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Fluorine-containing diphenyldiacetylene nematic negative liquid crystal, synthesis method and application

A technology of negative liquid crystal and synthesis method, which is applied in the direction of liquid crystal materials, chemical instruments and methods, and preparation of organic compounds, etc. It can solve the problems of poor chemical stability, high melting point, high viscosity, etc., and achieve low viscosity and high chemical stability , the effect of high refractive index difference

Active Publication Date: 2014-12-10
FUJIAN YONGJING TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Generally speaking, diphenylacetylene without substituents has very high birefringence, but the disadvantages are high melting point, high viscosity, sensitivity to ultraviolet rays, and poor chemical stability.

Method used

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  • Fluorine-containing diphenyldiacetylene nematic negative liquid crystal, synthesis method and application
  • Fluorine-containing diphenyldiacetylene nematic negative liquid crystal, synthesis method and application
  • Fluorine-containing diphenyldiacetylene nematic negative liquid crystal, synthesis method and application

Examples

Experimental program
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Embodiment 1

[0031] Example 1: Using 4-[(4-n-propoxy-2,3,5,6-tetrafluorophenyl)ethynyl]-4-[ethoxy-2,3-difluorophenyl)acetylene The synthesis of base] benzene is an example:

[0032] Preparation of pentafluoroiodobenzene

[0033] Under nitrogen protection, in a 250ml three-necked flask, add 6.0g (0.25mol) of magnesium and 100ml of tetrahydrofuran (THF), feed nitrogen for 5min, slowly dropwise add 49.4g (0.2mol) pentafluorobromobenzene and The mixed solution of 70ml THF reacted vigorously. The reaction temperature was controlled by an ice-salt bath at about 0°C, and the dropwise addition was completed in about 40 minutes. The stirring reaction was continued for 1 hour at this temperature. Weigh 50.8g (0.2mol) of iodine and dissolve it in 100ml THF, add it dropwise to the reaction solution, still control the reaction temperature at 0°C, drop it in one hour, continue to react for one hour, and the reaction is complete.

[0034] Add 150ml of dilute hydrochloric acid solution to the reaction s...

Embodiment 2

[0061] The synthetic method of embodiment 2 similar target compound is with embodiment:

[0062] Among them, at room temperature and in DMF solvent, the molar ratio of perfluorophenyltrimethylsilylacetylene D, potassium carbonate and n-alkyl (C1-C8) alcohol is 1:1~2:1~5, and the reaction is 72h . Then continue to react with embodiment 1, obtain result as follows:

[0063] 4-[(4-n-butoxy-2,3,5,6-tetrafluorophenyl)ethynyl]-4-[ethoxy-2,3-difluorophenyl)ethynyl]benzene MS( m / z, %): 502.1 (M+, 42.21), 418.0 (100.00)

[0064] 1 H NMR (400MHz, Chloroform-d) δ7.57–7.50(m,4H),7.23–7.16(m,1H),6.71(ddd,J=9.0,7.4,1.8Hz,1H),4.31–4.25(m ,2H),4.15(q,J=7.0Hz,2H),1.81–1.73(m,2H),1.55(d,J=8.6Hz,2H),1.49(d,J=7.0Hz,3H),0.98 (t,J=7.4Hz,3H).

[0065] Polarizing microscope observation: Cr 109.9°C N 233.6°C I 222.5°C N 95.8°C Cr

[0066] DSC detection data: Cr 98.92°C N230.45°C I 231.51°C N107.79°C Cr.

[0067] 4-[(4-ethoxy-2,3,5,6-tetrafluorophenyl)ethynyl]-4-[ethoxy-2,3-difluorophenyl)ethyn...

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Abstract

The invention relates to fluorine-containing diacetylene negative liquid crystal, a synthesis method and application. A structural formula of the negative liquid crystal is as shown in specification, wherein R represents C1-C8 n-alkyl. The negative liquid crystal containing 2,3,5,6-tetrafluoro phenyl is formed by introducing a 2,3,5,6-tetrafluoro phenylene group to negative liquid crystal modules and connecting by taking a triple bond as a bridged bond. By introducing non-polar tetrafluoro phenylene and diacetylene, the negative liquid crystal disclosed by the invention is high in response speed, resistivity, chemical stability and refractivity. The series of liquid crystal, as monotropic nematic liquid crystal, is free from a smectic phase. The negative liquid crystal can be used for preparing a negative liquid crystal compound material high in refractivity and low in viscosity.

Description

technical field [0001] The invention relates to a kind of nematic negative liquid crystal containing fluorine-containing bistilbene used in liquid crystal flat panel display, a synthesis method and an application. Due to their high birefringence, large polarity, and low viscosity, they can be used in high-speed response devices for photonic systems. Background of the invention [0002] In order to meet the requirements of the development of liquid crystal flat panel display, such as liquid crystal materials with fast response speed and wide viewing angle of the device, displays with different display modes have been developed. Undoubtedly, the negative liquid crystal material with negative dielectric anisotropy is a very important member of the liquid crystal display material family. The difference between the dielectric constant Δε between the direction of the liquid crystal molecular axis and the direction perpendicular to the molecular axis is called a negative liquid cr...

Claims

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Application Information

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IPC IPC(8): C09K19/18C07C43/225C07C41/30
Inventor 闻建勋崔桅龙曹秀英赵敏李继响
Owner FUJIAN YONGJING TECH CO LTD
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