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Vinyl cyclohexyl methyl ether liquid crystal compounds and preparation method thereof

A technology of liquid crystal compound and hexyl methyl ether, which is applied in the field of fine chemical industry and material chemistry, can solve the problems of unrelated compounds and insufficient range of liquid crystal, and achieve the effect of large dielectric anisotropy, lower threshold voltage and lower driving voltage

Active Publication Date: 2015-05-20
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, this patent does not involve compounds where R2 is fluorine, given the properties and data of the compounds, the range of liquid crystals is not wide enough
[0006] Patent 2 JP2007023071A also involves the preparation of vinyl cyclohexyl methyl ether liquid crystal compounds, but does not involve the compounds protected by this patent

Method used

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  • Vinyl cyclohexyl methyl ether liquid crystal compounds and preparation method thereof
  • Vinyl cyclohexyl methyl ether liquid crystal compounds and preparation method thereof
  • Vinyl cyclohexyl methyl ether liquid crystal compounds and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0082] 2, Preparation of methyl 4-formylcyclohexylcarboxylate

[0083]

[0084] Experimental device: 1 liter three-neck flask, equipped with a thermometer, stirring, N 2 Protection, ice water bath.

[0085] Operation process: Add 56.8g of the above product and 200mL of THF into a three-necked bottle, add 500mL of 5% hydrochloric acid dropwise, and control the temperature below 10°C. After the dropwise addition is completed, heat to 30° C. and keep the temperature for 4 hours. Add 200mL water, with 200mL CH 2 Cl 2 Extract, wash with water until neutral, add anhydrous Na 2 SO 4 Dry and remove the solvent with a rotary evaporator to obtain 48.5 g of light yellow liquid, yield: 96.0%, GC purity: 90.2%.

[0086] 3, Preparation of methyl 4-vinylcyclohexylcarboxylate

[0087]

[0088] Experimental device: 2-liter three-neck flask, equipped with a thermometer, stirring, liquid seal, N 2 Protect, dry tube.

[0089] Operation process: add CH to the three-necked bottle 3 ...

Embodiment 1

[0102] Embodiment 1: Preparation of VC10PUF

[0103] 1. Preparation of OHPUF

[0104]

[0105] Method a: Experimental equipment: 500mL three-neck flask, liquid seal, mechanical stirring, thermometer at 0-100°C, reflux condenser, drying tube.

[0106] Operation process: Add 27.6g of potassium carbonate and 55g of water into the three-necked flask under nitrogen protection, stir and put in 17.6g of 3,4,5-trifluorophenylboronic acid, 17.3g of p-iodophenol, 0.224g of tetrakistriphenylphosphine Palladium and 80g of toluene were incubated at 70-90°C for 3 hours. After the reaction, 200mL of water was added to the system and transferred to a separatory funnel. The organic phase was washed with water until neutral, and the solvent was removed by a rotary evaporator to obtain 26g of a crude product. Toluene and n-hexane were recrystallized once to obtain 19.6 g of the product, with a yield of 87.0% and a GC purity of 98.2%.

[0107] Method b: Experimental device: 500mL three-neck...

Embodiment 2

[0119] Embodiment 2: Preparation of VC10UUF

[0120] 1. Preparation of VC10U

[0121]

[0122] Method a: Experimental equipment: 500mL three-neck flask, liquid seal, mechanical stirring, 0-300°C thermometer, reflux condenser, drying tube.

[0123] Operation process: Add 50g VCMI, 27.3g 3,5-difluorophenol, 22.4g potassium hydroxide and 200g toluene to the three-necked flask under the protection of nitrogen, raise the temperature to reflux, keep the temperature for 10h, after the reaction, cool down to room temperature, and pour into the system Add 200mL of water, transfer to a separatory funnel, wash the organic phase with water until neutral, and remove the solvent by a rotary evaporator to obtain 48g of the product, recrystallize twice with toluene and absolute ethanol to obtain 43.7g of the product, with a yield of 87.0%, GC purity 96.4%.

[0124] Method b: Experimental device: 500mL three-neck flask, liquid seal, mechanical stirring, thermometer at 0-300°C, reflux con...

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Abstract

The invention relates to vinyl cyclohexyl methyl ether liquid crystal compounds and a preparation method thereof. The compounds have great dielectric anisotropy, so that the compounds are beneficial to increase the dielectric constant of mixed liquid crystals and reduce the threshold voltage, thereby reducing the drive voltage of a liquid crystal panel and reducing the power consumption. Thus, the compounds have excellent use value. The structure of the liquid crystal compounds is shown in the specification. In the structural formula of the compounds, a, b, c, d, e, g, h and i are respectively hydrogen or fluorine; and f is fluorine.

Description

technical field [0001] The invention relates to a vinyl cyclohexyl methyl ether liquid crystal compound and a preparation method thereof, belonging to the technical fields of fine chemical industry and material chemistry. Background technique [0002] In recent years, liquid crystals have become more and more widely used. Vinyl cyclohexyl methyl ether liquid crystal compounds are an important part of liquid crystal compounds. Liquid crystal compounds containing this group have the characteristics of low viscosity, high charge retention rate, and superior performance. [0003] Patent 1WO2010095493A1 involves the preparation of vinylcyclohexyl methyl ether liquid crystal compounds, as follows: [0004] [0005] However, this patent does not involve compounds in which R2 is fluorine, given the properties and data of the compounds, the range of liquid crystals is not wide enough. [0006] Patent 2 JP2007023071A also involves the preparation of vinyl cyclohexyl methyl ether l...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/225C09K19/30C09K19/20C07C41/30
Inventor 付海超葛立权刘忠文万君玲张帆王斌韩娜
Owner VALIANT CO LTD