Liquid crystal compounds containing tetrahydrofuran structure

A compound, hydrogen atom technology, applied in organic chemistry, liquid crystal materials, chemical instruments and methods, etc.

Active Publication Date: 2013-10-02
BEIJING CHENGZHI YONGHUA DISPLAY TECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far, no single liquid crystal monomer has been used alone in liquid crystal dis

Method used

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  • Liquid crystal compounds containing tetrahydrofuran structure
  • Liquid crystal compounds containing tetrahydrofuran structure
  • Liquid crystal compounds containing tetrahydrofuran structure

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0142] Embodiment 1, compound shown in preparation formula I

[0143]

[0144] step 1:

[0145]

[0146]Add 46.3g (0.24mol) of 3,5-difluorobromobenzene (reactant) and 400ml of dry tetrahydrofuran (solvent) into a 1L three-necked flask. 2.5N) n-butyllithium (reactant), keep warm for 1 hour after dropping, at the same temperature, add dropwise a mixed solution of 0.216mol1,4-butyrolactone (reactant) and 50ml dry tetrahydrofuran (solvent), stir after dropping After 30 minutes, the temperature was raised naturally, and 200ml of saturated ammonium chloride aqueous solution was added dropwise at about 0°C (to adjust the pH value), separated, the aqueous phase was extracted with 200ml of ethyl acetate (solvent), the organic phase was washed with water, and spin-dried to obtain 43g (GC: 89%) liquid, in another 1L there-necked bottle, add 50g of the product obtained above, 500ml of dry dichloromethane (solvent), under nitrogen protection, cool to -25~-20°C, add dropwise 63.3ml (...

Embodiment 2

[0165] Embodiment 2, compound shown in preparation formula I

[0166]

[0167] step 1:

[0168]

[0169] Add 56.64g (0.24mol) of 1,4-dibromobenzene (reactant) and 400ml of dry tetrahydrofuran (solvent) into a 1L three-necked flask. N) n-butyllithium (reactant), dropwise insulation 1 hour, under the same temperature, drop into the mixed solution of 0.216mol1,4-butyrolactone (reactant) and 50ml dry tetrahydrofuran (solvent), dropwise and stir for 30 Minutes, heat up naturally, drop 200ml of saturated ammonium chloride aqueous solution (adjust the pH value) at about 0°C, separate the liquids, extract the aqueous phase with 200ml ethyl acetate (solvent), wash the organic phase with water, and spin dry to obtain 50g (GC: 89 %) liquid, in another 1L there-necked bottle, add 50g of the product obtained above, 500ml of dry dichloromethane (solvent), under nitrogen protection, cool to -25~-20°C, add dropwise 63.3ml (0.397mol, 2.2eq) Triethylsilylhydrogen (reactant), after dropp...

Embodiment 3

[0191] Embodiment 3, compound shown in preparation formula I

[0192]

[0193] step 1

[0194]

[0195] Add 0.1mol (1-a) in the reaction flask, 0.12mol m-fluorophenylboronic acid (reactant), 0.2mol sodium carbonate (reactant), 80ml toluene (solvent), 60ml ethanol (solvent), 60ml water (solvent), Under the protection of nitrogen, 0.4 g of tetrakis(triphenylphosphine)palladium (catalyst) was added, stirred and heated to reflux for 3 hours. Cool down to room temperature, separate the layers, extract the aqueous phase with 50ml of toluene (solvent), and wash the organic phase with water until neutral. Evaporate the solvent to dryness, dissolve the resultant in 100ml toluene, decolorize it through a silica gel column, elute with toluene (solvent), collect the eluate and evaporate the solvent to dryness, dissolve with 3 times of petroleum ether, freeze and recrystallize at -20°C, and filter with suction. White crystals (3-a) were obtained. The yield is 90%, and the gas chro...

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Abstract

The invention discloses liquid crystal compounds containing tetrahydrofuran structure, and a preparation method and application thereof. The structural general formula of the compounds is disclosed as Formula I. The compounds have the advantages of stable structure, wide liquid-crystal-state temperature range and favorable low-temperature mutual solubility, can implement low threshold voltage and low rotary viscosity gamma 1 when being used in optical devices, and can improve the properties of the liquid crystal composition material and display device, thereby having an important meaning in quick response of display devices. The liquid crystal composition containing the compounds can be used for preparing liquid crystal displays with low drive voltage, wide temperature range and high response speed.

Description

technical field [0001] The invention belongs to the field of liquid crystal compounds and applications, and relates to a liquid crystal compound containing a tetrahydrofuran structure. Background technique [0002] For the field of liquid crystal display technology, although the market has become very large in recent years and the technology has gradually matured, people's requirements for display technology are also constantly improving, especially in terms of achieving fast response and reducing driving voltage to reduce power consumption. As one of the important optoelectronic materials of liquid crystal display, liquid crystal material plays an important role in improving the performance of liquid crystal display. [0003] As a liquid crystal material for display, it has been greatly developed, and a large number of liquid crystal compounds have appeared. From biphenylnitrile, esters, oxygen-containing heterocycles, and pyrimidine ring liquid crystal compounds to cycloh...

Claims

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Application Information

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IPC IPC(8): C07D307/12C09K19/34C09K19/44G02F1/1333
Inventor 韩耀华夏治国华瑞茂王奎张建立
Owner BEIJING CHENGZHI YONGHUA DISPLAY TECHNOLOGY CO LTD
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