WO2022088917A1 - 一种含有三联苯与末端含有环烷基的液晶组合物及其应用 - Google Patents
一种含有三联苯与末端含有环烷基的液晶组合物及其应用 Download PDFInfo
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- WO2022088917A1 WO2022088917A1 PCT/CN2021/115389 CN2021115389W WO2022088917A1 WO 2022088917 A1 WO2022088917 A1 WO 2022088917A1 CN 2021115389 W CN2021115389 W CN 2021115389W WO 2022088917 A1 WO2022088917 A1 WO 2022088917A1
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 157
- 239000000203 mixture Substances 0.000 title claims abstract description 107
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 title claims abstract description 17
- 125000000753 cycloalkyl group Chemical group 0.000 title claims abstract description 15
- 150000001875 compounds Chemical class 0.000 claims description 175
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000003342 alkenyl group Chemical group 0.000 claims description 20
- 125000003545 alkoxy group Chemical group 0.000 claims description 16
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 13
- 230000003287 optical effect Effects 0.000 abstract description 10
- 239000000178 monomer Substances 0.000 abstract description 5
- 239000004988 Nematic liquid crystal Substances 0.000 abstract description 2
- 206010047571 Visual impairment Diseases 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 5
- 238000002156 mixing Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 238000011978 dissolution method Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/18—Polycyclic aromatic halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/91—Dibenzofurans; Hydrogenated dibenzofurans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/76—Dibenzothiophenes
-
- 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
Definitions
- the present invention relates to a liquid crystal composition, in particular to a nematic liquid crystal composition, and more particularly to a liquid crystal composition containing terphenyl and a cycloalkyl group at the end and its application; the liquid crystal composition provided by the present invention
- the object has a fast response time and a large contrast ratio, and is used in a liquid crystal display to improve the response speed and contrast of the liquid crystal display.
- LCD displays as the most mainstream displays, have been widely used in various products.
- negative liquid crystal displays are widely used in mobile phones, notebook computers, tablet computers, computer monitors, TV, etc.
- the liquid crystal panel tends to use an alignment layer (PI) with high impedance characteristics, and the high impedance alignment layer has Lower ionicity is very effective for improving the flicker and ionic afterimage of liquid crystal displays, but the high-impedance PI has a strong ability to adsorb ions, and is prone to RDC (residual voltage), resulting in a DC-type afterimage problem.
- PI alignment layer
- the present invention aims to provide a liquid crystal composition containing terphenyl and a cycloalkyl group at the end, the liquid crystal composition has large optical anisotropy, low rotational viscosity, large elastic constant, and good low temperature mutual solubility, so as to achieve improved
- the purpose of liquid crystal display response speed, contrast ratio and operating temperature is provided.
- the liquid crystal composition has negative dielectric anisotropy, is used in a liquid crystal display, has higher transmittance and has the effect of improving the flicker of the liquid crystal display; at the same time, the liquid crystal composition can weaken the RDC effect, which is useful for improving DC afterimage and Very effective for afterimage recovery.
- the liquid crystal composition provided by the present invention has high clearing point, Low rotational viscosity, large elastic constant and large optical anisotropy, and at the same time can weaken the RDC effect, which is very effective for improving DC-type afterimage and recovery of afterimage, so as to achieve a fast-response liquid crystal display with better display effect .
- the liquid crystal composition provided by the present invention has good low temperature mutual solubility, and can be better adapted to various use environments.
- the liquid crystal composition includes at least one of the compounds represented by the general formula I, at least one of the compounds represented by the general formula II, at least one of the compounds represented by the general formula III, and the general formula at least one of the compounds represented by formula IV;
- L 1 represents S or O; R 1 represents a straight-chain alkyl group of C 6 -C 12 ; X represents
- R 2 and R 3 each independently represent a C 1 -C 12 straight-chain alkyl group, a C 1 -C 12 straight-chain alkoxy group or a C 2 -C 12 straight-chain alkenyl group; a represents 0 or 1; A 1 represents
- R 4 and R 5 each independently represent a C 1 -C 12 straight-chain alkyl group, a C 1 -C 12 straight-chain alkoxy group, or a C 2 -C 12 straight-chain alkenyl group;
- R 6 and R 7 each independently represent a C 1 -C 12 straight-chain alkyl group, a C 1 -C 12 straight-chain alkoxy group, or a C 2 -C 12 straight-chain alkenyl group;
- L 2 , L 3 , and L 4 each independently represent H or F.
- liquid crystal composition in a liquid crystal display can effectively improve the response speed and contrast of the liquid crystal display, and improve the low temperature mutual solubility and afterimage.
