, the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 1 to 7 carbon atoms.
In some embodiments of the invention, X is1、X2And X3The same or different, each independently represent-F, -CN or-OCF3。
In some embodiments of the present invention, the group consisting of the compounds of formula I-1 comprises 10 to 90% by weight of the liquid-crystalline medium; the compounds of the general formula I-2 and/or I-3 account for 10 to 90 percent of the weight of the liquid crystal medium; the compound of the general formula II-1, II-2 and/or II-3 accounts for 10-90% of the weight of the liquid crystal medium; the group consisting of the compounds of the general formula IV-1 and/or IV-2 accounts for 3 to 30 percent of the weight of the liquid crystal medium; the compounds of the general formula V-1 and/or V-2 account for 3 to 30% by weight of the liquid-crystalline medium.
In some embodiments of the present invention, preferably, the group consisting of the compounds of formula I-1 comprises 10 to 55% by weight of the liquid-crystalline medium; the compounds of the general formula I-2 and/or I-3 account for 10 to 55 percent of the weight of the liquid crystal medium; the weight of the liquid crystal medium is 10-55% of the group consisting of the compounds of the general formulas II-1, II-2 and/or II-3; the group consisting of the compounds of the general formula IV-1 and/or IV-2 accounts for 5 to 30 percent of the weight of the liquid crystal medium; the compounds of the general formula V-1 and/or V-2 account for 5 to 25 wt.% of the liquid-crystalline medium.
In some embodiments of the present invention, more preferably, the group consisting of the compounds of formula I-1 comprises 10 to 30% by weight of the liquid crystal medium; the compounds of the general formula I-2 and/or I-3 account for 15 to 35 percent of the weight of the liquid crystal medium; the weight of the liquid crystal medium is 20-35% of the group consisting of the compounds of the general formulas II-1, II-2 and/or II-3; the group consisting of the compounds of the general formula IV-1 and/or IV-2 accounts for 10 to 30 percent of the weight of the liquid crystal medium; the compounds of the general formula V-1 and/or V-2 account for 5 to 15% by weight of the liquid-crystalline medium.
In some embodiments of the invention, the compound of formula I-1 is selected from one or more of formulae I-1-1 to I-1-7:
and
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 1 to 12 carbon atoms;
and n represents a positive integer of 5, 7, 9, 11 or 13.
In some embodiments of the present invention, the compound of formula I-1 is preferably selected from the following structures:
and
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 1 to 12 carbon atoms;
and n represents a positive integer of 5, 7, 9, 11 or 13.
In some embodiments of the invention, the compound of formula I-2 is selected from one or more of formulae I-2-1 to I-2-9:
and
wherein,
the R is1Represents a straight-chain alkyl group of 3 to 12 carbon atoms;
said X1represents-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And n represents a positive integer of 5, 7, 9, 11 or 13.
In some embodiments of the invention, the compound of formula I-2 is preferably as follows:
wherein,
the R is1Represents a straight-chain alkyl group of 3 to 12 carbon atoms;
said X1represents-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And n represents a positive integer of 5, 7, 9, 11 or 13.
In some embodiments of the invention, the compound of formula I-3 is selected from one or more of formulae I-3-1 to I-3-9:
and
wherein,
said X2And X3The same or different, each independently represent-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And n represents a positive integer of 5, 7, 9, 11 or 13.
In some embodiments of the present invention, the compound of formula I-3 is preferably selected from the following structures:
and
wherein,
said X2And X3The same or different, each independently represent-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And n represents a positive integer of 5, 7, 9, 11 or 13.
In some embodiments of the invention, the compound of formula II-1 is selected from one or more of formulae II-1-1 to II-1-7:
and
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 3 to 12 carbon atoms;
and m represents a positive integer of 3, 5, 7, 9 or 11.
In some embodiments of the present invention, the compound of formula II-1 is preferably selected from the following structures:
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 3 to 12 carbon atoms;
and m represents a positive integer of 3, 5, 7, 9 or 11.
In some embodiments of the invention, the compound of formula II-2 is selected from one or more of formulae II-2-1 to II-2-9:
and
wherein,
the R is1Represents a straight-chain alkyl group of 3 to 12 carbon atoms;
said X1represents-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And m represents a positive integer of 3, 5, 7, 9 or 11.
In some embodiments of the invention, the compound of formula II-2 is preferably as follows:
and
wherein,
the R is1Represents a straight-chain alkyl group of 3 to 12 carbon atoms;
said X1represents-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And m represents a positive integer of 3, 5, 7, 9 or 11.
