WO2021042281A1 - 一种液晶组合物及其应用 - Google Patents

一种液晶组合物及其应用 Download PDF

Info

Publication number
WO2021042281A1
WO2021042281A1 PCT/CN2019/104320 CN2019104320W WO2021042281A1 WO 2021042281 A1 WO2021042281 A1 WO 2021042281A1 CN 2019104320 W CN2019104320 W CN 2019104320W WO 2021042281 A1 WO2021042281 A1 WO 2021042281A1
Authority
WO
WIPO (PCT)
Prior art keywords
general formula
compound represented
liquid crystal
carbon atoms
crystal composition
Prior art date
Application number
PCT/CN2019/104320
Other languages
English (en)
French (fr)
Inventor
袁瑾
储士红
陈海光
姜天孟
陈卯先
Original Assignee
北京八亿时空液晶科技股份有限公司
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 北京八亿时空液晶科技股份有限公司 filed Critical 北京八亿时空液晶科技股份有限公司
Priority to PCT/CN2019/104320 priority Critical patent/WO2021042281A1/zh
Priority to CN201980098645.4A priority patent/CN114144499B/zh
Publication of WO2021042281A1 publication Critical patent/WO2021042281A1/zh

Links

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
    • C09K19/06—Non-steroidal liquid crystal compounds
    • C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/14—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
    • C09K19/18—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain the chain containing carbon-to-carbon triple bonds, e.g. tolans
    • 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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02B—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO BUILDINGS, e.g. HOUSING, HOUSE APPLIANCES OR RELATED END-USER APPLICATIONS
    • Y02B20/00—Energy efficient lighting technologies, e.g. halogen lamps or gas discharge lamps

