CN112852441A - Negative dielectric anisotropy liquid crystal composition and liquid crystal display device - Google Patents
Negative dielectric anisotropy liquid crystal composition and liquid crystal display device Download PDFInfo
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 108
- 239000000203 mixture Substances 0.000 title claims abstract description 69
- 150000001875 compounds Chemical class 0.000 claims abstract description 67
- 125000004432 carbon atom Chemical group C* 0.000 claims description 74
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- 125000003342 alkenyl group Chemical group 0.000 claims description 28
- 125000003545 alkoxy group Chemical group 0.000 claims description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 11
- 229910052731 fluorine Inorganic materials 0.000 claims description 9
- 125000001153 fluoro group Chemical group F* 0.000 claims description 9
- 239000011737 fluorine Substances 0.000 claims description 8
- 239000011159 matrix material Substances 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 150000001721 carbon Chemical group 0.000 claims description 3
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 abstract description 6
- -1 2-methylpropenyl Chemical group 0.000 description 25
- 238000012360 testing method Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 239000000178 monomer Substances 0.000 description 7
- 230000007547 defect Effects 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 125000006023 1-pentenyl group Chemical group 0.000 description 3
- 206010047571 Visual impairment Diseases 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 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 3
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 3
- 125000006026 2-methyl-1-butenyl group Chemical group 0.000 description 2
- 125000006029 2-methyl-2-butenyl group Chemical group 0.000 description 2
- 125000006027 3-methyl-1-butenyl group Chemical group 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 2
- 125000006165 cyclic alkyl group Chemical group 0.000 description 2
- 239000002019 doping agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 125000005647 linker group Chemical group 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 238000002834 transmittance Methods 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000006039 1-hexenyl group Chemical group 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000006040 2-hexenyl group Chemical group 0.000 description 1
- 125000006024 2-pentenyl group Chemical group 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 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
- 125000006042 4-hexenyl group Chemical group 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000005336 allyloxy group Chemical group 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
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- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
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- 238000001816 cooling Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
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- 230000002349 favourable effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010438 heat treatment Methods 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
- 125000006038 hexenyl group Chemical group 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
- 238000003760 magnetic stirring Methods 0.000 description 1
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- 230000008018 melting Effects 0.000 description 1
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000003136 n-heptyl 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])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 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
- 230000035515 penetration Effects 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
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- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000005922 tert-pentoxy group Chemical group 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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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
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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
- C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
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- 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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- 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
- G02F1/137—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 characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
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- Crystallography & Structural Chemistry (AREA)
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- General Physics & Mathematics (AREA)
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- Engineering & Computer Science (AREA)
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- Organic Chemistry (AREA)
- Mathematical Physics (AREA)
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Abstract
The invention relates to a negative dielectric anisotropy liquid crystal composition and a liquid crystal display device. The negative dielectric anisotropic liquid crystal composition of the present invention comprises: at least one compound represented by formula I; at least one compound represented by formula II; and at least one compound represented by formula III. The negative dielectric anisotropy liquid crystal composition can obtain reduced viscosity on the basis of maintaining proper optical anisotropy value and dielectric anisotropy, so that the response time can be reduced, and the quick response is favorably realized.
Description
Technical Field
The invention relates to the technical field of liquid crystal materials. And more particularly, to a liquid crystal composition and a liquid crystal display device.
Background
At present, the application range of liquid crystal compounds is expanding more and more, and the liquid crystal compounds can be applied to various displays, electro-optical devices, sensors and the like. The liquid crystal compounds used in the above display fields are various, and nematic liquid crystals are most widely used. Nematic liquid crystals have been applied in passive TN, STN matrix displays and systems with TFT active matrix.
Although the market for thin film transistor technology (TFT-LCD) applications is very large and the technology is mature in recent years, the demand for display technology is continuously increasing, especially in the aspects of achieving fast response, reducing driving voltage to reduce power consumption, etc. The liquid crystal material is one of important photoelectronic materials for liquid crystal displays, and plays an important role in improving the performance of the liquid crystal displays.