In some embodiments of the invention, the compound of formula II-3 is selected from one or more of formulae II-3-1 to II-3-9:
and
wherein,
said X2And X3The same or different, each independently represent-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And m represents a positive integer of 3, 5, 7, 9 or 11.
In some embodiments of the present invention, the compound of formula II-3 is preferably selected from the following structures:
and
wherein,
said X2And X3The same or different, each independently represent-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And m represents a positive integer of 3, 5, 7, 9 or 11.
The liquid crystal medium of the present invention may further comprise:
from 0 to 15% by weight, based on the total weight of the liquid-crystalline medium, of one or more compounds of the general formula III,
wherein,
the R is3And R4The same or different, each independently represents-F, -CN, straight chain alkyl with 1-12 carbon atoms, fluorinated alkoxy with 1-12 carbon atoms, alkenyl with 2-12 carbon atoms and fluorinated alkenyl with 2-12 carbon atoms, wherein, one or more non-adjacent-CH2-may be substituted by-O-;
the ringRing (C)Ring (C)Ring (C)Are the same or different and each independently representsOrWherein,wherein one or more hydrogen atoms are optionally substituted with fluorine atoms;
and phase qIndependently of one another, are 0 or 1, and when p ═ q ═ 0, the ringAnd ringIs not simultaneously
Z1And Z2The same or different, each independently represents a single bond, -CH2CH2-、-CF2O-、-CH2O-or-COO-;
a represents 5, 7, 9 or 11.
More preferably, the liquid-crystalline medium contains from 1 to 15% by weight, based on the total weight, of one or more compounds of the formula III.
The compound of formula III of the present invention is selected from one or more of formulae III-1 to III-7:
and
wherein,
the R is3And R4The same or different, each independently represents-F, -CN, straight-chain alkyl with 1-12 carbon atoms, wherein, one or more non-adjacent-CH2-may be substituted by-O-, when R is3And R4When bound to a benzene ring, R3And R4The same or different, each independently can be represented by-F, -CN, -OCF3or-CF3；
a represents 5, 7, 9 or 11.
In some embodiments of the invention, the compound of formula IV-1 is selected from one or more of formulae IV-1-1 to IV-1-2:
and
wherein,
the R is5And R6The same or different, each independently represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms.
In some embodiments of the invention, the compound of formula IV-2 is selected from one or more of formulae IV-2-1 to IV-2-2:
and
wherein,
the R is5And R6The same or different, each independently represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms.
In some embodiments of the invention, the compound of formula V-1 is selected from one or more of formulas V-1-1 through V-1-8:
and
wherein,
the R is7Represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms.
In some embodiments of the invention, the compound of formula V-2 is selected from one or more of formulae V-2-1 to V-2-3:
and
wherein,
the R is7Represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms.
Preferably, the liquid crystal medium of the present invention further comprises:
compound I-1-2 accounting for 9% of the total weight of the liquid crystal medium;
7 percent of compound I-1-1 based on the total weight of the liquid crystal medium;
compound I-1-1 accounting for 6% of the total weight of the liquid crystal medium;
7 percent of compound I-1-2 based on the total weight of the liquid crystal medium;
the compound I-3-2 accounts for 8% of the total weight of the liquid crystal medium;
compound I-3-9 accounting for 4% of the total weight of the liquid crystal medium;
compound I-2-4 accounting for 13% of the total weight of the liquid crystal medium;
the compound I-3-5 accounts for 9% of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 8 percent of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 8 percent of the total weight of the liquid crystal medium;
compound II-3-5 accounting for 4% of the total weight of the liquid crystal medium;
a compound IV-2-2 accounting for 6 percent of the total weight of the liquid crystal medium;
a compound IV-1-1 accounting for 5 percent of the total weight of the liquid crystal medium; and
a compound V-1-2 accounting for 3 percent of the total weight of the liquid crystal medium,
alternatively, the liquid crystal pack medium further comprises:
compound I-1-2 accounting for 5% of the total weight of the liquid crystal medium;
compound I-1-1 accounting for 4% of the total weight of the liquid crystal medium;
compound I-1-1 accounting for 5% of the total weight of the liquid crystal medium;
7 percent of compound I-1-1 based on the total weight of the liquid crystal medium;
compound I-1-2 accounting for 4% of the total weight of the liquid crystal medium;
compound I-1-2 accounting for 4% of the total weight of the liquid crystal medium;
the compound I-3-2 accounts for 8% of the total weight of the liquid crystal medium;
3-9 of a compound accounting for 3 percent of the total weight of the liquid crystal medium;
3-5 of a compound I accounting for 4 percent of the total weight of the liquid crystal medium;
the compound I-3-5 accounts for 8% of the total weight of the liquid crystal medium;
7 percent of compound I-3-9 based on the total weight of the liquid crystal medium;
