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WO2016062209A1 - 液晶组合物及其显示器件 - Google Patents

液晶组合物及其显示器件 Download PDF

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Publication number
WO2016062209A1
WO2016062209A1 PCT/CN2015/091756 CN2015091756W WO2016062209A1 WO 2016062209 A1 WO2016062209 A1 WO 2016062209A1 CN 2015091756 W CN2015091756 W CN 2015091756W WO 2016062209 A1 WO2016062209 A1 WO 2016062209A1
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liquid crystal
crystal composition
compound
total weight
weight
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English (en)
French (fr)
Inventor
王盼盼
韩文明
马文阳
张文琦
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Jiangsu Hecheng Display Technology Co Ltd
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Jiangsu Hecheng Display Technology Co Ltd
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Priority to KR1020177011977A priority Critical patent/KR101958398B1/ko
Priority to US15/504,324 priority patent/US9951276B2/en
Publication of WO2016062209A1 publication Critical patent/WO2016062209A1/zh
Anticipated expiration legal-status Critical
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    • C09K19/00Liquid crystal materials
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • C09K19/3405Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a five-membered ring
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    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
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    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K2019/0444Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
    • C09K2019/0466Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the linking chain being a -CF2O- chain
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    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
    • C09K2019/121Compounds containing phenylene-1,4-diyl (-Ph-)
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    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
    • C09K2019/3021Cy-Ph-Ph-Cy
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    • C09K19/00Liquid crystal materials
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3402Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
    • C09K2019/3422Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring

Definitions

  • the present invention relates to a liquid crystal composition, and more particularly to having a large optical anisotropy, a large dielectric anisotropy, a high clearing point, a fast response speed, a high resistivity, and a good
  • a liquid crystal composition having high temperature stability and UV stability, and a liquid crystal display device comprising the liquid crystal composition are particularly to having a large optical anisotropy, a large dielectric anisotropy, a high clearing point, a fast response speed, a high resistivity, and a good.
  • the liquid crystal material is a mixture of organic rod-shaped small molecule compounds having both fluidity of liquid and anisotropy of crystal at a certain temperature.
  • Liquid crystal materials are mainly used as dielectrics in displays because the optical properties of such materials can be varied by the applied voltage.
  • a liquid crystal display is a display that utilizes photoelectric change of a liquid crystal, and has an attractive advantage such as small size, light weight, low power consumption, and good display quality, and thus has become a mainstream of flat panel displays in recent years.
  • electro-optical modes employed in existing liquid crystal displays are, for example, twisted nematic (TN)-, super-twisted nematic (STN)-, optically compensated bend (OCB)- and electronically controlled birefringence (ECB)-modes and their The pattern of various variants. All of these modes use an electric field that is substantially perpendicular to the substrate, or perpendicular to the liquid crystal layer. In addition to these modes, there are electro-optical modes, such as planes, that employ an electric field substantially parallel to the substrate, or the liquid crystal layer. Internal switching mode.
  • TN twisted nematic
  • STN super-twisted nematic
  • OCB optically compensated bend
  • ECB electronically controlled birefringence
  • a liquid crystal medium comprising a liquid crystal composition must have a suitable wide range of nematic phases and a suitable birefringence, and the dielectric anisotropy should be high enough to allow a reasonably low operating voltage.
  • Liquid crystal display materials also need to have a suitable wide nematic phase temperature range, high temperature stability and the like to meet the requirements of maintaining good display in various environments.
  • Liquid crystal compositions suitable for use in LCDs and in particular for TFT displays are known, for example, from JP 07-181439, EP 0 667 555, EP 0 673 986, DE 195 094 010, DE 195 28 106, DE 195 28 107, WO 962 385, and WO 962 852.
  • these liquid crystal compositions have significant disadvantages. Most of them, among other things, result in unfavorably long response times, have too low resistivity and require excessive operating voltages.
  • liquid crystal materials it is particularly desirable to have properties required for practical applications, such as a higher nematic phase temperature upper limit, appropriate optical anisotropy, good dielectric anisotropy, high temperature stability, and high resistivity.
  • Liquid crystal composition a higher nematic phase temperature upper limit, appropriate optical anisotropy, good dielectric anisotropy, high temperature stability, and high resistivity.
  • An object of the present invention is to provide a large optical anisotropy, a large dielectric anisotropy, a high clearing point, a fast response speed, a high electrical resistivity, and a good high temperature stability.
  • UV stabilized liquid crystal group The liquid crystal composition is suitable for use in a liquid crystal display, in particular, a liquid crystal display having a fast response requirement, so that when the liquid crystal display is operated in a harsh environment, the image display effect is good and there is no smear phenomenon.
  • a liquid crystal composition comprising:
  • R 1 , R 2 , R 3 and R 4 are the same or different and each independently represents H, a linear alkyl group or alkoxy group having 1 to 7 carbon atoms, or an alkenyl group having 2 to 7 carbon atoms;
  • n 1, 2 or 3;
  • n 0 or 1.
  • the compound of the formula I accounts for 5-30% by weight of the total liquid crystal composition; the compound of the formula II accounts for 30-70% of the total weight of the liquid crystal composition; And the compound of the formula III accounts for 15-40% of the total weight of the liquid crystal composition.
  • the compound of formula I is selected from one or more of the group consisting of:
  • the compound of formula II is selected from one or more of the group consisting of:
  • R 2 and R 3 are the same or different and each independently represents a linear alkyl group having 1 to 5 carbon atoms.
  • the compound of the formula II-1 is selected from one or more of the group consisting of:
  • the compound of the formula II-2 is selected from one or more of the group consisting of:
  • the compound of the formula II-3 is selected from one or more of the group consisting of:
  • the compound of the formula II-4 is selected from one or more of the group consisting of:
  • the compound of the formula II-5 is selected from one or more of the group consisting of:
  • the compound of the formula II-6 is selected from one or more of the group consisting of:
  • the compound of the formula II-7 is selected from the group consisting of the following compounds Or a variety of compounds:
  • the compound of the formula II-8 is selected from one or more of the group consisting of:
  • the compound of the formula II-9 is selected from one or more of the group consisting of:
  • the compound of the formula II-10 is selected from one or more of the group consisting of:
  • the compound of the formula II-11 is selected from one or more of the following group of compounds:
  • the compound of the formula II-12 is selected from one or more of the group consisting of:
  • the compound of formula III is selected from one or more of the group consisting of:
  • R 4 represents a linear alkyl group having 1 to 5 carbon atoms.
  • the compound of the formula III-1 is selected from one or more of the group consisting of:
  • the compound of the formula III-2 is selected from one or more of the group consisting of:
  • the compound of the formula III-6 is selected from one or more of the group consisting of:
  • the compound of the formula III-7 is selected from one or more of the group consisting of:
  • the compound of the formula III-8 is selected from one or more of the group consisting of:
  • the compound of the formula III-9 is selected from one or more of the group consisting of:
  • the compound of the formula III-10 is selected from one or more of the group consisting of:
  • the compound of the formula III-11 is selected from the group consisting of the following compounds Compound or compounds:
