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WO2017084568A1 - 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
WO2017084568A1
WO2017084568A1 PCT/CN2016/106007 CN2016106007W WO2017084568A1 WO 2017084568 A1 WO2017084568 A1 WO 2017084568A1 CN 2016106007 W CN2016106007 W CN 2016106007W WO 2017084568 A1 WO2017084568 A1 WO 2017084568A1
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Prior art keywords
liquid crystal
crystal composition
compound
total weight
weight
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PCT/CN2016/106007
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English (en)
French (fr)
Inventor
徐海彬
韩文明
徐爽
王盼盼
王莉
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江苏和成显示科技股份有限公司
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Priority to US15/771,472 priority Critical patent/US10920146B2/en
Priority to JP2018523785A priority patent/JP6870825B2/ja
Publication of WO2017084568A1 publication Critical patent/WO2017084568A1/zh

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    • C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
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    • C09K19/3001—Cyclohexane rings
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    • C09K19/3001—Cyclohexane rings
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    • C09K19/3001—Cyclohexane rings
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    • C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001—Cyclohexane rings
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    • C09K19/3001—Cyclohexane rings
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    • C09K2019/3027—Compounds comprising 1,4-cyclohexylene and 2,3-difluoro-1,4-phenylene
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    • C09K2019/308—Cy-Cy-COO-Ph-Ph

Definitions

  • the present invention relates to a liquid crystal composition having low viscosity, high reliability, suitable optical anisotropy, and suitable large dielectric anisotropy, and a liquid crystal display device comprising the liquid crystal composition.
  • Liquid crystal display devices are used in many fields of information display, and can be used for both direct view displays and projection type displays.
  • PC phase change
  • TN twist nematic
  • STN super twisted nematic
  • ECB electrically controlled birefringence
  • OCB optically compensated bend
  • IPS in-plane switching
  • VA vertical alignment
  • IPS/FFS mode can use positive dielectric anisotropy liquid crystals.
  • Negative dielectric anisotropic liquid crystals are used.
  • the IPS display mode has good viewing angle characteristics and improved response time, and is increasingly used for multimedia applications (such as mobile phones, tablets), and even for TV and desktop monitors.
  • a liquid crystal display device containing a liquid crystal material having an appropriate optical anisotropy can increase contrast.
  • Different liquid crystal display modes have different requirements for optical anisotropy, and optical anisotropy becomes smaller to obtain a wider viewing angle.
  • a liquid crystal display device containing a liquid crystal material having a small viscosity can shorten the response time. When the response time of the liquid crystal display device is short, it can be applied to an animated display.
  • liquid crystal materials which are low in viscosity, high in reliability, suitable in optical anisotropy, and suitable in large dielectric anisotropy by optimization of liquid crystal materials are in the field.
  • the direction of the technical staff is a part of the technical staff.
  • R 7 , R 8 , R 9 and R 10 are the same or different and each independently represents a linear alkyl group having 1 to 7 carbon atoms and a linear alkoxy group having 1 to 7 carbon atoms;
  • the liquid crystal composition further comprises: one or more compounds of the formula VI
  • the compound of formula VI is selected from the group consisting of:
  • the liquid crystal composition further comprises: one or more compounds of the formula VII
  • Z 2 represents a single bond, -CH 2 O- or -COO-;
  • p 0 or 1
  • the liquid crystal composition of the present invention wherein the compound of the formula I has a weight percentage of 6-27%; the compound of the formula II has a weight percentage of 5-39%;
  • the composition of the compound of III is 0-6% by weight;
  • the weight percentage of the group consisting of the compounds of the formula IV and / or V is 30-70%;
  • the weight percentage of the group consisting of the compound of the formula VI is 0- 29%;
  • the composition of the compound of the formula VII is 0-6% by weight.
  • the liquid crystal composition of the present invention wherein the compound of the formula I has a weight percentage of 6-27%; the compound of the formula II has a weight percentage of 5-39%;
  • the weight percentage of the group consisting of III compounds is 1-6%;
  • the weight percentage of the group consisting of the compound of Formula IV is 27-66%;
  • the weight percentage of the group consisting of the compound of Formula V is 0-12%;
  • the weight percent of the group consisting of the compounds of formula VI is 1-29%;
  • the weight percent of the group consisting of the compounds of formula VII is 1-6%.
  • the liquid crystal composition comprises:
  • the compound I-6 is 6% by weight of the total weight of the liquid crystal composition
  • the compound I-7 is 6% by weight of the total weight of the liquid crystal composition
  • the liquid crystal composition comprises:
  • the compound I-7 is 5% by weight of the total weight of the liquid crystal composition
  • the liquid crystal composition comprises:
  • the compound VII-31 accounts for 3% by weight of the total weight of the liquid crystal composition
  • the compound IV-34 is 8% by weight of the total weight of the liquid crystal composition
  • the liquid crystal composition comprises:
  • Compound IV-4 which accounts for 14% of the total weight of the liquid crystal composition
  • Compound 1-6 which is 5% by weight based on the total weight of the liquid crystal composition
  • the liquid crystal composition comprises:
  • the compound IV-34 is 8% by weight of the total weight of the liquid crystal composition
  • the compound I-7 is 5% by weight of the total weight of the liquid crystal composition
  • Compound II-6 which accounts for 14% of the total weight of the liquid crystal composition
  • the liquid crystal composition comprises:
  • the liquid crystal composition comprises:
  • Compound II-6 based on 7% by weight of the total weight of the liquid crystal composition.