With the continuous development of TFT-LCD, the wide viewing angle mode has become the target of pursuit in the industry, and the main current wide viewing angle technology mainly adopts VA vertical alignment, IPS in-plane switch, FFS fringe field switch, and other display types, which all require the liquid crystal medium to have higher light transmittance and smaller color shift. In particular, in the IPS in-plane switching and FFS fringe field switching type, since an in-plane electric field is generated between electrodes when a voltage is applied, light penetration in the region is restricted, which increases power consumption and affects display effect, and the negative type liquid crystal composition is widely used because it is excellent in color shift and in the influence of a vertical electric field.
However, the viscosity of the negative liquid crystal composition generally used in the market is high, which is not favorable for improving the response speed. Therefore, there is a need in the art to develop a liquid crystal composition having a higher response speed by reducing viscosity while maintaining an appropriate optical anisotropy value and dielectric anisotropy.
Disclosure of Invention
An aspect of the present invention provides a negative dielectric anisotropy liquid crystal composition that can achieve a reduced viscosity while maintaining an appropriate optical anisotropy value and dielectric anisotropy, thereby reducing a response time and facilitating a rapid response.
In addition, the negative dielectric anisotropy liquid crystal composition has higher Voltage Holding Ratio (VHR) after being irradiated by UV light, thereby overcoming/reducing the defects of residual images and the like of a final display.
Another aspect of the present invention provides a liquid crystal display device having a fast response time by containing the negative dielectric anisotropy liquid crystal composition of the present invention. Further, since the liquid crystal display device of the present invention employs the negative dielectric anisotropic liquid crystal composition having a high transmittance, defects such as afterimages are reduced, and thus display advantages of reduced power consumption and improved stability can be obtained.
The invention comprises the following technical scheme.
In one aspect, the present invention provides a negative dielectric anisotropic liquid crystal composition comprising:
at least one compound represented by formula I;
at least one compound represented by formula II; and the number of the first and second groups,
at least one compound of formula III:
wherein,
R1represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, wherein less than 4H are optionally substituted by F;
R2represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, wherein one or two non-adjacent-CH2-optionally substituted by O, 4 or less H being optionally substituted by F;
m is selected from 1 or 2, n is selected from 3 or 4;
R3、R4、R5、R6each independently represents an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 3 to 5 carbon atoms; and, R3、R4、R5、R6Each independently of the other, H on any carbon atom in (a) is optionally substituted with F;
Z1represents-C2H4-、-CH2O-、-S-、-CF2O-or-COO-, when Z1represents-C2H4-optionally 0-4H are substituted by F;
Z2represents a single bond or-CH2O-；
p, q, r each independently represent 0, 1 or 2;
in another aspect, the present invention provides a liquid crystal display device comprising the negative dielectric anisotropy liquid crystal composition of the present invention; the liquid crystal display device is an active matrix display device or a passive matrix display device.
Effects of the invention
Compared with the prior art, the liquid crystal composition has the advantages that the viscosity is reduced on the basis of maintaining proper optical anisotropy value and dielectric anisotropy, so that the response time can be reduced, and the quick response is realized. In addition, the liquid crystal composition of the present invention has a high VHR after irradiation with UV light, thereby being capable of overcoming/reducing the defects of afterimages and the like occurring in the final display.
Detailed Description
[ liquid Crystal composition ]
The negative dielectric anisotropic liquid crystal composition of the present invention comprises:
at least one compound represented by formula I;
at least one compound represented by formula II; and the number of the first and second groups,
at least one compound shown as a formula III.
