CN107236549A - Liquid-crystal composition and the liquid crystal display cells comprising the liquid-crystal composition - Google Patents
Liquid-crystal composition and the liquid crystal display cells comprising the liquid-crystal composition Download PDFInfo
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- CN107236549A CN107236549A CN201710517019.7A CN201710517019A CN107236549A CN 107236549 A CN107236549 A CN 107236549A CN 201710517019 A CN201710517019 A CN 201710517019A CN 107236549 A CN107236549 A CN 107236549A
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 119
- 239000000203 mixture Substances 0.000 title claims abstract description 56
- 150000001875 compounds Chemical class 0.000 claims abstract description 65
- 229910052799 carbon Inorganic materials 0.000 claims description 92
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 90
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 22
- 125000001153 fluoro group Chemical group F* 0.000 claims description 21
- 229910052731 fluorine Inorganic materials 0.000 claims description 16
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 12
- 239000011737 fluorine Substances 0.000 claims description 10
- 150000001336 alkenes Chemical class 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 238000006467 substitution reaction Methods 0.000 claims description 9
- 125000004991 fluoroalkenyl group Chemical group 0.000 claims description 8
- -1 phenylene, phenylene, cyclohexylidene Chemical group 0.000 claims description 8
- FNIATMYXUPOJRW-UHFFFAOYSA-N cyclohexylidene Chemical group [C]1CCCCC1 FNIATMYXUPOJRW-UHFFFAOYSA-N 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000011159 matrix material Substances 0.000 claims description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 4
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- 230000003287 optical effect Effects 0.000 abstract description 7
- 239000000463 material Substances 0.000 description 13
- 238000012360 testing method Methods 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 239000000178 monomer Substances 0.000 description 7
- 239000013078 crystal Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 4
- 238000011056 performance test Methods 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 150000001911 terphenyls Chemical class 0.000 description 4
- 238000002560 therapeutic procedure Methods 0.000 description 4
- 230000009286 beneficial effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 0 Fc1c(*c(cc2F)cc(F)c2F)c(F)cc(-c2ccc(C(CC3)CCC3C3CCCC3)cc2)c1 Chemical compound Fc1c(*c(cc2F)cc(F)c2F)c(F)cc(-c2ccc(C(CC3)CCC3C3CCCC3)cc2)c1 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 150000002118 epoxides Chemical class 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 125000005647 linker group Chemical group 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 125000004450 alkenylene group Chemical group 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 230000005670 electromagnetic radiation Effects 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
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- 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
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- 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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
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- 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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
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- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
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- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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- 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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
- C09K19/3411—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a three-membered ring
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
- C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
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- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
- C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
- C09K2019/123—Ph-Ph-Ph
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
- C09K2019/3422—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring
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Abstract
The invention provides a kind of liquid-crystal composition, the liquid-crystal composition contains compound shown in one or more formulas I, compound shown in one or more formulas II and compound shown in one or more formulas III.The liquid-crystal composition has relatively low viscosity, quick response can be realized, there is the dielectric anisotropy Δ ε, the optical anisotropy Δ n of wide scope, high electric charge conservation rate of wide scope simultaneously, main feature is that the liquid-crystal composition has high K values, have more excellent low temperature intersolubility and clearing point quite higher simultaneously, it is possible to achieve broader use scope.Liquid crystal display cells or liquid crystal display comprising the liquid-crystal composition have wider nematic temperature range, suitable birefringence anisotropy, very high resistivity, it is optimal be with performances such as more preferable low temperature intersolubilities.
Description
Technical field
The invention belongs to liquid-crystal compounds and application field, and in particular to a kind of liquid-crystal compounds and include the compound
Liquid crystal display cells.
Background technology
The optical property of liquid crystal can be changed by the voltage of application, therefore this material is mainly used as in display device
Dielectric.Among technical field of liquid crystal display, the electrooptics equipment based on liquid crystal known to technical staff is with each
Based on kind effect.The pattern of this kind equipment mainly include dynamic scattering mode, DAP (deformation of aligned arrangement phase) pattern,
Guest/holotype, the TN patterns with twisted-nematic structure, STN (super twisted nematic) pattern, SBE (super birefringence effect) pattern,
OMI (optical mode interference) patterns and OCB (optical compensation curved) pattern.