  • Another aspect of the present invention is to provide a liquid crystal display device comprising a liquid crystal composition having low viscosity, high reliability, suitable optical anisotropy, and suitably large dielectric anisotropy.
  • the present invention is screened by a large number of experiments, and preferably obtains the liquid crystal composition of the present invention, which has low viscosity, high reliability, suitable optical anisotropy, and suitable large dielectric anisotropy, etc., which are described in the present invention.
  • the liquid crystal composition is suitable for use in a liquid crystal display device.
  • the ratios are all by weight, all temperatures are in degrees Celsius, and the thickness of the test for the response time data is 4 ⁇ m.
  • the structural formula is expressed by the code listed in Table 1, and can be expressed as: mCPWn, wherein m in the code represents the number of carbon atoms of the left-end alkyl group, for example, m is "2", that is, the alkyl group is -C 2 H 5 ; C in the code stands for “cyclohexane group”, P in the code stands for "1,4-phenylene”, and W in the code stands for "2,3-difluoro-1,4-phenylene", code The n in the middle represents the number of carbon atoms of the left terminal alkyl group, for example, n is "2", which means that the alkyl group is -C 2 H 5 .
  • the optical anisotropy was measured using an Abbe refractometer under a sodium light (589 nm) light source at 25 ° C; V 10 test conditions: DMS505 / square wave / 1 KHZ, VA test box, box thickness 4 ⁇ m;
  • ⁇ ⁇ - ⁇ , wherein ⁇ 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, VA test box, and a cell thickness of 6 ⁇ m;
  • Is (initial) is to test the quiescent current of liquid crystal in the TN90 test box under the test conditions of 25 ° C, 6 V, 40 Hz, square wave using SY-60A electric measuring machine, the test box thickness is 7 ⁇ m, the electrode area is 1cm2.
  • Is (UV) is a SY-60A type electric measuring machine under the test conditions of 25 ° C, 6V, 40 Hz, square wave, the liquid crystal perfused in the TN90 type test box is subjected to a wavelength of 365 nm and an energy of 450 mJ/cm 2 .
  • the quiescent current of the UV light irradiation was 7 ⁇ m thick and the electrode area was 1 cm 2 .
  • 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, etc., in a predetermined ratio.
  • liquid crystal composition given in the following examples was prepared and studied.
  • the composition of each liquid crystal composition and the test results of its performance parameters are shown below.
  • the liquid crystal composition of Comparative Example 1 was prepared by the respective compounds and weight percentages 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:
  • the liquid crystal composition Is (initial) and Is (UV) are small, and under the same voltage condition, the smaller the current value, the higher the resistivity, the better the reliability of the liquid crystal material, and further, the The liquid crystal composition has a lower viscosity, a suitably small optical anisotropy and a suitable large
  • the dielectric anisotropy is suitable for liquid crystal display devices.
  • 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:
  • the liquid crystal composition Is (initial) and Is (UV) are small, and under the same voltage condition, the smaller the current value, the higher the resistivity, the better the reliability of the liquid crystal material, and further, the The liquid crystal composition has a lower viscosity, an appropriate optical anisotropy, and a suitable large dielectric anisotropy, and is suitable for a liquid crystal display device.
  • 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:
  • the liquid crystal composition Is (initial) and Is (UV) are small, and under the same voltage condition, the smaller the current value, the higher the resistivity, the better the reliability of the liquid crystal material, and further, the The liquid crystal composition has a lower viscosity, an appropriate optical anisotropy, and a suitable dielectric anisotropy, and is suitable for a liquid crystal display device.
  • 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:
  • the liquid crystal composition Is (initial) and Is (UV) are small, and under the same voltage condition, the smaller the current value, the higher the resistivity, the better the reliability of the liquid crystal material, and further, the The liquid crystal composition has a lower viscosity, an appropriate optical anisotropy, and a dielectric anisotropy, and is suitable for a liquid crystal display device.
  • 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:
  • the liquid crystal composition Is (initial) and Is (UV) are small, and under the same voltage condition, the smaller the current value, the higher the resistivity, the better the reliability of the liquid crystal material, and further, the The liquid crystal composition has a lower viscosity, a suitably small optical anisotropy, and a suitable dielectric anisotropy, and is suitable for a liquid crystal display device.
  • 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 Is (initial) and Is (UV) are small, and under the same voltage condition, the smaller the current value is, the electric power is indicated.
  • the liquid crystal composition has a lower viscosity, a suitably large optical anisotropy and a dielectric anisotropy, and is suitable for a liquid crystal display device.
  • Example 7 The liquid crystal composition of Example 7 was prepared according to each compound and weight percentage listed in Table 9, 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:
  • the liquid crystal composition Is (initial) and Is (UV) are small, and under the same voltage condition, the smaller the current value, the higher the resistivity, the better the reliability of the liquid crystal material, and further, the The liquid crystal composition has a lower viscosity, an appropriate optical anisotropy, and a suitably large dielectric anisotropy, and is suitable for a liquid crystal display device.

