CN113493692A - Negative liquid crystal medium, liquid crystal display element or liquid crystal display - Google Patents
Negative liquid crystal medium, liquid crystal display element or liquid crystal display Download PDFInfo
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 192
- 239000000203 mixture Substances 0.000 claims abstract description 132
- 150000001875 compounds Chemical class 0.000 claims abstract description 86
- 125000004432 carbon atom Chemical group C* 0.000 claims description 121
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000003342 alkenyl group Chemical group 0.000 claims description 15
- 125000003545 alkoxy group Chemical group 0.000 claims description 15
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 claims description 10
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 10
- 239000011159 matrix material Substances 0.000 claims description 10
- 238000006467 substitution reaction Methods 0.000 claims description 8
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 5
- 125000004980 cyclopropylene group Chemical group 0.000 claims description 5
- 125000004979 cyclopentylene group Chemical group 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 1
- 230000004044 response Effects 0.000 abstract description 17
- 230000003287 optical effect Effects 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 230000000875 corresponding effect Effects 0.000 description 40
- 238000009472 formulation Methods 0.000 description 36
- 238000012360 testing method Methods 0.000 description 35
- 230000000052 comparative effect Effects 0.000 description 24
- 230000032683 aging Effects 0.000 description 11
- 239000000463 material Substances 0.000 description 9
- -1 3-pentenyl Chemical group 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 238000011161 development Methods 0.000 description 4
- 230000018109 developmental process Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 239000002019 doping agent Substances 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 230000008859 change Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004776 1-fluoroethyl group Chemical group [H]C([H])([H])C([H])(F)* 0.000 description 1
- 125000006039 1-hexenyl group Chemical group 0.000 description 1
- 125000006023 1-pentenyl group Chemical group 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- UWCWUCKPEYNDNV-LBPRGKRZSA-N 2,6-dimethyl-n-[[(2s)-pyrrolidin-2-yl]methyl]aniline Chemical compound CC1=CC=CC(C)=C1NC[C@H]1NCCC1 UWCWUCKPEYNDNV-LBPRGKRZSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
- 125000006040 2-hexenyl group Chemical group 0.000 description 1
- 125000006024 2-pentenyl group Chemical group 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000006041 3-hexenyl group Chemical group 0.000 description 1
- 241001270131 Agaricus moelleri Species 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000006612 decyloxy group Chemical group 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005446 heptyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006611 nonyloxy group Chemical group 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005447 octyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004115 pentoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
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- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Nonlinear Science (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
Abstract
The invention discloses a nematic phase liquid crystal composition, which comprises 30-55% of a compound shown in a formula I by mass, 1-10% of one or more compounds shown in a formula II by mass, 25-65% of at least 3 compounds shown in a formula III by mass and one or more compounds shown in a formula ST by mass. The liquid crystal composition has a low rotational viscosity (gamma) while maintaining a suitable optical anisotropy (delta n)1) High clearing point (Cp), good solubility, high stability to heat and light (VHR), fast response of liquid crystal display can be achieved. The liquid crystal composition is particularly suitable for manufacturing a liquid crystal display with a UV2A display mode, and has wide market prospect and application value.
Description
Technical Field
The invention belongs to the technical field of liquid crystal materials, and particularly relates to a negative liquid crystal composition and a liquid crystal display element or a liquid crystal display containing the same.
Background
Liquid crystal display elements are classified into the following modes according to display modes: a Twisted Nematic (TN) mode, a Super Twisted Nematic (STN) mode, an in-plane mode (IPS), a boundary electric field switching (FFS), a Vertical Alignment (VA) mode, and the like. The following properties are required for the liquid crystal composition regardless of the display mode:
(1) the chemical and physical properties are stable; (2) the viscosity is low; (3) having a suitable dielectric Δ ε; (4) suitable refractive indices Δ n; (5) the mutual solubility with other liquid crystal compounds is good.
Early commercial TFT-LCD products basically adopted the TN display mode, and the biggest problem thereof was the narrow viewing angle. With the increase in the size of products, particularly in the application to the TV field, IPS display modes and VA display modes having a wide viewing angle characteristic are developed and applied in sequence.