In the system of tft active matrix, mainly there is TN (Twisted Nematic, twisted-nematic structure) pattern, IPS
(In-Plane Switching, plane conversion)/FFS (Fringe Field Switching, fringe field switching technology) pattern
With the main display pattern such as VA (Vertical Alignment, vertical orientated) pattern.
For thin-film transistor technologies (TFT-LCD) application field, develop by the accumulation of decades, technology also gradually into
It is ripe, but requirement of the people to Display Technique also constantly improving, in order to further seek for the superiority of image quality, it is desirable to liquid crystal
Display, which can be realized, more rapidly to be responded, and bright-colored, colour gamut is wider；In terms of energy-conservation, reduce driving voltage to reduce power consumption
In terms of.Liquid crystal material is played the performance for improving liquid crystal display as one of important photoelectron material of liquid crystal display
Important effect.
Liquid crystal display is during Dynamic Announce is carried out, such as liquid crystal display or LCD TV, in order to ensure upper one
The picture that width is shown no longer is shown in next width, causes occur ghost or conditions of streaking in picture handoff procedure, it is desirable to
Liquid crystal display has response speed quickly, and then requires that the rotary viscosity of liquid crystal material is relatively low.In addition, in order to reduce equipment
Energy consumption, it is desirable to which the driving voltage of liquid crystal is as low as possible, so improve the dielectric anisotropy △ ε of liquid crystal has weight to mixed liquid crystal
Want meaning.
Liquid crystal material must have chemically and thermally stability well and to electric field and the good stability of electromagnetic radiation.This
Outside, liquid crystal material should have low viscosity and produce short addressing time, low threshold voltage and the high-contrast in screen.Liquid
Crystalline substance is used generally as the mixture of several components, it is important that these components are easily miscible each other.Other performance, it is such as conductive
Property, dielectric anisotropy and optical anisotropy, it is necessary to meet the various requirement depending on this type and application field.For example,
The material of pattern with twisted nematic structure should have positive dielectric anisotropy and low electric conductivity.
Quaterphenyl class formation (CN200710180192.9), which is used for liquid-crystal composition, has improvement liquid crystal after UV irradiations
VHR is acted on, and to improve display effect, not good enough yet with dissolubility, addition is limited, limits its effect.
Terphenyls (CN1823151B), which is used for liquid-crystal composition, has fast response speed, and at a relatively high refractive index is used
In optical display device；Terphenyls structure has with difluoromethoxy bridge structure (201410560204.0) for liquid-crystal composition
There are relatively quick response, high index, larger dielectric anisotropy etc., to improve display effect；Terphenyls structure with it is bicyclic
Class formation (2014108118556.1), for liquid crystal compound there is faster response speed, high-k, preferable low temperature to dissolve each other
Property, the effect of display is lifted with this；However as the continuous lifting of display level, wide device uses scope, higher fast
Speed response is required more and more higher, with this by testing repeatedly, and constantly research finds cyclopenta class difluoromethoxy bridge, cyclopropyl class
Difluoromethoxy bridge, which combines obtained liquid-crystal composition with Terphenyls, to be had higher K values and reaches faster response speed,
The contrast of the effective liquid crystal panel of energy, while having more preferable low temperature intersolubility and of a relatively high clearing point.
Liquid crystal material will not only possess above feature, while liquid crystal material should possess wide nematic temperature range, come
Meet liquid crystal panel and be widely applied field, such as normal temperature type display device, high temperature modification display device, low form display device.
Monomeric liquid crystal material performance it is superior, directly determine the superior performance of mixed liquid crystal material, the phase between colleague's monomer liquid crystal
Mutually combination is also most important to the excellent degree of mixed crystal performance, thus the superior monomeric liquid crystal material of a combination property of exploitation with
And the mixed crystal material of excellent combination property is a very important thing.
