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Novel liquid crystal compound-3-(4-n-dekaoxylbenzyl)acrylic acid-2-fluo-4-hydroxybenzenenitrile ester and its preparation method

A technology of n-decyloxyphenyl and liquid crystal compounds, which is applied in the field of substituted phenyl acrylate organic liquid crystal compounds and its preparation, can solve the problems of low viscosity and low working voltage, achieve high clearing point, wide liquid crystal range, chemical stable effect

Inactive Publication Date: 2006-07-12
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although there have been many reports on liquid crystal materials, not all of them are suitable for use in display devices, because liquid crystal materials for display must meet a wide operating temperature range, low operating voltage, low viscosity, fast response, high Stability and other requirements

Method used

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  • Novel liquid crystal compound-3-(4-n-dekaoxylbenzyl)acrylic acid-2-fluo-4-hydroxybenzenenitrile ester and its preparation method
  • Novel liquid crystal compound-3-(4-n-dekaoxylbenzyl)acrylic acid-2-fluo-4-hydroxybenzenenitrile ester and its preparation method
  • Novel liquid crystal compound-3-(4-n-dekaoxylbenzyl)acrylic acid-2-fluo-4-hydroxybenzenenitrile ester and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] 1) Dissolve 0.01mol of 3-(4-hydroxyphenyl)acrylic acid and 0.02mol of potassium hydroxide in 40ml of 95% (volume fraction) ethanol, then add 0.03mol of brominated n-decane dropwise at a rate of about 1ml / min , Reflux reaction for 24h, then add 14ml of 70% (volume fraction) ethanol solution of 0.02mol potassium hydroxide, and continue to reflux for 2h. Add 100ml of water, 20ml of concentrated hydrochloric acid, heat for 15min, cool and filter, wash with distilled water, dry, and recrystallize with 95% (volume fraction) ethanol to obtain 3-(4-n-decyloxyphenyl)acrylic acid, which is white Flaky crystals, yield 53%.

[0016] 2) Add 0.01mol of 3-(4-n-decyloxyphenyl)acrylic acid and 20ml of anhydrous tetrahydrofuran into a three-necked flask, stir to dissolve completely, then add 0.01mol of DCC (N,N-dicyclohexylcarbodi imine), after turbidity occurs, dissolve 0.01mol 2-fluoro-4-hydroxybenzonitrile and a small amount of DMAP[4-(N,N-dimethylamino)pyridine] in 20ml of anhydrous...

Embodiment 2

[0018] 1) Dissolve 0.02mol of 3-(4-hydroxyphenyl)acrylic acid and 0.05mol of potassium hydroxide in 100ml of 95% (volume fraction) ethanol, then add 0.05mol of iodo-n-decane dropwise at a rate of about 1ml / min , Reflux reaction for 48h. Then add 35 ml of 0.04 mol potassium hydroxide in 70% (volume fraction) ethanol solution, and continue to reflux for 2 h. Add 100ml of water and 40ml of concentrated hydrochloric acid, mix well, heat for 20min, cool and filter, wash with distilled water, dry, and recrystallize with 95% (volume fraction) ethanol to obtain 3-(4-n-decyloxyphenyl)acrylic acid , as white flaky crystals, with a yield of 49%.

[0019] 2) Add 0.015mol of 3-(4-n-decyloxyphenyl)acrylic acid and 50ml of anhydrous tetrahydrofuran into a three-necked flask, stir to dissolve completely, then add 0.015mol of DCC (N,N-dicyclohexylcarbodi imine), after turbidity appeared, 0.015mol 2-fluoro-4-hydroxybenzonitrile and a small amount of DMAP[4-(N,N-dimethylamino)pyridine] were co...

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Abstract

The invention relates to a cyano fluorine cinnamate esters LCD compound and it's preparing method. The chemical structure of the compound is 3-(4-timing decyl oxygen phenyl) acrylic acid -2-fluorine-4-oxybenzene nitrile ester. The preparing method comprises: leading timing decyl oxygen phenyl to the 4-bit of the cinnamate (3-phenyl acrylic acid) which through the Williamson etherification reaction, doing DCC dewater condensation to promote the needed compound generated by the condensation of the cinnamate and the 2-fluorine-4-hydroxyl benzene nitrile. The invention also relates to the usage of the compound. The compound can be used in mixed liquid crystal which can be used in LCD display.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a substituted phenylacrylate organic liquid crystal compound containing fluorine atoms and cyano groups, a preparation method and application thereof. Background technique [0002] In recent years, liquid crystal compounds and liquid crystal materials have become one of the hot spots in the research of applied chemistry and material chemistry, and have been widely used in electronics, optics, acoustics, bioengineering, chemical industry, etc., and the most extensive and important It is its application in electronic display. With the development of the information industry, the requirements for liquid crystal materials are constantly increasing. Although there have been many reports on liquid crystal materials, not all of them are suitable for use in display devices, because liquid crystal materials for display must meet a wide operating temperature range, low operating...

Claims

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Application Information

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IPC IPC(8): C07C255/55C07C253/30C09K19/20G02F1/13
Inventor 任锐李强张书圣
Owner QINGDAO UNIV OF SCI & TECH