compound II-1-2 accounting for 2 percent of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 5 percent of the total weight of the liquid crystal medium;
compound II-3-2 accounting for 7 percent of the total weight of the liquid crystal medium;
compound II-3-5 accounting for 2% of the total weight of the liquid crystal medium;
compound II-3-4 accounting for 5% of the total weight of the liquid crystal medium;
a compound IV-2-2 accounting for 7% of the total weight of the liquid crystal medium;
a compound IV-1-1 accounting for 5 percent of the total weight of the liquid crystal medium;
a compound V-1-2 accounting for 3 percent of the total weight of the liquid crystal medium; and
5 percent of compound V-1-6 in the total weight of the liquid crystal medium;
alternatively, the liquid crystal pack medium further comprises:
compound II-3-2 accounting for 5 percent of the total weight of the liquid crystal medium;
compound I-2-2 accounting for 15% of the total weight of the liquid crystal medium;
3-10 to 3 percent of compound II accounting for 5 percent of the total weight of the liquid crystal medium;
compound II-3-11 accounting for 8% of the total weight of the liquid crystal medium;
compound II-3-12 accounting for 8% of the total weight of the liquid crystal medium;
compound I-1-2 accounting for 4% of the total weight of the liquid crystal medium;
compound I-1-1 accounting for 4% of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 4 percent of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 4 percent of the total weight of the liquid crystal medium;
compound I-1-1 accounting for 4% of the total weight of the liquid crystal medium;
a compound IV-2-2 accounting for 10 percent of the total weight of the liquid crystal medium;
a compound IV-2-1 accounting for 8 percent of the total weight of the liquid crystal medium;
a compound IV-1-2 accounting for 8% of the total weight of the liquid crystal medium;
compound V-1-8 accounting for 10 percent of the total weight of the liquid crystal medium; and
and the compound V-2-3 accounts for 3 percent of the total weight of the liquid crystal medium.
The invention also provides a liquid crystal display device containing the liquid crystal medium, wherein the liquid crystal display device is a flexoelectric device which adopts a USH mode.
Has the advantages that: compared with the prior art, the liquid crystal medium provided by the invention has a wide nematic phase range, particularly has the characteristics of higher low-temperature phase change point, lower driving voltage and higher low-temperature phase change point, and is suitable for liquid crystal display elements, particularly liquid crystal display elements in a USH mode.
Detailed Description
The invention will be illustrated below with reference to specific embodiments. It should be noted that the following examples are illustrative of the present invention, and are not intended to limit the present invention. Other combinations and various modifications within the spirit or scope of the present invention may be made without departing from the spirit or scope of the present invention.
For convenience of expression, in the following examples, the group structure of the liquid crystal composition is represented by the code listed in Table 1:
TABLE 1 radical structural code of liquid crystal compounds
Compounds of the following formula are exemplified:
structural formula 1
The formula 1, as represented by the code listed in Table 1, can be expressed as: nCCGF, wherein n in the code represents the number of C atoms of the left alkyl group, for example, n is 3, namely, the alkyl group is-C3H7(ii) a C in the code represents cyclohexane.
Structural formula 2
The formula 2, as represented by the code listed in Table 1, can be expressed as: 3PGIO7OGP 3.
The abbreviated codes of the test items in the following examples are as follows:
t phase transition temperature
TCTemperature range of liquid Crystal phase (. degree. C.)
Vth drive voltage
Wherein,
t transition temperature (. degree. C.) was obtained by DSC measurement.
TCThe liquid crystal phase temperature range (. degree. C.) was calculated from the phase transition temperature.
Vth test conditions: c/1KHZ, JTSB 7.0.
The components used in the following examples can be synthesized by the inventors of the present application according to a known method or by appropriately combining methods in organic synthesis chemistry. These synthesis techniques are conventional, and the resulting liquid crystal compounds were tested to meet the standards for electronic compounds. Methods for introducing a target end group, ring structure and binding group into a starting material are described in publications such as Organic Synthesis (John Wiley & Sons, Inc), Organic Reactions (Organic Reactions, John Wiley & Sons, Inc), Comprehensive Organic Synthesis (Pergamon Press), and New Experimental chemistry lecture (Takayaku Co., Ltd.).
Liquid crystal compositions were prepared according to the compounding ratios of the liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared according to the conventional method in the field, such as heating, ultrasonic wave, suspension and the like, and is mixed according to the specified proportion.
Liquid crystal compositions given in the following examples were prepared and studied. The composition of each liquid crystal composition and the results of the performance parameter test thereof are shown below.