The content of the invention
In order to solve the above-mentioned technical problem, terphenyl structure liquid crystal, cycloalkyl CF are included the invention provides a class2O
Liquid-crystal composition and liquid crystal display cells or liquid crystal display comprising the liquid-crystal composition, the liquid-crystal composition has relatively low
Viscosity, high K values, it is possible to achieve quick response, while having moderate dielectric anisotropy Δ ε, larger optics each to different
Property Δ n, the high stability to light and heat, the thick liquid crystal display panel of the low box that is particularly suitable for use in.Liquid comprising the liquid-crystal composition
Crystal display element or liquid crystal display have wider nematic temperature range, suitable birefringence anisotropy, very high
Resistivity, more preferable anti-ultraviolet property, the performance such as high electric charge conservation rate and low-steam pressure, more preferable low temperature intersolubility.
The present invention discloses a kind of liquid-crystal composition, and the liquid-crystal composition contains compound, one shown in one or more formulas I
The compound of compound shown in kind or a variety of formulas II and one or more formulas III
Wherein, L1To L2H or F is represented independently of one another；
X1Represent that fluoro-alkyl, carbon number that alkyl, carbon number that F, Cl, carbon number are 1-6 are 1-6 are 2-6
Alkenyl, carbon number be 2-6 fluoro alkenyl, carbon number be 1-6 fluoroalkyl or carbon number be 2-6 fluoro
Any group in alkenyloxy group；
R1、R3、R4It can separately represent that alkyl, carbon number that carbon number is 1-6 are 1-6 with identical or different
Fluoro-alkyl, carbon number be 2-6 alkenyl, carbon number be 2-6 fluoro alkenyl, carbon number be 1-6 fluoroalkane
Epoxide or carbon number are any group in 2-6 fluoro alkenyloxy group；
R2RepresentIn one kind；
N represents 1 or 0；
Ring A1、A2、A3、A4、A5Phenylene, phenylene, cyclohexylidene or the cyclohexylidene of fluorine substitution are represented independently of one another
One or both of disjunct CH2Replaced one or more of formed group group by O.
The type I compound preferably compounds of I 1- I 6：
Type I compound has larger refractive index, while have medium dielectric anisotropy, multiple different alkyl chains and
The type I compound of alkenylene chain is very beneficial for increasing liquid-crystal composition with the use of that can realize the addition of larger concentration
Refractive index.The preferred 2-40% of addition (mass percent concentration of mixture).It is highly suitable for the TV liquid crystal surfaces of IPS patterns
The design of the liquid crystal of plate, can also be suitable for the design of TN, IPS pattern MNT, NB panel liquid crystal.
The compound of the formula II preferably compounds of II 1- II 4：
The compound of formula II has very big dielectric anisotropy, and typically 25 or so, left end is cycloalkyl, relative to nalka
Base chain, is applied in combination with type I compound, the compound of formula III, with higher clearing point, or lower crystallization temperature, i.e., wider
Nematic temperature range, it is possible to achieve broader temperature in use scope.The preferred 2-35% of addition (the quality percentages of mixture
Specific concentration).
The compound of the formula III preferably compounds of III 1- III 9
The compound of formula III has two ring structures, and viscosity is low, neutral with dielectric, and the compound of adding type III significantly drops
The viscosity of low mixed liquid crystal, lifts response speed, the preferred 10-65% of addition (mass percent concentration of mixture).
Liquid-crystal composition of the present invention can with addO-on therapy A, one kind in component A compounds as shown in formula IV 1 to IV 6 or
A variety of compositions
R in the formula IV 4, formula IV 51Represent that alkyl, carbon number that carbon number is 1-6 are 1-6 independently of one another
Fluoro-alkyl, carbon number be 2-6 alkenyl, carbon number be 2-6 fluoro alkenyl, carbon number be 1-6 fluoroalkane
Epoxide or the fluoro alkenyloxy group that carbon number is 2-6.
The compound of formula IV 1 to IV 6 has very big dielectric anisotropy, typically 25 or so, relative to the compound of formula II,
Clearing point is relatively low, appropriate addition, is conducive to improving the dielectric anisotropy of liquid crystal, driving voltage is reduced, according to different display surfaces
The need for plate, preferably addition is 5-35% (mass percent concentration of mixture).