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Abstract

提供了一种液晶组合物，它包含一种或更多种选自通式I的化合物组成的组；一种或更多种选自通式II的化合物组成的组。该液晶组合物具有低粘度、高可靠性、合适的光学各项异性和合适的介电各项异性的特性，适用于液晶显示器件中。

Description

液晶组合物及其显示器件 技术领域
本发明涉及一种低粘度、高可靠性、合适的光学各项异性和合适大的介电各项异性的液晶组合物，以及包含所述液晶组合物的液晶显示器件。
背景技术
液晶显示器件用于信息显示的众多领域，可用于直视显示器也用于投影型显示器。
根据显示模式的类型分为PC(phase change，相变)、TN(twist nematic，扭曲向列)、STN(super twisted nematic，超扭曲向列)、ECB(electrically controlledbirefringence，电控双折射)、OCB(optically compensated bend，光学补偿弯曲)、IPS(in-plane switching，共面转变)、VA(vertical alignment，垂直配向)等类型。
工作在TN、STN模式的元件使用正介电各项异性液晶，而工作在VA模式的元件使用负介电各项异性液晶，IPS/FFS模式既可使用正介电各项异性液晶，也可使用负介电各项异性液晶。其中，IPS显示模式具有良好的视角特性和改善的响应时间，被越来越多的用于多媒体应用(例如手机、平板电脑)，乃至用于TV及桌面监视器。
含有光学各向异性适当的液晶材料的液晶显示器件能够增大对比度。不同的液晶显示模式对光学各项异性的要求是不一样的，光学各项异性变小可获得较宽的视角。
含有粘度小的液晶材料的液晶显示器件能够缩短响应时间。当液晶显示器件的响应时间短时，可适用于动画显示。
含有介电各项异性大的液晶材料，可降低液晶的阈值电压，进一步降低消耗电功率，但介电越大越容易被光热电破坏造成离子析出，从而导致电阻率降低。
含有电阻率大的液晶材料的液晶显示器件能够增大电压保持率，并能增大对比度。因而，液晶材料需要在初期具有大的电阻率值、即使进一步长时间使用后仍具有大的电阻率值。
从液晶材料的制备角度出发，液晶材料的各项性能是互相牵制影响的，某项性能指标的提升可能会使其他性能发生变化。因此，制备各方面性能都合适的液晶材料往往需要创造性劳动。
因此，为了获得稳定的液晶显示状态，达到上述要求，通过液晶材料的优化来提供低粘度、高可靠性、合适的光学各项异性和合适大的介电各项异性的液晶材料，是本领域技术人员的努力方向。
本发明的目的是提供一种低粘度、高可靠性、合适的光学各项异性的液晶组合物。
发明内容
发明目的:本发明的目的是提供一种低粘度、高可靠性、合适的光学各项异性和的液晶组合物。
本发明的另一目的是提供一种液晶显示器件，其包含具有低粘度、高可靠性、合适的光学各项异性的 液晶组合物。
技术方案：为了实现上述发明目的，本发明提供一种液晶组合物，所述液晶组合物包含：
一种或多种选自通式I的化合物组成的组
Figure PCTCN2016106007-appb-000001
以及
一种或多种选自通式II的化合物组成的组
Figure PCTCN2016106007-appb-000002
其中，
R1和R2相同或不同，各自独立地表示碳原子数为1-7的直链烷基、碳原子数为1-7的直链烷氧基；
R3和R4相同或不同，各自独立地表示碳原子数为1-7的直链烷基；
X表示CN或CF3；
m表示1或2。
在本发明的实施方案中，优选地所述通式I的化合物选自由下列化合物组成的组：
Figure PCTCN2016106007-appb-000003
Figure PCTCN2016106007-appb-000004
Figure PCTCN2016106007-appb-000005
Figure PCTCN2016106007-appb-000006
Figure PCTCN2016106007-appb-000007
以及
Figure PCTCN2016106007-appb-000008
优选地所述通式II的化合物选自由下列化合物组成的组：
Figure PCTCN2016106007-appb-000009
Figure PCTCN2016106007-appb-000010
Figure PCTCN2016106007-appb-000011
Figure PCTCN2016106007-appb-000012
以及
Figure PCTCN2016106007-appb-000013
在本发明的实施方案中，所述液晶组合物还包含：一种或多种选自通式III的化合物组成的组
Figure PCTCN2016106007-appb-000014
其中，
R5和R6相同或不同，各自独立地表示碳原子数为1-10的直链烷基。
在本发明的实施方案中，优选地所述通式III的化合物选自由下列化合物组成的组：
Figure PCTCN2016106007-appb-000015
Figure PCTCN2016106007-appb-000016
Figure PCTCN2016106007-appb-000017
以及
Figure PCTCN2016106007-appb-000018
在本发明的实施方案中，所述液晶组合物还包含：一种或多种通式IV和/或V的化合物
Figure PCTCN2016106007-appb-000019
以及
Figure PCTCN2016106007-appb-000020
其中，
R7、R8、R9和R10相同或不同，各自独立地表示碳原子数为1-7的直链烷基、碳原子数为1-7的直链烷氧基；
Z1表示单键、-CH2O-或-COO-；
n表示1或2。
在本发明的实施方案中，优选地所述通式IV的化合物选自由下列化合物组成的组：
Figure PCTCN2016106007-appb-000021
Figure PCTCN2016106007-appb-000022
Figure PCTCN2016106007-appb-000023
Figure PCTCN2016106007-appb-000024
Figure PCTCN2016106007-appb-000025