The liquid crystal displays used in the following embodiments are all IPS liquid crystal display devices, and have a cell thickness d of 7 μm, and are composed of a polarizer (polarizer), an electrode substrate, and the like. The display device is in a normally white mode, i.e. when no voltage difference is applied between the row and column electrodes, a viewer perceives a pixel color that is white. The upper and lower polarizer axes on the substrate are at a 90 degree angle to each other. The space between the two substrates is filled with an optical liquid crystal material.
Table 2 shows the components and ratios of the liquid crystal composition of the comparative example and the results of the performance test conducted on the liquid crystal composition filled between two substrates of the liquid crystal display device, so as to compare the performance of the liquid crystal composition of the present invention.
Comparative example 1
The liquid crystal composition of comparative example 1, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared according to the compounds and weight percentages listed in table 2, and the test data are shown in the following table:
TABLE 2 liquid crystal composition formulations and their test properties
Example 1
The liquid crystal composition of example 1 was prepared according to the compounds and weight percentages listed in table 3, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 3 liquid crystal composition formula and its test performance
The liquid crystal composition described in example 1 has a liquid crystal phase temperature range of 69 ℃, a liquid crystal phase range widened by 38 ℃ compared with the composition of comparative example 1, and a very good technical effect is achieved, and the liquid crystal composition described in example 1 is suitable for use in the USH mode.
Example 2
The liquid crystal composition of example 2 was prepared according to the compounds and weight percentages listed in table 4, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 4 liquid crystal composition formula and its test performance
The liquid crystal composition described in example 2 has a liquid crystal phase temperature range of 77 ℃, a liquid crystal phase range broadened by 46 ℃ compared with the composition of comparative example 1, and has a lower driving voltage, and very good technical effects, and the liquid crystal composition described in example 2 is suitable for use in the USH mode.
Example 3
The liquid crystal composition of example 3 was prepared according to the compounds and weight percentages listed in table 5, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 5 liquid crystal composition formulations and their test properties
The liquid crystal composition described in example 3 has a liquid crystal phase temperature range of 79 ℃, a liquid crystal phase range of 48 ℃ wider than that of the composition of comparative example 1, and has a lower driving voltage, and very good technical effects, and the liquid crystal composition described in example 3 is suitable for use in the USH mode.
Although the present invention has been described with reference to a preferred embodiment, it should be understood that various changes, substitutions and alterations can be made herein without departing from the spirit and scope of the invention as defined by the appended claims.
Claims (16)
1. A liquid crystal medium, comprising:
at least one compound of the general formula I and/or II:
at least one compound of the general formula IV-1 and/or IV-2:
and
at least one compound of the general formulae V-1 and/or V-2:
wherein,
said Y is1And Y2The same or different, each independently represent a straight chain alkyl group of 1 to 12 carbon atoms, wherein one or more are not adjacent-CH2-may be substituted by-O-;
the R is5、R6And R7The same or different, each independently represents an alkyl group of 1 to 12 carbon atoms, an alkenyl group of 2 to 12 carbon atoms, an alkoxy group of 1 to 12 carbon atoms or an alkenyloxy group of 2 to 12 carbon atoms;
X4represents-F, -CN, -CF3、-OCF3、-OCF＝CF2、-OCF2CF＝CF2；
The ringRing (C)Ring (C)Ring (C)Are the same or different and each independently representsWherein,wherein one or more hydrogen atoms are optionally substituted with fluorine atoms;
the ringRing (C)Ring (C)Are the same or different and each independently representsOrWherein,wherein one or more hydrogen atoms are optionally substituted with fluorine atoms;
z is3Represents a single bond, -CH2CH2-、-CF2O-、-CH2O-、-COO-；
Said L11、L12、L13And L14The same or different, each independently represent H or F;
n represents a positive integer of 5, 7, 9, 11 or 13;
and m represents a positive integer of 3, 5, 7, 9 or 11.
2. The liquid-crystalline medium according to claim 1, characterized in that the compound of formula i comprises at least one compound of formula i-1:
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 1 to 12 carbon atoms;
said L1、L2、L3、L4、L5、L6、L7、L8、L9And L10The same or different, each independently represent H or F;
and n represents a positive integer of 5, 7, 9, 11 or 13.
3. The liquid-crystalline medium according to claim 1, characterized in that the compounds of the general formula I and/or II represent(s) 10 to 90% by weight of the liquid-crystalline medium and the compounds of the general formula IV-1 and/or IV-2 represent(s) 1 to 50% by weight of the liquid-crystalline medium; the compounds of the general formula V-1 and/or V-2 account for 1 to 50% by weight of the liquid-crystalline medium.