Liquid-crystal composition of the present invention can be made up of with addO-on therapy B, component B the one or more in formula V -1, V -2
Wherein, R5、R6Fluoro-alkyl, carbon that alkyl, carbon number that carbon number is 1-6 are 1-6 are represented independently of one another
Fluoroalkyl or carbon number that fluoro alkenyl that alkenyl that atomicity is 2-6, carbon number are 2-6, carbon number are 1-6
For any group in 2-6 fluoro alkenyloxy group；
R7RepresentIn one kind；
Ring A6Represent the phenylene of phenylene or fluorine substitution；
M represents 1 or 0.
The compound of formula V -1 is preferred：
The compound of formula V -1 has larger refractive index, but dielectric anisotropy is smaller relative to type I compound, multiple
The compound of formula V -1 of different alkyl chains is very beneficial for increasing liquid crystal group with the use of that can realize the addition of larger concentration
The refractive index of compound, can supplement adding ingredient as type I compound.The preferred 1-15% of addition (the quality percentages of mixture
Specific concentration).
The compound of formula V -2 is preferred：
The compound of formula V -2 has larger refractive index, but dielectric anisotropy is smaller relative to type I compound, approaches
In 0, the compound of formula V -2 of multiple different alkyl chains is very beneficial for increasing with the use of that can realize the addition of larger concentration
The refractive index of liquid feeding crystal composite, can supplement adding ingredient as type I compound.The preferred 1-15% of addition be (mixture
Mass percent concentration).
Liquid-crystal composition of the present invention can be with addO-on therapy C, one or more groups in component C compounds as shown in formula VI
Into
Wherein, R8Represent fluoro-alkyl, carbon atom that alkyl, carbon number that cyclopenta, carbon number are 1-6 are 1-6
The fluoroalkyl or carbon number that fluoroolefin that alkene that number is 2-6, carbon number are 2-6, carbon number are 1-6 are 2-
Any group in 6 fluoro alkenyloxy group；
O represents 2 or 3；
Ring A7Represent that one or both of phenylene, phenylene, cyclohexylidene or the cyclohexylidene of fluorine substitution are disjunct
CH2Replaced one or more of formed group group by O；
L3To L4H or F is represented independently of one another；
X2Represent that fluoro-alkyl, carbon number that alkyl, carbon number that F, Cl, carbon number are 1-6 are 1-6 are 2-6
Alkene, carbon number be 2-6 fluoroolefin, carbon number be 1-6 fluoroalkyl or carbon number be 2-6 fluoro
Any group in alkenyloxy group.
Component C preferably is selected from the one or more in the 1- VI 12 of following structural VI,
Wherein, R81、R82The alkenyl that alkyl, carbon number that carbon number is 1-6 are 2-6 is represented independently of one another；
(F) H or F is represented independently of one another.
Component C compounds have high clearing point, high elastic constant, big dielectric anisotropy, can be used for integrating
The parameters such as refractive index, clearing point, elastic constant, dielectric anisotropy, the viscosity of regulation composition liquid crystal.The preferred 1- of addition
50% (mass percent concentration of mixture).
Liquid-crystal composition of the present invention can be with addO-on therapy D, component D chemical combination as shown in following structural VII and/or formula VIII
One or more compositions in thing
R9、R10、R11Can be with identical or different, the alkyl for being separately 1-6 selected from carbon number, carbon number are 1-
The fluoro alkene that alkene that fluoro-alkyl that 6 alkoxy, carbon number are 1-6, carbon number are 2-6, carbon number are 2-6
Any group in the fluoro alkenyloxy group that the fluoroalkyl or carbon number that hydrocarbon, carbon number are 1-6 are 2-6；
P, q represent 0,1 or 2；Z1、Z2Represent singly-bound ,-CH2O-；
A8、A9One or two is represented in phenylene, phenylene, cyclohexylidene or the cyclohexylidene of fluorine substitution independently of one another
Individual disjunct CH2Replaced one or more of formed group group, cyclohexadienylidene by O.
Compound shown in formula VII preferably is selected from the one or more in the 1- VII 7 of following structural VII
R91、R101、R111Can be with identical or different, separately selected from the alkyl that carbon number is 1-6.