Figure PCTCN2016106007-appb-000026
Figure PCTCN2016106007-appb-000027
以及
Figure PCTCN2016106007-appb-000028
优选地所述通式V的化合物选自由下列化合物组成的组：
Figure PCTCN2016106007-appb-000029
Figure PCTCN2016106007-appb-000030
Figure PCTCN2016106007-appb-000031
以及
Figure PCTCN2016106007-appb-000032
在本发明的实施方案中，所述液晶组合物还包含：一种或更多种通式VI的化合物
Figure PCTCN2016106007-appb-000033
其中，
R11和R12相同或不同，各自独立地表示碳原子数为1-7的直链烷基、碳原子数为1-7的直链烷氧基、碳原子数为2-5的直链烯基；
环
Figure PCTCN2016106007-appb-000034
相同或不同，各自独立地表示
Figure PCTCN2016106007-appb-000035
q表示1或2；
当q表示2时，两个环
Figure PCTCN2016106007-appb-000036
相同或不同，各自独立地表示
Figure PCTCN2016106007-appb-000037
在本发明的实施方案中，优选地所述通式VI的化合物选自由下列化合物组成的组：
Figure PCTCN2016106007-appb-000038
Figure PCTCN2016106007-appb-000039
Figure PCTCN2016106007-appb-000040
Figure PCTCN2016106007-appb-000041
Figure PCTCN2016106007-appb-000042
以及
Figure PCTCN2016106007-appb-000043
在本发明的实施方案中，所述液晶组合物还包含：一种或多种通式VII的化合物
Figure PCTCN2016106007-appb-000044
其中，
R13和R14相同或不同，各自独立地表示碳原子数为1-7的直链烷基、碳原子数为1-7的直链烷氧基；环
Figure PCTCN2016106007-appb-000045
相同或不同，各自独立地表示
Figure PCTCN2016106007-appb-000046
Figure PCTCN2016106007-appb-000047
Z2表示单键、-CH2O-或-COO-；
p表示0或1；
当Z2表示单键时，p表示1。
在本发明的实施方案中，优选地所述通式VII的化合物选自由下列化合物组成的组：
Figure PCTCN2016106007-appb-000048
Figure PCTCN2016106007-appb-000049
Figure PCTCN2016106007-appb-000050
Figure PCTCN2016106007-appb-000051
Figure PCTCN2016106007-appb-000052
以及
Figure PCTCN2016106007-appb-000053
作为优选方案，本发明所述的液晶组合物，其中通式I的化合物组成的组的重量百分比为1-30％；通式II的化合物组成的组的重量百分比为1-40％；通式III的化合物组成的组的重量百分比为0-10％；通式IV和/或V的化合物组成的组的重量百分比为30-75％；通式VI的化合物组成的组的重量百分比为0-30％；通式VII的化合物组成的组的重量百分比为0-10％。
作为优选方案，本发明所述的液晶组合物，其中通式I的化合物组成的组的重量百分比为6-27％；通式II的化合物组成的组的重量百分比为5-39％；通式III的化合物组成的组的重量百分比为0-6％；通式IV和/或V的化合物组成的组的重量百分比为30-70％；通式VI的化合物组成的组的重量百分比为0-29％；通式VII的化合物组成的组的重量百分比为0-6％。
作为优选方案，本发明所述的液晶组合物，其中通式I的化合物组成的组的重量百分比为6-27％；通式II的化合物组成的组的重量百分比为5-39％；通式III的化合物组成的组的重量百分比为1-6％；通式IV的化合物组成的组的重量百分比为27-66％；通式V的化合物组成的组的重量百分比为0-12％；通式VI的化合物组成的组的重量百分比为1-29％；通式VII的化合物组成的组的重量百分比为1-6％。
作为优选方案，以上所述的液晶组合物，所述液晶组合物包括：
占所述液晶组合物总重量7％的化合物IV-27；
占所述液晶组合物总重量8％的化合物IV-26；
占所述液晶组合物总重量8％的化合物IV-33；
占所述液晶组合物总重量10％的化合物IV-34；
占所述液晶组合物总重量6％的化合物IV-38；
占所述液晶组合物总重量10％的化合物IV-35；
占所述液晶组合物总重量6％的化合物I-6；
占所述液晶组合物总重量6％的化合物I-7；
占所述液晶组合物总重量5％的化合物I-8；
占所述液晶组合物总重量10％的化合物II-5；
占所述液晶组合物总重量12％的化合物II-7；以及
占所述液晶组合物总重量12％的化合物II-6，
或者，所述液晶组合物包括：
占所述液晶组合物总重量5％的化合物IV-16；
占所述液晶组合物总重量9％的化合物IV-26；
占所述液晶组合物总重量9％的化合物IV-27；
占所述液晶组合物总重量8％的化合物IV-28；
占所述液晶组合物总重量7％的化合物IV-33；
占所述液晶组合物总重量7％的化合物IV-34；
占所述液晶组合物总重量4％的化合物IV-38；
占所述液晶组合物总重量7％的化合物IV-35；
占所述液晶组合物总重量5％的化合物IV-36；
占所述液晶组合物总重量5％的化合物I-6；
占所述液晶组合物总重量5％的化合物I-7；
占所述液晶组合物总重量5％的化合物I-8；
占所述液晶组合物总重量6％的化合物II-5；
占所述液晶组合物总重量9％的化合物II-7；以及
占所述液晶组合物总重量9％的化合物II-6，
或者，所述液晶组合物包括：
占所述液晶组合物总重量3％的化合物VII-28；
占所述液晶组合物总重量3％的化合物VII-31；
占所述液晶组合物总重量6％的化合物II-5；