  • the compound of the formula III-12 is selected from one or more of the group consisting of:
  • the liquid crystal composition of the present invention further comprises one or more compounds of the formula IV in an amount of from 1 to 30% of the liquid crystal composition.
  • R 5 represents a linear alkyl group or alkoxy group having 1 to 7 carbon atoms
  • H may be replaced by F
  • L 1 and L 2 are the same or different and each independently represents H or F.
  • the compound of the formula IV is selected from one or more of the group consisting of:
  • compounds of IV-1, IV-3, IV-5, IV-6, IV-8, IV-9 are particularly preferred.
  • the compound of the formula I accounts for 5 to 15% by weight of the total weight of the liquid crystal composition; the compound of the formula II accounts for the total of the liquid crystal composition. 40-60% by weight; the compound of the formula III is 20-25% by weight based on the total weight of the liquid crystal composition; and the compound of the formula IV is 5-20% by weight based on the total weight of the liquid crystal composition.
  • the present invention also provides a liquid crystal display comprising the liquid crystal composition provided by the present invention.
  • the present invention adopts the above technical solutions, and the technological progress obtained compared with the prior art includes:
  • the liquid crystal composition of the invention has large optical anisotropy, large dielectric anisotropy, high clearing point, fast response speed, high resistivity, good high temperature stability and UV stability. It is suitable for liquid crystal display devices, so that the liquid crystal display device can respond quickly, and in a harsh environment, the working image of the liquid crystal display has good display effect and no smear phenomenon.
  • the ratios are all by weight, all temperatures are in degrees Celsius, and the thickness of the test for the response time data is 7 ⁇ m.
  • nCPUF The structural formula is expressed by the code listed in Table 2, and can be expressed as: nCPUF, where n in the code represents the number of C atoms of the left-end alkyl group, for example, n is "3", that is, the alkyl group is -C 3 H 7 ; C in the code represents a cyclohexane group.
  • VHR(UV) Voltage retention rate after sun exposure for 20 minutes (%)
  • VHR 150 ° C: Voltage holding ratio measured after degradation at 150 ° C for 1 h (%)
  • optical anisotropy was measured at 20 ° C under a sodium light (589 nm) light source using an Abbe refractometer; the dielectric test box was TN90 type, and the cell thickness was 7 ⁇ m.
  • ⁇ II- ⁇ , wherein ⁇ II is a dielectric constant parallel to the molecular axis, ⁇ is a dielectric constant perpendicular to the molecular axis, and the test conditions are: 25° C., 1 KHz, the test box is TN90 type, and the cell thickness is 7 ⁇ m.
  • the response time was tested at 25 °C using a DMS505 tester; the test box was TN left-handed, the box thickness was 7 ⁇ m, and the test voltage was 8V.
  • VHR (initial) was tested using TOYO6254 liquid crystal physical property evaluation system; test temperature was 60 ° C, test voltage was 5 V, test time was 166.7 ms; VHR (150 ° C) was to use liquid crystal at 150 ° C for 1 h after using TOYO6254 liquid crystal Physical property evaluation system test; test temperature is 60 ° C, test voltage is 5V, test time is 166.7ms; VHR (UV) is tested using TOYO6254 liquid crystal physical property evaluation system; test temperature is 60 ° C, test voltage is 5V, test The time is 166.7ms and the sun time is 20min.
  • the components used in the following examples can be synthesized by a known method or obtained commercially. These synthetic techniques are conventional, and each of the obtained liquid crystal compounds has been tested to meet the standards of electronic compounds.
  • a liquid crystal composition was prepared in accordance with the ratio of each liquid crystal composition specified in the following examples.
  • the preparation of the liquid crystal composition is carried out according to a conventional method in the art, such as heating, ultrasonic wave, suspension, or the like in a predetermined ratio.
  • the liquid crystal composition of Comparative Example 1 was prepared according to each compound and weight percentage listed in Table 2, and was filled in the performance test between the two substrates of the liquid crystal display.
  • the test data are shown in the following table:
  • Example 1 The liquid crystal composition of Example 1 was prepared according to each compound and weight percentage listed in Table 3, and was filled in the performance test between the two substrates of the liquid crystal display.
  • the test data is as shown in the following table:
  • Example 2 The liquid crystal composition of Example 2 was prepared according to each compound and weight percentage listed in Table 4, and was filled in the performance test between the two substrates of the liquid crystal display. The test data are shown in the following table:
  • Example 3 The liquid crystal composition of Example 3 was prepared according to each compound and weight percentage listed in Table 5, and was filled in the performance test between the two substrates of the liquid crystal display.
  • the test data is shown in the following table:
  • Example 4 The liquid crystal composition of Example 4 was prepared according to each compound and weight percentage listed in Table 6, and was filled in the performance test between the two substrates of the liquid crystal display. The test data are shown in the following table:
  • Example 5 The liquid crystal composition of Example 5 was prepared according to each compound and weight percentage listed in Table 7, and was filled in the performance test between the two substrates of the liquid crystal display.
  • the test data is shown in the following table:
  • Example 6 The liquid crystal composition of Example 6 was prepared according to each compound and weight percentage listed in Table 8, and was filled in the performance test between the two substrates of the liquid crystal display.
  • the test data is as shown in the following table:
  • the liquid crystal composition provided by the invention has large optical anisotropy, large dielectric anisotropy, fast response speed, high resistivity, and good high temperature stability.
  • UV stability and other characteristics can be applied to liquid crystal displays.
  • the liquid crystal composition provided by the present invention has greater optical anisotropy, greater dielectric anisotropy, shorter response time, higher resistivity, and high temperature stability than Comparative Example 1. UV stability, able to meet the fast response requirements of liquid crystal displays, making LCD displays work in harsh environments When it is done, the image display effect is good, there is no smear phenomenon, and obvious technological progress is taken.

