WO2014206209A1 - 液晶组合物及其液晶显示器件 - Google Patents

液晶组合物及其液晶显示器件 Download PDF

Info

Publication number
WO2014206209A1
WO2014206209A1 PCT/CN2014/079923 CN2014079923W WO2014206209A1 WO 2014206209 A1 WO2014206209 A1 WO 2014206209A1 CN 2014079923 W CN2014079923 W CN 2014079923W WO 2014206209 A1 WO2014206209 A1 WO 2014206209A1
Authority
WO
WIPO (PCT)
Prior art keywords
liquid crystal
crystal composition
compound
total weight
weight
Prior art date
Application number
PCT/CN2014/079923
Other languages
English (en)
French (fr)
Inventor
韩文明
胡娟
李鹏飞
Original Assignee
江苏和成显示科技股份有限公司
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 江苏和成显示科技股份有限公司 filed Critical 江苏和成显示科技股份有限公司
Publication of WO2014206209A1 publication Critical patent/WO2014206209A1/zh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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
    • C09K19/3066Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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
    • C09K19/10Non-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-)
    • C09K2019/122Ph-Ph
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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)
    • C09K2019/3004Cy-Cy
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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)
    • C09K2019/301Cy-Cy-Ph
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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)
    • C09K2019/3016Cy-Ph-Ph
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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)
    • C09K2019/3019Cy-Cy-Ph-Ph
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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
    • C09K19/34Non-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
    • 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
    • G02F1/0009Materials therefor
    • G02F1/0045Liquid crystals characterised by their physical properties