Wherein,
R1represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, wherein less than 4H are optionally substituted by F;
R2represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, wherein one or two non-adjacent-CH2-optionally substituted by O, 4 or less H being optionally substituted by F;
the "alkyl group having 1 to 8 carbon atoms" may be a straight-chain alkyl group, a branched-chain alkyl group or a cyclic alkyl group, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a cyclopropyl group, an n-butyl group, an isobutyl group, a tert-butyl group, a cyclobutyl group, an n-pentyl group, an isopentyl group, a cyclopentyl group, a hexyl group, a heptyl group, and an octyl group.
The "alkenyl group having 2 to 8 carbon atoms" may be a straight alkenyl group, a branched alkenyl group or an alkenyl group having a cyclic alkyl chain, and is not particularly limited. Examples thereof include vinyl, propenyl, butenyl, 2-methylpropenyl, 1-pentenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, 2-methyl-2-butenyl, pentenyl, hexenyl, heptenyl and the like.
m is selected from 1 or 2, and n is selected from 3 or 4.
R3、R4、R5、R6Each independently represents an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 3 to 5 carbon atoms; and, R3、R4、R5、R6Each independently of the other, is optionally substituted with F.
Examples of the "alkyl group having 1 to 5 carbon atoms" include methyl, ethyl, propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclobutyl, n-pentyl, isopentyl, and tert-pentyl groups.
Examples of the "alkoxy group having 1 to 5 carbon atoms" include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, n-pentoxy, and tert-pentoxy.
Examples of the "alkenyl group having 2 to 5 carbon atoms" include an ethenyl group, a propenyl group, a butenyl group, a 2-methylpropenyl group, a 1-pentenyl group, a 2-methyl-1-butenyl group, a 3-methyl-1-butenyl group, and a 2-methyl-2-butenyl group.
Examples of the "alkenyloxy group having 3 to 5 carbon atoms" include an vinyloxy group, a propenyloxy group, a butenyloxy group, a 2-methylpropenyloxy group, a 1-pentenyloxy group, a 2-methyl-1-butenyloxy group, a 3-methyl-1-butenyloxy group, and a 2-methyl-2-butenyloxy group.
Z1represents-C2H4-、-CH2O-、-S-、-CF2O-or-COO-, when Z1represents-C2H4Optionally, 0 to 4H are substituted by F. Z1represents-C2H4When is, Z1May be, for example, -C2H3F-、-C2H2F2-、-C2HF3-, or-C2F4-。
Z2Represents a single bond or-CH2O-。
p, q, r each independently represent 0, 1 or 2;
preferably, the compound represented by the formula I is selected from the group consisting of the compounds represented by the following formulae I-1 to I-31.
R1Represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, wherein less than 4H are optionally substituted by F. R1Preferably H or an alkenyl group having 2 to 8 carbon atoms, more preferably H or an alkenyl group having 2 to 4 carbon atoms, and further preferably hydrogen, an ethenyl group or an propenyl group.
R2Represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, wherein one or two non-adjacent-CH2-optionally substituted by O, 4 or less H being optionally substituted by F. R2Preferably 1-CH in alkyl group with 1-8 carbon atoms2A group substituted with O, for example, methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy and the like. Preferably methoxy or ethoxy.
In the negative dielectric anisotropic liquid crystal composition of the present invention, the compound represented by the formula II is preferably selected from the group consisting of the compounds represented by the following formulae II-1 to II-10.
R3、R4The definition of (A) is the same as that described above, and each independently represents an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 3 to 5 carbon atomsA group; and, R3、R4Each independently of the other, is optionally substituted with F. (F) Represents fluorine or hydrogen. R3、R4Preferably a linear alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms.
In the negative dielectric anisotropic liquid crystal composition of the present invention, the compound represented by the formula iii is preferably selected from the group consisting of compounds represented by the following formulae iii-1 to iii-17.
