Negative liquid-crystal compound and preparation method of compound

A technology of negative liquid crystals and compounds, applied in the field of negative liquid crystal compounds and their preparation, can solve the problems of poor miscibility, low resistivity, and limited application range, etc., achieve negative dielectric anisotropy performance improvement, and reduce driving voltage , good chemical stability

Active Publication Date: 2017-10-27
HEBEI MAIERSTON ELECTRONICS MATERIAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In the literature Mol.Cryst.Liq.Cryst., 1983, Vol.94, pp109-118 mentions liquid crystal ester compounds containing dicyano groups in the side position, such as This type of c...

Method used

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  • Negative liquid-crystal compound and preparation method of compound
  • Negative liquid-crystal compound and preparation method of compound
  • Negative liquid-crystal compound and preparation method of compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0083] Embodiment 1, preparation

[0084] (1) Put 58.5g of 2,3-difluorophenetole (compound a-1), 42g of potassium tert-butoxide and 500ml of tetrahydrofuran into a 1000ml four-necked bottle. Under the protection of nitrogen, lower the temperature to -90~-100°C, add 200ml of 2.5mol / L butyllithium solution dropwise, and then keep the temperature for 1.5h. Add 30g of N,N-dimethylformamide dropwise at -90~-100°C. Slowly rise to room temperature and stir for 3h. The feed solution was poured into hydrochloric acid ice water for hydrolysis, extracted with ethyl acetate, dried, and passed through a silica gel column to obtain 4-ethoxy-2,3-difluorobenzaldehyde (compound 1-1) with a purity of 97.5% (GC), Yield 84%. Its reaction formula is as follows:

[0085]

[0086] (2) Put 162g of chloromethyl ether triphenylphosphine salt and 500ml of tetrahydrofuran into a 1000ml four-necked bottle. Under the protection of nitrogen, 58 g of potassium tert-butoxide was added at 0°C, and th...

Embodiment 2

[0097] Embodiment 2, preparation

[0098] (1) Prepare intermediate-1 shown in the following formula according to the method of Example 1;

[0099]

[0100] (2) Add compound b-2, diisopropylamine and 100 ml of tetrahydrofuran into a 500 ml four-necked bottle. Under nitrogen protection, cool down to -50~-60°C, add butyllithium dropwise, and keep warm for 1h. Control the temperature at -50~-60°C, add the intermediate prepared in step (1) dropwise, wherein the molar ratio of intermediate-1, compound b-2, diisopropylamine and butyllithium is 1:1.1:1.3 : 1.25, dropwise rose to room temperature and stirred for 2h. Pour into acid water for hydrolysis, extract with ethyl acetate, neutralize, dry, and evaporate the solvent to dryness. Use petroleum ether to pass through a silica gel column and crystallize with ethanol to obtain the above product. (Mp:95.83-97.66℃, cp:150.75-152.0℃)

[0101]

Embodiment 3

[0102] Embodiment 3, preparation

[0103] (1) with For raw material, prepare intermediate according to the method for embodiment 1

[0104] (2) to (Compound b-3) as a raw material, according to the method of Example 2 and the intermediate obtained in step (1), carry out a stirring reaction for 4h to obtain the above product, wherein the intermediate, compound b-3, diisopropylamine and butyl The molar ratio of base lithium is 1:1.0:1.2:1.20. (Product MP:74.05-74.88℃ cp:77.64-79.59℃)

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Abstract

The invention belongs to the technical field of liquid-crystal compounds, and specifically relates to a negative liquid-crystal compound and a preparation method of the compound. The structural general formula of the negative liquid-crystal compound is represented as a formula I. The negative liquid-crystal compound provided by the invention contains both cyanogen and fluorine in side positions, and has stronger negative dielectric anisotropy, moderate refractive index, a comparatively high clearing point, comparatively excellent chemical stability and a comparatively excellent UV resistant ability.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal compounds, and in particular relates to a negative liquid crystal compound and a preparation method thereof. Background technique [0002] In the past ten years, liquid crystal display technology has developed rapidly, and liquid crystal display products have been rapidly popularized in people's ordinary lives. New liquid crystal display methods mainly include optically compensated bending mode (OCB), in-plane transition liquid crystal display (IPS), vertical alignment mode (VA), axisymmetric microstructure liquid crystal display (ASM), multi-domain twisted liquid crystal display, etc. The liquid crystal cells of various display methods have different designs and different driving methods. The direction of the liquid crystal molecular director and the glass substrate is different. The direction of the optically compensated bending mode (OCB) and the in-plane transition liquid crystal displa...

Claims

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Application Information

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IPC IPC(8): C09K19/30C09K19/34
CPCC09K19/3028C09K19/3402C09K2019/3036C09K2019/3037C09K2019/304C09K2019/3422
Inventor 仲锡军葛会军
Owner HEBEI MAIERSTON ELECTRONICS MATERIAL
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