Liquid crystal compound containing 4-(biphenylethynyl)-1,8-naphthalenedicarbonitrile, preparation method and application thereof

A technology of liquid crystal compounds and biphenylacetylene, applied in chemical instruments and methods, liquid crystal materials, organic dyes, etc., can solve the problems of limited application performance, dichroic dye structures and varieties, etc. The effect of novel structure and simple synthesis method

Inactive Publication Date: 2016-04-13
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there are many structures and varieties of dichroic dyes studied, but there are not many with good application performance and practical significance.

Method used

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  • Liquid crystal compound containing 4-(biphenylethynyl)-1,8-naphthalenedicarbonitrile, preparation method and application thereof
  • Liquid crystal compound containing 4-(biphenylethynyl)-1,8-naphthalenedicarbonitrile, preparation method and application thereof
  • Liquid crystal compound containing 4-(biphenylethynyl)-1,8-naphthalenedicarbonitrile, preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] (1) Synthesis of 4-bromoacenaphthylquinone (compound 1)

[0031]

[0032] Add 10.02g (55mmol) of acenaphthoquinone into a 250mL three-neck flask, then measure 12mL of liquid bromine with a syringe and add it into it. Saturated NaOH solution absorbs the tail gas, slowly heats to 65°C, and reacts for two hours under stirring. The reaction was stopped, the mixture was cooled to room temperature, and an appropriate amount of saturated Na 2 SO 3 The solution was freed of excess bromine and hydrogen bromide until the liquid was colorless. Suction filtration and washing until the filtrate is neutral. The crude product was recrystallized with glacial acetic acid after drying to obtain 12.34 g of a yellow solid with a yield of 86%. Melting point: 236.0-236.8°C.

[0033] (2) Synthesis of 3-bromo-8-thia-7,9-diaza-cyclopenta[a]acenaphthene 8,8-dioxide (compound 2)

[0034]

[0035] Add 11.49g (45mmol) of 4-bromoacenaphthenequinone, 6.48g (67.5mmol) of sulfamide and 100mL...

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Abstract

The chemical molecular structure of a 4-(biphenyl-ethynyl)-1,8-dicyanonaphthalene-contained liquid crystal compound is shown in the description. The 4-(biphenyl-ethynyl)-1,8-dicyanonaphthalene-contained liquid crystal compound aims to improve the solubility of molecules in liquid crystal by using 1,8-dicyanonaphthalene as a parent and introducing biphenyl ethynyl in the 4-position to enhance the linear structure of the molecules so as to improve the dichroism of the liquid crystal compound, and forms a push-and-pull electronic system by using highly-delocalized electronics and the strong electron-withdrawing ability of double cyano groups on benzene rings. In dichloromethane, the liquid crystal compound provided by the invention is 473 nm in the maximum emission wavelength, and shown in blue fluorescence, wherein the fluorescence quantum yield is 0.841; in liquid crystal E7, the liquid crystal compound presents a better dichroic ratio and an order parameter, and can be used to manufacture a liquid crystal display product; within the temperature range of 125.7-151.4 DEG C, the liquid crystal compound shows a typical nematic phase which can improve the birefringence of a liquid crystal body, and can be used as a component of a liquid crystal with high birefringence.

Description

technical field [0001] The invention relates to a liquid crystal compound containing 4-(biphenylethynyl)-1,8-naphthalene dinitrile and an application thereof, belonging to the field of display materials. Background technique [0002] Along with the process of global informatization and digitization, the electronic information industry is ushering in a wave of tabletization, and a revolution in the field of display is taking place. The popular cathode ray tube display is gradually being replaced by the flat panel display represented by the thin film transistor liquid crystal display device, and the flat panel display technology and products have already occupied a dominant position in the display field. An ideal display should have the following characteristics: low operating voltage, low power consumption, small size, light weight, high contrast, fast response, wide viewing angle, etc. "Guest-host" liquid crystal display is one of the new fields of modern science developmen...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K19/52C09K19/32C09B57/00C09K11/06G02F1/1333
Inventor 李晓莲刘亚王召芬汪五根
Owner DALIAN UNIV OF TECH
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