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Side fluorine-containing diphenyl acetylene diluent for liquid crystals with high birefringence and synthesis method of side fluorine-containing diphenyl acetylene diluent

A tolanyl, high birefringence technology, applied in chemical instruments and methods, preparation of heterocyclic compounds, organic chemistry, etc., can solve the problems of low birefringence rotational viscosity and reduce the birefringence of high birefringence liquid crystals, etc. Achieve the effects of reducing cis-trans isomerization operations, improving product purity, and facilitating industrial production

Active Publication Date: 2018-01-26
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The technical problem to be solved by the present invention is to overcome the problem that existing low-viscosity diluents significantly reduce the birefringence of high-birefringence liquid crystals, and provide a side-fluorine-containing diphenyl Acetylene diluent, and provide a synthetic method with short synthetic route, simple operation and high yield for this diluent

Method used

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  • Side fluorine-containing diphenyl acetylene diluent for liquid crystals with high birefringence and synthesis method of side fluorine-containing diphenyl acetylene diluent
  • Side fluorine-containing diphenyl acetylene diluent for liquid crystals with high birefringence and synthesis method of side fluorine-containing diphenyl acetylene diluent
  • Side fluorine-containing diphenyl acetylene diluent for liquid crystals with high birefringence and synthesis method of side fluorine-containing diphenyl acetylene diluent

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Experimental program
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Embodiment 1

[0030]

[0031] 1. Under nitrogen protection, add 20 g (0.10 mol) of p-n-propylbromobenzene shown in formula I-1, 12.66 g (0.15 mol) of 2- Methyl-3-butyn-2-ol, 0.58g (0.5mmol) tetrakis(triphenyl)phosphine palladium, 0.38g (1mmol) cuprous iodide, 0.66g (2.5mmol) triphenylphosphine, 150mL (1.08mol) triethylamine, reflux and stir for 12h, then the reaction solution was cooled to room temperature, and washed 3 times with saturated ammonium chloride solution (30mL each time), and finally extracted with 300mL dichloromethane, and the obtained organic The phase was washed with water to neutrality, dried with anhydrous magnesium sulfate, the dried organic phase was concentrated, and the concentrated solution was subjected to column chromatography separation and purification (using silica gel as the stationary phase, using petroleum ether and ethyl acetate as a 10:1 volume ratio of mixed Liquid is the eluent), and 15g of light yellow liquid is obtained, namely 2-methyl-4-(4-n-propyl...

Embodiment 2

[0041]

[0042] 1. Under nitrogen protection, in a 500mL three-necked flask equipped with a stirrer, condenser, and thermometer, add 20g (0.10mol) of p-n-propylbromobenzene shown in formula I-1, 12.66g (0.15mol) 2 -Methyl-3-butyn-2-alcohol, 0.58g (0.5mmol) tetrakis (triphenyl) phosphine palladium, 0.38g (1mmol) cuprous iodide, 0.66g (2.5mmol) triphenylphosphine, 150mL (1.08mol) triethylamine, reflux and stir for 12h, then cool the reaction solution to room temperature, and wash 3 times with saturated ammonium chloride solution (30mL each time), and finally extract with 300mL dichloromethane, extract the obtained organic phase Wash with water until neutral, dry with anhydrous magnesium sulfate, concentrate the dried organic phase, and concentrate the liquid to carry out column chromatography separation and purification (using silica gel as the stationary phase, using sherwood oil and ethyl acetate volume ratio as a 10:1 mixed solution eluent), to obtain 15g light yellow liqu...

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Abstract

The invention discloses a side fluorine-containing diphenyl acetylene diluent for liquid crystals with high birefringence and a synthesis method of the side fluorine-containing diphenyl acetylene diluent. The structural formula of the diluent is shown in the description, wherein X represents O or CH2 and R represents C1-C6 alkyl; the diluent is synthesized by industrially mature Sonogashira coupling and Witting reaction. The method is simple and efficient and is suitable for industrialized production. The diluent structurally contains a side fluorine substituent and a terminal alkene substituent, the low-temperature performance of the liquid crystals with high birefringence can be effectively improved, the birefringence of the diluent is higher than that of a commercial 3HHV diluent by 13-15 times, and the high birefringence of a liquid crystal material can be guaranteed while rotational viscosity of the liquid crystals with high birefringence is reduced.

Description

technical field [0001] The invention belongs to the technical field of high birefringence liquid crystals, and in particular relates to a diluent for high birefringence liquid crystals and a synthesis method thereof. Background technique [0002] Augmented reality (AR) display system is widely used in many liquid crystal devices and equipment. It needs red, green and blue light sources, high optical efficiency, fast response time, low energy consumption, light weight and small size and low cost. High optical efficiency can be obtained by using red, green, and blue LED lights to produce continuous field colors, but it requires a response speed of liquid crystals below 1 millisecond to overcome color distortion. Obtaining liquid crystal materials with low rotational viscosity and high birefringence is an effective way to improve the response speed. High birefringence liquid crystals usually need to add a large conjugated liquid crystal monomer, which increases the rotational...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C43/225C07C41/16C07C25/24C07C17/263C07C29/58C07C33/30C07D309/12C07C29/10C07C39/373C07D317/16C07C45/59C07C47/24
Inventor 安忠维陈然赵亮陈新兵陈沛
Owner SHAANXI NORMAL UNIV
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