Novel LCD compound p-phenyl-methoxy cinnamic acid -2-fluoro-4-hydroxy- benzonitrile ester and its preparation method

A technology of benzyloxyl and liquid crystal compounds, which is applied in the field of organic synthesis, can solve problems such as low working voltage and low viscosity, and achieve the effects of high clearing point, stable chemical properties, and wide range of liquid crystals

Inactive Publication Date: 2006-02-08
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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 LCD compound p-phenyl-methoxy cinnamic acid -2-fluoro-4-hydroxy- benzonitrile ester and its preparation method
  • Novel LCD compound p-phenyl-methoxy cinnamic acid -2-fluoro-4-hydroxy- benzonitrile ester and its preparation method
  • Novel LCD compound p-phenyl-methoxy cinnamic acid -2-fluoro-4-hydroxy- benzonitrile ester and its preparation method

Examples

Experimental program
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Effect test

Embodiment 1

[0015] 1. Dissolve 0.01mol p-hydroxycinnamic acid and 0.02mol potassium hydroxide in 40ml 95% ethanol, then add 0.03mol bromotoluene dropwise at a rate of about 1ml / min, reflux for 24 hours, then add 0.02mol potassium hydroxide 14ml of 70% (volume fraction) ethanol solution, and continue to reflux for 2h. Then add 100ml of water, 20ml of concentrated hydrochloric acid, after heating for 15min, cool and filter, wash with distilled water, dry, and then recrystallize with 95% ethanol to obtain 4-benzyloxycinnamic acid as white flaky crystals with a yield of 54 %.

[0016] 2. Add 0.01mol of 4-p-benzyloxycinnamic acid and 20ml of anhydrous tetrahydrofuran into a three-necked flask, stir to dissolve it completely, then add 0.01mol of DCC (N,N-dicyclohexylcarbodiimide), After turbidity appears, dissolve 0.01mol of 2-fluoro-4-hydroxybenzonitrile and a small amount of DMAP[4-(N,N-dimethylamino)pyridine] in 20ml of anhydrous tetrahydrofuran to form a solution, and slowly drop it into t...

Embodiment 2

[0018] 1. Dissolve 0.02mol p-hydroxycinnamic acid and 0.05mol potassium hydroxide in 100ml 95% ethanol, then add 0.03mol bromotoluene, reflux reaction, and check the progress of the reaction by thin-layer chromatography until the raw materials disappear. Then add 35ml of 70% (volume fraction) ethanol solution of 0.03mol potassium hydroxide, and continue to reflux for 2h. Add 100ml of water and 40ml of concentrated hydrochloric acid, mix well, heat for 20min, cool and filter, wash with distilled water, dry, and then recrystallize with 95% ethanol to obtain 4-benzyloxycinnamic acid as white flaky crystals, the yield 49%.

[0019] 2. Add 0.015mol of 4-p-benzyloxycinnamic acid and 50ml of anhydrous tetrahydrofuran into a three-necked flask, stir to dissolve completely, then add 0.01mol of DCC (N,N-dicyclohexylcarbodiimide), After turbidity appears, completely dissolve 0.015mol 2-fluoro-4-hydroxybenzonitrile and a small amount of DMAP[4-(N,N-dimethylamino)pyridine] in 35ml of anhy...

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Abstract

The invention relates to a fluorocyano-containing cinnamic ester liquid crystal compound and its preparing process, wherein the compound has a structural formula disclosed in the specification. The preparation process comprises introducing alkoxy to 4-position of cinnamic acid (3-phenylacrylic acid) through Williamson etherification reaction, then carrying out DCC dehydration condensation, so as to make the substituted cinnamic acid and 2-fluoro-4-hydroxybenzene nitrile condense and produce needed compound. The invention also discloses the use of the compound, which can be used in not only mixed liquid crystal, but also in various LCDs.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a cinnamate organic liquid crystal compound containing fluorine atoms and cyano groups-p-benzyloxycinnamic acid-2-fluoro-4-hydroxybenzonitrile ester and a preparation method thereof and uses. 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 ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/50C09K19/16G02F1/13
Inventor 张书圣任锐李强黄学青宋修艳
Owner QINGDAO UNIV OF SCI & TECH
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