In addition, liquid crystal media used for display elements such as FFS mode, IPS mode, and VA mode are not perfect, and liquid crystal materials used for display devices are required to have (i) low driving voltage: the liquid crystal material has proper negative dielectric anisotropy and elastic coefficient K; quick response: the liquid crystal material has proper rotational viscosity gamma1And a coefficient of elasticity K; high reliability: high charge retention rate, high specific resistance value, excellent high temperature stability, and strict requirements on ultraviolet light (UV light) or conventional backlight illumination stability. With the wide application of liquid crystal displays, the requirements for their performance are also increasing.
The liquid crystal material not only needs to have the characteristics, but also has a wide nematic phase temperature range so as to meet the wide application field of the liquid crystal panel, for example, a vehicle-mounted liquid crystal display needs to meet a wider working temperature so as to adapt to the temperature change of each region and climate; liquid crystal displays of industrial control products also need to meet wider operating temperatures to accommodate temperature changes in different operating environments.
Since the liquid crystal display technology is inherently "stubborn", a certain time is required for the liquid crystal molecules to deflect, and this time is called "response time", and therefore, blurring or blurring occurs in the display of a moving picture. In the field of flat panel televisions, the definition of a dynamic picture is the most concerned problem of consumers, so that faster response time is required for liquid crystal development; the medium and small size liquid crystal displays require better dynamic image definition, which also requires faster response time for liquid crystal development, and with the market development, the demand of people for high definition display becomes higher and higher, and the market gradually appears 4K ultra high definition resolution (3840 × 2160) and 8K ultra high definition resolution (7680 × 4320) display, but with the appearance of 4K &8K liquid crystal display, the demand for liquid crystal is higher, and the aperture ratio of the panel is reduced and the light penetration rate of the liquid crystal is reduced due to the doubling of the 4K and 8K display pixels. In order to improve the brightness required by people during watching, the brightness required by people during watching is improved by increasing the backlight brightness in the 4K and 8K displays, the backlight heating temperature is increased along with the increase of the backlight brightness, and the liquid crystal composition has higher requirements on light and heat stability, so that higher requirements on the reliability of the liquid crystal composition are provided.
The liquid crystal television can become a main stream product which is only popular in the color television market, and mainly has the advantages of lightness, thinness, high resolution, low energy consumption, low radiation, health, environmental protection and the like compared with the common television. Like the current mainstream 2K/4K or even 8K television products, the method puts forward higher requirements on the most key technical indexes such as response speed, penetration rate, contrast, reliability and the like of the liquid crystal television, such as development of a combined liquid crystal material with low rotational viscosity, a combined liquid crystal material with high reliability, a combined liquid crystal material with high elastic constant K and K33/K11Large ratio of combined liquid crystal material, etc.
Disclosure of Invention
As a result of intensive studies and extensive experiments to solve the above-mentioned problems, the present inventors have found that the liquid crystal composition of the present invention has a low rotational viscosity (. gamma.) while maintaining a suitable optical anisotropy (. DELTA.n)1) High clearing point (Cp), good solubility, high stability to heat and light (VHR), fast response of liquid crystal display can be achieved.
Another object of the present invention is to provide a liquid crystal display element or a liquid crystal display, which comprises the liquid crystal composition disclosed in the present invention, and can be used for developing a high-frequency liquid crystal display element or a liquid crystal display with wide temperature range and fast response.
In order to achieve the purpose, the invention adopts the following technical scheme:
the invention provides a liquid crystal composition, which is characterized by comprising 30-55% of a compound shown in a formula I, 1-10% of one or more compounds shown in a formula II, at least 3 compounds shown in a formula III, 25-65% of the compound, and one or more compounds shown in a formula ST, wherein the compound shown in the formula ST is calculated independently:
wherein,
R1、R2、R3、R4、R5each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
and R is1、R3、R4Any one or more of the radicals indicated being unconnected-CH2-optionally substituted with cyclopentylene, cyclobutyl or cyclopropylene;
Z1represents a single bond, -CH2CH2-or-CH2O-；
n represents 0, 1 or 2;
when n represents a number 1, the compound is,
represents 1, 4-phenylene, 1, 4-cyclohexylene or 1, 4-cyclohexenylene;
when n represents 2, two
Optionally identical or different, each independently represents 1, 4-phenylene or 1, 4-cyclohexylene.