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  • Chemical & Material Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
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  • Mathematical Physics (AREA)
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Abstract

本发明公开了一种液晶组合物及其显示器件。所述液晶组合物包含:一种或多种通式I的化合物;一种或多种通式II的化合物;以及一种或多种通式III的化合物。本发明提供的液晶组合物,具有较大的光学各向异性、较大的介电各向异性、较高的清亮点、较快的响应速度、较高的电阻率、良好的高温稳定性以及UV稳定性等特性,可适用于液晶显示器中,特别是具有快速响应需求的液晶显示器,使得液晶显示器在恶劣的环境中工作时,图像显示效果好,无拖影现象。

Description

液晶组合物及其显示器件 技术领域
本发明涉及一种液晶组合物,特别涉及一种具有较大的光学各向异性、较大的介电各向异性、较高的清亮点、较快的响应速度、较高的电阻率、良好的高温稳定性以及UV稳定性的液晶组合物,以及包含该液晶组合物的液晶显示器件。
背景技术
液晶材料是在一定的温度下,既具有液体的流动性又具有晶体的各向异性的有机棒状小分子化合物的混合物。液晶材料主要被用作显示器中的电介质,其原因在于这类物质的光学性能可通过施加的电压而改变。液晶显示器(liquid crystal display)为利用液晶光电变化的显示器,其具有体积小、重量轻、低电力消耗与显示品质佳等吸引人的优点,因此近年来已经成为平面显示器的主流。现有的液晶显示器采用的电光学模式是例如扭转相列型(TN)-,超扭转相列型(STN)-,光学补偿弯曲(OCB)-和电控双折射(ECB)-模式及它们的各种变体的模式。所有的这些模式都使用电场,该电场基本上垂直于基板,或者是垂直于液晶层,除这些模式外,也存在采用基本上平行于基板,或者是液晶层的电场的电光学模式,如平面内切换模式。
对于此类显示器,需要具有改进性能的新型液晶介质。特别地,对于许多应用类型而言,包含液晶组合物的液晶介质必须具有合适的宽范围的向列相及适当的双折射率,且介电各向异性应当足够高以允许合理低的操作电压。液晶显示材料还需要有合适宽的向列相温度范围、高温稳定性等性能,以满足在各种环境中均能保持良好显示的要求。
适用于LCD和特别地适用于TFT显示器的液晶组合物例如从JP07-181439,EP0667555,EP0673986,DE19509410,DE19528106,DE19528107,WO9623851和WO9628521是已知的。然而,这些液晶组合物具有显著的缺点。它们中的大部分,除了其他缺点外,尤其导致不利的长的响应时间,具有过低的电阻率且需要过高的操作电压。
因此,在液晶材料领域,特别需要具有实际应用所需性能,如较高的向列相温度上限,适当的光学各向异性,良好的介电各向异性、高温稳定性、较高的电阻率的液晶组合物。
发明内容
本发明的发明目的是提供一种具有较大的光学各向异性、较大的介电各向异性、较高的清亮点、较快的响应速度、较高的电阻率、良好的高温稳定性以及UV稳定性的液晶组 合物,所述液晶组合物适用于液晶显示器中,特别是具有快速响应需求的液晶显示器,使得液晶显示器在恶劣的环境中工作时,图像显示效果好,无拖影现象。
本发明所采取的技术方案是:
一种液晶组合物,所述液晶组合物包含:
一种或多种通式I的化合物
Figure PCTCN2015091756-appb-000001
一种或多种通式II的化合物
Figure PCTCN2015091756-appb-000002
以及
一种或多种通式III的化合物
Figure PCTCN2015091756-appb-000003
其中,
R1、R2、R3和R4相同或不同,各自独立地表示H、碳原子数为1至7的直链烷基或烷氧基、或碳原子数为2至7的烯基;
Figure PCTCN2015091756-appb-000004
Figure PCTCN2015091756-appb-000005
相同或不同,各自独立地表示
Figure PCTCN2015091756-appb-000006
Figure PCTCN2015091756-appb-000007
所述
Figure PCTCN2015091756-appb-000008
上一个或更多个H可被F取代;
Figure PCTCN2015091756-appb-000009
各自独立地表示
Figure PCTCN2015091756-appb-000010
Figure PCTCN2015091756-appb-000011
Figure PCTCN2015091756-appb-000012
X表示F或-OCF2CF=CF2
m表示1、2或3;
n表示0或1。
在本发明的实施方案中,所述通式I的化合物占所述液晶组合物总重量的5-30%;所述通式II的化合物占所述液晶组合物总重量的30-70%;以及所述通式III的化合物占所述液晶组合物总重量的15-40%。
在本发明的实施方案中,优选所述通式I的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000013
Figure PCTCN2015091756-appb-000014
Figure PCTCN2015091756-appb-000015
以及
Figure PCTCN2015091756-appb-000016
在本发明的实施方案中,优选所述通式II的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000017
Figure PCTCN2015091756-appb-000018
以及
Figure PCTCN2015091756-appb-000019
其中,
R2和R3相同或不同,各自独立地表示碳原子数为1至5的直链烷基。
作为特别优选方案,特别优选所述通式II-1的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000020
Figure PCTCN2015091756-appb-000021
以及
Figure PCTCN2015091756-appb-000022
作为特别优选方案,特别优选所述通式II-2的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000023
Figure PCTCN2015091756-appb-000024
以及
Figure PCTCN2015091756-appb-000025
作为特别优选方案,特别优选所述通式II-3的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000026
以及
Figure PCTCN2015091756-appb-000027
