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Compounds containing 1,2-difluoroethylene and difluoromethylene ether structure, and preparation and application thereof

A technology of difluoromethylene ether and vinylidene fluoride, which is applied to compounds containing 1,2-difluoroethylene and difluoromethylene ether structures and their preparation and application fields, can solve the problem of low threshold voltage, liquid crystal materials Users are not satisfied, performance is not suitable for market development, etc.

Active Publication Date: 2012-02-01
ANQING FEIKAI NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] 4. Low threshold voltage
[0017] In recent years, people have begun to pay attention to some liquid crystal materials with large optical anisotropy (Δn), large dielectric anisotropy (Δε), and low rotational viscosity (γ), and some liquid crystal materials have also been synthesized, but their performance is not suitable for the market. The needs of development, the users of liquid crystal materials are still not satisfied

Method used

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  • Compounds containing 1,2-difluoroethylene and difluoromethylene ether structure, and preparation and application thereof
  • Compounds containing 1,2-difluoroethylene and difluoromethylene ether structure, and preparation and application thereof
  • Compounds containing 1,2-difluoroethylene and difluoromethylene ether structure, and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0083] A kind of preparation method of the above-mentioned compound containing 1,2-difluoroethylene and difluoromethylene ether structure, its synthetic route is in figure 1 Indicated. The specific processing steps of the compound I-2-1 prepared according to the above-mentioned synthetic route are as follows:

[0084]

[0085] 1) Synthesis of p-bromophenyltrifluoroethylene

[0086] a. Add 57.7ml of diisopropylamine and 180ml of THF to a 250ml one-port bottle, protect it with nitrogen, cool down in an ethanol bath to -20°C, control the temperature from 0 to -20°C, add 160ml of n-BuLi dropwise, after dropping, stir at 0 to -20°C After 1 hour, 0.4 mol of 1 mol / L LDA was prepared for use.

[0087] b. Add 27.2g of anhydrous zinc chloride and 100ml of THF to a 1000ml three-necked flask, protect with nitrogen, cool down to -50°C in an ethanol bath, and inject 20.4g of CF 3 CH 2F, temperature control -40 to -50°C needle tube into the liquid surface and slowly inject the above 0...

Embodiment 2

[0110] The compounds and parts by weight listed in Table 2 were formulated into the liquid crystal composition of the present invention, which was filled between the two substrates of the liquid crystal display for performance testing, and the test data are also listed in Table 2.

[0111] Table 2. Components and parts by weight of Embodiment 2

[0112]

[0113] Can draw the following conclusions significantly from comparative example and embodiment 2:

[0114] Using the compound contained in the general formula I of the present invention, the refractive index of Example 2 has been significantly improved compared with the control example, and can be used in a thinner cell, thereby obtaining a shorter response time;

[0115] Using the compound contained in the general formula I of the present invention, the rotational viscosity of Example 2 has decreased to a certain extent compared with the control example, thereby obtaining a shorter response time;

[0116] Using the comp...

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Abstract

The invention discloses compounds containing 1,2-difluoroethylene and difluoromethylene ether structure, and preparation and application thereof. The invention relates to compounds having the structural formula (I) and a preparation method thereof. In the structural formula, R refers to alkyl or alkenyl with 1 to 15 carbon atoms, or alkoxy or allyloxy with 1 to 15 carbon atoms; ring A refers to trans-1,4-cyclohexylene, trans-1,3-dioxane-2,5-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diylphenylene or 1,4-phenylene substituted or not substituted by one or more fluorine atoms; Z refers to a single bond, -CH2CH2-, -CH=CH-, carbon-carbon triple bond, -OCH2-, -CH2O-, -OCF2-, -CF2O-, -CF2CF2-, -CF=CF-, -OCO- or -COO-; L1, L2, L3, L4, L5, L6, L7 and L8 respectively independently refer to a hydrogen atom or a halogen atom; X refers to -H, -CN, -F, -Cl, -OCF3, -OCF2H or -CF3; and m refers to 0 or 1. The invention also relates to use of the compounds as a component of a liquid crystal medium, liquid crystal and an electro-optical display element containing the liquid crystal medium.

Description

technical field [0001] The present invention relates to a compound as a component of a liquid crystal medium and its preparation method and application, especially a compound containing 1,2-difluoroethylene and difluoromethylene ether structure and its preparation method and application. Background technique [0002] Liquid crystals are primarily used as dielectrics in displays because the optical properties of such substances can be changed by applying an electrical voltage. Electro-optic devices based on liquid crystals are well known to those skilled in the art, in which various effects may be incorporated. Examples of such devices are liquid crystal cells with dynamic scattering, DAP (distorted alignment phase) liquid crystal cells, guest / host type liquid crystal cells, TN cells with twisted nematic structure, STN (super twisted nematic) liquid crystal cells, SBE ( super birefringence effect) liquid crystal cell and OMI (optical film interference) liquid crystal cell. ...

Claims

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Application Information

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IPC IPC(8): C09K19/20G02F1/13C09K19/44C07C41/30C07C43/225
CPCC09K19/20C09K19/16C09K2019/0466C09K2019/0459
Inventor 刘琦谭玉东张宏伟吴凤李建森胡全闵国庆
Owner ANQING FEIKAI NEW MATERIAL CO LTD
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