Definitions

  • the invention relates to a liquid crystal composition, which belongs to the field of liquid crystal display materials and liquid crystal dimming materials, and in particular to a liquid crystal composition with high quality and low power consumption characteristics suitable for various liquid crystal display devices and PDLC devices and the same application.
  • liquid crystals are widely used in the field of information display and dimming.
  • the application fields of liquid crystal compounds have significantly expanded to various display devices, electro-optical devices, electronic components, sensors, etc.
  • many different structures have been proposed, especially in the field of nematic liquid crystals. So far, nematic liquid crystal compounds have been widely used in flat panel displays and dimming fields.
  • the driving voltage is affected by the dielectric anisotropy of the liquid crystal material.
  • the liquid crystal composition provided by the present invention has high dielectric anisotropy and high voltage retention. The characteristics of this, to achieve the effect of effectively reducing power consumption.
  • the object of the present invention is to provide a liquid crystal composition, which has a large vertical dielectric, large optical anisotropy and high resistivity.
  • the liquid crystal composition includes: at least one or more compounds represented by general formula I, at least one or more compounds represented by general formula II, and at least one or more compounds represented by general formula III;
  • R 1 represents an alkyl group with 1 to 7 carbon atoms or an alkenyl group with 2 to 7 carbon atoms;
  • L 1 represents -H or -F;
  • a 1 represents 1,4-phenylene or 1,4-cyclohexylene;
  • a represents 0 or 1.
  • the general formula II has the following structure:
  • R 2 represents an alkyl group with 1-7 carbon atoms;
  • a 2 represents 1,4-phenylene or 1,4-cyclohexylene;
  • a 3 represents b and c each independently represent 0 or 1.
  • the general formula III has the following structure:
  • R 3 represents an alkyl group with 1 to 7 carbon atoms or an alkenyl group or alkoxy group with 2 to 7 carbon atoms
  • R 4 represents an alkyl group with 1 to 7 carbon atoms, an alkoxy group with 1 to 7 carbon atoms, Alkenyl with 2-7 carbon atoms or -F
  • a 4 represents 1,4-phenylene or 1,4-cyclohexylene
  • L 2 and L 3 are both -H or -F
  • d represents 0 or 1.
  • a compound represented by the general formula IV can be further added; the above-mentioned compound has the characteristics of higher polarity and excellent mutual solubility, and can improve the overall performance of the composition.
  • the general formula IV has the following structure:
  • R 4 represents an alkyl group of 1-7 carbon atoms
  • the present invention further proposes that the compound represented by the general formula I is a polar compound containing an ester group structure and a cyano group structure, and the structure has a large dielectric anisotropy.
  • the compounds represented by the general formula I are one or more of the structures shown in formulas IA to IH:
  • R 1 represents a direct alkyl group with 1 to 7 carbon atoms
  • R 2 in IH represents a direct alkyl group with 1 to 7 carbon atoms or an alkenyl group with 2 to 7 carbon atoms.
  • R 1 represents a linear alkyl group with 1 to 7 carbon atoms
  • R 2 in IH represents a linear alkyl group with 2 to 5 carbon atoms or a linear alkyl group with 2 to 5 carbon atoms. Alkenyl.
  • the compound represented by the general formula I is selected from one or more of the compounds represented by the formulas IA1 to ⁇ IH5:
  • the compound represented by the general formula I is selected from one or more of the compounds represented by the formulas IA1 to IA4, IB1 to IB4, and IC1 to IC4, especially one or more of the compounds represented by the formulas IA2 and IB2. Two kinds.
  • the liquid crystal composition provided by the present invention contains 15-60% by weight of the compound represented by general formula I, preferably 30-50% by weight of the compound represented by general formula I, more preferably 35-42 % By weight of the compound represented by the general formula I.
  • the present invention further proposes that the compound represented by the general formula II is a polar compound containing a 3,4,5-trifluorobenzene structure and a difluoromethoxy bridge bond or 2-methyl-3,4,5 -A polar compound with trifluorobenzene structure and difluoromethoxy bridge bond.
  • This structure has large dielectric anisotropy and high resistivity.
  • the compound represented by the general formula II is one or more of the structures shown in formulas IIA to IIF:
  • R 2 represents a linear alkyl group of 1 to 7 carbon atoms
  • R 2 represents a linear alkyl group of 2 to 5 carbon atoms
  • the compound represented by the general formula II is selected from one or more of the compounds represented by the formula IIA1 to the formula IIF4:
  • the liquid crystal composition provided by the present invention contains 3-30% by weight of the compound represented by general formula II, preferably 5-20% by weight of the compound represented by general formula II, more preferably 5-15 % By weight of the compound represented by Formula II.
  • the present invention further proposes that the compound represented by the general formula III contains an acetylene bond structure, which has large optical anisotropy.
  • the compound represented by the general formula III is one or more of the structures shown in formula IIIA, formula IIIB, and formula IIIC:
  • R 3 represents a linear alkyl group with 1 to 7 carbon atoms, a linear alkoxy group with 1 to 7 carbon atoms or a linear alkenyl group with 2 to 7 carbon atoms
  • R 4 represents a straight chain alkyl group with 1 to 7 carbon atoms, a straight chain alkoxy group with 1 to 7 carbon atoms, a straight chain alkenyl group with 2 to 7 carbon atoms or -F;
  • R 3 represents a linear alkyl group with 2 to 8 carbon atoms
  • R 4 represents a linear alkyl group with 1 to 5 carbon atoms, Atom straight-chain alkoxy group or straight-chain alkenyl group with 2 to 5 carbon atoms