R5、R6Each independently represents an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 3 to 5 carbon atoms; and, R5、R6Each independently of the other, is optionally substituted with F. R5、R6Each independently is preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, and more preferably a methyl group, an ethyl group, a propyl group or an ethoxy group. In the negative dielectric anisotropy liquid crystal composition of the present invention, the content of the liquid crystal compound represented by the formula I is preferably 1 to 50% by weight based on the total amount of the liquid crystal composition, and is preferably 1 to 40%, and more preferably 10 to 40% in terms of obtaining suitable Δ n, Δ ∈, viscosity, VHR, rotational viscosity/elastic constant, and the like.
In the negative dielectric anisotropy liquid crystal composition of the present invention, the content of the liquid crystal compound represented by the formula II is preferably 1 to 60% by weight based on the total amount of the liquid crystal composition, and is preferably 10 to 50%, and more preferably 20 to 50% in terms of obtaining suitable Δ n, Δ ∈, viscosity, VHR, rotational viscosity/elastic constant, and the like.
In the negative dielectric anisotropy liquid crystal composition of the present invention, the content of the liquid crystal compound represented by the formula III is preferably 1 to 50% by weight, more preferably 10 to 50% by weight, based on the total amount of the liquid crystal composition, from the viewpoint of obtaining suitable Δ n, Δ ∈, viscosity, VHR, rotational viscosity/elastic constant, and the like.
In another embodiment of the negative dielectric anisotropic liquid crystal composition of the present invention, it is preferable that one or more compounds represented by formula iv below are further contained from the viewpoint of obtaining a decrease in viscosity to improve response speed, decrease in defects such as ghost, and the like:
in the formula IV, R7、R8Each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 7 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyloxy group having 2 to 7 carbon atoms, a cyclopentyl group, a cyclobutyl group, a cyclopropyl group, or a-CF group3-CN, -F, or, -OCF3And R is7Wherein optionally up to 4 hydrogen atoms are substituted by fluorine, R8Wherein optionally 4 or less hydrogen atoms are substituted by fluorine.
Each ring B independently represents
Or,
Wherein any H atom is optionally substituted by-F or-CH3Substitution;
ring C eachSelf-independently represent
Or
Z3Represents an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms or a single bond;
s and t each independently represent 1, 2 or 3.
Examples of the alkyl group having 1 to 8 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, and the like.
Examples of the "alkenyl group having 2 to 7 carbon atoms" include vinyl, 1-propenyl, 2-propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-heptenyl, 2-heptenyl, 3-heptenyl, 4-heptenyl, 5-heptenyl, 6-heptenyl and the like.
Examples of the "alkoxy group having 1 to 8 carbon atoms" include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, and octyloxy groups.
Examples of the "alkenyloxy group having 2 to 7 carbon atoms" include: vinyloxy, allyloxy, 3-butenyloxy, 3-pentenyloxy, 4-pentenyloxy, 3-hexenyloxy, 4-hexenyloxy, 5-hexenyloxy, 3-heptyloxy, 4-heptyloxy, 5-heptyloxy, 6-heptyloxy, and the like.
R7Wherein optionally 4 or less hydrogen atoms are substituted by fluorine. For example, R7Wherein optionally 0, 1, 2, 3 or 4 hydrogen atoms are replaced by fluorine atoms.
R8Wherein optionally 4 or less hydrogen atoms are substituted by fluorine. For example, R7Wherein optionally 0, 1, 2, 3 or 4 hydrogen atoms are replaced by fluorine atoms.
When the liquid crystal composition of the present invention contains the compound represented by the formula IV, the content of the compound represented by the formula IV in the liquid crystal composition may be, for example, 1 to 20% by weight, preferably 10 to 20% by weight.
The aforementioned compound represented by the formula IV is preferably selected from the group consisting of the compounds represented by the following formulae IV-1 to IV-36.
In another embodiment of the liquid crystal composition of the present invention, it is preferable that the liquid crystal composition further comprises one or more compounds represented by the following formulae V-1 to V-5 in view of obtaining a decrease in viscosity, an increase in response speed, a decrease in ghost, and the like:
the compounds represented by the above-mentioned formulas V-1 to V-5 are polymerizable components. By containing the compounds represented by the formulas V-1 to V-5 in the liquid crystal composition with negative dielectric anisotropy, a system formed by the components in the liquid crystal composition and the polymerizable compound can obtain high VHR after UV light irradiation, so that the display advantages of reduced power consumption and improved stability can be obtained, and the defects of residual images and the like of a final display can be overcome.