4. A liquid crystal medium, comprising:
at least one compound of the general formula I-1,
at least one compound of the general formulae I-2 and/or I-3,
at least one compound of the general formulae II-1, II-2 and/or II-3,
at least one compound of the general formula IV-1 and/or IV-2:
and
at least one compound of the general formulae V-1 and/or V-2:
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 1 to 12 carbon atoms;
the R is5、R6And R7The same or different, each independently represents an alkyl group of 1 to 12 carbon atoms, an alkenyl group of 2 to 12 carbon atoms, an alkoxy group of 1 to 12 carbon atoms or an alkenyloxy group of 2 to 12 carbon atoms;
said X1、X2And X3The same or different, each independently represent-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
X4represents-F, -CN, -CF3、-OCF3、-OCF＝CF2、-OCF2CF＝CF2；
The ringRing (C)Ring (C)Are the same or different and each independently representsOrWherein,wherein one or more hydrogen atoms are optionally substituted with fluorine atoms;
z is3Represents a single bond, -CH2CH2-、-CF2O-、-CH2O-or-COO-;
said L1、L2、L3、L4、L5、L6、L7、L8、L9And L10The same or different, each independently represent H or F;
said L11、L12、L13And L14The same or different, each independently represent H or F;
n represents a positive integer of 5, 7, 9, 11 or 13;
and m represents a positive integer of 3, 5, 7, 9 or 11.
5. The liquid-crystalline medium according to claim 4, characterized in that the compounds of the general formula I-1 constitute from 10 to 90% by weight of the liquid-crystalline medium; the compounds of the general formula I-2 and/or I-3 account for 10 to 90 percent of the weight of the liquid crystal medium; the compound of the general formula II-1, II-2 and/or II-3 accounts for 10-90% of the weight of the liquid crystal medium; the group consisting of the compounds of the general formula IV-1 and/or IV-2 accounts for 3 to 30 percent of the weight of the liquid crystal medium; the compounds of the general formula V-1 and/or V-2 account for 3 to 30% by weight of the liquid-crystalline medium.
6. A liquid-crystalline medium as claimed in claim 2 or 4, characterized in that the compound of the formula I-1 is selected from one or more of the formulae I-1-1 to I-1-7:
and
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 1 to 12 carbon atoms;
and n represents a positive integer of 5, 7, 9, 11 or 13.
7. A liquid-crystalline medium as claimed in claim 4, characterized in that the compound of the formula I-2 is selected from one or more of the formulae I-2-1 to I-2-9:
and
wherein,
the R is1Represents a straight-chain alkyl group of 3 to 12 carbon atoms;
said X1represents-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And n represents a positive integer of 5, 7, 9, 11 or 13.
8. A liquid-crystalline medium as claimed in claim 4, characterized in that the compound of the formula I-3 is selected from one or more of the formulae I-3-1 to I-3-9:
and
wherein,
said X2And X3The same or different, each independently represent-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And n represents a positive integer of 5, 7, 9, 11 or 13.
9. A liquid-crystalline medium as claimed in claim 4, characterized in that the compound of the formula II-1 is selected from one or more of the formulae II-1-1 to II-1-7:
and
wherein,
the R is1And R2The same or different, each independently represents a straight-chain alkyl group of 3 to 12 carbon atoms;
and m represents a positive integer of 3, 5, 7, 9 or 11.
10. A liquid-crystalline medium as claimed in claim 4, characterized in that the compound of the formula II-2 is selected from one or more of the formulae II-2-1 to II-2-9:
and
wherein,
the R is1Represents a straight-chain alkyl group of 3 to 12 carbon atoms;
said X1represents-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And m represents a positive integer of 3, 5, 7, 9 or 11.
11. A liquid-crystalline medium as claimed in claim 4, characterized in that the compound of the formula II-3 is selected from one or more of the formulae II-3-1 to II-3-9:
and
wherein,
said X2And X3The same or different, each independently represent-F, -CN, -OCF3、-OCF＝CF2、-OCF2CF＝CF2；
And m represents a positive integer of 3, 5, 7, 9 or 11.
12. Liquid-crystalline medium according to claim 1 or 4, characterized in that the compound of the general formula IV-1 is selected from one or more of the general formulae IV-1-1 to IV-1-2:
and
wherein,
the R is5And R6The same or different, each independently represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms,
the compound of formula IV-2 is selected from one or more of formulae IV-2-1 to IV-2-2:
and
wherein,
the R is5And R6The same or different, each independently represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms.