The present disclosure also provides a liquid crystal display element comprising the liquid crystal composition of the present disclosure, the liquid crystal display element being an active matrix addressing display element or a passive matrix addressing display element.
The present disclosure also provides a liquid crystal display comprising the liquid crystal composition of the present disclosure, the liquid crystal display being an active matrix addressed display or a passive matrix addressed display.
Effects of the invention
The liquid crystal composition of the invention has lower rotational viscosity (gamma) on the basis of maintaining proper optical anisotropy (delta n)1) High clearing point (Cp), good solubility, high stability to heat and light (VHR), fast response of liquid crystal display can be achieved. And the liquid crystal composition display element or the liquid crystal display comprising the liquid crystal composition disclosed by the invention can be used for developing a high-frequency liquid crystal display element or a liquid crystal display with wide temperature display and quick response.
Detailed Description
[ liquid Crystal composition ]
The invention provides a liquid crystal composition, which is characterized by comprising 30-55% of a compound shown in a formula I by mass, 1-10% of one or more compounds shown in a formula II by mass, 25-65% of at least 3 compounds shown in a formula III by mass, and one or more compounds shown in a formula ST by mass:
wherein,
R1、R2、R3、R4、R5each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
and R is1、R3、R4Any one or more of the radicals indicated being unconnected-CH2-optionally substituted with cyclopentylene, cyclobutyl or cyclopropylene;
Z1represents a single bond, -CH2CH2-or-CH2O-；
n represents 0, 1 or 2;
when n represents a number 1, the compound is,
represents 1, 4-phenylene, 1, 4-cyclohexylene or 1, 4-cyclohexenylene;
when n represents 2, two
Optionally identical or different, each independently represents 1, 4-phenylene or 1, 4-cyclohexylene.
The liquid crystal composition of the invention has lower rotational viscosity (gamma) on the basis of maintaining proper optical anisotropy (delta n)1) High clearing point (Cp), good solubility, high stability to heat and light (VHR), fast response of liquid crystal display can be achieved.
Examples of the alkyl group having 1 to 10 carbon atoms include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, hexyl, heptyl, octyl, nonyl, decyl and the like.
Examples of the alkoxy group having 1 to 10 carbon atoms include a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, a nonyloxy group, and a decyloxy group.
Examples of the alkenyl group having 2 to 10 carbon atoms include vinyl, 1-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl and the like.
The "fluoro substitution" in the above-mentioned fluoro-substituted alkyl group having 1 to 10 carbon atoms, fluoro-substituted alkoxy group having 1 to 10 carbon atoms, fluoro-substituted alkenyl group having 2 to 10 carbon atoms, and fluoro-substituted alkenyloxy group having 3 to 8 carbon atoms may be a monofluoro substitution, or a polyfluoro substitution such as a difluoro substitution or a trifluoro substitution, or may be a perfluoro substitution, and the number of fluoro substitutions is not particularly limited. Examples of the fluorine-substituted alkyl group having 1 to 10 carbon atoms include, but are not limited to, fluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 1, 2-difluoroethyl, 1,1, 2-trifluoroethyl, and 1,1,1,2, 2-pentafluoro-substituted ethyl.
The liquid crystal composition of the present invention preferably further comprises one or more compounds represented by formula iv:
wherein,
R6、R7each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
X1、X2、X3each independently represents H or F.
In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula IV is selected from the group consisting of compounds represented by formulae IV-1 to IV-4:
wherein,
R6、R7each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms.
In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula IV-1 is selected from the group consisting of compounds represented by formulae IV-1-1 to IV-1-2:
in the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula IV-4 is selected from the group consisting of compounds represented by formulae IV-4-1 to IV-4-2:
in the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II is selected from the group consisting of compounds represented by formulae II-1 to II-12:
in the liquid crystal composition of the present invention, it is preferable that the compound represented by the aforementioned formula iii at least comprises one or more compounds selected from the group consisting of compounds represented by iii-1 to iii-8:
wherein R is3、R4The aforementioned formula III is as defined above. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula ST is selected from the group consisting of compounds represented by formulae ST-1 to ST-5:
the liquid crystal composition of the present invention preferably further comprises one or more compounds represented by formula v:
wherein,
R8、R9each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
In the liquid crystal composition of the present invention, preferably, the compound represented by the formula V is selected from the group consisting of compounds represented by the formulae V-1 to V-3:
wherein,
R8、R9each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms.