In the liquid crystal composition of the present invention, the content of the compound represented by the formula V-1 to V-5 as the polymerizable component is, for example, 0.01 to 2% by weight, preferably 0.1 to 1% by weight, and more preferably 0.2 to 0.8% by weight, based on the total of the compounds represented by the formula I, the formula II, the formula III, the formula IV, and the like as the liquid crystal medium (not including the polymerizable component).
In addition to the liquid crystal compounds listed above, those skilled in the art can add other liquid crystal compounds to the liquid crystal composition of the present invention without impairing the desired properties of the liquid crystal composition.
The liquid crystal composition of the present invention may optionally contain various functional dopants, and examples of the functional dopants include antioxidants, ultraviolet absorbers, and chiral agents.
[ liquid Crystal display device ]
The second aspect of the present invention provides a liquid crystal display device, which is not particularly limited as long as it contains the liquid crystal composition described in any one of the above. The liquid crystal display device of the present invention may be an active matrix display device or a passive matrix display device. Those skilled in the art can select a suitable liquid crystal display element or liquid crystal display structure according to the desired performance.
Examples
In order to more clearly illustrate the invention, the invention is further described below in connection with preferred embodiments. 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 invention.
In the invention, the preparation method is a conventional method unless otherwise specified, the used raw materials can be obtained from a public commercial way unless otherwise specified, the percentages refer to mass percentage, the temperature is centigrade (DEG C), and the liquid crystal compound is also a liquid crystal monomer.
[ liquid Crystal composition ]
Liquid crystal compositions with different compositions were prepared in examples 1 to 7 and comparative examples 1 to 3, wherein the monomer structure, the amount (weight percentage) of the specific compound used in each example, and the performance parameter test results of the obtained liquid crystal medium are shown in the following tables 1 to 11, respectively.
The temperature units involved in the examples are, and the specific meanings of the other symbols and the test conditions are as follows:
gamma1(mpa.s) represents the rotational viscosity coefficient of the liquid crystal compound, and the measurement method: the equipment INSTEC comprises ALCT-IR1, a vertical box with the thickness of 18 microns in a test box, the temperature of 25 ℃, and the short term G1;
K11is a torsional elastic constant, K33For the splay spring constant, the test conditions were: at 25 ℃, INSTEC, ALCT-IR1 and 18 micron vertical box;
Δ ε represents dielectric anisotropy, and Δ ε∥-ε⊥Wherein, epsilon∥Is a dielectric constant parallel to the molecular axis,. epsilon⊥For the dielectric constant perpendicular to the molecular axis, test conditions: at 25 ℃, INSTEC, ALCT-IR1 and 18 micron vertical box;
Δ n represents optical anisotropy, and Δ n ═ ne-noWherein n isoRefractive index of ordinary light, neFor the refractive index of extraordinary rays, test conditions: 589nm, 25 + -0.2 deg.C.
VHR represents the voltage holding ratio (%) after ultraviolet irradiation, and the test conditions are 20 +/-2 ℃, voltage +/-5V, pulse width 10ms and voltage holding time 16.7 ms. The testing equipment is a TOYO Model 6254 liquid crystal performance comprehensive tester. In the ultraviolet photopolymerization of the polymerizable compound for VHR test, the ultraviolet photopolymerization is carried out at a wavelength of 313nm and an irradiation light intensity of 0.5Mw/cm2The ultraviolet light of (2) was irradiated for 2 minutes.
In the present invention, the liquid crystal composition is prepared as follows: 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 obtained liquid crystal composition is filled between two substrates of a liquid crystal display to carry out performance test.