  • the compound represented by the general formula III is selected from one or more of the compounds represented by formula IIIA1 to formula IIIA3, formula IIIB1 to formula IIIB4, and formula IIIC1 to formula IIIC9:
  • the compound represented by the general formula III is selected from one or more of IIIA1, IIIA2, and IIIA3.
  • the liquid crystal composition provided by the present invention contains 20-60% by weight of the compound represented by general formula III, preferably 30-50% by weight of the compound represented by general formula III, more preferably 35-48 % By weight of the compound represented by Formula III.
  • the present invention further proposes that the compound represented by the general formula IV contains a cyano group structure, which has large dielectric anisotropy and excellent mutual solubility.
  • the compound represented by general formula IV is selected from one or more of the compounds represented by formula IV1 to IV4:
  • the liquid crystal composition provided by the present invention contains 0-20% by weight of the compound represented by general formula IV, preferably 4-12% by weight of the compound represented by general formula IV, and more preferably 5-10% by weight. % By weight of the compound represented by formula IV.
  • the present invention further proposes that the liquid crystal composition contains the following compounds by weight percentage:
  • the liquid crystal composition contains the following components by weight percentage:
  • liquid crystal composition contains the following components by weight percentage:
  • the compound represented by the liquid crystal composite species provided by the present invention has high positive dielectric anisotropy (+ ⁇ ), and the compound represented by general formula II has high positive dielectric anisotropy (+ ⁇ ) And has a high charge retention rate, the compound represented by general formula III has the characteristics of large optical anisotropy, and the compound represented by general formula IV has good mutual solubility and positive dielectric anisotropy.
  • the synergy between the components can achieve excellent performance.
  • ultraviolet absorbers can also be added according to the situation, such as: benzotriazoles, benzophenones, triazines, benzoates; hindered Amine light stabilizer; hindered phenolic antioxidant.
  • the preparation method of the liquid crystal composition of the present invention is not particularly limited, and can be prepared by conventional methods, for example, mixing two or more liquid crystal compounds at high temperature and dissolving each other, that is, dissolving the liquid crystal compound in the solvent used for the compound and Mix, and then distill the solvent out under reduced pressure; or dissolve the smaller content in the main component with a larger content at a higher temperature, or dissolve each component in an organic solvent, Then, the solution is mixed and the solvent is removed.
  • the solvent used can be common organic solvents such as acetone, chloroform or methanol.
  • the liquid crystal composition of the present invention can be used in liquid crystal display devices and liquid crystal dimming devices, and is particularly suitable for PDLC devices.
  • the liquid crystal composition obtained by mixing -CF 2 O-containing monomers, cyano group-containing monomers and alkyne group-containing monomers to obtain a liquid crystal composition, under the premise of ensuring high dielectric, large optical anisotropy and low driving voltage, It effectively increases the voltage holding rate of the mixed liquid crystal, reduces the power consumption, and has broad application prospects.
  • percentages in the present invention are percentages by weight; temperature units are degrees Celsius; Cp represents the clearing point of the liquid crystal composition (unit: °C); ⁇ n represents optical anisotropy (test conditions: 20°C); ⁇ represents Dielectric anisotropy (test conditions: 25°C, 1000Hz); VHR represents voltage holding rate (test conditions: 60°C, drive voltage 1V hold for 0.3ms, release 6.5ms; unit: %);
  • Table 1 Group structure codes of liquid crystal compounds
  • Table 7 The 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
  • the comparison shows that the threshold voltage, optical anisotropy, and dielectric anisotropy of the liquid crystal mixture provided in Example 1 are basically the same as those of Comparative Example 1. In this case, the VHR of the liquid crystal mixture provided in Example 1 is higher. This means that the liquid crystal provided by the present invention has lower power consumption and can effectively save energy when the driving voltage and other conditions are similar.
  • the liquid crystal composition provided by the present invention contains both a highly polar dielectric anisotropic compound and a large optical anisotropic compound, and has the characteristics of low threshold, large optical anisotropy, and high VHR, and is effective The ground has lower power consumption while ensuring a low threshold. Therefore, the liquid crystal composition provided by the present invention is suitable for various display devices and PDLC devices.
  • the invention provides a liquid crystal composition with high quality and low power consumption characteristics suitable for various liquid crystal display devices and PDLC devices.
  • the liquid crystal composition includes at least one or more compounds represented by the general formula I, at least one or more compounds represented by the general formula II, and at least one or more compounds represented by the general formula III.
  • the liquid crystal composition provided by the present invention has a large vertical dielectric, large optical anisotropy, and high resistivity; at the same time, it effectively increases the The voltage retention rate of the mixed liquid crystal is reduced, the power consumption is reduced, and the hybrid liquid crystal has good economic value and application prospects.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Liquid Crystal Substances (AREA)