13. The liquid-crystalline medium according to claim 1 or 4, characterized in that the compound of formula V-1 is selected from one or more of the group consisting of formulae V-1-1 to V-1-8:
and
wherein,
the R is7Represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms,
the compound of formula V-2 is selected from one or more of formulae V-2-1 to V-2-3:
and
wherein,
the R is7Represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms or an alkenyloxy group of 2 to 5 carbon atoms.
14. Liquid-crystalline medium according to any one of claims 1 to 13, characterized in that it comprises:
compound I-1-2 accounting for 9% of the total weight of the liquid crystal medium;
7 percent of compound I-1-1 based on the total weight of the liquid crystal medium;
compound I-1-1 accounting for 6% of the total weight of the liquid crystal medium;
7 percent of compound I-1-2 based on the total weight of the liquid crystal medium;
the compound I-3-2 accounts for 8% of the total weight of the liquid crystal medium;
compound I-3-9 accounting for 4% of the total weight of the liquid crystal medium;
compound I-2-4 accounting for 13% of the total weight of the liquid crystal medium;
the compound I-3-5 accounts for 9% of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 8 percent of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 8 percent of the total weight of the liquid crystal medium;
compound II-3-5 accounting for 4% of the total weight of the liquid crystal medium;
a compound IV-2-2 accounting for 6 percent of the total weight of the liquid crystal medium;
a compound IV-1-1 accounting for 5 percent of the total weight of the liquid crystal medium; and
a compound V-1-2 accounting for 3 percent of the total weight of the liquid crystal medium;
alternatively, the liquid crystal cell medium comprises:
compound I-1-2 accounting for 5% of the total weight of the liquid crystal medium;
compound I-1-1 accounting for 4% of the total weight of the liquid crystal medium;
compound I-1-1 accounting for 5% of the total weight of the liquid crystal medium;
7 percent of compound I-1-1 based on the total weight of the liquid crystal medium;
compound I-1-2 accounting for 4% of the total weight of the liquid crystal medium;
compound I-1-2 accounting for 4% of the total weight of the liquid crystal medium;
the compound I-3-2 accounts for 8% of the total weight of the liquid crystal medium;
3-9 of a compound accounting for 3 percent of the total weight of the liquid crystal medium; (ii) a
3-5 of a compound I accounting for 4 percent of the total weight of the liquid crystal medium;
the compound I-3-5 accounts for 8% of the total weight of the liquid crystal medium;
7 percent of compound I-3-9 based on the total weight of the liquid crystal medium; (ii) a
Compound II-1-2 accounting for 2 percent of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 5 percent of the total weight of the liquid crystal medium;
compound II-3-2 accounting for 7 percent of the total weight of the liquid crystal medium;
compound II-3-5 accounting for 2% of the total weight of the liquid crystal medium;
compound II-3-4 accounting for 5% of the total weight of the liquid crystal medium;
a compound IV-2-2 accounting for 7% of the total weight of the liquid crystal medium;
a compound IV-1-1 accounting for 5 percent of the total weight of the liquid crystal medium;
a compound V-1-2 accounting for 3 percent of the total weight of the liquid crystal medium; and
5 percent of compound V-1-6 in the total weight of the liquid crystal medium;
alternatively, the liquid crystal cell medium comprises:
compound II-3-2 accounting for 5 percent of the total weight of the liquid crystal medium;
compound I-2-2 accounting for 15% of the total weight of the liquid crystal medium;
3-10 to 3 percent of compound II accounting for 5 percent of the total weight of the liquid crystal medium;
compound II-3-11 accounting for 8% of the total weight of the liquid crystal medium;
compound II-3-12 accounting for 8% of the total weight of the liquid crystal medium;
compound I-1-2 accounting for 4% of the total weight of the liquid crystal medium;
compound I-1-1 accounting for 4% of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 4 percent of the total weight of the liquid crystal medium;
compound II-1-2 accounting for 4 percent of the total weight of the liquid crystal medium;
compound I-1-1 accounting for 4% of the total weight of the liquid crystal medium;
a compound IV-2-2 accounting for 10 percent of the total weight of the liquid crystal medium;
a compound IV-2-1 accounting for 8 percent of the total weight of the liquid crystal medium;
a compound IV-1-2 accounting for 8% of the total weight of the liquid crystal medium;
compound V-1-8 accounting for 10 percent of the total weight of the liquid crystal medium; and
and the compound V-2-3 accounts for 3 percent of the total weight of the liquid crystal medium.