The liquid crystal composition of the invention preferably further comprises one or more compounds shown in formula VI:
wherein,
R10、R11each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R10、R11Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene;
w represents-O-, -S-or-CH2O-。
In the liquid crystal composition of the present invention, it is preferable that the compound represented by the aforementioned formula VI is selected from the group consisting of compounds represented by the formulae VI-1 to VI-12:
wherein,
R101、R111each independently represents an alkyl group having 1 to 10 carbon atoms.
The liquid crystal composition of the present invention, preferably, the aforementioned liquid crystal composition further comprises one or more compounds represented by formula VII other than the compound represented by formula I:
R12、R13each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
In the liquid crystal composition of the present invention, preferably, the aforementioned compound represented by the formula VII other than the compound represented by the formula I is selected from the group consisting of compounds represented by the formulae VII-1 to VII-3:
wherein,
R12、R13each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms.
In the liquid crystal composition provided by the invention, the total mass of the compounds except the compound shown in the formula ST is 100%, and the percentage of the ratio of the mass of the compound shown in the formula ST to the total mass of the other compounds is the mass fraction of the compound shown in the formula ST in the liquid crystal composition. If the liquid crystal composition only contains the compounds shown in the formulas I, II, III and ST, the total content of the compounds shown in the formulas I, II and III is recorded as 100 percent, and the percentage of the ratio of the addition amount of the compound shown in the formula ST to the total mass of the compounds shown in the formulas I, II and III is recorded as the mass fraction of the compound shown in the formula ST.
Preferably, the liquid crystal composition comprises, in mass percent:
preferably, the mass percent of the compound shown in the formula I is 30-55%, and further preferably, the mass percent of the compound shown in the formula I is 35-50%;
preferably, the mass percentage of the compound shown in the formula II is 1-10%, and more preferably, the mass percentage of the compound shown in the formula II is 1-8%;
preferably, the mass percentage of the compound shown in the formula III is 25-65%, and further preferably, the mass percentage of the compound shown in the formula III is 35-50%;
preferably, the mass percentage of the compound shown in the formula ST is 0.005-0.04%, and more preferably, the mass percentage of the compound shown in the formula ST is 0.01-0.03%;
preferably, the mass percent of the compound shown in the formula IV is 0-6%, and further preferably, the mass percent of the compound shown in the formula IV is 1-4%; more preferably, the mass percentage of the compound shown in the formula IV is 3-4%;
preferably, the mass percentage of the compound shown in the formula V is 0-25%, and further preferably, the mass percentage of the compound shown in the formula V is 0-10%; more preferably, the mass percentage of the compound shown in the formula V is 2-7%;
preferably, the mass percentage of the compound shown in the formula VI is 0-20%, and further preferably, the mass percentage of the compound shown in the formula VI is 3-15%;
preferably, the mass percent of the compound shown in the formula VII is 0-40%, and more preferably, the mass percent of the compound shown in the formula VII is 5-20%.
The liquid crystal composition of the present invention satisfies at least one of the following conditions (a) to (g),
(a) the optical anisotropy Deltan is 0.09-0.12; preferably, the optical anisotropy Δ n is 0.09 to 0.11
(b) The dielectric anisotropy Delta epsilon is-2.2 to-5.0; preferably, the dielectric anisotropy Deltaε is-2.2 to-4.0
(c) The clearing point Cp is more than or equal to 68 ℃; preferably, the clearing point Cp is more than or equal to 73 DEG C
(d) Rotational viscosity gamma1Less than or equal to 110 mpa.s; preferably, the rotational viscosity γ1≤80mpa·s
The liquid crystal compound of the present disclosure may further contain a dopant having various functions, and the content of the dopant is preferably 0.01 to 1%, and examples of the dopant include an antioxidant, an ultraviolet absorber, and a chiral agent.
Chiral agents (levorotatory or dextrorotatory) may be preferably listed, for example:
[ liquid Crystal display element or liquid Crystal display ]
The invention also relates to a liquid crystal display element or a liquid crystal display comprising any one of the liquid crystal compositions; the display element or display is an active matrix display element or display or a passive matrix display element or display.