作为特别优选方案,特别优选所述通式II-4的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000028
Figure PCTCN2015091756-appb-000029
以及
Figure PCTCN2015091756-appb-000030
作为特别优选方案,特别优选所述通式II-5的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000031
以及
Figure PCTCN2015091756-appb-000032
作为特别优选方案,特别优选所述通式II-6的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000033
Figure PCTCN2015091756-appb-000034
以及
Figure PCTCN2015091756-appb-000035
作为特别优选方案,特别优选所述通式II-7的化合物选自以下化合物组成的组中一种 或多种化合物:
Figure PCTCN2015091756-appb-000036
Figure PCTCN2015091756-appb-000037
以及
Figure PCTCN2015091756-appb-000038
作为特别优选方案,特别优选所述通式II-8的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000039
以及
Figure PCTCN2015091756-appb-000040
作为特别优选方案,特别优选所述通式II-9的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000041
Figure PCTCN2015091756-appb-000042
以及
Figure PCTCN2015091756-appb-000043
作为特别优选方案,特别优选所述通式II-10的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000044
Figure PCTCN2015091756-appb-000045
以及
Figure PCTCN2015091756-appb-000046
作为特别优选方案,特别优选所述通式II-11的化合物选自以下化合物组成组中一种或多种化合物:
Figure PCTCN2015091756-appb-000047
Figure PCTCN2015091756-appb-000048
以及
Figure PCTCN2015091756-appb-000049
作为特别优选方案,特别优选所述通式II-12的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000050
Figure PCTCN2015091756-appb-000051
以及
Figure PCTCN2015091756-appb-000052
在本发明的实施方案中,优选所述通式III的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000053
Figure PCTCN2015091756-appb-000054
Figure PCTCN2015091756-appb-000055
以及
Figure PCTCN2015091756-appb-000056
其中,
R4表示碳原子数位1至5的直链烷基。
作为特别优选方案,特别优选所述通式III-1的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000057
Figure PCTCN2015091756-appb-000058
以及
Figure PCTCN2015091756-appb-000059
作为特别优选方案,特别优选所述通式III-2的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000060
Figure PCTCN2015091756-appb-000061
以及
Figure PCTCN2015091756-appb-000062
作为特别优选方案,特别优选所述通式III-6的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000063
Figure PCTCN2015091756-appb-000064
以及
Figure PCTCN2015091756-appb-000065
作为特别优选方案,特别优选所述通式III-7的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000066
Figure PCTCN2015091756-appb-000067
以及
Figure PCTCN2015091756-appb-000068
作为特别优选方案,特别优选所述通式III-8的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000069
Figure PCTCN2015091756-appb-000070
以及
Figure PCTCN2015091756-appb-000071
作为特别优选方案,特别优选所述通式III-9的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000072
Figure PCTCN2015091756-appb-000073
以及
Figure PCTCN2015091756-appb-000074
作为特别优选方案,特别优选所述通式III-10的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000075
Figure PCTCN2015091756-appb-000076
以及
Figure PCTCN2015091756-appb-000077
作为特别优选方案,特别优选所述通式III-11的化合物选自以下化合物组成的组中一 种或多种化合物:
Figure PCTCN2015091756-appb-000078
以及
Figure PCTCN2015091756-appb-000079
作为特别优选方案,特别优选所述通式III-12的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000080
以及
Figure PCTCN2015091756-appb-000081
本发明所述液晶组合物还包含一种或多种占所述液晶组合物1-30%的通式IV的化合物
Figure PCTCN2015091756-appb-000082
其中,
R5表示碳原子数为1至7的直链烷基或烷氧基;
Figure PCTCN2015091756-appb-000083
表示
Figure PCTCN2015091756-appb-000084
Figure PCTCN2015091756-appb-000085
所述