Definitions

  • the invention relates to a liquid crystal composition, and more particularly to a suitable optical anisotropy, suitable dielectric anisotropy, fast response speed, and good low temperature storage stability.
  • a liquid crystal composition which is excellent in ultraviolet radiation resistance and heat stability and its use in a liquid crystal display device.
  • a liquid crystal display element operates by utilizing optical anisotropy and dielectric anisotropy possessed by a liquid crystal material itself, and has been widely used.
  • the device can be designed into various working modes, among which TN mode is commonly used in conventional displays (ie, twisted nematic mode liquid crystal mixture has a nematic structure with a distortion of about 90 degrees).
  • TN mode is commonly used in conventional displays (ie, twisted nematic mode liquid crystal mixture has a nematic structure with a distortion of about 90 degrees).
  • STN ie, super-twisted nematic mode
  • SBE mode ie, super-twisted birefringence mode
  • EBC mode ie, electronically controlled birefringence mode
  • VA mode and vertical alignment mode
  • IPS mode ie, in-plane conversion mode
  • TN, STN, and SBE modes generally use positive dielectric anisotropic liquid crystals
  • EBC and VA modes use negative dielectric anisotropic liquid crystals
  • IPS mode can use positive dielectric anisotropic liquid crystals.
  • Liquid crystal materials must have good chemical and thermal stability and good stability to electric fields and electromagnetic radiation.
  • the liquid crystal material should have low viscosity and short response time, low threshold voltage and high contrast.
  • liquid crystal since liquid crystal is usually used as a mixture of a plurality of components, mutual solubility between the components is particularly important, and depending on the application field, the liquid crystal must satisfy different requirements such as electrical conductivity and dielectric anisotropy.
  • An object of the present invention is to provide a liquid crystal composition which has suitable optical anisotropy, suitable dielectric anisotropy, fast response speed, good low temperature storage stability, and good ultraviolet radiation resistance. Characteristics such as sex and thermal stability.
  • the liquid crystal composition can be applied to display modes such as IPS and FFS.
  • a liquid crystal composition provided by one aspect of the invention, the liquid crystal composition comprising: a compound of formula I in total weight of the liquid crystal composition
  • the total weight of the liquid crystal composition is selected from the group consisting of Formula 11-1, Formula 11-2, Formula 11-3, and combinations thereof.
  • At least one compound of the formula III in an amount of from 25 to 50% by weight based on the total weight of the liquid crystal composition
  • R4 - ⁇ ) (in) at least one selected from the group consisting of Formula IV-1, Formula IV-2, and combinations thereof, in an amount of 5 to 25% by weight based on the total weight of the liquid crystal composition
  • liquid crystal composition of the present invention further comprises:
  • At least one compound selected from the group consisting of Formula Vl-1, Formula VI-2, and combinations thereof, is 0-20% by weight based on the total weight of the liquid crystal composition.
  • R 7 and the same or different, each independently represents a fluorenyl or a decyloxy group having 1 to 7 carbon atoms, or an alkenyl group or an alkenyloxy group having 2 to 7 carbon atoms;
  • L 4 and L 5 are the same or different and each independently represents H or F.
  • Ri, R 2 , R 3 , R 5 , R 6 , R 7 , and a fluorenyl group having 2 to 5 carbon atoms are preferred.
  • the compound of Formula 11-1 is selected from one or more of the group consisting of
  • the compound of formula 11-2 is selected from one or more compounds of the group consisting of: as well as
  • the compound of Formula III is selected from one or more of the group consisting of:
  • the compound of Formula IV-1 is selected from one or more of the group consisting of:
  • the compound of Formula VI-1 is selected from one or more compounds selected from the group consisting of:
  • the compound of formula I comprises 3-15% by weight of the total weight of the liquid crystal composition; the formula 11-1, formula 11-2, formula 11-3 and combinations thereof
  • the compound of the group accounts for 8-25% of the total weight of the liquid crystal composition; the compound of the formula III accounts for 25-40% of the total weight of the liquid crystal composition; the formula IV-1, the formula IV-2 and The compound of the group consisting of the combination constitutes 5-20% by weight of the total weight of the liquid crystal composition; the compound of the group consisting of the formula V1, the formula V-2 and combinations thereof accounts for 5-20% of the total weight of the liquid crystal composition And a compound of the group consisting of the formula Vl-1, the formula V, and a combination thereof, which accounts for 1-15% by weight based on the total weight of the liquid crystal composition.
  • the present invention determines a liquid crystal composition including the above liquid crystal compound by a combination test with the above compound, and has a suitable optical anisotropy, a suitable dielectric anisotropy, a fast response speed, and a good Low temperature storage stability, good UV resistance and thermal stability.
  • the liquid crystal composition can be applied to display modes such as IPS and FFS.
  • the ratios are all by weight, all temperatures are in degrees Celsius, and the response time data is selected to have a cell thickness of 7 ⁇ m.
  • nCCGF The structural formula is expressed by the code listed in Table 1, and can be expressed as: nCCGF, where n in the code represents the number of C atoms in the left-end sulfhydryl group, for example, n is "3", which means that the fluorenyl group is -C 3 H 7 ; The C in the code represents the cyclohexyl group.
  • the shorthand code for the test project in the following examples is as follows:
  • T-30-c Low-temperature storage time (at -30 ° C)
  • the components used in the following examples can be synthesized by a known method or 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 liquid crystal composition is prepared according to a conventional method in the art, and is obtained by mixing in a predetermined ratio by heating, ultrasonication, suspension, or the like.
  • the 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. Comparative example 1
  • 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 as shown in the following table: Table 2 Liquid crystal composition formula and Test performance
  • 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 between two substrates of the liquid crystal display for performance test.
  • Table 3 Liquid crystal composition formula and Test performance
  • 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 between the two substrates of the liquid display for performance test.
  • Table 4 Liquid crystal composition formula and Test performance
  • 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 between two substrates of the liquid crystal display for performance test.
  • the test data are shown in the following table: Table 5 Liquid crystal composition formula and Test performance
  • Example 6 Liquid crystal composition formula and Test performance
  • the liquid crystal group provided by the present invention Appropriate optical anisotropy and suitable dielectric anisotropy, which have the advantages of response speed block, good display effect, low temperature storage stability, UV resistance and thermal stability, suitable for IPS, FFS
  • the display mode is used in a liquid crystal display device.

