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Cyclohexadiene polyfluoro liquid crystal compound and preparation method thereof

A liquid crystal compound, cyclohexadiene technology, applied in the field of materials, can solve the problems of increasing the dielectric anisotropy value, low solubility, large birefringence, etc., to improve the dielectric anisotropy, wide temperature range, improve The effect of speed of response

Active Publication Date: 2013-12-11
XIAN CAIJING OPTO ELECTRICAL SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Polyfluorinated terphenyl liquid crystals generally exhibit a nematic phase, but there are disadvantages such as high melting point, high viscosity, low solubility and large birefringence.
Due to the rotation of the acetylene bond, the dipole moment of the C-F bond on the benzene ring on both sides of the acetylene bond mostly cancels out for the polyfluorotoluene acetylenic liquid crystal, which does not play a good role in increasing the dielectric anisotropy value.

Method used

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  • Cyclohexadiene polyfluoro liquid crystal compound and preparation method thereof
  • Cyclohexadiene polyfluoro liquid crystal compound and preparation method thereof
  • Cyclohexadiene polyfluoro liquid crystal compound and preparation method thereof

Examples

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Comparison scheme
Effect test

Embodiment 1

[0030] Taking the preparation of 1,4-bis-(2,3-difluoro-4-ethoxyphenyl)-1,4-cyclohexadiene as an example, the raw materials used and its preparation method are as follows:

[0031] 1. Preparation of 4-hydroxyl-4-(2,3-difluoro-4-ethoxyphenyl)cyclohexanone

[0032] Under nitrogen protection, add 3.46g (0.144mol) of magnesium powder, 50mg of iodine, and 50mL of ether into a 500mL three-necked flask, heat the oil bath to 30°C, and drop 28.44g (0.12mol) of diethyl ether dissolved in 50mL of ) 4-bromo-2,3-difluorophenetole, first add 5mL dropwise, after the reaction is triggered, then dropwise add the remaining solution, after the dropwise addition, heat up to 40°C, reflux for 1 hour, then dropwise add and dissolve in 150mL 15.60g (0.1mol) of diethyl ether 1,4-cyclohexanedione ethylene glycol monoketal, reflux reaction for 6 hours after the dropwise addition, cooled to room temperature, poured into 200mL of 15% hydrochloric acid aqueous solution, heated to 60°C, hydrolyze at constan...

Embodiment 2

[0045] Taking the preparation of 1,4-bis-(2,3-difluoro-4-ethoxyphenyl)-1,4-cyclohexadiene as an example, the raw materials used and its preparation method are as follows:

[0046] In step 1 of the preparation of 4-hydroxyl-4-(2,3-difluoro-4-ethoxyphenyl)cyclohexanone in this embodiment, the hydrolysis conditions are: hydrolysis at 20°C for 4 hours, other steps of this step are the same as Same as in Example 1, 8.85 g of 4-hydroxy-4-(2,3-difluoro-4-ethoxyphenyl)cyclohexanone was prepared, and the yield was 32.76%. Other steps were the same as in Example 1 to prepare 1,4-bis-(2,3-difluoro-4-ethoxyphenyl)-1,4-cyclohexadiene.

Embodiment 3

[0048] Taking the preparation of 1,4-bis-(2,3-difluoro-4-ethoxyphenyl)-1,4-cyclohexadiene as an example, the raw materials used and its preparation method are as follows:

[0049] In step 1 of the preparation of 4-hydroxyl-4-(2,3-difluoro-4-ethoxyphenyl)cyclohexanone in this embodiment, the hydrolysis conditions are: hydrolysis at 40°C for 4 hours, other steps of this step are the same as In the same manner as in Example 1, 18.28 g of 4-hydroxy-4-(2,3-difluoro-4-ethoxyphenyl)cyclohexanone was prepared, with a yield of 67.68%. Other steps were the same as in Example 1 to prepare 1,4-bis-(2,3-difluoro-4-ethoxyphenyl)-1,4-cyclohexadiene.

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Abstract

The invention relates to a cyclohexadiene polyfluoro liquid crystal compound, which has the structural formula shown in a formula I, wherein R and R 'are independently selected from the group consisting of C2 to C8 alkoxy. The preparation method of the compound provided by the invention is simple, and the rotation of benzene rings at both sides is effectively limited by a diene structure of a center ring of the obtained compound, so that the dielectric anisotropy is improved; and the temperature range of liquid crystal phase is wider, so that the compound can be used as a component of VA-TFT (Vertical Alignment-Thin film Transistor) mixed liquid crystal to adjust the dielectric anisotropy.

Description

technical field [0001] The invention belongs to the technical field of materials, and in particular relates to a cyclohexadiene polyfluorinated liquid crystal compound and a preparation method thereof. Background technique [0002] As a very important information electronic product in modern times, liquid crystal display has become the leading product of the current display due to its low energy consumption, light weight, flat panel, continuous reduction in cost, continuous improvement of processing technology, and continuous increase in popularization rate. With the advancement of liquid crystal displays into the field of household appliances, especially large-screen TVs for home use, higher requirements are put forward for liquid crystal materials in terms of quality and response speed. The successful development and application of fluorine-containing liquid crystal materials not only meets the basic requirements of high-end liquid crystal displays for liquid crystal mater...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K19/30C07C43/225C07C41/18
Inventor 安忠维李洁陈新兵陈沛
Owner XIAN CAIJING OPTO ELECTRICAL SCI & TECH
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