Component D liquid crystal monomers have very big vertical dielectric anisotropy, added in positive liquid crystal composition it is such into
Point, it will the vertical dielectric anisotropy of lifting mixed liquid crystal, be conducive to the lifting of LCD penetration.The preferred 1-30% of addition
(mass percent concentration of mixture).
The liquid crystal compound of the present invention is highly suitable for setting for the liquid crystal of the TV liquid crystal panels of the thick IPS patterns of low box
Meter, can also be suitable for setting for the panel liquid crystal such as TN, IPS, FFS mode MNT, NB, flat board, mobile phone, industry control, Vehicle-carrying type steel
Meter.
In the liquid-crystal composition, the gross mass percent concentration of compound is preferably shown in one or more formulas I
2-40%, the gross mass percent concentration of compound is preferably 2-35% shown in one or more formulas II, it is described a kind of or
The gross mass percent concentration of compound is preferably 10-65% shown in a variety of formulas III, the component A that can also add it is a kind of or
The gross mass percent concentration of compound is preferably 5-35% shown in a variety of formulas IV；The component B that can also add it is a kind of or
The gross mass percent concentration of compound is preferably 2-25% shown in a variety of formulas V -1, V -2；The component C that can also be added
The gross mass percent concentration of compound is preferably 1-50% shown in one or more formulas VI；The component D that can also be added
The gross mass percent concentration of compound is preferably 1-30% shown in one or more formulas VII；.
The liquid crystal display device or electro-optical display part of the liquid crystal compound of the invention provided has been used to fall within this hair
Bright protection domain.
Embodiment
With reference to specific embodiment, the present invention is further elaborated, but the present invention is not limited to following examples.Institute
It is conventional method unless otherwise instructed to state method.The raw material can be obtained from open commercial sources unless otherwise instructed.
Percentage in this specification is mass percent, and temperature is degree Celsius (DEG C), the specific meaning of other symbols and
Test condition is as follows：
Cp represents clearing point (DEG C), the test of DSC sizing techniques；
S-N represents the crystalline state of liquid crystal to nematic fusing point (DEG C)；
Δ n represents optical anisotropy, and no is the refractive index of ordinary light, and ne is the refractive index of extraordinary ray, test condition
For 25 ± 2 DEG C, 589nm, Abbe refractometer test；
Δ ε represents dielectric anisotropy, Δ ε=ε ∥-ε ⊥, wherein, ε ∥ are the dielectric constant parallel to molecular axis, ε ⊥
For perpendicular to the dielectric constant of molecular axis, test condition is 25 ± 0.5 DEG C, 20 microns of parallel boxes, INSTEC:ALCT-IR1 is surveyed
Examination；
γ 1 (mPas, 25 DEG C) represents rotary viscosity, and test condition is 25 ± 0.5 DEG C, 20 microns of parallel boxes, INSTEC:
ALCT-IR1 is tested；
The present patent application embodiment liquid crystal monomer structure represents with code, liquid crystal ring structure, end group, the code of linking group
Method for expressing see the table below (one), table (two)
Table (one)：The corresponding code of ring structure
Table (two)：End group and the corresponding code for linking group
Listed each compound and percetage by weight are configured to the liquid-crystal composition of the present invention in embodiment 1, according to the form below, its
It is filled between liquid crystal display two substrates and carries out performance test, test data is as shown in the table：
The present embodiment rotary viscosity is small, and liquid crystal is particularly suitable for use in IPS, quick response MNT, the NB class display of FFS mode.
Listed each compound and percetage by weight are configured to the liquid-crystal composition of the present invention in embodiment 2, according to the form below, its
It is filled between liquid crystal display two substrates and carries out performance test, test data is as shown in the table：
The present embodiment refractive index is big, dielectric constant is big, liquid crystal be particularly suitable for use in IPS, FFS, TN pattern low box is thick, low electricity
Pressure driving display.