占所述液晶组合物总重量6％的化合物II-7；
占所述液晶组合物总重量6％的化合物II-6；
占所述液晶组合物总重量17％的化合物VI-5；
占所述液晶组合物总重量5％的化合物VI-8；
占所述液晶组合物总重量7％的化合物VI-21；
占所述液晶组合物总重量4％的化合物IV-26；
占所述液晶组合物总重量8％的化合物IV-34；
占所述液晶组合物总重量8％的化合物IV-35；
占所述液晶组合物总重量7％的化合物IV-27；
占所述液晶组合物总重量6％的化合物III-1；
占所述液晶组合物总重量8％的化合物V-1；
占所述液晶组合物总重量3％的化合物I-6；以及
占所述液晶组合物总重量3％的化合物I-7，
或者，所述液晶组合物包括：
占所述液晶组合物总重量4％的化合物VII-20；
占所述液晶组合物总重量4％的化合物VII-19；
占所述液晶组合物总重量3％的化合物VII-1；
占所述液晶组合物总重量3％的化合物VII-15；
占所述液晶组合物总重量10％的化合物VI-4；
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10％的化合物IV-3；
占所述液晶组合物总重量14％的化合物IV-4；
占所述液晶组合物总重量9％的化合物IV-6；
占所述液晶组合物总重量6％的化合物IV-16；
占所述液晶组合物总重量6％的化合物IV-18；
占所述液晶组合物总重量6％的化合物IV-17；
占所述液晶组合物总重量6％的化合物IV-19；
占所述液晶组合物总重量7％的化合物II-21；
占所述液晶组合物总重量5％的化合物I-6；以及
占所述液晶组合物总重量3％的化合物I-7，
或者，所述液晶组合物包括：
占所述液晶组合物总重量5％的化合物IV-26；
占所述液晶组合物总重量7％的化合物IV-33；
占所述液晶组合物总重量8％的化合物IV-34；
占所述液晶组合物总重量5％的化合物IV-38；
占所述液晶组合物总重量8％的化合物IV-35；
占所述液晶组合物总重量6％的化合物IV-36；
占所述液晶组合物总重量5％的化合物I-6；
占所述液晶组合物总重量5％的化合物I-7；
占所述液晶组合物总重量5％的化合物I-8；
占所述液晶组合物总重量7％的化合物III-1；
占所述液晶组合物总重量11％的化合物II-5；
占所述液晶组合物总重量14％的化合物II-6；以及
占所述液晶组合物总重量14％的化合物II-6，
或者，所述液晶组合物包括：
占所述液晶组合物总重量5％的化合物V-1；
占所述液晶组合物总重量4％的化合物V-3；
占所述液晶组合物总重量3％的化合物V-2；
占所述液晶组合物总重量5％的化合物IV-16；
占所述液晶组合物总重量8％的化合物IV-26；
占所述液晶组合物总重量5％的化合物IV-25；
占所述液晶组合物总重量5％的化合物IV-27；
占所述液晶组合物总重量5％的化合物IV-28；
占所述液晶组合物总重量7％的化合物IV-33；
占所述液晶组合物总重量9％的化合物IV-34；
占所述液晶组合物总重量6％的化合物IV-38；
占所述液晶组合物总重量6％的化合物IV-35；
占所述液晶组合物总重量9％的化合物I-6；
占所述液晶组合物总重量9％的化合物I-7；
占所述液晶组合物总重量9％的化合物I-8；以及
占所述液晶组合物总重量5％的化合物II-6，
或者，所述液晶组合物包括：
占所述液晶组合物总重量5％的化合物IV-16；
占所述液晶组合物总重量8％的化合物IV-26；
占所述液晶组合物总重量7％的化合物IV-25；
占所述液晶组合物总重量8％的化合物IV-27；
占所述液晶组合物总重量8％的化合物IV-28；
占所述液晶组合物总重量7％的化合物IV-33；
占所述液晶组合物总重量7％的化合物IV-34；
占所述液晶组合物总重量4％的化合物IV-38；
占所述液晶组合物总重量7％的化合物IV-35；
占所述液晶组合物总重量5％的化合物IV-36；
占所述液晶组合物总重量5％的化合物I-6；
占所述液晶组合物总重量4％的化合物I-7；
占所述液晶组合物总重量6％的化合物I-22；
占所述液晶组合物总重量5％的化合物II-5；
占所述液晶组合物总重量7％的化合物II-7；以及
占所述液晶组合物总重量7％的化合物II-6。
本发明的另一个方面是提供一种包含低粘度、高可靠性、合适的光学各项异性和合适大的介电各项异性的液晶组合物的液晶显示器件。
有益效果：本发明通过大量实验筛选，优选得到本发明的液晶组合物，具有低粘度、高可靠性、合适的光学各项异性和合适大的介电各项异性等特性，本发明所述的液晶组合物适用于液晶显示器件中。
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4μm。
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。
为便于表达，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 PCTCN2016106007-appb-000054
Figure PCTCN2016106007-appb-000055
以如下结构式的化合物为例：
Figure PCTCN2016106007-appb-000056
该结构式如用表1所列代码表示，则可表达为：mCPWn，代码中的m表示左端烷基的碳原子数，例如m为“2”，即表示该烷基为-C2H5；代码中的C代表“环己烷基”，代码中的P代表“1,4-亚苯基”，代码中的W代表“2,3-二氟-1,4-亚苯基”，代码中的n表示左端烷基的碳原子数，例如n为“2”，即表示该烷基为-C2H5。
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，25℃)
Δε：                 介电各向异性(1KHz，25℃)
η：                   流动粘度(mPa*s，25℃下)
Is(初始)               初始静态电流(25℃,μA)
Is(UV)                 UV光照射后的静态电流(25℃,μA)
其中，光学各向异性使用阿贝折光仪在钠光灯(589nm)光源下、25℃测试得；V10测试条件：DMS505/方波/1KHZ，VA测试盒，盒厚4μm；