Figure PCTCN2015091756-appb-000086
上一个或更多个H可被F取代;
L1和L2相同或不同,各自独立地表示H或F。
在本发明的实施方案中,优选所述通式IV的化合物选自以下化合物组成的组中一种或多种化合物:
Figure PCTCN2015091756-appb-000087
Figure PCTCN2015091756-appb-000088
Figure PCTCN2015091756-appb-000089
以及
Figure PCTCN2015091756-appb-000090
作为特别优选方案,特别优选IV-1、IV-3、IV-5、IV-6、IV-8、IV-9的化合物。
作为特别优选方案,在本发明提供的液晶组合物中,所述通式I的化合物占所述液晶组合物总重量的5-15%;所述通式II的化合物占所述液晶组合物总重量的40-60%;所述通式III的化合物占所述液晶组合物总重量的20-25%;以及所述通式IV的化合物占所述液晶组合物总重量的5-20%。
本发明还提供一种液晶显示器,所述液晶显示器包含本发明的所提供的液晶组合物。
有益效果:本发明采用上述技术方案,和现有技术相比所取得的技术进步有:
本发明的液晶组合物具有较大的光学各向异性、较大的介电各向异性、较高的清亮点、较快的响应速度、较高的电阻率、良好的高温稳定性以及UV稳定性等特性,适用于液晶显示器件中,使该液晶显示器件能够快速响应,并且在恶劣的环境中,液晶显示器的工作图像显示效果好,无拖影现象。
在本发明中如无特殊说明,所述的比例均为重量比,所有温度均为摄氏度温度,所述的响应时间数据的测试选用的盒厚为7μm。
具体实施方式
以下将结合具体实施方案来说明本发明。需要说明的是,下面的实施例为本发明的示 例,仅用来说明本发明,而不用来限制本发明。在不偏离本发明主旨或范围的情况下可进行本发明构思内的其他组合和各种改良。
位便于表达,以下各实施例中,液晶组合物的基团结构用表1所列的代码表示:
表1液晶化合物的基团结构代码
Figure PCTCN2015091756-appb-000091
以如下结构式的化合物为例:
Figure PCTCN2015091756-appb-000092
该结构式如用表2所列代码表示,则可表达为:nCPUF,代码中的n表示左端烷基的C原子数,例如n为“3”,即表示该烷基为-C3H7;代码中的C代表环己烷基。
以下实施例中测试项目的简写代号如下:
Cp(℃):    清亮点(向列-各向同性相转变温度)
Δn:            光学各向异性(589nm,20℃)
Δε:           介电各向异性(1KHz,25℃)
RT:             响应时间(ms)
VHR(初始):      电压保持率(%)
VHR(UV):        太阳光照射20min后的电压保持率(%)
VHR(150℃):     150℃劣化1h后测得的电压保持率(%)
ρ:             电阻率(25℃,*1013Ω·cm)
其中,光学各向异性使用阿贝折光仪在钠光灯(589nm)光源下、20℃测试得;介电测试盒为TN90型,盒厚7μm。
Δε=εII-ε⊥,其中,εII为平行于分子轴的介电常数,ε⊥为垂直于分子轴的介电常数,测试条件:25℃、1KHz、测试盒为TN90型,盒厚7μm。
响应时间是使用DMS505测试仪在25℃下测试得;测试盒为TN左旋型,盒厚7μm,测试电压为8V
VHR(初始)是使用TOYO6254型液晶物性评价系统测试得;测试温度为60℃,测试电压为5V,测试时间为166.7ms;VHR(150℃)是将液晶在150℃劣化1h后使用TOYO6254型液晶物性评价系统测试得;测试温度为60℃,测试电压为5V,测试时间为166.7ms;VHR(UV)是使用TOYO6254型液晶物性评价系统测试得;测试温度为60℃,测试电压为5V,测试时间为166.7ms,太阳光照时间为20min。
在以下的实施例中所采用的各成分,均可以通过公知的方法进行合成,或者通过商业途径获得。这些合成技术是常规的,所得到各液晶化合物经测试符合电子类化合物标准。
按照以下实施例规定的各液晶组合物的配比,制备液晶组合物。所述液晶组合物的制各是按照本领域的常规方法进行的,如采取加热、超声波、悬浮等方式按照规定比例混合制得。
对照例1
按表2中所列的各化合物及重量百分数配制成对照例1的液晶组合物,其填充于液晶显示器两基板之间进行性能测试,测试数据如下表所示:
表2液晶组合物配方及其测试性能
Figure PCTCN2015091756-appb-000093
Figure PCTCN2015091756-appb-000094
实施例1
按表3中所列的各化合物及重量百分数配制成实施例1的液晶组合物,其填充于液晶显示器两基板之间进行性能测试,测试数据如下表所示:
表3液晶组合物配方及其测试性能
Figure PCTCN2015091756-appb-000095
实施例2
按表4中所列的各化合物及重量百分数配制成实施例2的液晶组合物,其填充于液晶显示器两基板之间进行性能测试,测试数据如下表所示:
表4液晶组合物配方及其测试性能
Figure PCTCN2015091756-appb-000096
实施例3
按表5中所列的各化合物及重量百分数配制成实施例3的液晶组合物,其填充于液晶显示器两基板之间进行性能测试,测试数据如下表所示:
表5液晶组合物配方及其测试性能
Figure PCTCN2015091756-appb-000097
Figure PCTCN2015091756-appb-000098
实施例4
按表6中所列的各化合物及重量百分数配制成实施例4的液晶组合物,其填充于液晶显示器两基板之间进行性能测试,测试数据如下表所示:
表6液晶组合物配方及其测试性能
Figure PCTCN2015091756-appb-000099
实施例5
按表7中所列的各化合物及重量百分数配制成实施例5的液晶组合物,其填充于液晶显示器两基板之间进行性能测试,测试数据如下表所示:
表7液晶组合物配方及其测试性能
Figure PCTCN2015091756-appb-000100
Figure PCTCN2015091756-appb-000101
实施例6
按表8中所列的各化合物及重量百分数配制成实施例6的液晶组合物,其填充于液晶显示器两基板之间进行性能测试,测试数据如下表所示:
表8液晶组合物配方及其测试性能
Figure PCTCN2015091756-appb-000102
从以上实施例数据可知,本发明所提供的液晶组合物具有较大的光学各向异性、较大的介电各向异性、较快的响应速度、较高的电阻率、良好的高温稳定性以及UV稳定性等特性,可适用于液晶显示器中。并且与对照例1相比,本发明所提供的液晶组合物具有更大的光学各向异性、更大的介电各向异性、更短的响应时间、更高的电阻率以及高温稳定性和UV稳定性,能够满足液晶显示器的快响应需求,使得液晶显示器在恶劣的环境中工 作时,图像显示效果好,无拖影现象,取的了明显的技术进步。
以上实施方式只为说明本发明的技术构思及特点,其目的在于让熟悉此项技术的人了解本发明内容并加以实施,并不能以此限制本发明的保护范围,凡根据本发明精神实质所做的等效变化或修饰,都应涵盖在本发明的保护范围内。