- the compound represented by the general formula I is selected from one or more of the formula I-1 to the formula I-12:
- the compound represented by the general formula II is selected from one or more of the formula IIA to the formula IIF:
- R 2 and R 3 each independently represent a C 1 -C 7 straight-chain alkyl group, a C 1 -C 7 straight-chain alkoxy group, or a C 2 -C 7 straight-chain alkenyl group;
- the compound represented by general formula II is selected from one or more of formula IIA1 to formula IIF48:
- the compound represented by general formula III is selected from one or more of formula IIIA ⁇ formula IIIB:
- R 4 and R 5 each independently represent a C 1 -C 7 straight-chain alkyl group or a C 2 -C 7 straight-chain alkenyl group;
- the compound represented by general formula III is selected from one or more of formula IIIA1 to formula IIIB45:
- the compound represented by general formula IV is selected from one or more of formula IVA ⁇ formula IVB:
- R 6 represents a C 1 -C 7 straight-chain alkyl group or a C 2 -C 7 straight-chain alkenyl group
- R 7 represents a C 1 -C 7 straight-chain alkyl group or a C 1 -C 7 straight-chain alkane Oxygen
- the compound represented by general formula IV is selected from one or more of formula IVA1 to formula IVB36:
- the liquid crystal composition further comprises at least one of the compounds represented by the general formula V;
- R 8 and R 9 each independently represent a C 1 -C 12 straight-chain alkyl group, a C 1 -C 12 straight-chain alkoxy group, or a C 2 -C 12 straight-chain alkenyl group;
- a 2 , A 3 each independently represents trans-1,4-cyclohexyl or 1,4-phenylene;
- the compound represented by the above-mentioned general formula V is a compound with a neutral bicyclic structure, which has a very low rotational viscosity and is very effective for reducing the rotational viscosity of the liquid crystal composition.
- the compound represented by the general formula V is selected from one or more of the formulas VA to VC:
- R 8 and R 9 each independently represent a C 1 -C 7 straight-chain alkyl group, a C 1 -C 7 straight-chain alkoxy group, or a C 2 -C 7 straight-chain alkenyl group.
- the compound represented by general formula V is selected from one or more of formula VA1 to formula VC24:
- the liquid crystal composition further includes at least one of the compounds represented by the general formula VI;
- R 10 and R 11 each independently represent a C 1 -C 12 straight-chain alkyl group, a C 1 -C 12 straight-chain alkoxy group or a C 2 -C 12 straight-chain alkenyl group;
- a 4 represents a trans 1,4-cyclohexyl or 1,4-phenylene;
- the compound represented by general formula VI is selected from one or more of formula VIA ⁇ formula VIB:
- R 10 and R 11 each independently represent a C 1 -C 7 straight-chain alkyl group, a C 1 -C 7 straight-chain alkoxy group, or a C 2 -C 7 straight-chain alkenyl group;
- the compound represented by general formula VI is selected from one or more of formula VIA1 to formula VIB63:
- the liquid crystal composition of the present invention may contain, in addition to the above-mentioned compounds, a general antioxidant, an ultraviolet absorber, a light stabilizer, an infrared absorber, and the like.
- the liquid crystal composition comprises the following components in mass percentage:
- the liquid crystal composition comprises the following components in mass percentage:
- the liquid crystal composition comprises the following components in mass percentage:
- liquid crystal composition comprises the following components in mass percentage:
- the liquid crystal composition comprises the following components in mass percentage:
- the liquid crystal composition comprises the following components in mass percentage:
- the liquid crystal composition comprises the following components in mass percentage:
- the liquid crystal composition comprises the following components in mass percentage:
- the liquid crystal composition comprises the following components in mass percentage:
- the liquid crystal composition comprises the following components in mass percentage:
- the liquid crystal composition provided by the present invention improves the dielectric anisotropy, reduces the rotational viscosity and improves the mutual solubility through the compound represented by the general formula I; enhances the dielectric anisotropy and improves the mutual solubility through the compound represented by the general formula II;
- the elastic constant and clearing point are increased by the compound represented by the general formula III;
- the optical anisotropy and the dielectric anisotropy are increased by the compound represented by the general formula IV;
- the rotational viscosity is reduced by adding the compound of the general formula V; by adding the general formula Compounds of formula VI enhance the clearing point; thereby achieving liquid crystal compositions required for fast response liquid crystal displays.
- the liquid crystal panel tends to use an alignment layer (PI) with high impedance characteristics, and the high impedance alignment layer has Lower ionicity is very effective for improving the flicker and ionic afterimage of liquid crystal displays, but the high-impedance PI has a strong ability to adsorb ions, and is prone to RDC (residual voltage), resulting in a DC-type afterimage problem.
- PI alignment layer
- RDC residual voltage
- the preparation method of the liquid crystal composition of the present invention is not particularly limited, and can be produced by mixing two or more compounds by conventional methods, such as by mixing different components at high temperature and dissolving each other.
- the compound is dissolved in the solvent used for the compound and mixed, and then the solvent is distilled off under reduced pressure; or the liquid crystal composition of the present invention can be prepared according to a conventional method, such as placing the component with a smaller content in a higher It is obtained by dissolving in the main components with a large content at a high temperature, or dissolving each component in an organic solvent, such as acetone, chloroform or methanol, etc., and then mixing the solutions to remove the solvent.
- an organic solvent such as acetone, chloroform or methanol, etc.
- the liquid crystal composition of the present invention has low rotational viscosity, large elastic constant and large optical anisotropy, and further has a low ratio of rotational viscosity to elastic constant, thinner liquid crystal layer thickness, and is suitable for use in liquid crystal displays.
- the use of the liquid crystal display can significantly improve the response speed and contrast ratio of the liquid crystal display.
- the liquid crystal composition of the present invention has good low temperature mutual solubility, effectively improves the display temperature range, and contains the monomer represented by the general formula IV, which can effectively improve DC type afterimages , effectively improve the display effect.
- the present invention also provides the application of the above-mentioned liquid crystal composition in a liquid crystal display.