The liquid crystal display element or liquid crystal display of the present invention is preferably an active matrix addressed liquid crystal display element or liquid crystal display.
As the aforementioned active matrix display element or display, for example, TN-TFT or IPS-TFT or FFS-TFT or UV2A-TFT liquid crystal display element or other TFT display can be specifically cited.
The liquid crystal display element or the liquid crystal display of the invention comprises the liquid crystal composition disclosed by the invention. The liquid crystal display element or the liquid crystal display has a wider display temperature range and a fast response speed, and is mainly applied to a UV2A high-frequency fast response display mode.
Examples
In order to more clearly illustrate the present disclosure, the present disclosure is further illustrated below with reference to examples. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and is not to be taken as limiting the scope of the present disclosure.
In this specification, unless otherwise specified, the percentages refer to mass percentages, temperatures are in degrees centigrade (° c), and the specific meanings and test conditions of other symbols are as follows:
cp represents a liquid crystal clearing point (DEG C), and is measured by a DSC quantitative method;
Δ n represents optical anisotropy, noRefractive index of ordinary light, neThe refractive index of the extraordinary ray is measured under the conditions of 25 +/-2 ℃ and 589nm, and the Abbe refractometer is used for testing;
Δ ε represents dielectric anisotropy, and Δ ε∥-ε⊥Wherein, epsilon∥Is a dielectric constant parallel to the molecular axis,. epsilon⊥Dielectric constant perpendicular to the molecular axis, at 25 + -0.5 deg.C, 20 μm vertical cell, INSTEC: ALCT-IR1 test;
γ1expressed as rotational viscosity (mPas) at 25 + -0.5 deg.C, 20 micron vertical cell, INSTEC: ALCT-IR1 test;
K11is a torsional elastic constant, K33For the splay spring constant, the test conditions were: 25ALCT-IR1, 20 micron vertical box;
VHR represents the voltage holding ratio (%), and the test conditions are 60 +/-1 ℃, the voltage is +/-5V, the pulse width is 10ms, and the voltage holding time is 1.667 ms. The testing equipment is a TOYO Model6254 liquid crystal performance comprehensive tester;
GTG represents the time required by the switching between different gray scales of the liquid crystal display device, the test condition is 25 +/-1 ℃, the test voltage is the voltage corresponding to the corresponding gray scale, and the test frequency is 64 Hz. The test equipment is DMS 505;
backlight aging condition with backlight intensity of 12000nit, aging temperature of 60 + -1 deg.C, and AC voltage of 7V
The preparation method of the liquid crystal composition comprises the following steps: weighing each liquid crystal monomer according to a certain proportion, putting the liquid crystal monomers into a stainless steel beaker, putting the stainless steel beaker filled with each liquid crystal monomer on a magnetic stirring instrument for heating and melting, adding a magnetic rotor into the stainless steel beaker after most of the liquid crystal monomers in the stainless steel beaker are melted, uniformly stirring the mixture, and cooling to room temperature to obtain the liquid crystal composition.
The liquid crystal monomer structure of the embodiment of the disclosure is represented by codes, and the code representation methods of the liquid crystal ring structure, the end group and the connecting group are shown in the following tables 1 and 2.
Corresponding code of the ring structure of Table 1
TABLE 2 corresponding codes for end groups and linking groups
Examples are:
Example 1
The formulation and corresponding properties of the liquid crystal compositions are shown in table 3 below.
TABLE 3 formulation and corresponding Properties of the liquid crystal composition of example 1
Example 2
The formulation and corresponding properties of the liquid crystal compositions are shown in table 4 below.
TABLE 4 formulation and corresponding Properties of the liquid crystal composition of example 2
Example 3
The formulation and corresponding properties of the liquid crystal compositions are shown in table 5 below.
TABLE 5 formulation and corresponding Properties of the liquid crystal composition of example 3
Example 4
The formulation and corresponding properties of the liquid crystal compositions are shown in table 6 below.
TABLE 6 formulation and corresponding Properties of the liquid crystal composition of example 4
Comparative example 1
The formulation and corresponding properties of the liquid crystal compositions are shown in table 7 below.
TABLE 7 formulation and corresponding Properties of comparative example 1 liquid Crystal composition
Comparative example 2
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 8 below.