Comparative example 1：
Listed each compound and percetage by weight are configured to the liquid-crystal composition of the present invention in embodiment 3, according to the form below, its
It is filled between liquid crystal display two substrates and carries out performance test, test data is as shown in the table：
The present embodiment dielectric anisotropy is larger, and liquid crystal is particularly suitable for use in IPS, FFS mode MB displays.From embodiment 3
As can be seen that using the system of ring penta there is of a relatively high clearing point to help to widen making for liquid crystal device compared with comparative example 1
Use temperature range.
Listed each compound and percetage by weight are configured to the liquid-crystal composition of the present invention in embodiment 4, according to the form below, its
It is filled between liquid crystal display two substrates and carries out performance test, test data is as shown in the table：
The present embodiment clearing point is higher, liquid crystalline phase is relatively low to smectic phase temperature, and liquid crystal is particularly suitable for use in cell phone type, Vehicle-carrying type steel
Display.
Comparative example 2：
By example 4 and comparative example 2 as can be seen that having used cyclopenta, the mixed crystal of cyclopropyl class monomer in embodiment 4,
Liquid crystalline phase can exist in lower temperature.
Embodiment 5：
Comparative example 3：
By embodiment 5 and comparative example 3 as can be seen that using the mixed crystal of I class monomers in embodiment 5, dielectric constant is notable
Increase, contributes to display device low-voltage driving.
Embodiment 6：
Comparative example 4：
By embodiment 6 and comparative example 4 as can be seen that using mixing that I classes monomer and II classes monomer are developed in embodiment 6
Crystalline substance, K values are significantly increased, and contribute to the lifting of the degree of order, while helping to improve the bad problem of display of liquid crystal panel device.
Embodiment 7
The present embodiment ε ⊥ are larger, liquid crystal be particularly suitable for use in IPS, FFS mode and can realize high display picture TV classes production
Product.
Embodiment 8：
The present embodiment ε ⊥ are larger, liquid crystal be particularly suitable for use in IPS, FFS mode and can realize high display picture TV classes production
Product.
Embodiment 9：
Embodiment 10
As can be seen from the above embodiments：Liquid-crystal compounds disclosed by the invention not only has larger dielectric each to different
Property, larger refractive anisotrop, higher clearing point, it is often more important that with preferable low temperature intersolubility.Suitable for not
With the thick TN of box, IPS, FFS liquid crystal display.
Claims (10)
1. a kind of liquid-crystal composition, it is characterised in that the liquid-crystal composition contains compound, one shown in one or more formulas I
The compound of compound shown in kind or a variety of formulas II and one or more formulas III
Wherein, L1To L2H or F is represented independently of one another；
X1Represent the alkene that fluoro-alkyl, carbon number that alkyl, carbon number that F, Cl, carbon number are 1-6 are 1-6 are 2-6
The fluoro alkene oxygen that the fluoroalkyl or carbon number that fluoro alkenyl that base, carbon number are 2-6, carbon number are 1-6 are 2-6
Any group in base；
R1、R3、R4The fluorine that alkyl, carbon number that carbon number is 1-6 are 1-6 can be separately represented with identical or different
The fluoroalkyl that fluoro alkenyl that alkenyl that substituted alkyl, carbon number are 2-6, carbon number are 2-6, carbon number are 1-6
Or carbon number is any group in 2-6 fluoro alkenyloxy group；
R2RepresentIn one kind；
N represents 1 or 0；
Ring A1、A2、A3、A4、A5Represent independently of one another one in phenylene, phenylene, cyclohexylidene or the cyclohexylidene of fluorine substitution
Individual or two disjunct CH2Replaced one or more of formed group group by O.
2. liquid-crystal composition according to claim 1, it is characterised in that the liquid-crystal composition also includes component A, the component
One or more in A compounds shown in formula IV 1 to IV 6 are constituted
R in the formula IV 4, formula IV 51The fluoro that alkyl, carbon number that carbon number is 1-6 are 1-6 is represented independently of one another
Fluoroalkyl that fluoro alkenyl that alkenyl that alkyl, carbon number are 2-6, carbon number are 2-6, carbon number are 1-6 or
Carbon number is 2-6 fluoro alkenyloxy group.