- the percentages in the present invention are percentages by weight; the unit of temperature is degrees Celsius; ⁇ n represents optical anisotropy (25°C); ⁇ and ⁇ represent parallel and perpendicular dielectric constants (25°C, 1000Hz), respectively; ⁇ represents the dielectric anisotropy (25°C, 1000Hz); ⁇ 1 represents the rotational viscosity (mPa.s, 25°C); Cp represents the clearing point (°C) of the liquid crystal composition; K 11 , K 22 , and K 33 represent the Splay, twist and bend elastic constants (pN, 25°C).
- the preparation of the liquid crystal composition adopts the thermal dissolution method, which includes the following steps: weighing the liquid crystal compound by weight percentage with a balance, wherein there is no specific requirement for the order of weighing and adding, usually the melting point of the liquid crystal compound is from high to low. Sequentially weigh and mix, heat and stir at 60-100°C to make the components dissolve evenly, then filter, spin-evaporate, and finally encapsulate to obtain the target sample.
- Table 2 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 3 The weight percentage and performance parameters of each component in the liquid crystal composition
- Table 4 The weight percentage and performance parameters of each component in the liquid crystal composition
- Table 5 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 6 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 7 The weight percentage and performance parameters of each component in the liquid crystal composition
- Table 8 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 9 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 10 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 11 The weight percentage and performance parameters of each component in the liquid crystal composition
- Table 12 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 13 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 14 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 15 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 16 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 17 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 18 The weight percentage and performance parameters of each component in the liquid crystal composition
- Table 19 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 20 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 21 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 22 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 23 The weight percentage and performance parameters of each component in the liquid crystal composition
- Table 24 The weight percentage and performance parameters of each component in the liquid crystal composition
- Table 25 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 26 The weight percentage and performance parameters of each component in the liquid crystal composition
- Table 27 Weight percentage and performance parameters of each component in the liquid crystal composition
- Table 28 The weight percentage and performance parameters of each component in the liquid crystal composition
- the liquid crystal composition provided in Example 1 has lower rotational viscosity, greater optical anisotropy ( ⁇ n) and greater elastic constant.
- ⁇ 1 is decreased by about 14%
- ⁇ n is increased by 0.011
- d 2 * ⁇ 1/K 22 is decreased by about 39%, that is, the response speed can be improved by about 39% when used in liquid crystal displays.
- the Kavg of Example 1 is increased by 1.4, and the known K avg increase in the art can improve the contrast ratio of the liquid crystal display, so the liquid crystal composition provided by the present invention has a higher contrast ratio.
- the liquid crystal composition provided by the present invention has low rotational viscosity, greater optical anisotropy and greater elastic constant, and can effectively improve the response speed and contrast of liquid crystal displays in displays. Therefore, the liquid crystal composition provided by the present invention is suitable for liquid crystal display devices, and can obviously improve the response speed characteristics and contrast characteristics of the liquid crystal display devices.
- the Host liquid crystal was prepared as the matrix, and the specific formula is shown in Table 30.
- Table 30 Weight percent of each component in Host liquid crystal
- Compound code Weight percentage (%) 2CPWO2 10 3CPWO2 10 3CCWO2 10 5CCWO2 10 3CWO2 14 5CWO2 6 3CPO1 5 3CC2 17 3CC4 8 1CPP3 5 3CPP1 5
- 3PGiWO2 and 3PWP2 were mixed with HOST liquid crystal in a weight ratio of 5%: 95% to make mixed liquid crystals.
- the specific test method of RDC is: at 60°C, add 10V DC voltage for 30min, then remove the voltage for 10min and test the residual voltage.
- the specific experimental results are shown in Table 32:
- the invention provides a liquid crystal composition containing terphenyl and a cycloalkyl group at the end and its application.
- the liquid crystal composition has low rotational viscosity, large elastic constant and large optical anisotropy, and further has a low ratio of rotational viscosity to elastic constant, thinner liquid crystal layer thickness, and can be used in liquid crystal displays.
- the liquid crystal composition of the present invention has good low temperature mutual solubility, effectively improves the display temperature range, and contains the monomer represented by the general formula IV, which can effectively improve the DC type afterimage, effectively. Improve the display effect, have better economic value and application prospects.