Abstract

一种具有高品质、低功耗特性的适用于各类液晶显示器件及PDLC装置的液晶组合物，属于液晶材料领域。液晶组合物包含至少一种或多种通式I所代表的化合物、至少一种或多种通式II所代表的化合物以及至少一种或多种通式III所代表的化合物。液晶组合物具有大的垂直介电、大的光学各向异性及较高电阻率；同时，在保证高介电、大光学各项异性与低驱动电压的前提下，有效的增加了混合液晶的电压保持率，降低了功耗，具有广阔的应用前景。

Description

一种液晶组合物及其应用 技术领域
本发明涉及一种液晶组合物，属于液晶显示材料领域与液晶调光材料领域，尤其涉及一种具有高品质、低功耗特性的适用于各类液晶显示器件及PDLC装置的液晶组合物及其应用。
背景技术
目前，液晶在信息显示领域与调光领域得到广泛应用。近几年，液晶化合物的应用领域已经显著拓宽到各类显示器件、电光器件、电子元件、传感器等。为此，已经提出许多不同的结构，特别是在向列型液晶领域，向列型液晶化合物迄今已经在平板显示器中与调光领域得到了广泛应用。
随着消费者对越来越高的要求，显示材料与调光材料在要求低驱动的同时，对功耗的问题越来越受重视。驱动电压受液晶材料介电各向异性所影响，介电各向异性越大，驱动电压越低，本发明所提供的液晶组合物在具有高介电各向异性的同时，具有高电压保持率的特点，实现有效降低功耗的效果。
发明内容
本发明的目的在于提供一种液晶组合物，所提供的液晶组合物具有大的垂直介电、大的光学各向异性及较高电阻率。所述液晶组合物，包含：至少一种或多种通式I所代表的化合物、至少一种或多种通式II所代表的化合物以及至少一种或多种通式III所代表的化合物；
其中，所述通式Ⅰ为如下结构：
Figure PCTCN2019104320-appb-000001
R 1代表1～7个碳原子的烷基或2～7碳原子的烯基；L 1表示-H或-F；A 1代表1,4-亚苯基或1,4-亚环己基；a代表0或1。
所述通式Ⅱ为如下结构：
Figure PCTCN2019104320-appb-000002
R 2代表1～7个碳原子的烷基；A 2代表1,4-亚苯基或1,4-亚环己基；A 3代表
Figure PCTCN2019104320-appb-000003
b与c各自独立地代表0或1。
所述通式Ⅲ为如下结构：
Figure PCTCN2019104320-appb-000004
R 3代表1～7个碳原子的烷基或2～7碳原子的烯基或烷氧基；R 4代表1～7个碳原子的烷基、1～7个碳原子的烷氧基、2～7碳原子的烯基或-F；A 4代表1,4-亚苯基或1,4-亚环己基；L 2、L 3同为-H或同为-F；d代表0或1。
本发明提供组合物中，还可以进一步添加通式Ⅳ所代表的化合物；上述化合物具有较高极性与优良的互溶性的特性，可以提高组合物的综合性能。
所述通式Ⅳ为如下结构：
Figure PCTCN2019104320-appb-000005
R 4代表1～7个碳原子的烷基；
本发明进一步提出的，所述通式I所代表的化合物为含有酯基结构与氰基结构的极性化合物，该结构具有大的介电各向异性。
所述通式I所代表的化合物为式IA～IH所示结构的一种或多种：
Figure PCTCN2019104320-appb-000006
Figure PCTCN2019104320-appb-000007
所述式IA～IG中，R 1代表1～7个碳原子的直连烷基；IH中R 2代表1～7个碳原子的直连烷基或2～7个碳原子的烯基。
优选地，所述式IA～IG中，R 1代表1～7个碳原子的直链烷基；IH中R 2代表2～5个碳原子的直链烷基或2～5个碳原子的烯基。
更优选地，所述通式I所代表的化合物选自式IA1至～IH5中所代表的化合物的一种或多种：
Figure PCTCN2019104320-appb-000008
Figure PCTCN2019104320-appb-000009
Figure PCTCN2019104320-appb-000010
进一步优选地，所述通式I所代表的化合物选自式IA1～IA4、IB1～IB4、IC1～IC4所 代表的化合物中的一种或多种，尤其是式IA2、IB2中的一种或两种。
优选地，本发明所提供的液晶组合物包含15～60％重量百分比的通式I所代表的化合物，优选包含30～50％重量百分比的通式I所代表的化合物，更优选包含35～42％重量百分比的通式I所代表的化合物。
本发明进一步提出的，所述通式II所代表的化合物为含有3,4,5-三氟苯结构与二氟甲氧基桥键的极性化合物或者2-甲基-3,4,5-三氟苯结构与二氟甲氧基桥键的极性化合物，该结构具有大的介电各向异性与较高的电阻率。所述通式II所代表的化合物为式IIA～IIF所示结构中的一种或多种：
Figure PCTCN2019104320-appb-000011
所述式IIA～式IIF中，R 2代表1～7个碳原子的直链烷基；