The structures of the liquid crystal monomers used in the examples of the present invention are represented by the following codes, and the methods for representing the codes of the liquid crystal ring structures, the terminal groups, and the linking groups are shown in the following tables (i) and (ii).
Table (one): corresponding code of ring structure
Table (ii): corresponding codes for end groups and linking groups
Examples are:
the liquid crystal compositions of examples 1 to 8 showing negative dielectric anisotropy were obtained by compounding the liquid crystal compounds represented by the above formulas I to III with other components, and the compositions and contents of the components in the liquid crystal compositions of examples 1 to 8 are shown in the following tables 1 to 8.
TABLE 1 component ratios and performance parameters for the liquid crystal composition of example 1
TABLE 2 component ratios and performance parameters of the liquid-crystalline media of example 2
Table 3 component ratios and performance parameters of the liquid-crystalline medium of example 3
Table 4 component ratios and performance parameters of the liquid-crystalline medium of example 4
TABLE 5 component ratios and Property parameters of the liquid-crystalline media of example 5
TABLE 6 component ratios and Performance parameters of the liquid-crystalline medium of example 6
TABLE 7 component ratios and performance parameters of the liquid-crystalline media of example 7
TABLE 8 component ratios and Performance parameters of the liquid-crystalline media of example 8
TABLE 9 component ratios and performance parameters for the liquid-crystalline media of example 9
TABLE 10 component ratios and Performance parameters of the liquid-crystalline media of example 10
Comparative example 1 the formulation is shown in table 11 below, the composition of which does not contain the combination of compounds of the present invention, and a comparative experiment was performed with example 1.
TABLE 11 component ratios and performance parameters of the liquid-crystalline media of comparative example 1
The compound of formula I in example 1 was replaced with a general-purpose negative-type liquid crystal compound in the foregoing comparative example 1.
It can be seen from the comparison of the examples with the comparative examples that the examples containing the negative dielectric anisotropic liquid crystal composition of the present invention used in combination with formula I, formula II and formula iii have a reduced viscosity while maintaining suitable optical anisotropy value and dielectric anisotropy property, thereby reducing response time and increasing response speed, compared to the comparative examples shown without formula I, formula II and formula iii. Further, the examples containing the negative dielectric anisotropic liquid crystal composition of the present invention used in combination of formula I, formula II and formula iii also obtained an increased VHR value as compared with the comparative examples, thereby enabling display advantages of reduced power consumption and improved stability, which is advantageous for avoiding/reducing the occurrence of the afterimage phenomenon of the display.
Although the present invention is not exhaustive of all liquid crystal mixtures claimed, it is anticipated by those skilled in the art that other liquid crystal materials of the same type can be obtained in a similar manner without creative efforts based on the disclosed embodiments, only by combining with their own professional efforts. And are merely representative of embodiments, given the limited space available.
The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (11)
1. A negative dielectric anisotropic liquid crystal composition, comprising:
at least one compound represented by formula I;
at least one compound represented by formula II; and the number of the first and second groups,
at least one compound of formula III:
wherein,
R1represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, wherein less than 4H are optionally substituted by F;
R2represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, wherein one or two non-adjacent-CH2-optionally substituted by O, 4 or less H being optionally substituted by F;
m is selected from 1 or 2, n is selected from 3 or 4;
R3、R4、R5、R6each independently represents an alkyl group having 1 to 5 carbon atoms, a carbon atomAlkoxy group having 1 to 5 sub-atoms, alkenyl group having 2 to 5 carbon atoms, or alkenyloxy group having 3 to 5 carbon atoms; and, R3、R4、R5、R6Each independently of the other, H on any carbon atom in (a) is optionally substituted with F;
Z1represents-C2H4-、-CH2O-、-S-、-CF2O-or-COO-, when Z1represents-C2H4-optionally 0-4H are substituted by F;
Z2represents a single bond or-CH2O-；
p, q, r each independently represent 0, 1 or 2;
2. the negative dielectric anisotropic liquid crystal composition of claim 1, wherein the compound of formula I is selected from the group consisting of compounds of formulae I-1 to I-31 as follows:
R1represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, and 4 or less of H is optionally substituted by F;
R2represents H or alkyl with 1-8 carbon atoms or alkenyl with 2-8 carbon atoms, wherein one or two non-adjacent CH2Optionally substituted with O, and optionally 4 or less of H are substituted with F.