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Abstract
一种液晶组合物,具体涉及一种向列相液晶组合物,更具体地涉及一种含有三联苯与末端含有环烷基的液晶组合物及其应用;该液晶组合物具有低的旋转粘度、大的弹性常数与大的光学各向异性,进而具有低的旋转粘度与弹性常数的比值,更薄的液晶层厚度,其在液晶显示器中的使用能明显改善液晶显示器的响应速度和对比度,具有良好的低温互溶性,有效改善显示器使用温度范围,同时含有通式IV所代表的单体,可有效改善DC型残像,有效地改善显示效果。
Description
交叉引用
本申请要求2020年11月2日提交的专利名称为“一种含有三联苯与末端含有环烷基的液晶组合物及其应用”的第202011203659.9号中国专利申请的优先权,其全部公开内容通过引用整体并入本文。
本发明涉及一种液晶组合物,具体涉及一种向列相液晶组合物,更具体地涉及一种含有三联苯与末端含有环烷基的液晶组合物及其应用;本发明所提供的液晶组合物具有快的响应时间和大的对比度,用于液晶显示器中可提升液晶显示器的响应速度和对比度。
近年来,LCD显示器作为最主流的显示器,已广泛用于各种产品中,其中负性液晶显示器因为其独有的高透过率特性,广泛用于手机、笔记本电脑、平板电脑、电脑显示器、电视等方面。
目前,负性液晶显示器存在的主要劣势为响应速度较慢、低温互溶性较差,如何改善响应速度并改善低温互溶性成为负性液晶显示器的重要课题,通过研究发现,液晶的旋转粘度与弹性常数比值降低有助于改善液晶分子的响应速度,液晶的光学各向异性增加有助于降低显示器面板液晶层厚度,从而改善显示器的响应速度,但是液晶的低温互溶性并不理想。
随着用户对液晶显示器的显示效果要求越来越高,为了满足高性能和高品质的显示效果,液晶面板趋向于使用具有高的阻抗特性的配向层(PI),而高阻抗的配向层具有更低的离子性,对于改善液晶显示器的闪烁(Flicker)、离子型残像非常有效,但是高阻抗的PI吸附离子的能力较强,容易产生RDC(残余电压),形成DC型残像问题。
鉴于此,特提出本发明。
发明内容
本发明旨在提供一种含有三联苯与末端含有环烷基的液晶组合物,该液晶组合物具有大光学各向异性、低旋转粘度、大弹性常数,且低温互溶性好,以此实现改善液晶显示器响应速度、对比度与使用温度的目的。该液晶组合物具有负的介电各向异性,用于液晶显示器中具有更高的透过率和具有改善液晶显示器闪烁的效果;同时该液晶组合物可以减弱RDC效应,对于改善DC型残像以及对于残像恢复非常有效。
本领域公知,降低组合物的清亮点可以实现降低旋转粘度的目的,但是随着清亮点的降低,可导致显示器使用温度上限降低,而本发明所提供的的液晶组合物具有高的清亮点、低的旋转粘度、大的弹性常数和大的光学各向异性,同时可以减弱RDC效应,对于改善DC型残像以及对于残像恢复非常有效,从而实现快速响应的液晶显示器,并且具有更好的显示效果。此外,本发明所提供的液晶组合物具有良好的低温互溶性,可以更好的适应于各类使用环境中。
具体而言,所述液晶组合物包括通式I所代表的化合物中的至少一种,通式II所代表的化合物中的至少一种,通式III所代表的化合物中的至少一种,通式IV所代表的化合物中的至少一种;
通式III中,R
4、R
5各自独立地代表C
1~C
12的直链烷基、C
1~C
12的直链烷氧基或C
2~C
12的直链烯基;
通式IV中,R
6、R
7各自独立地代表C
1~C
12的直链烷基、C
1~C
12的直链烷氧基或C
2~C
12的直链烯基;L
2、L
3、L
4各自独立地代表H或F。
将上述液晶组合物用于液晶显示器中,可有效改善液晶显示器的响应速度和对比度,并改善低温互溶性和残像。
作为上述技术方案的优选,通式I所代表的化合物选自式I-1~式I-12中的一种或多种:
作为上述技术方案的优选,通式II所代表的化合物选自式IIA~式IIF中的一种或多种:
其中,R
2、R
3各自独立地代表C
1~C
7的直链烷基、C
1~C
7的直链烷氧基或C
2~C
7的直链烯基;
优选地,通式II所代表的化合物选自式IIA1~式IIF48中的一种或多种:
作为上述技术方案的优选,通式III所代表的化合物选自式IIIA~式IIIB中的一种或多种:
其中,R
4、R
5各自独立地代表C
1~C
7的直链烷基或C
2~C
7的直链烯基;
优选地,通式III所代表的化合物选自式IIIA1~式IIIB45中的一种或多种:
作为上述技术方案的优选,通式IV所代表的化合物选自式IVA~式IVB中的一种或多种:
其中,R
6代表C
1~C
7的直链烷基或C
2~C
7的直链烯基;R
7代表C
1~C
7的直链烷基或C
1~C
7的直链烷氧基;
优选地,通式IV所代表的化合物选自式IVA1~式IVB36中的一种或多种:
作为上述技术方案的优选,所述液晶组合物还包括通式V所代表的化合物中的至少一种;
其中,R
8、R
9各自独立地代表C
1~C
12的直链烷基、C
1~C
12的直链烷氧基或C
2~C
12的直链烯基;A
2、A
3各自独立地代表反式1,4-环己基或1,4-亚苯基;
本发明中,上述通式V所代表的化合物为中性两环结构化合物,该类化合物具有非常低的旋转粘度,对于降低液晶组合物的旋转粘度非常有效。
优选地,通式V所代表的化合物选自式VA~式VC中的一种或多种:
其中,R
8、R
9各自独立地代表C
1~C
7的直链烷基、C
1~C
7的直链烷氧基或C
2~C
7的直链烯基。
更优选地,通式V所代表的化合物选自式VA1~式VC24中的一种或多种:
作为上述技术方案的优选,所述液晶组合物还包括通式VI所代表的化合物中的至少一种;
其中,R
10、R
11各自独立地代表C
1~C
12的直链烷基、C
1~C
12的直链烷氧基或C
2~C
12的直链烯基;A
4代表反式1,4-环己基或1,4-亚苯基;
优选地,通式VI所代表的化合物选自式VIA~式VIB中的一种或多种:
其中,R
10、R
11各自独立地代表C
1~C
7的直链烷基、C
1~C
7的直链烷氧基或C
2~C
7的直链烯基;
更优选地,通式VI所代表的化合物选自式VIA1~式VIB63中的一种或多种:
本发明的液晶组合物中,除了上述的化合物以外,也可以含有通常的抗氧化剂、紫外线吸收剂、光稳定剂或红外线吸收剂等。
作为上述技术方案的优选,所述液晶组合物包含以下质量百分比的组分:
(1)、1~50%的通式I所代表的化合物;
(2)、5~70%的通式II所代表的化合物;
(3)、1~40%的通式III所代表的化合物;
(4)、1~50%的通式IV所代表的化合物;
(5)、0~70%的通式V所代表的化合物;
(6)、0~50%的通式VI所代表的化合物。
作为上述技术方案的优选,所述液晶组合物包含以下质量百分比的组分:
(1)、1~30%的通式I所代表的化合物;
(2)、10~70%的通式II所代表的化合物;
(3)、3~30%的通式III所代表的化合物;
(4)、1~30%的通式IV所代表的化合物;
(5)、10~60%的通式V所代表的化合物;
(6)、0~35%的通式VI所代表的化合物;
优选地,所述液晶组合物包含以下质量百分比的组分:
(1)、3~20%的通式I所代表的化合物;
(2)、15~65%的通式II所代表的化合物;
(3)、4~25%的通式III所代表的化合物;
(4)、1~25%的通式IV所代表的化合物;
(5)、15~55%的通式V所代表的化合物;
(6)、0~30%的通式VI所代表的化合物;
更优选地,所述液晶组合物包含以下质量百分比的组分:
(1)、3~15%的通式I所代表的化合物;
(2)、25~55%的通式II所代表的化合物;
(3)、4~20%的通式III所代表的化合物;
(4)、3~20%的通式IV所代表的化合物;
(5)、20~50%的通式V所代表的化合物;
(6)、0~20%的通式VI所代表的化合物;
作为上述技术方案的优选,所述液晶组合物包含以下质量百分比的组分:
(1)、3~25%的通式I所代表的化合物;
(2)、20~70%的通式II所代表的化合物;
(3)、4~20%的通式III所代表的化合物;
(4)、3~20%的通式IV所代表的化合物;
(5)、27~60%的通式V所代表的化合物;
(6)、0~20%的通式VI所代表的化合物;
优选地,所述液晶组合物包含以下质量百分比的组分:
(1)、3~15%的通式I所代表的化合物;
(2)、30~55%的通式II所代表的化合物;
(3)、4~15%的通式III所代表的化合物;
(4)、3~15%的通式IV所代表的化合物;
(5)、27~46%的通式V所代表的化合物;
(6)、0~10%的通式VI所代表的化合物;
作为上述技术方案的优选,所述液晶组合物包含以下质量百分比的组分:
(1)、6~30%的通式I所代表的化合物;
(2)、30~70%的通式II所代表的化合物;
(3)、1~20%的通式III所代表的化合物;
(4)、5~30%的通式IV所代表的化合物;
(5)、20~58%的通式V所代表的化合物;
(6)、0~15%的通式VI所代表的化合物;
优选地,所述液晶组合物包含以下质量百分比的组分:
(1)、7~18%的通式I所代表的化合物;
(2)、30~50%的通式II所代表的化合物;
(3)、1~12%的通式III所代表的化合物;
(4)、9~25%的通式IV所代表的化合物;
(5)、27~46%的通式V所代表的化合物;
(6)、0~12%的通式VI所代表的化合物;
作为上述技术方案的优选,所述液晶组合物包含以下质量百分比的组分:
(1)、1~15%的通式I所代表的化合物;
(2)、33~65%的通式II所代表的化合物;
(3)、4~20%的通式III所代表的化合物;
(4)、3~20%的通式IV所代表的化合物;
(5)、15~53%的通式V所代表的化合物;
(6)、0~15%的通式VI所代表的化合物;
优选地,所述液晶组合物包含以下质量百分比的组分:
(1)、1~7%的通式I所代表的化合物;
(2)、33~55%的通式II所代表的化合物;
(3)、6~15%的通式III所代表的化合物;
(4)、5~15%的通式IV所代表的化合物;
(5)、27~46%的通式V所代表的化合物;
(6)、0~10%的通式VI所代表的化合物。
本发明所提供的液晶组合物通过通式I所代表的化合物提升介电各向异性、降低旋转粘度及改善互溶性;通过通式II所代表的化合物提升介电各向异性和改善互溶性;通过通式III所代表的化合物提升弹性常数和清亮点;通过通式IV所代表的化合物增加光学各向异性和提升介电各向异性;通过添加通式V的化合物降低旋转粘度;通过添加通式VI的化合物提升清亮点;以此实现快速响应液晶显示器所需要的液晶组合物。
随着用户对液晶显示器的显示效果要求越来越高,为了满足高性能和高品质的显示效果,液晶面板趋向于使用具有高的阻抗特性的配向层(PI),而高阻抗的配向层具有更低的离子性,对于改善液晶显示器的闪烁(Flicker)、离子型残像非常有效,但是高阻抗的PI吸附离子的能力较强,容易产生RDC(残余电压),形成DC型残像问题。本发明研发人员发现,加入本发明所提供的通式IV 所代表的三联苯类单晶,可以减弱RDC效应,对于改善DC型残像以及对于残像恢复非常有效。