Claims (12)

  1. 一种液晶组合物,其特征在于,所述液晶组合物包含:
    一种或多种通式I的化合物
    Figure PCTCN2015091756-appb-100001
    一种或多种通式II的化合物
    Figure PCTCN2015091756-appb-100002
    一种或多种通式III的化合物
    Figure PCTCN2015091756-appb-100003
    其中,
    R1、R2、R3和R4相同或不同,各自独立地表示H、碳原子数为1至7的直链烷基或烷氧基、或碳原子数为2至7的烯基;
    Figure PCTCN2015091756-appb-100004
    相同或不同,各自独立地表示
    Figure PCTCN2015091756-appb-100005
    Figure PCTCN2015091756-appb-100006
    所述
    Figure PCTCN2015091756-appb-100007
    上一个或更多个H可被F取代;
    Figure PCTCN2015091756-appb-100008
    各自独立地表示
    Figure PCTCN2015091756-appb-100009
    Figure PCTCN2015091756-appb-100010
    X表示F或-OCF2CF=CF2
    m表示1、2或3;
    n表示0或1。
  2. 根据权利要求1所述的液晶组合物,其特征在于,所述通式I的化合物占所述液晶组合物总重量的5-30%;所述通式II的化合物占所述液晶组合物总重量的30-70%;以及所述通式III的化合物占所述液晶组合物总重量的15-40%。
  3. 根据权利要求1所述的液晶组合物,其特征在于,所述液晶组合物还包含:
    一种或多种占所述液晶组合物1-30%的通式IV的化合物
    Figure PCTCN2015091756-appb-100011
    其中,
    R5表示碳原子数为1至7的直链烷基或烷氧基;
    Figure PCTCN2015091756-appb-100012
    表示
    Figure PCTCN2015091756-appb-100013
    所述
    Figure PCTCN2015091756-appb-100014
    上一个或更多个H可被F取代;
    L1和L2相同或不同,各自独立地表示H或F。
  4. 根据权利要求1所述的液晶组合物,其特征在于,所述通式I的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100015
  5. 根据权利要求1所述的液晶组合物,其特征在于,所述通式II的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100016
    其中,
    R2和R3相同或不同,各自独立地表示碳原子数为1至5的直链烷基。
  6. 根据权利要求1所述的液晶组合物,其特征在于,所述通式III的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100017
    Figure PCTCN2015091756-appb-100018
    其中,
    R4表示碳原子数为1至5的直链烷基。
  7. 根据权利要求5所述的液晶组合物,其特征在于,所述通式II-1的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100019
    所述通式II-2的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100020
    所述通式II-3的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100021
    所述通式II-4的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100022
    所述通式II-5的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100023
    所述通式II-6的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100024
    所述通式II-7的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100025
    所述通式II-8的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100026
    以及
    所述通式II-9的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100027
    所述通式II-10的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100028
    所述通式II-11的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100029
    所述通式II-12的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100030
  8. 根据权利要求6所述的液晶组合物,其特征在于,所述通式III-1的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100031
    所述通式III-2的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100032
    所述通式III-6的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100033
    Figure PCTCN2015091756-appb-100034
    所述通式III-7的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100035
    所述通式III-8的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100036
    所述通式III-9的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100037
    所述通式III-10的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100038
    所述通式III-11的化合物选自以下化合物组成的组中一种或多种化合的:
    Figure PCTCN2015091756-appb-100039
    所述通式III-12的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100040
  9. 根据权利要求3所述的液晶组合物,其特征在于,所述通式IV的化合物选自以下化合物组成的组中一种或多种化合物:
    Figure PCTCN2015091756-appb-100041
    Figure PCTCN2015091756-appb-100042
  10. 根据权利要求3-9任一项所述的液晶组合物,其特征在于,所述通式I的化合物占所述液晶组合物总重量的5-15%;所述通式II的化合物占所述液晶组合物总重量的40-60%;所述通式III的化合物占所述液晶组合物总重量的20-25%;以及所述通式IV的化合物占所述液晶组合物总重量的5-20%。
  11. 根据权利要求10所述的液晶组合物,其特征在于,所述液晶组合物包含:
    占所述液晶组合物总重量10%的化合物II-9-2;
    占所述液晶组合物总重量4%的化合物II-10-2;
    占所述液晶组合物总重量4%的化合物II-11-2;
    占所述液晶组合物总重量4%的化合物IV-1;
    占所述液晶组合物总重量9%的化合物IV-5;
    占所述液晶组合物总重量9%的化合物II-1-1;
    占所述液晶组合物总重量5%的化合物III-6-1;
    占所述液晶组合物总重量5%的化合物III-6-2;
    占所述液晶组合物总重量25%的化合物II-2-1;
    占所述液晶组合物总重量5%的化合物III-1-2;
    占所述液晶组合物总重量5%的化合物III-1-1;
    占所述液晶组合物总重量5%的化合物III-12-2;
    占所述液晶组合物总重量4%的化合物I-2;
    占所述液晶组合物总重量3%的化合物I-3;以及
    占所述液晶组合物总重量3%的化合物I-4;
    或者所述的液晶组合物包含:
    占所述液晶组合物总重量5%的化合物II-7-3;
    占所述液晶组合物总重量5%的化合物II-11-2;
    占所述液晶组合物总重量5%的化合物IV-3;
    占所述液晶组合物总重量10%的化合物II-1-3;
    占所述液晶组合物总重量5%的化合物II-6-1;
    占所述液晶组合物总重量5%的化合物III-6-2;
    占所述液晶组合物总重量5%的化合物II-12-2;
    占所述液晶组合物总重量30的化合物II-2-1;
    占所述液晶组合物总重量4%的化合物III-1-2;
    占所述液晶组合物总重量4%的化合物III-11-1;
    占所述液晶组合物总重量4%的化合物III-11-2;
    占所述液晶组合物总重量4%的化合物III-2-1;
    占所述液晶组合物总重量4%的化合物III-2-3;
    占所述液晶组合物总重量5%的化合物I-2;以及
    占所述液晶组合物总重量5%的化合物I-3;
    或者所述的液晶组合物包含:
    占所述液晶组合物总重量8%的化合物II-4-2;
    占所述液晶组合物总重量4%的化合物II-11-2;
    占所述液晶组合物总重量10%的化合物IV-6;
    占所述液晶组合物总重量10%的化合物IV-8;
    占所述液晶组合物总重量15%的化合物II-1-1;
    占所述液晶组合物总重量10%的化合物II-1-3;
    占所述液晶组合物总重量5%的化合物II-8-1;
    占所述液晶组合物总重量5%的化合物III-3;
    占所述液晶组合物总重量5%的化合物III-4;
    占所述液晶组合物总重量5%的化合物III-11-2;
    占所述液晶组合物总重量5%的化合物III-2-1;
    占所述液晶组合物总重量5%的化合物III-2-3;
    占所述液晶组合物总重量5%的化合物I-2;
    占所述液晶组合物总重量4%的化合物I-3;以及
    占所述液晶组合物总重量4%的化合物I-4;
    或者所述的液晶组合物包含:
    占所述液晶组合物总重量20%的化合物II-2-1;
    占所述液晶组合物总重量12%的化合物II-2-3;
    占所述液晶组合物总重量10%的化合物IV-8;
    占所述液晶组合物总重量4%的化合物II-9-2;
    占所述液晶组合物总重量2%的化合物II-12-2;
    占所述液晶组合物总重量9%的化合物IV-5;
    占所述液晶组合物总重量9%的化合物II-7-1;
    占所述液晶组合物总重量4%的化合物III-7-1;
    占所述液晶组合物总重量4%的化合物III-1-2;
    占所述液晶组合物总重量4%的化合物III-10-2;
    占所述液晶组合物总重量5%的化合物III-11-2;
    占所述液晶组合物总重量5%的化合物III-2-1;
    占所述液晶组合物总重量4%的化合物I-2;
    占所述液晶组合物总重量4%的化合物I-3;以及
    占所述液晶组合物总重量4%的化合物I-4;
    或者所述的液晶组合物包含:
    占所述液晶组合物总重量20%的化合物II-2-1;
    占所述液晶组合物总重量10%的化合物II-3-1;
    占所述液晶组合物总重量10%的化合物IV-8;
    占所述液晶组合物总重量5%的化合物IV-9;
    占所述液晶组合物总重量5%的化合物II-9-2;
    占所述液晶组合物总重量2%的化合物II-12-2;
    占所述液晶组合物总重量10%的化合物II-1-1;
    占所述液晶组合物总重量8%的化合物II-1-3;
    占所述液晶组合物总重量4%的化合物III-1-2;
    占所述液晶组合物总重量4%的化合物III-10-2;
    占所述液晶组合物总重量5%的化合物III-11-2;
    占所述液晶组合物总重量5%的化合物III-2-1;
    占所述液晶组合物总重量5%的化合物III-2-3;
    占所述液晶组合物总重量3%的化合物I-2;以及
    占所述液晶组合物总重量4%的化合物I-3;
    或者所述的液晶组合物包含:
    占所述液晶组合物总重量10%的化合物II-9-2;
    占所述液晶组合物总重量4%的化合物II-10-2;
    占所述液晶组合物总重量4%的化合物II-11-2;
    占所述液晶组合物总重量4%的化合物IV-1;
    占所述液晶组合物总重量9%的化合物IV-5;
    占所述液晶组合物总重量9%的化合物II-1-1;
    占所述液晶组合物总重量5%的化合物III-5;
    占所述液晶组合物总重量5%的化合物III-8-2;
    占所述液晶组合物总重量25%的化合物II-2-1;
    占所述液晶组合物总重量5%的化合物III-9-1;
    占所述液晶组合物总重量5%的化合物III-7-1;
    占所述液晶组合物总重量5%的化合物III-12-1;
    占所述液晶组合物总重量4%的化合物I-2;
    占所述液晶组合物总重量3%的化合物I-3;以及
    占所述液晶组合物总重量3%的化合物I-4。
  12. 一种液晶显示器,其特征在于,它包含权利要求1-11任一项所述的液晶组合物。
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11053441B2 (en) * 2016-08-15 2021-07-06 Jiangsu Hecheng Display Technology Co., Ltd. Liquid crystal composition and liquid crystal display device