3. The negative dielectric anisotropic liquid crystal composition of claim 1 or 2, wherein the compound represented by formula ii is selected from the group consisting of compounds represented by formulae ii-1 to ii-10 below:
R3、R4each independently represents an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 3 to 5 carbon atoms; r3、R4Each hydrogen on any carbon atom in (a) is independently optionally substituted with fluorine;
(F) represents F or H.
4. The liquid crystal composition according to any one of claims 1 to 3, wherein the compound represented by the formula III is selected from the group consisting of compounds represented by the following formulae III-1 to III-17:
R5、R6each independently represents an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 3 to 5 carbon atoms, and R5、R6Each independently of the other, is optionally substituted with F.
5. The liquid crystal composition of any one of claims 1 to 4, further comprising one or more compounds of formula IV:
in the formula IV, R7、R8Each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 7 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyloxy group having 2 to 7 carbon atoms, a cyclopentyl group, a cyclobutyl group, a cyclopropyl group, or a-CF group3-CN, -F, or, -OCF3And R is7Wherein optionally up to 4 hydrogen atoms are substituted by fluorine, R8Wherein optionally 4 or less hydrogen atoms are substituted by fluorine;
each ring B independently represents
Or,
Wherein any H atom is optionally substituted by-F or-CH3Substitution;
each ring C independently represents
Or
Z3Represents an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms or a single bond;
s and t each independently represent 1, 2 or 3.
6. The liquid crystal composition of claim 5, wherein the compound of formula IV is selected from the group consisting of compounds of formulae IV-1 to IV-36:
7. the liquid crystal composition according to any one of claims 1 to 6, further comprising one or more compounds represented by the following formulae V-1 to V-5:
8. the liquid crystal composition according to any one of claims 1 to 4, wherein the weight percentage of the compound represented by formula I is 1 to 50%, the weight percentage of the compound represented by formula II is 1 to 60%, and the weight percentage of the compound represented by formula III is 1 to 50%.
9. The liquid crystal composition according to claim 5 or 6, wherein the liquid crystal composition comprises 1 to 50% by weight of the compound represented by formula I, 1 to 60% by weight of the compound represented by formula II, 1 to 50% by weight of the compound represented by formula III, and 1 to 20% by weight of the compound represented by formula IV.
10. The liquid crystal composition of claim 7, wherein the liquid crystal composition comprises 1 to 50 wt% of the compound represented by formula I, 1 to 60 wt% of the compound represented by formula II, 1 to 50 wt% of the compound represented by formula III, 1 to 20 wt% of the compound represented by formula IV, and 0.01 to 1 wt% of the compound represented by formula V.
11. A liquid crystal display device, wherein the liquid crystal composition comprises the liquid crystal composition according to any one of claims 1 to 10; the liquid crystal display device is an active matrix display device or a passive matrix display device.
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- 2021-01-11 CN CN202110031608.0A patent/CN112852441A/en not_active Withdrawn
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| US20040155223A1 (en) * | 2003-02-03 | 2004-08-12 | Eiji Okabe | Liquid crystal composition and liquid crystal display element |
| WO2010139092A1 (en) * | 2009-06-03 | 2010-12-09 | 烟台万润精细化工股份有限公司 | Butene-based liquid crystal compounds |
| US20120193577A1 (en) * | 2011-01-31 | 2012-08-02 | Jnc Petrochemical Corporation | Liquid crystal compound, liquid crystal composition and liquid crystal display device |
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