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Liquid crystal compound having negative dielectric anisotropy and application thereof

An anisotropic, liquid crystal composition technology, applied in organic chemistry, liquid crystal materials, nonlinear optics, etc., can solve the problems of poor mutual solubility, high viscosity, and poor photostability of liquid crystal monomers

Inactive Publication Date: 2017-05-10
JIANGSU HECHENG DISPLAY TECHCO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This document also points out that the negative dielectric anisotropy compound of this type of side dicyano groups has the following disadvantages: 1) high viscosity; 2) poor miscibility with liquid crystal monomers; 3) poor photostability
[0011] Although the side fluorine-containing negative compounds such as Ref.2 and Ref.3 have avoided the disadvantages of dicyano negative compounds, they have caused the negative dielectric anisotropy value to be too small (Ref.2 dielectric anisotropy literature The value is -4.1, and the value of Ref.3 dielectric anisotropy literature is -6.0)

Method used

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  • Liquid crystal compound having negative dielectric anisotropy and application thereof
  • Liquid crystal compound having negative dielectric anisotropy and application thereof
  • Liquid crystal compound having negative dielectric anisotropy and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0104] Compound Ⅰ-A-9 synthetic route is as follows:

[0105]

[0106] 1) Synthesis of Compound B

[0107] In a 500ml three-necked flask, add 8.6g compound A, 9.7g 2,3-difluorobromobenzene, 100ml toluene, 50ml ethanol, 50ml water, 21.2g sodium carbonate, under nitrogen protection, add 0.3g Pd(PPh3)4, heat After refluxing for 6 hours, separate liquid, wash with water, and column chromatography to obtain 10.1 g of white solid compound B, GC>97%, yield: 84.2%

[0108] 2) Synthesis of Compound D

[0109] In a 250ml three-necked flask, add 6g of compound B and 100ml of anhydrous tetrahydrofuran, under the protection of nitrogen, cool down to -78°C, add 10.5ml of n-butyllithium n-hexane solution (2.4mol / L) dropwise, keep stirring for 2h, add dropwise 2.6 g of compound C and 10 ml of anhydrous tetrahydrofuran mixed solution, and temperature controlled to between -65 ~ -70 ° C, after the dropwise addition, keep stirring for 1 h, then pour the reaction solution into the ice-water ...

Embodiment 2

[0127] Compound I-A-9, Compound I-A-11, Compound I-B-9, Compound V were mixed with the host liquid crystal (host) at a ratio of 10:90, and the liquid crystal parameters of each compound were tested by extrapolation method as shown in Table 2. Show:

[0128]

[0129] Table 2

[0130] Cp(°C) Δn Δε VHR(%) T -10℃

Ⅰ-A-9 75.2 0.126 -8.2 97.0 >144h Ⅰ-A-11 71.6 0.12 -8.0 97.1 >144h Ⅰ-B-9 62.6 0.124 -8.5 97.0 >144h Ⅴ 183 0.18 -5.7 94.0 <72h

host 112 0.08 5.0 98.1 -

[0131] Note: T -10℃ Indicates the storage stability of the mixture composed of compound Ⅰ-A-9, Ⅰ-A-11, Ⅰ-B-9, Ⅴ and the host liquid crystal host in a ratio of 10:90 at -10°C.

[0132] Compared with the compound V in the prior art, the compound of the present invention has larger absolute value of dielectric anisotropy, higher voltage retention rate and stable low-temperature stability.

Embodiment 3

[0134] The liquid crystal composition of Example 3 was prepared by each compound listed in Table 3 and the weight percentage, which was filled between the two substrates of the liquid crystal display for performance testing. The test data are shown in the following table:

[0135] Table 3 liquid crystal composition formula and test performance thereof

[0136]

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Abstract

The invention provides a liquid crystal compound having negative dielectric anisotropy, which is shown in a general formula I. The liquid crystal compound has large dielectric anisotropy absolute value, high voltage conservation rate, good intersolubility and good light stability and low-temperature stability, and the invention also provides a preparation process of the liquid crystal compound has the advantages of easy acquisition and simple synthesis route, and is suitable for large-scale industrial production. The invention also provides a liquid crystal composition containing the liquid crystal compound, and the liquid crystal composition has good liquid crystal performance.

Description

technical field [0001] The invention relates to a liquid crystal compound, especially a liquid crystal compound with negative dielectric anisotropy, a synthesis method and application thereof. Background technique [0002] Liquid crystal display elements can be used in various home appliances represented by clocks and electronic calculators, measuring equipment, automotive panels, word processors, computers, printers, televisions, and the like. As the night scene display method, among its representative methods, PC (phase change, phase change), TN (twist nematic, twisted nematic), STN (super twisted nematic, super twisted nematic), ECB (electrically controlled birefringence) can be cited. , electronically controlled birefringence), OCB (optically compensated bend, optically compensated bending), IPS (in-plane switching, coplanar transition), VA (vertical alignment, vertical alignment), CSH (color superhomeotropic, color super vertical surface), etc. class mode. According t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/34C09K19/44C07D309/04G02F1/137
CPCC07D309/04C09K19/00C09K19/34C09K19/44G02F1/137
Inventor 韩文明徐爽王盼盼徐海彬
Owner JIANGSU HECHENG DISPLAY TECHCO
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