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Alkyl dicyclohexyl 2,3-difluorophenylbutenoid liquid crystal compound and application thereof

A technology of difluorostyrene and liquid crystal compounds, applied in the direction of liquid crystal materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of low viscosity and low driving voltage, and achieve low viscosity, high voltage retention rate and strong bond Can effect

Active Publication Date: 2011-08-17
BEIJING CHENGZHI YONGHUA DISPLAY TECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is necessary to use a liquid crystal material with a negative anisotropy for power saving, and at the same time require the material to have a wide liquid crystal temperature range, low viscosity, and low driving voltage

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Example 1 . Synthesis of Propylcyclohexylcyclohexenyl 2,3-Difluorobenzene

[0041] Add 94g (0.82mol) 1,2-difluorobenzene, 900ml tetrahydrofuran to a 2L three-necked flask, install a low-temperature thermometer, balloon, dropping funnel, exhaust the air with nitrogen for 5 times, and inject liquid nitrogen outside the bottle to bring the temperature to -60°C , start to drop 0.99mol of butyllithium solution into the bottle, and control the temperature during the dropping process at -60°C to -50°C. 178g, a solution made of propylcyclohexylcyclohexanone and 300ml tetrahydrofuran, the temperature is controlled between -60°C and -50°C during the dropwise addition, and it is kept between -60°C and -50°C for 1 hour after the drop, and then the reaction solution Naturally warm up to room temperature, pour the reaction solution into a hydrolysis bucket containing 1kg ice water and 1L hydrochloric acid under stirring, hydrolyze for 15min, separate the liquids, extract the water...

Embodiment 2

[0042] Example 2. Synthesis of Propylbicyclohexyl-2,3-Difluorobenzene

[0043] Add 256g of propylcyclohexylcyclohexenyl 2,3-difluorobenzene, 500ml of toluene, 200ml of ethanol, 60g of Raney nickel into a 2L bottle, and hydrogenate for 10h under 0.1Mpa atmospheric pressure. The catalyst was filtered off, the solvent was evaporated to dryness, and recrystallized 2-3 times with 1.5 times ethanol to obtain 82 g of the product as white crystals.

Embodiment 3

[0044] Example 3. Synthesis of 4-(Propylbicyclohexyl)-2,3-difluorobenzaldehyde

[0045] Add 82g of propylbicyclohexyl 2,3-difluorobenzene and 400ml of tetrahydrofuran to a 1L three-necked flask, blow nitrogen and exhaust the air for 5 times, cool down to -60°C, add 0.27mol of butyllithium solution dropwise, and drop the temperature at -60°C~ Keep at -50°C for 1h, add 25g (0.43mol) dimethylformamide dropwise, exotherm, control the temperature during the dropwise addition at -75°C to -60°C, after dropping, keep at -65°C for 1h, then Naturally raise the temperature to -30°C, pour into a bucket containing 100ml HCl and 100ml water and hydrolyze for 10min, add 1.2L diazomethane and stir, let stand, separate liquids, wash the organic phase with water to be neutral, evaporate the solvent to dryness, and obtain 82g of the product.

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PUM

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Abstract

The invention relates to an alkyl dicyclohexyl 2,3-difluorophenylbutenoid liquid crystal compound and an application thereof. The compound is as shown in a general formula (I), wherein R represents C1-C2 alkyl and alkenyl, or C1-C12 alkyl or alkenyl containing fluorine and chlorine, or alkyl or alkenyl in which any CH2 is substituted by O. The invention provides a novel liquid crystal compound which has the characteristics of small viscosity, high charge retention rate, wide liquid crystal phase temperature interval, stable chemical property, negative electronegativity and the like, and can be used in liquid crystal display modes such as VA, IPS, ECB and the like. The liquid crystal compound is applied in a mixed liquid crystal and is characterized in that the liquid crystal compound as shown in the general formula (I) is contained in the mixed liquid crystal. The liquid crystal compound can be applied in a liquid crystal display and is characterized in that the liquid crystal display as shown in the general formula (I) is contained in the liquid crystal display.

Description

technical field [0001] The invention relates to a novel alkyl biscyclohexyl 2, 3-difluorostyrene-based liquid crystal compound and their application. The liquid crystal compound can be used in liquid crystal display modes such as VA, IPS and ECB. Background technique [0002] Since the first discovery of liquid crystal in 1888, liquid crystal technology has continued to develop. The display mode has [0003] Twisted nematic liquid crystal display (TN) to super twisted nematic liquid crystal display (STN), bistable twisted nematic liquid crystal display (BTN), electronically controlled birefringent liquid crystal display (ECB), optically compensated curved liquid crystal display ( OCB), in-plane switching liquid crystal display (IPS), vertical alignment liquid crystal display (VA) and polymer continuous alignment liquid crystal display (PSA), etc. With the rapid development of liquid crystal display technology, liquid crystal display technology has become the mainstream of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C25/28C07C17/263C09K19/30G02F1/1333
Inventor 任惜寒孟劲松员国良韩耀华贾刚刚梁志安霍学兵
Owner BEIJING CHENGZHI YONGHUA DISPLAY TECHNOLOGY CO LTD
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