Δε＝ε‖-ε⊥，其中，ε‖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、VA测试盒，盒厚6μm；
Is(初始)是使用SY-60A型电测机在25℃、6V、40Hz、方波的测试条件下，测试灌注在TN90型测试盒中的液晶的静态电流，测试盒厚7μm，电极面积为1cm2。
Is(UV)是使用SY-60A型电测机在25℃、6V、40Hz、方波的测试条件下，测试灌注在TN90型测试盒中的液晶受到波长为365nm、能量为450mJ/cm2的UV光照射的静态电流，测试盒厚7μm，电极面积为1cm2。
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备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。
制备并研究下列实施例中给出的液晶组合物。下面显示了各液晶组合物的组成和其性能参数测试结果。
对比例1
以表2所列的各化合物及重量百分数配制成对比例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 PCTCN2016106007-appb-000057
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 PCTCN2016106007-appb-000058
与对比例1相比，该液晶组合物Is(初始)和Is(UV)较小，在同等电压条件下，电流值越小说明电阻率越高，液晶材料的可靠性越好，此外，该液晶组合物具有更低粘度、适当小的光学各项异性和合适大 的介电各项异性性，适用于液晶显示器件。
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 PCTCN2016106007-appb-000059
与对比例1相比，该液晶组合物Is(初始)和Is(UV)较小，在同等电压条件下，电流值越小说明电阻率越高，液晶材料的可靠性越好，此外，该液晶组合物具有更低粘度、适当的光学各项异性和合适大的介电各项异性性，适用于液晶显示器件。
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 PCTCN2016106007-appb-000060
Figure PCTCN2016106007-appb-000061
与对比例1相比，该液晶组合物Is(初始)和Is(UV)较小，在同等电压条件下，电流值越小说明电阻率越高，液晶材料的可靠性越好，此外，该液晶组合物具有更低粘度、适当的光学各项异性和合适的介电各项异性性，适用于液晶显示器件。
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 PCTCN2016106007-appb-000062
与对比例1相比，该液晶组合物Is(初始)和Is(UV)较小，在同等电压条件下，电流值越小说明电阻率越高，液晶材料的可靠性越好，此外，该液晶组合物具有更低粘度、适当的光学各项异性和介电各项异性性，适用于液晶显示器件。
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 PCTCN2016106007-appb-000063
与对比例1相比，该液晶组合物Is(初始)和Is(UV)较小，在同等电压条件下，电流值越小说明电阻率越高，液晶材料的可靠性越好，此外，该液晶组合物具有更低粘度、适当小的光学各项异性和合适的介电各项异性性，适用于液晶显示器件。
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 PCTCN2016106007-appb-000064
与对比例1相比，该液晶组合物Is(初始)和Is(UV)较小，在同等电压条件下，电流值越小说明电 阻率越高，液晶材料的可靠性越好，此外，该液晶组合物具有更低粘度、适当大的光学各项异性和介电各项异性性，适用于液晶显示器件。
实施例7
按表9中所列的各化合物及重量百分数配制成实施例7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9液晶组合物配方及其测试性能
Figure PCTCN2016106007-appb-000065
与对比例1相比，该液晶组合物Is(初始)和Is(UV)较小，在同等电压条件下，电流值越小说明电阻率越高，液晶材料的可靠性越好，此外，该液晶组合物具有更低粘度、适当的光学各项异性和适当大的介电各项异性性，适用于液晶显示器件。
以上所述，仅是本发明的较佳实施例而已，并非对本发明作任何形式上的限制，虽然本发明已以较佳实施例揭露如上，然而并非用以限定本发明，任何熟悉本专业的技术人员，在不脱离本发明技术方案范围内，当可利用上述揭示的技术内容作出些许更动或修饰为等同变化的等效实施例，但凡是未脱离本发明技术方案内容，依据本发明的技术实质对以上实施例所作的任何简单修改、等同变化与修饰，均仍属于本发明技术方案的范围内。

Claims (12)

  1. 一种液晶组合物，包含：
    一种或更多种选自通式I的化合物组成的组
    Figure PCTCN2016106007-appb-100001
    以及
    一种或更多种选自通式II的化合物组成的组
    Figure PCTCN2016106007-appb-100002
    其中，
    R1和R2相同或不同，各自独立地表示碳原子数为1-7的直链烷基、碳原子数为1-7的直链烷氧基；
    R3和R4相同或不同，各自独立地表示碳原子数为1-7的直链烷基；
    X表示CN或CF3；
    m表示1或2。
  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的化合物选自由下列化合物组成的组：
    Figure PCTCN2016106007-appb-100003
    Figure PCTCN2016106007-appb-100004
    Figure PCTCN2016106007-appb-100005
    Figure PCTCN2016106007-appb-100006
    所述通式II的化合物选自由下列化合物组成的组：
