A kind of liquid crystal compound and its preparation method and application

A liquid crystal compound and compound technology, applied in the preparation of organic compounds, chemical instruments and methods, liquid crystal materials, etc., can solve the problems of insufficient charge retention, low dielectric anisotropy, low viscosity, etc.

Active Publication Date: 2016-02-10
BEIJING BAYI SPACE LCD MATERIALS TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the limitations of the liquid crystal material itself, TFT-LCD still has many defects such as insufficient response, insufficient voltage, and insufficient charge retention rate.
Patent DE4222371 discloses a liquid crystal monomer with an end of -O(CH2)nF, which has low viscosity and low dielectric anisotropy
[0009] Therefore, it is of great significance to find single crystal compounds with low viscosity and high dielectric anisotropy to overcome the shortcomings of TFT-LCD, such as insufficient response, low voltage, and insufficient charge retention.

Method used

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  • A kind of liquid crystal compound and its preparation method and application
  • A kind of liquid crystal compound and its preparation method and application
  • A kind of liquid crystal compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0083] Embodiment 1: intermediate Preparation of 4'-[2,3-difluoro-4-(2-fluoroethoxy)-phenyl]bicyclohexylcarbaldehyde (Compound 7)

[0084] 1) Synthesis of 2,3-difluoro-4-(2-fluoroethoxy)-bromobenzene (compound 2)

[0085]

[0086]Add 22mL N,N-dimethylformamide into a 50mL reaction bottle, start stirring, add 5.2g 2,3-difluoro-4-bromophenol (compound 1), after the solid is completely dissolved, add 10mL water, 0.25g Butylammonium bromide, 4.0 g anhydrous potassium carbonate. Heat up, control the temperature at 65-72°C, add 4.9g of 2-fluoroiodoethane dropwise, stir for 4 hours, add 10mL of toluene and 15mL of water, stir for 10 minutes, let stand to separate the liquid, and extract the water phase twice with 5mL×2 toluene (Stir for 2 minutes, let stand for 5 minutes), discard the water phase. All organic phases were combined and washed three times with 10 mL×3 water. The solvent was spin-dried and distilled under reduced pressure to obtain compound 2. Theoretical yield:...

Embodiment 24

[0155] Synthesis of Example 24-[2,3-difluoro-4-(2-fluoroethoxy)-phenyl]-4'-vinyl-bicyclohexane (compound 8)

[0156]

[0157] Add 41.8g of methyl iodide phosphonium salt and 200mL of tetrahydrofuran into a 1L three-necked flask, cool down to minus 10°C, add 14.3g of potassium tert-butoxide, and react for 1 hour. Temperature controlled dropwise addition of 50mL tetrahydrofuran and 25.4g 4'-[2,3-difluoro-4-(2-fluoroethoxy)-phenyl]bicyclohexylformaldehyde (compound 7) mixed solution, natural heating reaction, stirring overnight , add 200mL of water, 100mL of ethyl acetate, stir, let stand to separate the liquid, concentrate the solvent, add 3 times the theoretical amount of petroleum ether, heat to 75 ° C, pass through a silica gel alumina heat column, concentrate the solvent to obtain 24.8g, add 2 times the theoretical amount of petroleum ether Hydro-ethanol recrystallization three times. Compound 8 was obtained, theoretical yield: 25.2 g, actual yield: 19.6 g, yield: 78.0%....

Embodiment 34

[0168] Example 3 Synthesis of 4'-(but-3-enyl)-4-[2,3-difluoro-4-(2-fluoroethoxy)-phenyl]bicyclohexane (compound 11)

[0169] 1) Synthesis of {4'-[2,3-difluoro-4-(2-fluoroethoxy)-phenyl]-bicyclohexyl}methanol (compound 9)

[0170]

[0171] A solution consisting of 77g of 4'-[2,3-difluoro-4-(2-fluoroethoxy)-phenyl]bicyclohexylformaldehyde (compound 7) and 200L of tetrahydrofuran in a 1L three-necked flask, temperature controlled at 0-10°C, 10.0 g of solid potassium borohydride was added in portions, and the addition was completed in about 30 minutes. Keep warm at 40-50°C for 3 hours. Control the temperature below 20°C, slowly add dropwise a solution consisting of 50mL hydrochloric acid and 100mL water, add 100mL water and 100mL dichloromethane into the reaction kettle, heat slightly to about 35°C, let stand to separate the liquid, separate the lower product layer, the upper layer The aqueous phase was extracted with 100 mL of dichloromethane, and the organic phases were c...

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PUM

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Abstract

The invention relates to a liquid crystal compound and its preparation method and use. The liquid crystal compound has a structure shown in the formula (I). Through specific combination of two end groups of the compound shown in the formula (I), the compound has the characteristics of low viscosity and high dielectric anisotropy so that the liquid crystal composition containing the compound solves the problem that the existing TFT-LCD has a response rate not fast enough, voltage not low enough and a charge conservation rate not high enough.

Description

technical field [0001] The invention relates to a liquid crystal compound, a preparation method and application thereof, and relates to the field of liquid crystal materials. Background technique [0002] At present, liquid crystals are widely used in the field of information display, and at the same time, some progress has been made in the application in optical communication (S.T.Wu, D.K.Yang. Reflective Liquid Crystal Displays. Wiley, 2001). In recent years, the application fields of liquid crystal compounds have been significantly expanded to various display devices, electro-optic devices, electronic components, sensors, etc. For this reason, many different liquid crystal structures have been proposed, especially in the field of nematic liquid crystals, especially in systems for TFT active matrices, nematic liquid crystal compounds are most widely used. [0003] Liquid crystal display has experienced a long development path with the discovery of liquid crystal. In 1888...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K19/30C07C41/30C07C43/225G02F1/1333
Inventor 姜天孟杭德余田会强储士红陈海光高立龙班全志
Owner BEIJING BAYI SPACE LCD MATERIALS TECH
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