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN118085889A (zh) * 2016-11-16 2024-05-28 江苏和成显示科技有限公司 具有高折射率的液晶组合物及其显示器件
CN107236549A (zh) * 2017-06-29 2017-10-10 石家庄诚志永华显示材料有限公司 液晶组合物及包含该液晶组合物的液晶显示元件

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1178550A (zh) * 1995-03-15 1998-04-08 默克专利股份有限公司 光电液晶显示器
CN1823151A (zh) * 2003-07-11 2006-08-23 默克专利股份有限公司 包含单氟三联苯化合物的液晶介质
WO2009100810A1 (de) * 2008-02-15 2009-08-20 Merck Patent Gmbh Flüssigkristallines medium und flüssigkristallanzeige
CN104593002A (zh) * 2014-12-24 2015-05-06 北京八亿时空液晶科技股份有限公司 一种具有快速响应的液晶组合物

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0041785B1 (en) * 1980-06-10 1985-05-02 Imperial Chemical Industries Plc Oxidation of substituted aromatic compounds to aromatic carboxylic acids
JPH0525068A (ja) * 1991-07-17 1993-02-02 Seiko Epson Corp ターフエニル誘導体及びそれを含有する液晶組成物及びそれを用いた液晶表示素子
JP3543351B2 (ja) 1994-02-14 2004-07-14 株式会社日立製作所 アクティブマトリクス型液晶表示装置
TW262553B (zh) 1994-03-17 1995-11-11 Hitachi Seisakusyo Kk
DE19528107B4 (de) 1995-03-17 2010-01-21 Merck Patent Gmbh Flüssigkristallines Medium und seine Verwendung in einer elektrooptischen Flüssigkristallanzeige
DE19528106A1 (de) 1995-02-03 1996-08-08 Merck Patent Gmbh Elektrooptische Flüssigkristallanzeige
JPH10512914A (ja) 1995-02-03 1998-12-08 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 ハフトング 電気光学的液晶ディスプレイ
DE19509410A1 (de) 1995-03-15 1996-09-19 Merck Patent Gmbh Elektrooptische Flüssigkristallanzeige
JP4505898B2 (ja) 1999-10-25 2010-07-21 チッソ株式会社 液晶組成物および液晶表示素子
CN102337139A (zh) * 2011-08-02 2012-02-01 江苏和成化学材料有限公司 液晶组合物和含有该液晶组合物的液晶显示器件
CN102888228B (zh) * 2012-10-13 2014-10-22 江苏和成显示科技股份有限公司 液晶组合物及包含该液晶组合物的显示器
CN103205261A (zh) * 2013-03-06 2013-07-17 石家庄诚志永华显示材料有限公司 向列相液晶介质组合物
CN103254905B (zh) * 2013-04-25 2015-12-02 石家庄诚志永华显示材料有限公司 液晶显示组合物
CN104845641A (zh) * 2014-01-26 2015-08-19 江苏和成显示科技股份有限公司 液晶组合物及其显示器件

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1178550A (zh) * 1995-03-15 1998-04-08 默克专利股份有限公司 光电液晶显示器
CN1823151A (zh) * 2003-07-11 2006-08-23 默克专利股份有限公司 包含单氟三联苯化合物的液晶介质
WO2009100810A1 (de) * 2008-02-15 2009-08-20 Merck Patent Gmbh Flüssigkristallines medium und flüssigkristallanzeige
CN104593002A (zh) * 2014-12-24 2015-05-06 北京八亿时空液晶科技股份有限公司 一种具有快速响应的液晶组合物

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11053441B2 (en) * 2016-08-15 2021-07-06 Jiangsu Hecheng Display Technology Co., Ltd. Liquid crystal composition and liquid crystal display device

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