    Figure PCTCN2016106007-appb-100007
    Figure PCTCN2016106007-appb-100008
    Figure PCTCN2016106007-appb-100009
  3. 根据权利要求1或2所述的液晶组合物，其特征在于，所述液晶组合物还包含：一种或多种选自通式III的化合物组成的组
    Figure PCTCN2016106007-appb-100010
    其中，
    R5和R6相同或不同，各自独立地表示碳原子数为1-10的直链烷基。
  4. 根据权利要求3所述的液晶组合物，其特征在于，所述通式III的化合物选自由下列化合物组成的组：
    Figure PCTCN2016106007-appb-100011
    Figure PCTCN2016106007-appb-100012
  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，所述液晶组合物还包含：一种或多种通式IV和/或V的化合物
    Figure PCTCN2016106007-appb-100013
    其中，
    R7、R8、R9和R10相同或不同，各自独立地表示碳原子数为1-7的直链烷基、碳原子数为1-7的直链烷氧基；
    Z1表示单键、-CH2O-或-COO-；
    n表示1或2。
  6. 根据权利要求5所述的液晶组合物，其特征在于，所述通式IV的化合物选自由下列化合物组成的组：
    Figure PCTCN2016106007-appb-100014
    Figure PCTCN2016106007-appb-100015
    Figure PCTCN2016106007-appb-100016
    Figure PCTCN2016106007-appb-100017
    Figure PCTCN2016106007-appb-100018
    Figure PCTCN2016106007-appb-100019
    所述通式V的化合物选自由下列化合物组成的组：
    Figure PCTCN2016106007-appb-100020
    Figure PCTCN2016106007-appb-100021
  7. 根据权利要求1-6中任一项所述的液晶组合物，其特征在于，所述液晶组合物还包含：一种或多种通式VI的化合物
    Figure PCTCN2016106007-appb-100022
    其中，
    R11和R12相同或不同，各自独立地表示碳原子数为1-7的直链烷基、碳原子数为1-7的直链烷氧基、碳原子数为2-5的直链烯基；
    环
    Figure PCTCN2016106007-appb-100023
    相同或不同，各自独立地表示
    Figure PCTCN2016106007-appb-100024
    q表示1或2；
    当q表示2时，两个环
    Figure PCTCN2016106007-appb-100025
    相同或不同，各自独立地表示
    Figure PCTCN2016106007-appb-100026
  8. 根据权利要求7所述的液晶组合物，其特征在于，所述通式VI的化合物选自由下列化合物组成的组：
    Figure PCTCN2016106007-appb-100027
    Figure PCTCN2016106007-appb-100028
    Figure PCTCN2016106007-appb-100029
    Figure PCTCN2016106007-appb-100030
  9. 根据权利要求1-8中任一项所述的液晶组合物，其特征在于，所述液晶组合物还包含：一种或多种通式VII的化合物
    Figure PCTCN2016106007-appb-100031
    其中，
    R13和R14相同或不同，各自独立地表示碳原子数为1-7的直链烷基、碳原子数为1-7的直链烷氧基；
    环
    Figure PCTCN2016106007-appb-100032
    相同或不同，各自独立地表示
    Figure PCTCN2016106007-appb-100033
    Figure PCTCN2016106007-appb-100034
    Z2表示单键、-CH2O-或-COO-；
    p表示0或1；
    当Z2表示单键时，p表示1。
  10. 根据权利要求9所述的液晶组合物，其特征在于，所述通式VII的化合物选自由下列化合物组成的组：
    Figure PCTCN2016106007-appb-100035
    Figure PCTCN2016106007-appb-100036
    Figure PCTCN2016106007-appb-100037
    Figure PCTCN2016106007-appb-100038
  11. 根据权利要求1至10任一项所述的液晶组合物，其特征在于，所述液晶组合物包括：
    占所述液晶组合物总重量7％的化合物IV-27；
    占所述液晶组合物总重量8％的化合物IV-26；
    占所述液晶组合物总重量8％的化合物IV-33；
    占所述液晶组合物总重量10％的化合物IV-34；
    占所述液晶组合物总重量6％的化合物IV-38；
    占所述液晶组合物总重量10％的化合物IV-35；
    占所述液晶组合物总重量6％的化合物I-6；
    占所述液晶组合物总重量6％的化合物I-7；
    占所述液晶组合物总重量5％的化合物I-8；
    占所述液晶组合物总重量10％的化合物II-5；
    占所述液晶组合物总重量12％的化合物II-7；以及
    占所述液晶组合物总重量12％的化合物II-6，
    或者，所述液晶组合物包括：
    占所述液晶组合物总重量5％的化合物IV-16；
    占所述液晶组合物总重量9％的化合物IV-26；
    占所述液晶组合物总重量9％的化合物IV-27；
    占所述液晶组合物总重量8％的化合物IV-28；