Landscapes

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

Abstract

本发明提供一种液晶组合物,包含:占所述液晶组合物总重量1-20%的式I的化合物;5-35%的选自由式II-1、式II-2、式II-3及其组合组成的组的化合物;25-50%的式III的化合物;5-25%的式IV-1、式IV-2及其组合组成的组的化合物;以及5-25%的式V-l、式V-2及其组合组成的组的化合物。本发明的液晶组合物具有合适的光学各向异性、合适的介电各向异性、较快的响应速度、良好的低温存储稳定性、良好的抗紫外照射性和对热稳定性,适用于IPS、FFS等显示模式。本发明还提供包含该液晶组合物的液晶显示器件。

Description

液晶组合物及其液晶显示器件 技术领域 本发明涉及一种液晶组合物, 特别涉及一种具有合适的光学各向异性、合适的介电各 向异性、 较快的响应速度、 良好的低温存储稳定性、 良好的抗紫外照射性和对热稳定性的 液晶组合物及其在液晶显示器件中的应用。 背景技术 液晶显示元件是利用液晶材料本身所具备的光学各向异性和介电各向异性来进行工 作的, 目前已经得到了广泛的应用。 利用液晶材料不同的特性和工作方式, 可以将器件设 计成各种不同的工作模式, 其中常规显示器普遍使用的有 TN模式 (即扭曲向列模式 液晶混合物具有扭曲约 90度的向列型结构)、 STN (即超扭曲向列模式)、 SBE模式 (即 超扭曲双折射模式)、 EBC模式 (即电控双折射模式)、 VA模式 (及垂直排列模式)、 IPS 模式(即面内转换模式)等, 含有很多根据以上模式所做的改进模式。 工作在 TN、 STN、 SBE模式下的元件一般使用正介电各向异性液晶, EBC、 VA模式使用负介电各向异性液 晶, IPS模式即可使用正介电各向异性液晶, 也可使用负介电各向异性液晶。 液晶材料必须具有良好的化学和热稳定性和对电场和电磁辐射的良好稳定性。 此外, 液晶材料应当具有低粘度和短响应时间, 低阈值电压和高对比度。然而由于液晶通常作为 多种组分的混合物使用,各组分之间的彼此互溶则显得尤为重要,而依据不同的应用领域, 液晶必须要满足不同的要求, 如电导率、 介电各向异性和光学各向异性等, 但是在现有技 术中显著存在的缺点是较长的响应时间, 较低电阻率且操作电压过高等, 如 EP0673986、 DE19528106、 DE19528107。 另夕卜, 低温存储稳定性较差也是现有许多液晶材料的缺陷。 迄今为止公开的具有液晶介相的一系列化合物都不包括满足所有这些方面要求的单 体化合物, 因此, 在液晶材料领域, 需要具有改进性能的新型液晶组合物。 特别地, 对于 许多应用类型而言, 液晶组合物必须具有合适的宽向列相范围、 适当的折射率、 介电各向 异性以及低温存储稳定性。 发明内容 本发明的目的是提供一种液晶组合物, 其具备具有合适的光学各向异性、合适的介电 各向异性、 较快的响应速度、 良好的低温存储稳定性、 良好的抗紫外照射性和对热稳定性 等特性。 该液晶组合物能适用于 IPS、 FFS等显示模式。 本发明的一个方面提供 的液晶组合物, 所述液晶组合物包含: 占所述液晶组合物总重 种式 I的化合物
(I) .
占所述液晶组合物总重 -种选自由式 11-1、 式 11-2、 式 11-3 及其组合 组成
Figure imgf000004_0001
占所述液晶组合物总重量的 25-50%的至少一种式 III的化合物
R4— ^) (in) 占所述液晶组合物总重量的 5-25%的至少一种选自由式 IV-1、 式 IV-2及其组合组成的
Figure imgf000004_0002
其中,
R2、 R3、 、 和 相同或不同, 各自独立地表示碳原子数为 1-7的垸基或垸 氧基, 或碳原子数为 2-7的烯基或烯氧基;
L2和 L3相同或不同, 各自独立地表示 H或F。 本发明所述的液晶组合物还包含:
占所述液晶组合物总重量 0-20%的至少一种选自由式 Vl-1、 式 VI-2及其组合组成的组 的化合物-
Figure imgf000005_0001
其中,
R7、 和 相同或不同, 各自独立地表示碳原子数为 1-7的垸基或垸氧基, 或碳原 子数为 2-7的烯基或烯氧基;
L4和 L5相同或不同, 各自独立地表示 H或F。 在本发明的一些实施方案中, 优选所述 Ri、 R2、 R3、 、 R5、 R6、 R7、 和 为碳 原子数为 2-5的垸基。 在一些实施方案中, 所述式 11-1 的化合物选自由下列化合物组成的组中一种或更多种 化合
以及