优选地，式IIA～式IIF中，R 2代表2～5个碳原子的直链烷基；
更优选地，所述通式II所代表的化合物选自式IIA1～式IIF4所代表的化合物的一种或多种：
Figure PCTCN2019104320-appb-000012
Figure PCTCN2019104320-appb-000013
Figure PCTCN2019104320-appb-000014
优选地，本发明所提供的液晶组合物包含3～30％重量百分比的通式II所代表的化合物，优选包含5～20％重量百分比的通式II所代表的化合物，更优选包含5～15％重量百分比的通式II所代表的化合物。
本发明进一步提出的，所述通式III所代表的化合物含炔键结构，该结构具有大的光学各向异性。所述通式III所代表的化合物为式IIIA、式IIIB、式IIIC所示结构中的一种或多种：
Figure PCTCN2019104320-appb-000015
Figure PCTCN2019104320-appb-000016
所述式IIIA、式IIIB和式IIIC中，R 3代表1～7个碳原子的直链烷基、1～7个碳原子直链烷氧基或2～7个碳原子的直链烯基；R 4代表1～7个碳原子直链烷基、1～7个碳原子直链烷氧基、2～7个碳原子的直链烯基或-F；
优选地，所述式IIIA、式IIIB和式IIIC中，R 3代表2～8个碳原子的直链烷基；R 4代表1～5个碳原子的直链烷基、1～5个碳原子的直链烷氧基或2～5个碳原子的直链烯基；
更优选地，所述通式III所代表的化合物选自式IIIA1～式IIIA3、式IIIB1～式IIIB4、式IIIC1～式IIIC9所代表的化合物的一种或几种：
Figure PCTCN2019104320-appb-000017
Figure PCTCN2019104320-appb-000018
更优选地，所述通式III所代表的化合物选自IIIA1、IIIA2、IIIA3中的一种或多种。
优选地，本发明所提供的液晶组合物包含20～60％重量百分比的通式III所代表的化合物，优选包含30～50％重量百分比的通式III所代表的化合物，更优选包含35～48％重量百分比的通式III所代表的化合物。
本发明进一步提出的，所述通式Ⅳ所代表的化合物含氰基结构，该结构具有大的介电各向异性与优良的互溶性。通式Ⅳ所代表的化合物选自式Ⅳ1～Ⅳ4所代表的化合物中的一种或多种：
Figure PCTCN2019104320-appb-000019
优选地，本发明所提供的液晶组合物包含0～20％重量百分比的通式Ⅳ所代表的化合物，优选包含4～12％重量百分比的通式Ⅳ所代表的化合物，更优选包含5～10％重量百分比的通式Ⅳ所代表的化合物。
本发明进一步提出的，所述液晶组合物包含以下重量百分比的化合物：
1)15～60％的通式I所代表的化合物，
2)3～30％的通式II所代表的化合物，
3)20～60％的通式III所代表的化合物，
4)0～20％的通式IV所代表的化合物。
优选地，所述液晶组合物包含以下重量百分比的组分：
1)30～50％的通式I所代表的化合物，
2)5～20％的通式II所代表的化合物，
3)30～50％的通式III所代表的化合物，
4)4～12％的通式IV所代表的化合物。
更优选地，所述液晶组合物包含以下重量百分比的组分：
1)35～42％的通式I所代表的化合物，
2)5～15％的通式II所代表的化合物，
3)35～48％的通式III所代表的化合物，
4)5～10％的通式IV所代表的化合物。
本发明所提供的液晶组合物种通式Ⅰ所代表的化合物具有高的正介电各向异性(+△ε)，通式Ⅱ代表的化合物具有高的正介电各向异性(+△ε)且具有高的电荷保持率，通式Ⅲ所代表的化合物具有大光学各向异性的特性，通式IV所代表的化合物具有良好的互溶性和正的介电各向异性。各组分之间协同作用，可以实现优异的性能。
为了提高液晶组合物对于热及光特别是紫外光的稳定性，也可根据情况加入紫外线吸收剂，例如：苯并***类、二苯甲酮类、三嗪类、苯甲酸酯类；受阻胺类光稳定剂；受阻酚类抗氧化剂。
本发明所述液晶组合物的制备方法无特殊限制，可采用常规方法制备，例如将两种或多种液晶化合物在高温下混合并彼此溶解，即将液晶化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，然后将溶液混合后去除溶剂后得到。其中，所用溶剂可以是丙酮、氯仿或甲醇等常用有机溶剂。
本发明所述液晶组合物可用于液晶显示装置与液晶调光装置，尤其适用于PDLC装置。
本发明通过采用含—CF 2O—单体、含氰基单体与含炔基单体混合，所得液晶组合物，在保证高介电、大光学各项异性与低驱动电压的前提下，有效的增加了混合液晶的电压保持率，降低了功耗，具有广阔的应用前景。
具体实施方式