    占所述液晶组合物总重量7％的化合物IV-33；
    占所述液晶组合物总重量7％的化合物IV-34；
    占所述液晶组合物总重量4％的化合物IV-38；
    占所述液晶组合物总重量7％的化合物IV-35；
    占所述液晶组合物总重量5％的化合物IV-36；
    占所述液晶组合物总重量5％的化合物I-6；
    占所述液晶组合物总重量5％的化合物I-7；
    占所述液晶组合物总重量5％的化合物I-8；
    占所述液晶组合物总重量6％的化合物II-5；
    占所述液晶组合物总重量9％的化合物II-7；以及
    占所述液晶组合物总重量9％的化合物II-6，
    或者，所述液晶组合物包括：
    占所述液晶组合物总重量3％的化合物VII-28；
    占所述液晶组合物总重量3％的化合物VII-31；
    占所述液晶组合物总重量6％的化合物II-5；
    占所述液晶组合物总重量6％的化合物II-7；
    占所述液晶组合物总重量6％的化合物II-6；
    占所述液晶组合物总重量17％的化合物VI-5；
    占所述液晶组合物总重量5％的化合物VI-8；
    占所述液晶组合物总重量7％的化合物VI-21；
    占所述液晶组合物总重量4％的化合物IV-26；
    占所述液晶组合物总重量8％的化合物IV-34；
    占所述液晶组合物总重量8％的化合物IV-35；
    占所述液晶组合物总重量7％的化合物IV-27；
    占所述液晶组合物总重量6％的化合物III-1；
    占所述液晶组合物总重量8％的化合物V-1；
    占所述液晶组合物总重量3％的化合物I-6；以及
    占所述液晶组合物总重量3％的化合物I-7，
    或者，所述液晶组合物包括：
    占所述液晶组合物总重量4％的化合物VII-20；
    占所述液晶组合物总重量4％的化合物VII-19；
    占所述液晶组合物总重量3％的化合物VII-1；
    占所述液晶组合物总重量3％的化合物VII-15；
    占所述液晶组合物总重量10％的化合物VI-4；
    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10％的化合物IV-3；
    占所述液晶组合物总重量14％的化合物IV-4；
    占所述液晶组合物总重量9％的化合物IV-6；
    占所述液晶组合物总重量6％的化合物IV-16；
    占所述液晶组合物总重量6％的化合物IV-18；
    占所述液晶组合物总重量6％的化合物IV-17；
    占所述液晶组合物总重量6％的化合物IV-19；
    占所述液晶组合物总重量7％的化合物II-21；
    占所述液晶组合物总重量5％的化合物I-6；以及
    占所述液晶组合物总重量3％的化合物I-7，
    或者，所述液晶组合物包括：
    占所述液晶组合物总重量5％的化合物IV-26；
    占所述液晶组合物总重量7％的化合物IV-33；
    占所述液晶组合物总重量8％的化合物IV-34；
    占所述液晶组合物总重量5％的化合物IV-38；
    占所述液晶组合物总重量8％的化合物IV-35；
    占所述液晶组合物总重量6％的化合物IV-36；
    占所述液晶组合物总重量5％的化合物I-6；
    占所述液晶组合物总重量5％的化合物I-7；
    占所述液晶组合物总重量5％的化合物I-8；
    占所述液晶组合物总重量7％的化合物III-1；
    占所述液晶组合物总重量11％的化合物II-5；
    占所述液晶组合物总重量14％的化合物II-6；以及
    占所述液晶组合物总重量14％的化合物II-6，
    或者，所述液晶组合物包括：
    占所述液晶组合物总重量5％的化合物V-1；
    占所述液晶组合物总重量4％的化合物V-3；
    占所述液晶组合物总重量3％的化合物V-2；
    占所述液晶组合物总重量5％的化合物IV-16；
    占所述液晶组合物总重量8％的化合物IV-26；
    占所述液晶组合物总重量5％的化合物IV-25；
    占所述液晶组合物总重量5％的化合物IV-27；
    占所述液晶组合物总重量5％的化合物IV-28；
    占所述液晶组合物总重量7％的化合物IV-33；
    占所述液晶组合物总重量9％的化合物IV-34；
    占所述液晶组合物总重量6％的化合物IV-38；
    占所述液晶组合物总重量6％的化合物IV-35；
    占所述液晶组合物总重量9％的化合物I-6；
    占所述液晶组合物总重量9％的化合物I-7；
    占所述液晶组合物总重量9％的化合物I-8；以及
    占所述液晶组合物总重量5％的化合物II-6，
    或者，所述液晶组合物包括：
    占所述液晶组合物总重量5％的化合物IV-16；
    占所述液晶组合物总重量8％的化合物IV-26；
    占所述液晶组合物总重量7％的化合物IV-25；
    占所述液晶组合物总重量8％的化合物IV-27；
    占所述液晶组合物总重量8％的化合物IV-28；
    占所述液晶组合物总重量7％的化合物IV-33；
    占所述液晶组合物总重量7％的化合物IV-34；
    占所述液晶组合物总重量4％的化合物IV-38；
    占所述液晶组合物总重量7％的化合物IV-35；
    占所述液晶组合物总重量5％的化合物IV-36；
    占所述液晶组合物总重量5％的化合物I-6；
    占所述液晶组合物总重量4％的化合物I-7；
    占所述液晶组合物总重量6％的化合物I-22；
    占所述液晶组合物总重量5％的化合物II-5；
    占所述液晶组合物总重量7％的化合物II-7；以及
    占所述液晶组合物总重量7％的化合物II-6。
  12. 一种液晶显示器件，所述液晶显示器件包含权利要求1至11中的任一项所述的液晶组合物。
PCT/CN2016/106007 2015-11-19 2016-11-16 液晶组合物及其显示器件 WO2017084568A1 (zh)

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