Figure imgf000005_0002
所述式 11-2的化合物选自由下列化合物组成的组中一种或更多种化合物:
Figure imgf000005_0003
以及
, 并且
合物:
以及
Figure imgf000006_0001
在一些实施方案中, 所述式 III的化合物选自由下列化合物组成的组中一种或更多种化 合物:
; 以及
Figure imgf000006_0002
在一些实施方案中,所述式 IV-1的化合物选自由下列化合物组成的组中一种或更多种 化合物:
Figure imgf000007_0001
在一些实施方案中,所述式 VI-1的化合物选自由下列化合物组成的组中一种或更多种 化合物:
Figure imgf000007_0002
Figure imgf000008_0001
在本发明的实施方案中,优选所述式 I的化合物占所述液晶组合物总重量的 3-15%;所 述式 11-1、 式 11-2、 式 11-3 及其组合组成的组的化合物占所述液晶组合物总重量的 8-25%; 所述式 I I I的化合物占所述液晶组合物总重量的 25-40%; 所述式 IV-1、 式 IV-2及其组合组 成的组的化合物占所述液晶组合物总重量的 5-20%; 所述式 V-l、 式 V-2及其组合组成的 组的化合物占所述液晶组合物总重量的 5-20%; 以及所述式 Vl-1、 式 V卜 2及其组合组成的 组的化合物占所述液晶组合物总重量的 1-15%。 本发明的另一个方面提供一种液晶显示器件,所述液晶显示器件包含本发明的液晶组 合物。 本发明通过对上述化合物进行组合实验, 通过与对照的比较, 确定了包括上述液晶化 合物的液晶组合物, 具有合适的光学各向异性、 合适的介电各向异性、 较快的响应速度、 良好的低温存储稳定性、 良好的抗紫外照射性和对热稳定性等特性。所述液晶组合物能适 用于 IPS、 FFS等显示模式。 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 7 μιη。 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
基团的单元结构 代码 基团名称
Figure imgf000009_0001
Figure imgf000009_0002
该结构式如用表 1所列代码表示, 则可表达为: nCCGF, 代码中的 n表示左端垸基的 C原子数, 例如 n为" 3", 即表示该垸基为 -C3H7 ; 代码中的 C代表环己垸基。 以下实施例中测试项目的简写代号如下:
Cp ( °C ): 清亮点(向列-各向同性相转变温度)
Δη: 光学各向异性 (589 nm, 20 °C )
Δε: 介电各向异性 (1 KHz, 25°C )
γΐ : 扭转粘度 (mPa*s, 在 20°C下)
t-30-c : 低温储存时间 (在 -30°C下) 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
按表 2中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 imgf000010_0001
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 imgf000010_0002
3CGUQUF 5
4CGUQUF 5
3DGUQUF 3
4DGUQUF 3
5DGUQUF 2
合计 100 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 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 imgf000011_0001
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 imgf000011_0002
Figure imgf000012_0001
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 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 imgf000012_0002
参照对比例 1, 从以上实施例 1、 2、 3和 4的测试数据可见, 本发明所提供液晶组 物具有合适的光学各向异性和合适的介电各向异性, 其优点在于响应速度块、 具有良好的 显示效果、 低温存储稳定性、 抗紫外照射性和对热稳定性, 适用于 IPS、 FFS等显示模式 用液晶显示器件中。