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；Cp代表液晶组合物的清亮点(单位：℃)；△n代表光学各向异性(测试条件：20℃)；△ε代表介电各向异性(测试条件：25℃，1000Hz)；VHR代表电压保持率(测试条件：60℃，驱动电压1V保持0.3ms，释放6.5ms；单位：％)；
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
Figure PCTCN2019104320-appb-000020
以如下化合物结构为例：
Figure PCTCN2019104320-appb-000021
表示为：3PGUQUF
Figure PCTCN2019104320-appb-000022
表示为：V2PZUCN
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
Figure PCTCN2019104320-appb-000023
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
Figure PCTCN2019104320-appb-000024
Figure PCTCN2019104320-appb-000025
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
Figure PCTCN2019104320-appb-000026
Figure PCTCN2019104320-appb-000027
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
Figure PCTCN2019104320-appb-000028
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
Figure PCTCN2019104320-appb-000029
Figure PCTCN2019104320-appb-000030
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
Figure PCTCN2019104320-appb-000031
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
Figure PCTCN2019104320-appb-000032
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
Figure PCTCN2019104320-appb-000033
Figure PCTCN2019104320-appb-000034
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
Figure PCTCN2019104320-appb-000035
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
Figure PCTCN2019104320-appb-000036
对比例1
表12：液晶组合物中各组分的重量百分比及性能参数
Figure PCTCN2019104320-appb-000037
Figure PCTCN2019104320-appb-000038
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13。
表13：液晶组合物的性能参数比较
  Cp △n Δε VHR
实施例1 108 0.251 24.1 80
对比例1 106 0.252 24.6 70
经比较可知：与对比例1相比实施例1提供的液晶混合物的阈值电压、光学各向异性、介电各向异性基本一致，在此情况下实施例1提供的液晶混合物的VHR更高，这就表示在驱动电压等条件近似的情况下，本发明所提供的液晶具有更低的功耗，可以有效节省能源。
由以上实施例可知，本发明所提供的液晶组合物同时含有强极性的介电各向异性化合物以及大光学各向异性化合物，具有低阈值、大光学各向异性以及高VHR的特性，有效地在保证低阈值的同时功耗更低。因此本发明所提供的液晶组合物适用于各类显示器件以及PDLC装置。
工业实用性
本发明提供一种具有高品质、低功耗特性的适用于各类液晶显示器件及PDLC装置的液晶组合物。所述液晶组合物包含至少一种或多种通式I所代表的化合物、至少一种或多种通式II所代表的化合物以及至少一种或多种通式III所代表的化合物。本发明提供的液晶组合物具有大的垂直介电、大的光学各向异性及较高电阻率；同时，在保证高介电、大光学各项异性与低驱动电压的前提下，有效的增加了混合液晶的电压保持率，降低了功耗，具有较好的经济价值和应用前景。
Figure PCTCN2019104320-appb-000039
Figure PCTCN2019104320-appb-000040