本发明所述液晶组合物的制备方法无特殊限制,可采用常规方法将两种或多种化合物混合进行生产,如通过在高温下混合不同组分并彼此溶解的方法制备,其中,将液晶组合物溶解在用于该化合物的溶剂中并混合,然后在减压下蒸馏出该溶剂;或者本发明所述液晶组合物可按照常规的方法制备,如将其中含量较小的组分在较高的温度下溶解在含量较大的主要组分中,或将各所属组分在有机溶剂中溶解,如丙酮、氯仿或甲醇等,然后将溶液混合去除溶剂后得到。
本发明所述液晶组合物具有低的旋转粘度、大的弹性常数与大的光学各向异性,进而具有低的旋转粘度与弹性常数的比值,更薄的液晶层厚度,其在液晶显示器中的使用能明显改善液晶显示器的响应速度和对比度,本发明所述液晶组合物具有良好的低温互溶性,有效改善显示器使用温度范围,同时含有通式IV所代表的单体,可有效改善DC型残像,有效地改善显示效果。
本发明同时提供上述液晶组合物在液晶显示器中的应用。
以下实施例用于说明本发明,但不用来限制本发明的范围。
除非另有说明,本发明中百分比为重量百分比;温度单位为摄氏度;△n代表光学各向异性(25℃);ε
∥和ε
⊥分别代表平行和垂直介电常数(25℃,1000Hz);△ε代表介电各向异性(25℃,1000Hz);γ1代表旋转粘度(mPa.s,25℃);Cp代表液晶组合物的清亮点(℃);K
11、K
22、K
33分别代表展曲、扭曲和弯曲弹性常数(pN,25℃)。
以下各实施例中,液晶化合物中基团结构用表1所示代码表示。
表1:液晶化合物的基团结构代码
以如下化合物结构为例:
表示为:6OSO1B
表示为:3CPW02
以下各实施例中,液晶组合物的制备均采用热溶解方法,包括以下步骤:用天平按重量百分比称量液晶化合物,其中称量加入顺序无特定要求,通常以液晶化合物熔点由高到低的顺序依次称量混合,在60~100℃下加热搅拌使得各组分溶解均匀,再经过滤、旋蒸,最后封装即得目标样品。
以下各实施例中,液晶组合物中各组分的重量百分比及液晶组合物的性能参数见下述表格。
实施例1
表2:液晶组合物中各组分的重量百分比及性能参数
实施例2
表3:液晶组合物中各组分的重量百分比及性能参数
实施例3
表4:液晶组合物中各组分的重量百分比及性能参数
实施例4
表5:液晶组合物中各组分的重量百分比及性能参数
实施例5
表6:液晶组合物中各组分的重量百分比及性能参数
实施例6
表7:液晶组合物中各组分的重量百分比及性能参数
实施例7
表8:液晶组合物中各组分的重量百分比及性能参数
实施例8
表9:液晶组合物中各组分的重量百分比及性能参数
实施例9
表10:液晶组合物中各组分的重量百分比及性能参数
实施例10
表11:液晶组合物中各组分的重量百分比及性能参数
实施例11
表12:液晶组合物中各组分的重量百分比及性能参数
实施例12
表13:液晶组合物中各组分的重量百分比及性能参数
实施例13
表14:液晶组合物中各组分的重量百分比及性能参数
实施例14
表15:液晶组合物中各组分的重量百分比及性能参数
实施例15
表16:液晶组合物中各组分的重量百分比及性能参数
实施例16
表17:液晶组合物中各组分的重量百分比及性能参数
实施例17
表18:液晶组合物中各组分的重量百分比及性能参数
实施例18
表19:液晶组合物中各组分的重量百分比及性能参数
实施例19
表20:液晶组合物中各组分的重量百分比及性能参数
实施例20
表21:液晶组合物中各组分的重量百分比及性能参数
实施例21
表22:液晶组合物中各组分的重量百分比及性能参数
实施例22
表23:液晶组合物中各组分的重量百分比及性能参数
实施例23
表24:液晶组合物中各组分的重量百分比及性能参数
实施例24
表25:液晶组合物中各组分的重量百分比及性能参数
实施例25
表26:液晶组合物中各组分的重量百分比及性能参数
实施例26
表27:液晶组合物中各组分的重量百分比及性能参数
对比例1
表28:液晶组合物中各组分的重量百分比及性能参数
将实施例1与对比例1所得液晶组合物的各性能参数值进行汇总比较,参见表29。
表29:液晶组合物的性能参数比较
项目 | △n | △ε | Cp | γ1 | K 11 | K 22 | K 33 | K avg | d(μm) | d 2*γ1/K 22 |
实施例1 | 0.115 | -3.4 | 88 | 92 | 16.6 | 8.3 | 18.8 | 14.6 | 3.0 | 99.8 |
对比例1 | 0.104 | -3.7 | 85 | 107 | 15.4 | 7.7 | 16.5 | 13.2 | 3.4 | 164.3 |
经比较可知:与对比例1相比,实施例1提供的液晶组合物具有更低的旋转粘度、更大的光学各向异性(△n)和更大的弹性常数,相对于对比例1,实施例1的γ1降低14%左右,△n提升了0.011,d
2*γ1/K
22降低39%左右,即用于液晶显示器中可以改善39%左右的响应速度。相对于对比例1,实施例1的Kavg提升了1.4,而本领域公知的K
avg提升可以提升液晶显示器的对比度,所以本发明提供的液晶组合物具有更高的对比度。
由以上实施例可知,本发明所提供的液晶组合物具有低的旋转粘度、更大的光学各向异性和更大的弹性常数,用显示器中可有效改善液晶显示器的响应速度与对比度。因此,本发明所提供的液晶组合物适用于液晶显示装置,能够明显改善液晶显示器的响应速度特性与对比度特性。
准备Host液晶,作为母体,具体配方如表30。