Claims

权 利 要 求 书
1. 一种用于 IPS或 FFS的液晶组合物, 包含:
占所述液晶组合物总重量的 1-25%的至少- 种式 I的化合物
H3C_ ~ -^^ (I) .
占所述液晶组合物总重量的 5-35%的至少 -种选自由式 11-1、 式 11-2、 式 11-3 及其组合 组成
Figure imgf000014_0001
占所述液晶组合物总重量的 25-50%的至少一种式 III的化合物
Figure imgf000014_0002
占所述液晶组合物总重量的 5-25%的至少一种选自由式 IV-1、 式 IV-2及其组合组成的
Figure imgf000014_0003
其中,
Ri、 R2、 R3、 、 R5和 R6相同或不同, 各自独立地表示碳原子数为 1-7的垸基或垸 氧基, 或碳原子数为 2-7的烯基或烯氧基;
U, L2和 L3相同或不同, 各自独立地表示 H或F。
2.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: 占所述液晶组合物总重量 0-20%的至少一种选自由式 Vl-1、 式 VI-2及其组合组成的组 的化
Figure imgf000015_0001
其中,
R7、 和 相同或不同, 各自独立地表示碳原子数为 1-7的垸基或垸氧基, 或碳原 子数为 2-7的烯基或烯氧基;
L4和 L5相同或不同, 各自独立地表示 H或F。
3. 根据权利要求 2所述的液晶组合物, 其特征在于, 所述 、 R2、 R3、 、 R5、 R6、 R7、 R8和 R9相同或不同, 各自独立地表示碳原子数为 2-5的垸基。
4. 根据权利要求 3所述的液晶组合物, 其特征在于, 所述式 11-1的化合物选自由下列 化合
Figure imgf000015_0002
所述式 11-2的化合物选自由下列化合物组成的组中一种或更多种化合物: ; 以及
, 并且
合物:
; 以及
Figure imgf000016_0001
5. 根据权利要求 3所述的液晶组合物, 其特征在于, 所述式 III的化合物选自由下列化 合物组成的组中一种或更多种化合物:
以及
Figure imgf000016_0002
6. 根据权利要求 3所述的液晶组合物, 其特征在于, 所述式 IV-1 的化合物选自由下 列化
Figure imgf000017_0001
7. 根据权利要求 3所述的液晶组合物, 其特征在于, 所述式 VI-1 的化合物选自由下 列化
Figure imgf000017_0002
Figure imgf000018_0001
8. 根据权利要求 1-7所述的液晶组合物, 其特征在于, 所述式 I的化合物占所述液晶 组合物总重量的 3-15%; 所述式 11-1、 式 11-2、 式 11-3 及其组合组成的组的化合物占所述液 晶组合物总重量的 8-25%; 所述式 I I I的化合物占所述液晶组合物总重量的 25-40%;所述式 IV-1、式 IV-2及其组合组成的组的化合物占所述液晶组合物总重量的 5-20%;所述式 V-l、 式 V-2及其组合组成的组的化合物占所述液晶组合物总重量的 5-20%; 以及所述式 Vl-1、 式 V卜 2及其组合组成的组的化合物占所述液晶组合物总重量的 1-15%。
9. 根据权利要求 8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 9%的化合物 IV- 1-2;
占所述液晶组合物总重量 40%的化合物 111-1 ;
占所述液晶组合物总重量 10%的化合物 V-1;
占所述液晶组合物总重量 6%的化合物 V-2;
占所述液晶组合物总重量 5%的化合物 IV-2-2;
占所述液晶组合物总重量 2%的化合物 VI-1-2;
占所述液晶组合物总重量 5%的化合物 I;
占所述液晶组合物总重量 5%的化合物 II -1-4;
