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Liquid crystal compound containing 4-tetrahydropyran structure and preparation method and application thereof

A compound and liquid crystal technology, applied in the field of liquid crystal compounds containing 4-tetrahydropyran structure and their preparation

Active Publication Date: 2013-09-25
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 displays without being combined with other compounds to meet the performance requirements.

Method used

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  • Liquid crystal compound containing 4-tetrahydropyran structure and preparation method and application thereof
  • Liquid crystal compound containing 4-tetrahydropyran structure and preparation method and application thereof
  • Liquid crystal compound containing 4-tetrahydropyran structure and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0114] Embodiment 1, compound shown in preparation formula I

[0115]

[0116] step 1:

[0117]

[0118] Add 56.64g (0.24mol) of 1,4-bromobenzene (reactant) and 400ml of dry tetrahydrofuran (solvent) into a 1L three-necked flask. ) n-butyllithium (reactant), dropwise and keep warm for 1 hour, under the same temperature, drop into the mixed solution of 0.216mol tetrahydropyran-4-one (reactant) and 50ml dry tetrahydrofuran (solvent), stir after dropwise 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), and the liquid was 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 there-necked bottle, add 50g of the product obtained above, 500ml of dry dichloromethane (solvent), under nitrogen protection, cool to -25~-20°C, add dro...

Embodiment 2

[0136] Embodiment 2, compound shown in preparation formula I

[0137]

[0138] step 1:

[0139]

[0140] Add 46.32g (0.24mol) of 3,5-difluorobromobenzene (reactant) and 400ml of dry tetrahydrofuran (solvent) into a 1L three-necked flask. 2.5N) n-butyllithium (reactant), drop and keep warm for 1 hour, under the same temperature, drop into the mixed solution of 0.216mol tetrahydropyran-4-one (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~-20°C, add dropwise 63.3ml...

Embodiment 3

[0157] Embodiment 3, compound shown in preparation formula I

[0158]

[0159] step 1

[0160]

[0161] Specifically with step 1 in the above embodiment 1.

[0162] step 2

[0163]

[0164] Add 0.1mol (3-a) (reactant) and 120ml tetrahydrofuran (solvent) obtained in the step into the reaction flask, install and seal the stirring, replace the air with nitrogen, cool to -70°C, and add dropwise 0.1mol concentration of 2.5M butane Lithium-based (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) Hydrolyze in a beaker with 100ml of water, separate the liquids, extract the water phase once with 50ml of ethyl acetate (solvent), combine the organic phases, wash with saturated brine until neutral, dry over anhydrous sodium sulfate (desiccant), concentrate to remove the solvent, and obtain Light yellow soli...

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Abstract

The invention discloses a liquid crystal compound containing 4-tetrahydropyran and a preparation method and application thereof. The structural general formula of the compound is shown in a formula I (shown in a drawing). The compound has better thermal stability and moderate [delta]n, and a lower threshold voltage can be realized when the compound is applied to an optical device; the compound has very low rotational viscosity and high response speed and has very important practical significance in mixing a liquid crystal mixture with lower rotational viscosity. Thus, the compound is very suitable for mixing the liquid crystal mixture. The liquid crystal mixture containing liquid crystal monomers can be applied to multiple displays, particularly TN-TFT and STN (Super Twisted Nematic) displays, and can also be applied to an IPS display.

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 4-tetrahydropyran 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, and...

Claims

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Application Information

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IPC IPC(8): C07D309/06C07D309/04C09K19/34C09K19/44G02F1/13
Inventor 夏治国韩耀华华瑞茂
Owner BEIJING CHENGZHI YONGHUA DISPLAY TECHNOLOGY CO LTD
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