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Liquid crystal compound with negative dielectric anisotropy as well as preparation method and application thereof

A liquid crystal compound, anisotropic technology, applied in chemical instruments and methods, liquid crystal materials, etc., can solve problems such as long response time, achieve high-definition bright spots, good stability and UV resistance, large dielectric anisotropy absolute value effect

Inactive Publication Date: 2018-07-24
YANTAI XIANHUA CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The response time for the early exploration of liquid crystals is too long, and the viscosity also needs to be improved

Method used

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  • Liquid crystal compound with negative dielectric anisotropy as well as preparation method and application thereof
  • Liquid crystal compound with negative dielectric anisotropy as well as preparation method and application thereof
  • Liquid crystal compound with negative dielectric anisotropy as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] a compound The preparation method, wherein the preparation route is as follows:

[0033]

[0034] The specific synthesis method is:

[0035] 1. 57.9g of 2,3-difluorobromobenzene was made into Grignard reagent with THF, cooled to -20°C, 19.1g of acetaldehyde was added dropwise to the Grignard reagent, the temperature was controlled at -20°C, and naturally rose to room temperature , stirred for 2 hours, spin-dried, added ammonium chloride aqueous solution, and extracted with EA; the EA phase was washed twice with saturated brine, and dried; added 300ml THF, 30ml TFA, stirred for 12h, and spin-dried to obtain 40.6g of the above compound 1.

[0036] 2. 40.6g of compound 1, 0.3g of palladium carbon in 300ml of ethanol, hydrogenated with hydrogen at normal pressure for 5h, filtered, and spin-dried to obtain 41.1g of the above-mentioned compound 2.

[0037] 3. Dissolve 41.1g of compound 2 in 200ml THF, cool to -78°C, add 119ml of butyllithium dropwise at -70°C, raise the...

Embodiment 2

[0045] a compound The preparation method, wherein the preparation route is as follows:

[0046]

[0047] The specific synthesis method is:

[0048] 1. Compound 3 was synthesized, and the synthetic method was the same as that of compound 3 in Example 1.

[0049] 2. 41g compound 3, 38.2g 1,2-difluorobromobenzene, 60g potassium phosphate, 0.5g tetrakistriphenylphosphorous palladium, 300ml toluene, stirred at 90°C for 8h under nitrogen protection; cooled, concentrated, added EA, and used Washed with saturated brine three times, dried over anhydrous sodium sulfate, filtered, and spin-dried to obtain 48.3 g of compound 9.

[0050] 3. Dissolve 48.3g of compound 9 in 200ml of THF, cool to -78°C, add 84ml of butyllithium dropwise at -70°C, raise the temperature to -40°C, and stir for 1 hour. After cooling to -78°C, 48g of tributyl borate was added dropwise, and naturally rose to room temperature, and stirred for 6h. Add 200ml of water containing 40ml of concentrated hydrochlori...

Embodiment 4

[0070] a compound The preparation method, wherein the preparation route is as follows:

[0071]

[0072] The specific synthesis method is:

[0073] 1. Compound 13 was synthesized, and the synthetic method was the same as that of compound 13 in Example 2.

[0074] 2. 57g compound 13, 17g p-propylphenylboronic acid, 40g potassium phosphate, 0.5g tetrakistriphenylphosphorous palladium, 200ml toluene, stirred at 90°C for 8h under the protection of nitrogen; cooled, concentrated, added EA, washed with saturated brine 3 times, dried over anhydrous sodium sulfate, filtered, and spin-dried to obtain 54.7 g of compound 22.

[0075] 3. 54.7g of compound 22, 360ml of ethanol, 0.1g of TBAF were stirred for 12 hours; spin-dried to obtain 43g of compound 23.

[0076] 4. 43g of compound 23, 8.7g of manganese dioxide, and 150ml of THF were stirred at room temperature for 12h. Filtered and spin-dried to obtain 42 g of compound 24.

[0077] 5. 42g of compound 24, 7.1g of hydroxylamine ...

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Abstract

The invention relates to a liquid crystal compound with negative dielectric anisotropy as well as a preparation method and application thereof. The invention discloses the liquid crystal compound withthe negative dielectric anisotropy, which is shown as a general formula I. The liquid crystal compound has an extremely great negative dielectric anisotropy absolute value, a relatively high clearingpoint and relatively good stability and anti-UV (Ultraviolet) capability. (The formula I is shown in the description.).

Description

technical field [0001] The invention relates to a liquid crystal compound with negative dielectric anisotropy, a preparation method and application thereof, and belongs to the field of liquid crystal display materials. Background technique [0002] Liquid crystal displays usually utilize the properties of optical anisotropy and dielectric anisotropy of liquid crystal materials to realize display functions. According to the positive and negative of dielectric anisotropy, liquid crystals can be divided into positive dielectric anisotropy liquid crystals and negative dielectric anisotropy liquid crystals. Liquid crystals with negative dielectric anisotropy are widely used and become one of the current research hotspots. The ideal liquid crystal phase cannot be easily obtained in this way, because the liquid crystal material needs to have a large negative dielectric anisotropy and sufficient long-term stability. The response time for the early exploration of liquid crystals is...

Claims

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Application Information

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IPC IPC(8): C09K19/30C09K19/12C09K19/34
CPCC09K19/3003C09K19/12C09K19/3402C09K2019/123C09K2019/124C09K2019/3016C09K2019/3021C09K2019/3025C09K2019/3422
Inventor 栾兆昌丰佩川史子谦王艳伟王谦董向波黄敏
Owner YANTAI XIANHUA CHEM TECH CO LTD
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