占所述液晶组合物总重量 5%的化合物 Π -1-5;
占所述液晶组合物总重量 5%的化合物 II -1-6;
占所述液晶组合物总重量 3%的化合物 II -2-3;
占所述液晶组合物总重量 3%的化合物 Π -2-4; 以及
占所述液晶组合物总重量 2%的化合物 11 -2-5,
或者, 所述液晶组合物包含:
占所述液晶组合物总重量 3%的化合物 IV-1-2; 占所述液晶组合物总重量 3%的化合物 IV-2-2; 占所述液晶组合物总重量 42%的化合物 111-1 ;
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 5%的化合物 V-2;
占所述液晶组合物总重量 6%的化合物 VI-2-4; 占所述液晶组合物总重量 5%的化合物 VI-1-2; 占所述液晶组合物总重量 7%的化合物 I; 占所述液晶组合物总重量 3%的化合物 II -1-4; 占所述液晶组合物总重量 3%的化合物 Π -1-5; 占所述液晶组合物总重量 3%的化合物 II -1-6; 占所述液晶组合物总重量 4%的化合物 II -2-3; 占所述液晶组合物总重量 4%的化合物 II -2-4; 以及 占所述液晶组合物总重量 4%的化合物 II -2-5, 或者, 所述液晶组合物包含:
占所述液晶组合物总重量 6%的化合物 IV- 1-2; 占所述液晶组合物总重量 3%的化合物 IV-2-2; 占所述液晶组合物总重量 37%的化合物 111-1 ;
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 5%的化合物 V-2;
占所述液晶组合物总重量 3%的化合物 VI-2-4; 占所述液晶组合物总重量 3%的化合物 VI-2-2; 占所述液晶组合物总重量 5%的化合物 VI-1-2; 占所述液晶组合物总重量 12%的化合物 I; 占所述液晶组合物总重量 3%的化合物 II -1-4; 占所述液晶组合物总重量 3%的化合物 Π -1-5; 占所述液晶组合物总重量 3%的化合物 II -1-6; 占所述液晶组合物总重量 4%的化合物 II -2-3; 占所述液晶组合物总重量 4%的化合物 II -2-4; 以及 占所述液晶组合物总重量 4%的化合物 II -2-5, 或者, 所述液晶组合物包含:
占所述液晶组合物总重量 11 %的化合物 I V- 1 -2; 占所述液晶组合物总重量 8%的化合物 IV-2-2; 占所述液晶组合物总重量 30%的化合物 111-1 ;
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 6%的化合物 V-2;
占所述液晶组合物总重 3%的化合物 VI-2-4
占所述液晶组合物总重 3%的化合物 VI-2-2
占所述液晶组合物总重 3%的化合物 VI-1-2
占所述液晶组合物总重 10%的化合物 I;
占所述液晶组合物总重 3%的化合物 II -1-4
占所述液晶组合物总重 3%的化合物 II -1-5
占所述液晶组合物总重 3%的化合物 II -1-6
占所述液晶组合物总重 3%的化合物 II -2-3
占所述液晶组合物总重 3%的化合物 II -2-4 以及
占所述液晶组合物总重 3%的化合物 II -2-5
10. 一种液晶显示器件, 所述液晶显示器件包含权利要求 1至 9中的任一项所述的液 晶组合物。
PCT/CN2014/079923 2013-06-25 2014-06-16 液晶组合物及其液晶显示器件 WO2014206209A1 (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201310260867.6 2013-06-25
CN201310260867.6A CN103351876B (zh) 2013-06-25 2013-06-25 液晶组合物及其液晶显示器件