TABLE 8 formulation and corresponding Properties of the comparative example 2 liquid Crystal composition
Comparative example 3
The formulation and corresponding properties of the liquid crystal compositions are shown in table 9 below.
TABLE 9 formulation and corresponding Properties of comparative example 3 liquid Crystal composition
TABLE 10 VHR control values for examples 1-4 and comparative examples 1-3
The reliability of the liquid crystal composition is tested by ultraviolet and high temperature aging tests and VHR tests, and the smaller the VHR data change before and after the ultraviolet and high temperature tests of the liquid crystal composition is, the stronger the ultraviolet and high temperature resistance is. Therefore, the ultraviolet and high temperature resistance was judged by comparing the difference between the VHR data before and after the test in each of examples and comparative examples.
In the above experiment, the liquid crystal of the example and the liquid crystal of the comparative example were respectively poured into a test piece for testing, and VHR represents a voltage holding ratio (%), the test conditions were 60 ± 1 ℃, the voltage was ± 5V, the pulse width was 10ms, and the voltage holding time was 1.667 ms; the testing equipment is a TOYO Model6254 liquid crystal performance comprehensive tester; the VHR initial value is data obtained by testing a test piece which is not processed, and VHR ultraviolet is a VHR value obtained by testing a piece which is filled with liquid crystal after being irradiated by 5000mJ under normal-temperature ultraviolet light; the VHR high temperature aging is VHR value obtained by testing the liquid crystal-filled sheet after being placed in a high temperature oven at 100 ℃ for 1 hour. Compared with a comparative example, the VHR ultraviolet and VHR high-temperature aging values of the examples are higher than that of the VHR of the comparative example, particularly the VHR ultraviolet value obtained by testing after ultraviolet illumination and high-temperature baking is obviously higher than that of the comparative example, which shows that the liquid crystal composition has strong ultraviolet resistance, strong capability of resisting external environment damage in the working process, higher reliability and better application to a high-frequency quick response liquid crystal display element or a liquid crystal display.
Comparative example 4
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 11 below.
TABLE 11 formulation and corresponding Properties of comparative example 4 liquid Crystal composition
TABLE 12 control values of aging test of examples 1 to 4 and comparative example 4
In the above experiment, the liquid crystal of the example and the liquid crystal of the comparative example were respectively poured into a test piece for testing, and VHR represents a voltage holding ratio (%), the test conditions were 60 ± 1 ℃, the voltage was ± 5V, the pulse width was 10ms, and the voltage holding time was 1.667 ms; the testing equipment is a TOYO Model6254 liquid crystal performance comprehensive tester; the VHR initial value is data obtained by testing a test piece which is not processed, a test box of the VHR initial value is placed to the backlight intensity of 12000nit, the aging temperature is 60 +/-1 ℃, the power-on voltage is 7V, aging tests are carried out, the aging time is 24h, 100h, 200h and 300h respectively, and the data test of the staged aging test is carried out. Compared with a comparative example, the liquid crystal composition disclosed by the invention has stronger ageing resistance, thus having strong capability of resisting the damage of the external environment in the working process, having higher reliability and being better used for a high-frequency quick response liquid crystal display element or a liquid crystal display.
Example 5
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 13 below.
TABLE 13 formulation and corresponding Properties of the liquid crystal composition of example 5
Example 6
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 14 below.
TABLE 14 formulation and corresponding Properties of the liquid crystal composition of example 6
Example 7
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 15 below.
TABLE 15 formulation and corresponding Properties of the liquid crystal composition of example 7
Example 8
The formulation of the liquid crystal composition and the corresponding properties are shown in Table 16 below.
TABLE 16 formulation and corresponding Properties of the liquid crystal composition of example 8
Example 9
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 17 below.
TABLE 17 formulation and corresponding Properties of the liquid crystal composition of example 9
Example 10
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 18 below.
TABLE 18 formulation and corresponding Properties of the liquid crystal composition of example 10
Example 11
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 19 below.
TABLE 19 formulation and corresponding Properties of the liquid crystal composition of example 11
Comparative example 5
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 20 below.
TABLE 20 formulation and corresponding Properties of comparative example 5 liquid Crystal compositions
Comparative example 6
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 21 below.