15. A liquid-crystal display device comprising a liquid-crystalline medium as claimed in any of claims 1 to 13.
16. The liquid crystal display device according to claim 15, wherein the liquid crystal display device adopts a USH mode.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510307199.7A CN106281355B (en) | 2015-06-04 | 2015-06-04 | Liquid crystal media and its application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510307199.7A CN106281355B (en) | 2015-06-04 | 2015-06-04 | Liquid crystal media and its application |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106281355A true CN106281355A (en) | 2017-01-04 |
| CN106281355B CN106281355B (en) | 2019-02-15 |
Family
ID=57659623
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510307199.7A Active CN106281355B (en) | 2015-06-04 | 2015-06-04 | Liquid crystal media and its application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106281355B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110467926A (en) * | 2018-05-10 | 2019-11-19 | 江苏集萃智能液晶科技有限公司 | Liquid-crystal composition and its liquid crystal display |
| CN110997870A (en) * | 2017-08-08 | 2020-04-10 | 默克专利股份有限公司 | Liquid crystal medium and liquid crystal device |
| CN114450378A (en) * | 2019-10-18 | 2022-05-06 | 脸谱科技有限责任公司 | Liquid crystal mixture for variable-pitch optical elements |
| US20220282159A1 (en) * | 2019-09-04 | 2022-09-08 | Smart Liquid Crystal Technologies Co., Ltd. | Liquid crystal mixture and light modulating device |
Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2356629A (en) * | 1999-10-04 | 2001-05-30 | Merck Patent Gmbh | Bimesogenic compounds and their use in flexoelectric liquid crystal devices |
| GB2387603A (en) * | 2001-11-16 | 2003-10-22 | Merck Patent Gmbh | Liquid crystalline medium and liquid crystal display |
| EP1477547A1 (en) * | 2003-05-09 | 2004-11-17 | MERCK PATENT GmbH | Liquid crystalline medium and liquid crystal display |
| US20080142758A1 (en) * | 2004-12-23 | 2008-06-19 | Kevin Golding | Bimesogenic Compounds And Flexoelectric Devices |
| US20100296038A1 (en) * | 2006-06-09 | 2010-11-25 | Louise Diane Farrand | Liquid Crystalline Medium and Liquid Crystal Display |
| CN103619992A (en) * | 2011-07-05 | 2014-03-05 | 默克专利股份有限公司 | Bimesogenic compounds |
| CN104321410A (en) * | 2012-05-25 | 2015-01-28 | 默克专利股份有限公司 | Mesogenic media and liquid crystal display |
| CN104364347A (en) * | 2012-05-25 | 2015-02-18 | 默克专利股份有限公司 | Bimesogenic compounds and mesogenic media |
| CN104487542A (en) * | 2012-07-06 | 2015-04-01 | 默克专利股份有限公司 | Bimesogenic compounds and mesogenic media |
| CN104487543A (en) * | 2012-07-06 | 2015-04-01 | 默克专利股份有限公司 | Bimesogenic compounds and mesogenic media |
| WO2015074737A1 (en) * | 2013-11-22 | 2015-05-28 | Merck Patent Gmbh | Mesogenic media and liquid crystal display |
-
2015
- 2015-06-04 CN CN201510307199.7A patent/CN106281355B/en active Active
Patent Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2356629A (en) * | 1999-10-04 | 2001-05-30 | Merck Patent Gmbh | Bimesogenic compounds and their use in flexoelectric liquid crystal devices |
| GB2387603A (en) * | 2001-11-16 | 2003-10-22 | Merck Patent Gmbh | Liquid crystalline medium and liquid crystal display |
| EP1477547A1 (en) * | 2003-05-09 | 2004-11-17 | MERCK PATENT GmbH | Liquid crystalline medium and liquid crystal display |
| US20080142758A1 (en) * | 2004-12-23 | 2008-06-19 | Kevin Golding | Bimesogenic Compounds And Flexoelectric Devices |
| US20100296038A1 (en) * | 2006-06-09 | 2010-11-25 | Louise Diane Farrand | Liquid Crystalline Medium and Liquid Crystal Display |
| CN103619992A (en) * | 2011-07-05 | 2014-03-05 | 默克专利股份有限公司 | Bimesogenic compounds |
| CN104321410A (en) * | 2012-05-25 | 2015-01-28 | 默克专利股份有限公司 | Mesogenic media and liquid crystal display |
| CN104364347A (en) * | 2012-05-25 | 2015-02-18 | 默克专利股份有限公司 | Bimesogenic compounds and mesogenic media |
| CN104487542A (en) * | 2012-07-06 | 2015-04-01 | 默克专利股份有限公司 | Bimesogenic compounds and mesogenic media |
| CN104487543A (en) * | 2012-07-06 | 2015-04-01 | 默克专利股份有限公司 | Bimesogenic compounds and mesogenic media |
| WO2015074737A1 (en) * | 2013-11-22 | 2015-05-28 | Merck Patent Gmbh | Mesogenic media and liquid crystal display |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110997870A (en) * | 2017-08-08 | 2020-04-10 | 默克专利股份有限公司 | Liquid crystal medium and liquid crystal device |