表30:Host液晶中各组分的重量百分比
化合物代码 | 重量百分比(%) |
2CPWO2 | 10 |
3CPWO2 | 10 |
3CCWO2 | 10 |
5CCWO2 | 10 |
3CWO2 | 14 |
5CWO2 | 6 |
3CPO1 | 5 |
3CC2 | 17 |
3CC4 | 8 |
1CPP3 | 5 |
3CPP1 | 5 |
分别将6OSO1B、7OSO1B与3OSO1B、4OSO1B与Host液晶以重量比10%:90%制成混合液晶,各取2g装在7ml西林瓶中,分别放置于-10℃与-20℃的低温冰箱中10天后观察液晶状态,进行低温互溶性验证,具体实验结果如表31所示:
表31:各化合物单体与Host混合后低温观察结果
名称 | -10℃ | -20℃ |
6OSO1B+Host | 正常 | 正常 |
7OSO1B+Host | 正常 | 正常 |
3OSO1B+Host | 正常 | 析晶 |
4OSO1B+Host | 正常 | 析晶 |
实验结果表明6OSO1B与7OSO1B用于混合液晶时低温互溶性更好,可以在更低温度下工作,而3OSO1B与4OSO1B低温互溶性差于6OSO1B与7OSO1B。由以上结果可推断通式Ⅰ化合物R
1为C
6~C
12时具有更好的低温互溶性,因此,本发明所提供的液晶组合物适用于液晶显示装置,能够明显扩大液晶显示器的使用温度范围。
将3PGiWO2和3PWP2分别与HOST液晶以重量比5%:95%制成混合液晶,将3PGiWO2+Host、3PWP2+Host、Host分别灌注到TN模式测试盒中,测试RDC。RDC具体测试方法为:在60℃下,加10V直流电压保持30min,之后撤去电压10min后测试残余电压。具体实验结果如表32所示:
表32:各化合物单体与Host混合后RDC测试结果
名称 | RDC(V) |
3PGiWO2+Host | 0.40 |
3PWP2+Host | 0.38 |
Host | 0.52 |
实验结果表明3PGiWO2和3PWP2用于混合液晶时,具有更低的RDC。根据以上结果,通式IV所代表的三联苯类单晶,可以减弱RDC效应,对于改善DC型残像以及对于残像恢复非常有效。
虽然,上文中已经用一般性说明、具体实施方式及试验,对本发明作了详尽的描述,但在本发明基础上,可以对之作一些修改或改进,这对本领域技术人员而言是显而易见的。因此,在不偏离本发明精神的基础上所做的这些修改或改进,均属于本发明要求保护的范围。
本发明提供一种含有三联苯与末端含有环烷基的液晶组合物及其应用。该液晶组合物具有低的 旋转粘度、大的弹性常数与大的光学各向异性,进而具有低的旋转粘度与弹性常数的比值,更薄的液晶层厚度,其在液晶显示器中的使用能明显改善液晶显示器的响应速度和对比度,本发明所述液晶组合物具有良好的低温互溶性,有效改善显示器使用温度范围,同时含有通式IV所代表的单体,可有效改善DC型残像,有效地改善显示效果,具有较好的经济价值和应用前景。
Claims (10)
- 一种含有三联苯与末端含有环烷基的液晶组合物,其特征在于,包括通式I所代表的化合物中的至少一种,通式II所代表的化合物中的至少一种,通式III所代表的化合物中的至少一种,通式IV所代表的化合物中的至少一种;通式III中,R 4、R 5各自独立地代表C 1~C 12的直链烷基、C 1~C 12的直链烷氧基或C 2~C 12的直链烯基;通式IV中,R 6、R 7各自独立地代表C 1~C 12的直链烷基、C 1~C 12的直链烷氧基或C 2~C 12的直链烯基;L 2、L 3、L 4各自独立地代表H或F。
- 根据权利要求7所述的含有三联苯与末端含有环烷基的液晶组合物,其特征在于,所述液晶组合物包含以下质量百分比的组分:(1)、1~50%的通式I所代表的化合物;(2)、5~70%的通式II所代表的化合物;(3)、1~40%的通式III所代表的化合物;(4)、1~50%的通式IV所代表的化合物;(5)、0~70%的通式V所代表的化合物;(6)、0~50%的通式VI所代表的化合物。
- 根据权利要求8所述的含有三联苯与末端含有环烷基的液晶组合物,其特征在于,所述液晶组合物包含以下质量百分比的组分:(1)、1~30%的通式I所代表的化合物;(2)、10~70%的通式II所代表的化合物;(3)、3~30%的通式III所代表的化合物;(4)、1~30%的通式IV所代表的化合物;(5)、10~60%的通式V所代表的化合物;(6)、0~35%的通式VI所代表的化合物;优选地,所述液晶组合物包含以下质量百分比的组分:(1)、3~20%的通式I所代表的化合物;(2)、15~65%的通式II所代表的化合物;(3)、4~25%的通式III所代表的化合物;(4)、1~25%的通式IV所代表的化合物;(5)、15~55%的通式V所代表的化合物;(6)、0~30%的通式VI所代表的化合物;更优选地,所述液晶组合物包含以下质量百分比的组分:(1)、3~15%的通式I所代表的化合物;(2)、25~55%的通式II所代表的化合物;(3)、4~20%的通式III所代表的化合物;(4)、3~20%的通式IV所代表的化合物;(5)、20~50%的通式V所代表的化合物;(6)、0~20%的通式VI所代表的化合物;或,所述液晶组合物包含以下质量百分比的组分:(1)、3~25%的通式I所代表的化合物;(2)、20~70%的通式II所代表的化合物;(3)、4~20%的通式III所代表的化合物;(4)、3~20%的通式IV所代表的化合物;(5)、27~60%的通式V所代表