TABLE 21 formulation and corresponding Properties of the comparative example 6 liquid Crystal composition
Comparative example 7
The formulation and corresponding properties of the liquid crystal compositions are shown in Table 22 below.
TABLE 22 formulation and corresponding Properties of comparative example 7 liquid Crystal composition
TABLE 23 comparison table of VHRs and crystallization conditions of examples 5 to 11 and comparative examples 5 to 7
As shown by the above data, the liquid crystal composition of the present invention has a low rotational viscosity (. gamma.) while maintaining a suitable optical anisotropy (. DELTA.n)1) High clearing point (Cp), good solubility, high stability to heat and light (VHR), fast response of liquid crystal display can be achieved. The liquid crystal composition disclosed by the invention has a small GTG numberThe liquid crystal composition can be used for developing high-frequency liquid crystal display elements or liquid crystal displays, so that the display elements or the liquid crystal displays comprising the liquid crystal composition disclosed by the invention can be used for developing wide-temperature display and quick-response high-frequency liquid crystal display elements or liquid crystal displays.
It should be understood that the above-mentioned embodiments of the present disclosure are only examples for clearly illustrating the present disclosure, and are not intended to limit the embodiments of the present disclosure, and it will be obvious to those skilled in the art that other variations or modifications may be made on the above-mentioned embodiments, and all such variations or modifications are not exhaustive, and the obvious variations or modifications in the technical solutions of the present disclosure are within the scope of the present disclosure.
Claims (10)
1. A liquid crystal composition comprising 30-55% by mass of a compound of formula i, 1-10% by mass of one or more compounds of formula ii, 25-65% by mass of at least 3 compounds of formula iii, and one or more compounds of formula ST, calculated separately in mass percent:
wherein,
R1、R2、R3、R4、R5each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
and R is1、R3、R4Any one or more of the radicals indicated being unconnected-CH2-optionally substituted by a sub-ringPentyl, cyclobutyl or cyclopropylene substitution;
Z1represents a single bond, -CH2CH2-or-CH2O-；
n represents 0, 1 or 2;
when n represents a number 1, the compound is,
represents 1, 4-phenylene, 1, 4-cyclohexylene or 1, 4-cyclohexenylene;
when n represents 2, two
Optionally identical or different, each independently represents 1, 4-phenylene or 1, 4-cyclohexylene.
2. The liquid crystal composition of claim 1, wherein the liquid crystal composition comprises one or more compounds of formula iv:
wherein,
R6、R7each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
X1、X2、X3each independently represents H or F.
3. The liquid crystal composition of claim 1, wherein the compound of formula ii is selected from the group consisting of compounds of formulae ii-1 to ii-12:
4. the liquid crystal composition of claim 1, wherein the compound of formula iii comprises at least one or more compounds selected from the group consisting of iii-1 to iii-8:
wherein R is3、R4The definitions are the same as those of formula III in claim 1.
5. The liquid crystal composition of claim 1, wherein the compound of formula ST is selected from the group consisting of compounds of formulae ST-1 to ST-5:
6. the liquid crystal composition of claim 2, further comprising one or more compounds of formula v:
wherein,
R8、R9each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
7. The liquid crystal composition of claim 2, further comprising one or more compounds of formula vi:
wherein,
R10、R11each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms, and R10、R11Any one or more-CH of the groups shown2-optionally substituted by cyclopentylene, cyclobutyl or cyclopropylene;
w represents-O-, -S-or-CH2O-。
8. The liquid crystal composition of claim 2, further comprising one or more compounds of formula vii in addition to the compound of formula i:
R12、R13each independently represents an alkyl group having 1 to 10 carbon atoms, a fluorine-substituted alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a fluorine-substituted alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a fluorine-substituted alkenyl group having 2 to 10 carbon atoms, an alkenyloxy group having 3 to 8 carbon atoms or a fluorine-substituted alkenyloxy group having 3 to 8 carbon atoms;
9. A liquid crystal display element or a liquid crystal display comprising the liquid crystal composition according to any one of claims 1 to 9, wherein the liquid crystal display element or the liquid crystal display is an active matrix addressing display element or a display, or a passive matrix addressing display element or a display.
10. The liquid crystal display element or the liquid crystal display according to claim 9, wherein the operation mode is a UV2A mode.
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