Claims (9)

  1. 一种液晶组合物，其特征在于，所述组合物包含：至少一种或多种通式I所代表的化合物：
    Figure PCTCN2019104320-appb-100001
    其中，R 1代表1～7个碳原子的烷基或2～7碳原子的烯基；L 1表示-H或-F；A 1代表1,4-亚苯基或1,4-亚环己基；a代表0或1；
    和至少一种或多种通式II所代表的化合物：
    Figure PCTCN2019104320-appb-100002
    其中，R 2代表1～7个碳原子的烷基；A 2代表1,4-亚苯基或1,4-亚环己基；A 3代表
    Figure PCTCN2019104320-appb-100003
    b与c各自独立地代表0或1；
    以及至少一种或多种通式III所代表的化合物：
    Figure PCTCN2019104320-appb-100004
    其中，R 3代表1～7个碳原子的烷基或2～7碳原子的烯基或烷氧基；R 4代表1～7个碳原子的烷基、1～7个碳原子的烷氧基、2～7碳原子的烯基或-F；A 4代表1,4-亚苯基或1,4-亚环己基；L 2、L 3同为-H或同为-F；d代表0或1。
  2. 根据权利要求1所述的液晶组合物，其特征在于，所述组合物进一步包含通式Ⅳ所代表的化合物：
    Figure PCTCN2019104320-appb-100005
    其中，R 4代表1～7个碳原子的烷基。
  3. 根据权利要求1或2所述的液晶组合物，其特征在于，所述通式I代表的化合 物为式IA～IH所示结构中的一种或多种：
    Figure PCTCN2019104320-appb-100006
    其中，所述式IA～IG中的R 1代表1～7个碳原子的直连烷基；所述式IH中的R 2代表1～7个碳原子的直连烷基或2～7个碳原子的烯基；
    优选地，所述式IA～IG中的R 1代表1～7个碳原子的直链烷基；所述式IH中的R 2代表2～5个碳原子的直链烷基或2～5个碳原子的烯基；
    更优选地，所述通式I代表的化合物选自式IA1至～IH5中所代表的化合物中的一种或多种：
    Figure PCTCN2019104320-appb-100007
    Figure PCTCN2019104320-appb-100008
    Figure PCTCN2019104320-appb-100009
    Figure PCTCN2019104320-appb-100010
    优选地，所述通式I所代表的化合物选自式IA-1～IA-4、IB1～IB4、IC-1～IC-4所代表的化合物中的一种或多种，优选选自式IA2、IB2中的一种或两种；
    优选地，所述液晶组合物包含15～60％重量百分比的通式I所代表的化合物，优选包含30～50％重量百分比的通式I所代表的化合物，更优选包含35～42％重量百分比的通式I所代表的化合物。
  4. 根据权利要求1-3中任一项所述的液晶组合物，其特征在于，所述通式II所代表的化合物为式IIA～IIF所示结构中的一种或多种：
    Figure PCTCN2019104320-appb-100011
    其中，所述式IIA～式IIF中的R 2代表1～7个碳原子的直链烷基；
    优选地，所述式IIA～式IIF中的R 2代表2～5个碳原子的直链烷基；
    更优选地，所述通式II所代表的化合物选自式IIA1～式IIF4所代表的化合物的一种或多种：
    Figure PCTCN2019104320-appb-100012
    Figure PCTCN2019104320-appb-100013
    优选地，所述液晶组合物包含3～30％重量百分比的通式II所代表的化合物，优选包含5～20％重量百分比的通式II所代表的化合物，更优选包含5～15％重量百分比的通式II 所代表的化合物。
  5. 根据权利要求1-4中任一项所述的液晶组合物，其特征在于，所述通式III所代表的化合物为式IIIA、式IIIB、式IIIC所示结构中的一种或多种：
    Figure PCTCN2019104320-appb-100014
    其中，所述式IIIA、式IIIB和式IIIC中的R 3代表1～7个碳原子的直链烷基、1～7个碳原子直链烷氧基或2～7个碳原子的直链烯基；R 4代表1～7个碳原子直链烷基、1～7个碳原子直链烷氧基、2～7个碳原子的直链烯基或-F；
    优选地，所述式IIIA、式IIIB和式IIIC中的R 3代表2～8个碳原子的直链烷基；R 4代表1～5个碳原子的直链烷基、1～5个碳原子的直链烷氧基或2～5个碳原子的直链烯基；
    更优选地，所述通式III所代表的化合物选自式IIIA1～式IIIA3、式IIIB1～式IIIB4、式IIIC1～式IIIC9所代表的化合物的一种或几种：
    Figure PCTCN2019104320-appb-100015
    Figure PCTCN2019104320-appb-100016
    更优选地，所述通式III所代表的化合物选自IIIA1、IIIA2、IIIA3中的一种或多种；
    优选地，所述液晶组合物包含20～60％重量百分比的通式III所代表的化合物，优选包含30～50％重量百分比的通式III所代表的化合物，更优选包含35～48％重量百分比的通式III所代表的化合物。
  6. 根据权利要求1-5中任一项所述的液晶组合物，其特征在于，所述通式Ⅳ所代表的化合物选自式IV1～IV4所代表的化合物中的一种或多种：
    Figure PCTCN2019104320-appb-100017
    优选地，所述液晶组合物包含0～20％重量百分比的通式Ⅳ所代表的化合物，优选包含4～12％重量百分比的通式Ⅳ所代表的化合物，更优选包含5～10％重量百分比的 通式Ⅳ所代表的化合物。
  7. 根据权利要求2-6中任一项所述的液晶组合物，其特征在于，所述液晶组合物包含以下重量百分比的化合物：
    1)15～60％的通式I所代表的化合物，
    2)3～30％的通式II所代表的化合物，
    3)20～60％的通式III所代表的化合物，
    4)0～20％的通式IV所代表的化合物；
    优选地，所述液晶组合物包含以下重量百分比的组分：
    1)30～50％的通式I所代表的化合物，
    2)5～20％的通式II所代表的化合物，
    3)30～50％的通式III所代表的化合物，
    4)4～12％的通式IV所代表的化合物；
    更优选地，所述液晶组合物包含以下重量百分比的组分：
    1)35～42％的通式I所代表的化合物，
    2)5～15％的通式II所代表的化合物，
    3)35～48％的通式III所代表的化合物，
    4)5～10％的通式IV所代表的化合物。
  8. 根据权利要求1-7中任一项所述的液晶组合物，其特征在于，所述液晶组合物进一步包含紫外线吸收剂、受阻胺类光稳定剂、受阻酚类抗氧化剂；
    优选地，所述紫外线吸收剂为苯并***类、二苯甲酮类、三嗪类、苯甲酸酯类。
  9. 权利要求1-8中任一项所述的液晶组合物在液晶显示装置与液晶调光装置中的应用。
PCT/CN2019/104320 2019-09-04 2019-09-04 一种液晶组合物及其应用 WO2021042281A1 (zh)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/CN2019/104320 WO2021042281A1 (zh) 2019-09-04 2019-09-04 一种液晶组合物及其应用
CN201980098645.4A CN114144499B (zh) 2019-09-04 2019-09-04 一种液晶组合物及其应用