的化合物;(6)、0~20%的通式VI所代表的化合物;优选地,所述液晶组合物包含以下质量百分比的组分:(1)、3~15%的通式I所代表的化合物;(2)、30~55%的通式II所代表的化合物;(3)、4~15%的通式III所代表的化合物;(4)、3~15%的通式IV所代表的化合物;(5)、27~46%的通式V所代表的化合物;(6)、0~10%的通式VI所代表的化合物;或,所述液晶组合物包含以下质量百分比的组分:(1)、6~30%的通式I所代表的化合物;(2)、30~70%的通式II所代表的化合物;(3)、1~20%的通式III所代表的化合物;(4)、5~30%的通式IV所代表的化合物;(5)、20~58%的通式V所代表的化合物;(6)、0~15%的通式VI所代表的化合物;优选地,所述液晶组合物包含以下质量百分比的组分:(1)、7~18%的通式I所代表的化合物;(2)、30~50%的通式II所代表的化合物;(3)、1~12%的通式III所代表的化合物;(4)、9~25%的通式IV所代表的化合物;(5)、27~46%的通式V所代表的化合物;(6)、0~12%的通式VI所代表的化合物;或,所述液晶组合物包含以下质量百分比的组分:(1)、1~15%的通式I所代表的化合物;(2)、33~65%的通式II所代表的化合物;(3)、4~20%的通式III所代表的化合物;(4)、3~20%的通式IV所代表的化合物;(5)、15~53%的通式V所代表的化合物;(6)、0~15%的通式VI所代表的化合物;优选地,所述液晶组合物包含以下质量百分比的组分:(1)、1~7%的通式I所代表的化合物;(2)、33~55%的通式II所代表的化合物;(3)、6~15%的通式III所代表的化合物;(4)、5~15%的通式IV所代表的化合物;(5)、27~46%的通式V所代表的化合物;(6)、0~10%的通式VI所代表的化合物。
- 权利要求1~9任一项所述液晶组合物在液晶显示器中的应用。
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Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107267156A (zh) * | 2016-04-07 | 2017-10-20 | 北京八亿时空液晶科技股份有限公司 | 一种液晶组合物及其应用 |
CN107973766A (zh) * | 2016-10-21 | 2018-05-01 | 石家庄诚志永华显示材料有限公司 | 含有环烷基的氧芴衍生物的液晶化合物及其应用 |
CN109423303A (zh) * | 2017-08-22 | 2019-03-05 | 北京八亿时空液晶科技股份有限公司 | 一种含有苯并呋喃化合物的负介电液晶组合物及其应用 |
CN109423301A (zh) * | 2017-08-22 | 2019-03-05 | 北京八亿时空液晶科技股份有限公司 | 一种负介电各向异性液晶组合物及其应用 |
CN109913238A (zh) * | 2017-12-12 | 2019-06-21 | 北京八亿时空液晶科技股份有限公司 | 一种含有二苯并呋喃化合物的正负混合液晶组合物及其应用 |
CN109913235A (zh) * | 2017-12-12 | 2019-06-21 | 北京八亿时空液晶科技股份有限公司 | 一种含有二苯并噻吩化合物的正负混合液晶组合物及其应用 |
CN110300746A (zh) * | 2017-02-27 | 2019-10-01 | 捷恩智株式会社 | 具有二苯并呋喃环的化合物、液晶组合物及液晶显示元件 |
-
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Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107267156A (zh) * | 2016-04-07 | 2017-10-20 | 北京八亿时空液晶科技股份有限公司 | 一种液晶组合物及其应用 |
CN107973766A (zh) * | 2016-10-21 | 2018-05-01 | 石家庄诚志永华显示材料有限公司 | 含有环烷基的氧芴衍生物的液晶化合物及其应用 |
CN110300746A (zh) * | 2017-02-27 | 2019-10-01 | 捷恩智株式会社 | 具有二苯并呋喃环的化合物、液晶组合物及液晶显示元件 |
CN109423303A (zh) * | 2017-08-22 | 2019-03-05 | 北京八亿时空液晶科技股份有限公司 | 一种含有苯并呋喃化合物的负介电液晶组合物及其应用 |
CN109423301A (zh) * | 2017-08-22 | 2019-03-05 | 北京八亿时空液晶科技股份有限公司 | 一种负介电各向异性液晶组合物及其应用 |
CN109913238A (zh) * | 2017-12-12 | 2019-06-21 | 北京八亿时空液晶科技股份有限公司 | 一种含有二苯并呋喃化合物的正负混合液晶组合物及其应用 |
CN109913235A (zh) * | 2017-12-12 | 2019-06-21 | 北京八亿时空液晶科技股份有限公司 | 一种含有二苯并噻吩化合物的正负混合液晶组合物及其应用 |
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