Publications (1)

Publication Number Publication Date
WO2014206209A1 true WO2014206209A1 (zh) 2014-12-31

Family

ID=49308292

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2014/079923 WO2014206209A1 (zh) 2013-06-25 2014-06-16 液晶组合物及其液晶显示器件

Country Status (2)

Country Link
CN (1) CN103351876B (zh)
WO (1) WO2014206209A1 (zh)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103937508B (zh) * 2014-04-28 2015-09-23 北京八亿时空液晶科技股份有限公司 一种阈值电压稳定的液晶组合物及其应用
CN104560056A (zh) * 2014-12-25 2015-04-29 北京八亿时空液晶科技股份有限公司 一种液晶组合物

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1862526A1 (en) * 2006-05-31 2007-12-05 Chisso Corporation Liquid crystal compositions and liquid crystal display device
EP2256178A1 (en) * 2009-05-27 2010-12-01 Chisso Corporation Liquid crystal composition and liquid crystal display device
CN102304364A (zh) * 2011-05-23 2012-01-04 西安彩晶光电科技股份有限公司 一种具有低阈值的宽向列相混合液晶材料
WO2013039051A1 (ja) * 2011-09-14 2013-03-21 Jnc株式会社 化合物、液晶組成物および液晶表示素子

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2959526B2 (ja) * 1996-07-15 1999-10-06 チッソ株式会社 フェニルジオキサン誘導体、液晶組成物および液晶表示素子
JP5451973B2 (ja) * 2004-02-24 2014-03-26 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 双安定液晶デバイスのための液晶組成物
KR101572257B1 (ko) * 2006-08-25 2015-11-26 메르크 파텐트 게엠베하 액정 매질

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1862526A1 (en) * 2006-05-31 2007-12-05 Chisso Corporation Liquid crystal compositions and liquid crystal display device
EP2256178A1 (en) * 2009-05-27 2010-12-01 Chisso Corporation Liquid crystal composition and liquid crystal display device
CN102304364A (zh) * 2011-05-23 2012-01-04 西安彩晶光电科技股份有限公司 一种具有低阈值的宽向列相混合液晶材料
WO2013039051A1 (ja) * 2011-09-14 2013-03-21 Jnc株式会社 化合物、液晶組成物および液晶表示素子

Also Published As

Publication number Publication date
CN103351876B (zh) 2015-02-11
CN103351876A (zh) 2013-10-16

Similar Documents

Publication Publication Date Title
TWI650406B (zh) 液晶組合物、液晶顯示元件或液晶顯示器
TWI596200B (zh) 液晶介質及電光顯示器
CN105121598B (zh) 向列液晶组合物和使用其的液晶显示元件
TWI509055B (zh) 液晶組成物及液晶顯示元件
TW200819520A (en) Liquid-crystalline medium
CN107674687A (zh) 液晶组合物及液晶显示元件或液晶显示器
TW201000610A (en) Liquid-crystalline medium
CN107760318B (zh) 液晶组合物及液晶显示器件
TW201231630A (en) Liquid crystal medium and liquid crystal display
JP5983685B2 (ja) ネマチック液晶組成物及びこれを用いた液晶表示素子
CN105567251B (zh) 液晶组合物
JP6489397B1 (ja) 液晶組成物及びそれを使用した液晶表示素子
TW201412956A (zh) 液晶顯示元件、以及液晶組成物及其用途
CN104837957A (zh) 向列液晶组合物及使用其的液晶显示元件
TWI633173B (zh) Liquid crystal composition and liquid crystal display element
CN104428396A (zh) 向列液晶组合物及使用其的液晶显示元件
WO2013152622A1 (zh) 液晶组合物及其显示器件
WO2014206198A1 (zh) 液晶组合物及液晶显示器件
WO2016029797A1 (zh) 具有负的介电各向异性的液晶组合物及其显示器件
TWI526525B (zh) 液晶組成物及其使用、以及液晶顯示元件
WO2018019161A1 (zh) 液晶组合物及其显示器件
TWI596199B (zh) Liquid crystal composition and liquid crystal display device
WO2014206209A1 (zh) 液晶组合物及其液晶显示器件
CN108611103B (zh) 一种包含可聚合化合物的液晶组合物及其应用
CN105586058B (zh) 液晶组合物及其显示器件

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: 14817693

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: 14817693

Country of ref document: EP

Kind code of ref document: A1