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2019/104320 WO2021042281A1 (zh) 2019-09-04 2019-09-04 一种液晶组合物及其应用

Publications (1)

Publication Number Publication Date
WO2021042281A1 true WO2021042281A1 (zh) 2021-03-11

Family

ID=74851995

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2019/104320 WO2021042281A1 (zh) 2019-09-04 2019-09-04 一种液晶组合物及其应用

Country Status (2)

Country Link
CN (1) CN114144499B (zh)
WO (1) WO2021042281A1 (zh)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113234452A (zh) * 2021-05-27 2021-08-10 重庆汉朗精工科技有限公司 一种液晶组合物及其应用

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112824494B (zh) * 2019-11-21 2024-05-10 石家庄诚志永华显示材料有限公司 液晶组合物、高频组件及微波天线阵列

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050006624A1 (en) * 2003-05-14 2005-01-13 Takashi Kato Perfluoropropenyl-containing compound, liquid crystal composition and liquid crystal display element
CN102140350A (zh) * 2010-12-31 2011-08-03 北京八亿时空液晶科技股份有限公司 一种向列相液晶组合物
CN104662125A (zh) * 2015-01-23 2015-05-27 北京欣奕华科技有限公司 液晶化合物及其制备方法、液晶组合物和液晶显示面板
CN106433691A (zh) * 2015-08-07 2017-02-22 默克专利股份有限公司 液晶介质
CN107636114A (zh) * 2015-07-02 2018-01-26 Dic株式会社 液晶组合物及使用其的液晶显示元件
CN109181712A (zh) * 2018-10-10 2019-01-11 西安近代化学研究所 一种具有二氟甲醚桥键的苯并呋喃液晶化合物及其组合物

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102128242B1 (ko) * 2012-03-06 2020-06-30 메르크 파텐트 게엠베하 콜레스테릭 액정 매질 및 액정 디스플레이
JP2019531373A (ja) * 2016-08-24 2019-10-31 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ 液晶媒体および液晶ディスプレイ
KR20190076882A (ko) * 2017-12-22 2019-07-02 메르크 파텐트 게엠베하 액정 매질 및 액정 디스플레이

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050006624A1 (en) * 2003-05-14 2005-01-13 Takashi Kato Perfluoropropenyl-containing compound, liquid crystal composition and liquid crystal display element
CN102140350A (zh) * 2010-12-31 2011-08-03 北京八亿时空液晶科技股份有限公司 一种向列相液晶组合物
CN104662125A (zh) * 2015-01-23 2015-05-27 北京欣奕华科技有限公司 液晶化合物及其制备方法、液晶组合物和液晶显示面板
CN107636114A (zh) * 2015-07-02 2018-01-26 Dic株式会社 液晶组合物及使用其的液晶显示元件
CN106433691A (zh) * 2015-08-07 2017-02-22 默克专利股份有限公司 液晶介质
CN109181712A (zh) * 2018-10-10 2019-01-11 西安近代化学研究所 一种具有二氟甲醚桥键的苯并呋喃液晶化合物及其组合物

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113234452A (zh) * 2021-05-27 2021-08-10 重庆汉朗精工科技有限公司 一种液晶组合物及其应用

Also Published As

Publication number Publication date
CN114144499A (zh) 2022-03-04
CN114144499B (zh) 2023-06-30

Similar Documents

Publication Publication Date Title
TWI607078B (zh) 液晶介質、其安定化之方法及液晶顯示器
KR102245557B1 (ko) 액정 매질, 이의 안정화 방법, 및 액정 디스플레이
WO2021042281A1 (zh) 一种液晶组合物及其应用
JP7049831B2 (ja) 液晶媒体
CN103242860B (zh) 液晶组合物及液晶显示器件
CN113512428A (zh) 一种具有负介电各向异性的液晶组合物及其应用
DE102011105481A1 (de) Flüssigkristallines Medium mit Stabilisator
CN102250625B (zh) 一种快速响应液晶组合物
CN104593002A (zh) 一种具有快速响应的液晶组合物
WO2021134879A1 (zh) 一种具有高对比度的正性液晶组合物
CN102816572A (zh) 大介电各项异性高光学各向异性液晶组合物及其制备方法与应用
CN106316925A (zh) 一种有机电致发光化合物及其应用
WO2022252416A1 (zh) 一种负介电各向异性液晶组合物及其应用
CN114644632B (zh) 基于双吡啶并吩嗪受体的热激活延迟荧光材料及其制备方法与应用
CN103525433B (zh) 含二氟亚甲基醚基化合物的液晶组合物
CN104371743B (zh) 液晶组合物及液晶显示器件
CN103421516B (zh) 具有超宽温和高耐候性的液晶组合物及其显示器
CN107759774B (zh) 主链含s,s-二氧-二苯并噻吩的d-a型聚合物及其制备方法与应用
WO2021127952A1 (zh) 一种低粘度快响应的液晶组合物及在液晶显示器中的应用
WO2021253625A1 (zh) 一种负性液晶组合物、液晶显示元件或液晶显示器
WO2019085684A1 (zh) 一种含有氰基苯或者硫氰基苯的化合物及其在有机电致发光器件上的应用
WO2013053193A1 (zh) 包含1,2-二氟乙烯和二氟亚甲基醚结构的化合物及其制备和应用
CN113072956A (zh) 一种含有苯丙噻吩的高对比负性液晶组合物及其应用
TWI820620B (zh) 一種液晶組合物及其應用
CN109233868B (zh) 一种负介电向列相液晶介质及其应用

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 19944220

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 19944220

Country of ref document: EP

Kind code of ref document: A1