| CN110997870B (en) * | 2017-08-08 | 2023-08-22 | 默克专利股份有限公司 | Liquid crystal medium and liquid crystal device |
| CN110467926A (en) * | 2018-05-10 | 2019-11-19 | 江苏集萃智能液晶科技有限公司 | Liquid-crystal composition and its liquid crystal display |
| CN110467926B (en) * | 2018-05-10 | 2023-10-31 | 江苏集萃智能液晶科技有限公司 | Liquid crystal composition and liquid crystal display thereof |
| US20220282159A1 (en) * | 2019-09-04 | 2022-09-08 | Smart Liquid Crystal Technologies Co., Ltd. | Liquid crystal mixture and light modulating device |
| US11932799B2 (en) * | 2019-09-04 | 2024-03-19 | Smart Liquid Crystal Technologies Co., Ltd. | Liquid crystal mixture and light modulating device |
| CN114450378A (en) * | 2019-10-18 | 2022-05-06 | 脸谱科技有限责任公司 | Liquid crystal mixture for variable-pitch optical elements |
Also Published As
| Publication number | Publication date |
|---|---|
| CN106281355B (en) | 2019-02-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104837957A (en) | Nematic liquid crystal composition and liquid crystal display element using same | |
| CN104428396A (en) | Nematic liquid crystal composition and liquid crystal display device using same | |
| CN106281355B (en) | Liquid crystal media and its application | |
| CN102899051B (en) | Liquid crystal medium and displayer having same | |
| CN113667488A (en) | Liquid crystal composition and liquid crystal display device | |
| CN105441085A (en) | A liquid crystal composition and a liquid crystal display element containing the same | |
| CN113845920B (en) | Liquid crystal composition containing dibenzo derivative and liquid crystal display device | |
| CN102899054A (en) | Liquid crystal composition with improved liquid crystal low-temperature smectic phase | |
| WO2019001522A1 (en) | Liquid crystal composition and application thereof | |
| CN113667493A (en) | Liquid crystal composition and liquid crystal display device | |
| CN109207164A (en) | A kind of liquid-crystal composition and its application | |
| CN111117659A (en) | Liquid crystal composition and display device thereof | |
| JP2021020974A (en) | Composition and liquid crystal display element employing the same | |
| CN111117654B (en) | Liquid crystal composition and display device thereof | |
| CN106281360B (en) | Liquid-crystal composition and its application | |
| CN112538357B (en) | Liquid crystal composition and liquid crystal display device thereof | |
| CN111117655B (en) | Liquid crystal composition and display device thereof | |
| JP2023541355A (en) | Liquid crystal composition and liquid crystal display device thereof | |
| CN114196420A (en) | Liquid crystal composition and liquid crystal display device thereof | |
| CN114437738B (en) | Liquid crystal composition and liquid crystal display device thereof | |
| CN112048320B (en) | Liquid crystal composition and display device thereof | |
| CN112048319B (en) | Liquid crystal composition and display device thereof | |
| CN113736477B (en) | Liquid crystal composition and liquid crystal display device | |
| CN112048314B (en) | Liquid crystal composition and display device thereof | |
| CN111117652B (en) | Liquid crystal composition and display device thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| CB02 | Change of applicant information |
Address after: 212212 Yangtze River bridge, Jiangsu, Yangzhong, Yangzhong on the eastern side of the road Applicant after: JIANGSU HECHENG DISPLAY TECHNOLOGY Co.,Ltd. Address before: 212212 Yangtze River bridge, Jiangsu, Yangzhong, Yangzhong on the eastern side of the road Applicant before: Jiangsu Hecheng Display Technology Co.,Ltd. |
|
| CB02 | Change of applicant information | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CP02 | Change in the address of a patent holder |
Address after: 2/F, Sino Japan Cooperation Innovation Park, No. 16 Zidan Road, Qinhuai District, Nanjing, Jiangsu Province, 210014 Patentee after: JIANGSU HECHENG DISPLAY TECHNOLOGY Co.,Ltd. Address before: 212212 East Side of Yangzhong Yangtze River Bridge, Zhenjiang City, Jiangsu Province Patentee before: JIANGSU HECHENG DISPLAY TECHNOLOGY Co.,Ltd. |
|
| CP02 | Change in the address of a patent holder |