Liquid crystal compounds containing 2-alkyltetrahydropyrane structure, and preparation method and application thereof

A technology of compound and alkyl, applied in the field of liquid crystal compound containing 2-alkyltetrahydropyran structure and its preparation

Inactive Publication Date: 2013-10-02
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS 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 displays without being combined with other compounds to meet the performance requirements.

Method used

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  • Liquid crystal compounds containing 2-alkyltetrahydropyrane structure, and preparation method and application thereof
  • Liquid crystal compounds containing 2-alkyltetrahydropyrane structure, and preparation method and application thereof
  • Liquid crystal compounds containing 2-alkyltetrahydropyrane structure, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0134] Embodiment 1, compound shown in preparation formula I (synthetic route 1)

[0135]

[0136] step 1:

[0137]

[0138] Add 56.64g (0.24mol) of 1,4-dibromobenzene (reactant) and 400ml of dry tetrahydrofuran (solvent) into a 1L three-necked flask. N) Potassium n-butyl (reactant), dropwise and keep warm for 1 hour, under the same temperature, add dropwise the mixed solution of 0.216mol butyl caprolactone (reactant) and 50ml dry tetrahydrofuran (solvent), and stir for 30 minutes after dropping , naturally warming up, 200ml of saturated ammonium chloride aqueous solution (adjusting the pH value) was added dropwise at about 0°C, separated, the aqueous phase was extracted with 200ml of ethyl acetate (solvent), the organic phase was washed with water, and spin-dried to obtain 50g (GC: 89% ) liquid, add 50g of the product obtained above, 500ml of dry dichloromethane (solvent) into another 1L three-necked bottle, under nitrogen protection, cool down to -25~-20°C, add 63.3ml...

Embodiment 2

[0155] Embodiment 2, compound shown in preparation formula I (synthetic route 1)

[0156]

[0157] step 1:

[0158]

[0159] Add 60.96g (0.24mol) of 1,4-dibromo-2-fluorobenzene (reactant) and 400ml of dry tetrahydrofuran (solvent) into a 1L three-necked flask. 0.24mol, 2.5N) n-butyllithium (reactant), dropwise insulation 1 hour, under the same temperature, drop into the mixed solution of 0.216mol butyl caprolactone (reactant) and 50ml dry tetrahydrofuran (solvent), drop After stirring for 30 minutes, the temperature was raised naturally, and 200ml of saturated ammonium chloride aqueous solution was added dropwise at about 0°C (adjusting 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 50g ( GC: 89%) liquid, in another 1L three-necked bottle, add 50g of the product obtained above, 500ml of dry dichloromethane (solvent), under nitrogen protection, cool to -25~...

Embodiment 3

[0181] Embodiment 3 (synthetic route 2)

[0182]

[0183] step 1

[0184]

[0185] Specifically with step 1 in the above embodiment 1.

[0186] step 2

[0187]

[0188] Add 0.1mol (3-a) (reactant) obtained in step 1 and 120ml tetrahydrofuran (solvent) to the reaction flask, install the seal and stir, replace the air with nitrogen, cool down to -70°C, and add dropwise 0.1mol concentration of 2.5M butyllithium (reactant), 20 minutes after the addition, feed dry carbon dioxide gas (reactant) to saturation, react at this temperature for 2 hours, pour this reaction solution into 20ml concentrated hydrochloric acid (adjust pH value) and 100ml of water in a beaker for hydrolysis, liquid separation, 50ml ethyl acetate (solvent) to extract the water phase once, combine the organic phase, wash with saturated brine until neutral, dry with anhydrous sodium sulfate (desiccant), concentrate to remove the solvent , a pale yellow solid was obtained, which was recrystallized once w...

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Abstract

The invention discloses liquid crystal compounds containing 2-alkyltetrahydropyrane 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, favorable low-temperature mutual solubility and high clearing point, 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 2-alkyltetrahydropyran structure and a preparation method and application thereof. 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...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D309/06C09K19/34C09K19/44G02F1/1333
Inventor 夏治国韩耀华华瑞茂
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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