3. liquid-crystal composition according to claim 1, it is characterised in that：The liquid-crystal composition is also including component B, described group
B is divided to be made up of the one or more in formula V -1, V -2
Wherein, R5、R6Fluoro-alkyl, carbon atom that alkyl, carbon number that carbon number is 1-6 are 1-6 are represented independently of one another
The fluoroalkyl or carbon number that fluoro alkenyl that alkenyl that number is 2-6, carbon number are 2-6, carbon number are 1-6 are 2-
Any group in 6 fluoro alkenyloxy group；
R7RepresentIn one kind；
Ring A6Represent the phenylene of phenylene or fluorine substitution；
M represents 1 or 0.
4. liquid-crystal composition according to claim 1, it is characterised in that the liquid-crystal composition also includes component C, the component
One or more in C compounds shown in formula VI are constituted
Wherein, R8Represent that fluoro-alkyl, carbon number that alkyl, carbon number that cyclopenta, carbon number are 1-6 are 1-6 are 2-
The fluorine that the fluoroalkyl or carbon number that fluoroolefin that 6 alkene, carbon number are 2-6, carbon number are 1-6 are 2-6
For any group in alkenyloxy group；
O represents 2 or 3；
Ring A7Represent the disjunct CH of one or both of phenylene, phenylene, cyclohexylidene or the cyclohexylidene of fluorine substitution2By O
One or more of the formed group of substitution group；
L3To L4H or F is represented independently of one another；
X2Represent the alkene that fluoro-alkyl, carbon number that alkyl, carbon number that F, Cl, carbon number are 1-6 are 1-6 are 2-6
The fluoro alkene oxygen that the fluoroalkyl or carbon number that fluoroolefin that hydrocarbon, carbon number are 2-6, carbon number are 1-6 are 2-6
Any group in base.
5. liquid-crystal composition according to claim 1, it is characterised in that the liquid-crystal composition also includes component D, the component
One or more in D compounds shown in formula VII and/or formula VIII are constituted
Wherein, R9、R10、R11Represent that alkoxy, carbon that alkyl, carbon number that carbon number is 1-6 are 1-6 are former independently of one another
Fluoroolefin that alkene that fluoro-alkyl that subnumber is 1-6, carbon number are 2-6, carbon number are 2-6, carbon number are 1-6
Fluoroalkyl or carbon number for 2-6 fluoro alkenyloxy group in any group；
P, q represent 1 or 2 independently of one another；
Z1、Z2Singly-bound or-CH are represented independently of one another2O-；
Ring A8、A9One or both of phenylene, phenylene, cyclohexylidene or the cyclohexylidene of fluorine substitution are represented independently of one another
Disjunct CH2Replaced one or more of formed group group by O.
6. liquid-crystal composition according to claim 1, it is characterised in that the compound of formula II is compound shown in II 1- II 4,
The compound of formula III is compound shown in III 1- III 9
7. liquid-crystal composition according to claim 4, it is characterised in that compound shown in the formula VI is shown in the 1- VI 12 of formula VI
Compound
Wherein, R81、R82The alkenyl that alkyl, carbon number that carbon number is 1-6 are 2-6 is represented independently of one another；
(F) H or F is represented independently of one another.
8. liquid-crystal composition according to claim 5, it is characterised in that compound shown in the formula VII is shown in the 1- VII 7 of formula VII
Compound
Wherein, R91、R101It is each independently selected from the alkyl that carbon number is 1-6.
9. include the liquid crystal display cells or liquid crystal display of any liquid-crystal composition in claim 1-8；The display
Element or display are active matrix display element or display or passive matrix display element or display.
10. liquid crystal display cells according to claim 9 or liquid crystal display, it is characterised in that：The active matrix shows
It is TN-TFT or IPS-TFT or FFS-TFT liquid crystal display cells or display to show element or display.
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| CN112391173A (en) * | 2019-08-14 | 2021-02-23 | 江苏和成显示科技有限公司 | Liquid crystal composition having positive dielectric anisotropy and liquid crystal display device thereof |
| CN112940737A (en) * | 2019-12-20 | 2021-06-11 | 石家庄诚志永华显示材料有限公司 | Liquid crystal composition, liquid crystal display element and liquid crystal display |
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