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Protocatechuic acid-based liquid crystal compound with high fullerene content and preparation method thereof

A liquid crystal compound, protocatechuic acid technology, applied in the field of liquid crystal materials, can solve the problems of high phase transition temperature, limited application, low fullerene content, etc., and achieve high phase transition temperature, high space utilization, and orderly arrangement. Effect

Inactive Publication Date: 2015-11-25
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In the current synthesis method, the phase transition temperature of the obtained fullerene liquid crystal compound containing C60 entering the liquid crystal phase is all Relatively high (see: 1.R.Deschenaux, B.Donnio, D.Guillon, NewJ.Chem.2007,31,1064-1073.2.F.Linckeretal. ,Chem.Commun.2010,46,7522-7524.3.M.Ince,M.V.Martinez-Diaz,J.Barbera,T.Torres,J.Mater.Chem. 2011,21,1531-1536.), and the content of fullerene C60 in these materials is usually below 40%, generally between 20% and 30%, mainly because C60 fullerene spheres is 1 nanometer. To make the synthesized compound have liquid crystallinity, mesogens and other groups of about 3 nanometers must be connected to meet the long-term requirements of thermotropic liquid crystals. The requirement of width ratio or diameter-thickness ratio greater than 4 makes the content of fullerene very low, which limits its application in optical, electrical, magnetic and other fields

Method used

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  • Protocatechuic acid-based liquid crystal compound with high fullerene content and preparation method thereof
  • Protocatechuic acid-based liquid crystal compound with high fullerene content and preparation method thereof
  • Protocatechuic acid-based liquid crystal compound with high fullerene content and preparation method thereof

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Embodiment Construction

[0025] Because the synthetic route and the treatment mode of this series of compounds designed are similar, so further describe below in conjunction with accompanying drawing and embodiment:

[0026] 8-(3,4-bis(dodecyloxy)benzoate) octanediol 1-fullerene acetate (o-Bi-C 12 -C 8 -C 60 ) as an example:

[0027] Synthesis of Methyl 3,4-Di(dodecyloxy)benzoate

[0028]In a 250mL round-bottomed flask, add the reactant 3,4-dihydroxybenzoic acid methyl ester (5g), add the solvent DMF (50mL) to dissolve the reactant 3,4-dihydroxybenzoic acid methyl ester, add 1-bromododecanoate alkane (17g), add K 2 CO 3 (16.43g), reflux at 70oC for 24h under stirring, then pour the reaction solution into a mixed solution of toluene and deionized water (1:1), then separate the organic layer and the water layer, and wash the water layer with toluene 3 times, all the organic layers were collected, and the organic layer was washed to neutrality, dried with anhydrous sodium sulfate, left to stand o...

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Abstract

The invention relates to a high-fullerene-content liquid crystal compound based on protocatechuic acid and a preparation method of the liquid crystal compound. The high-fullerene-content liquid crystal compound based on protocatechuic acid comprises a protocatechuic acid derivative part, a fullerene acid part and flexible linker arms, wherein both ends of the flexible linker arms are respectively bonded with the protocatechuic acid derivative part and the fullerene acid part by ester bonds. The high-fullerene-content liquid crystal compound based on protocatechuic acid is obtained by preparing a protocatechuic acid derivative and carrying out hydrolysis and esterification reaction under acidic conditions. The content of fullerene in the high-fullerene-content liquid crystal compound based on protocatechuic acid provided by the invention can be more than 50%, the transition temperature of the liquid crystal phase is about room temperature and the temperature range of the liquid crystal phase is very wide.

Description

technical field [0001] The invention belongs to the field of liquid crystal materials, in particular to a liquid crystal compound with high fullerene content based on protocatechuic acid and a preparation method thereof. Background technique [0002] Due to its special physical and chemical properties, fullerene can be used in nonlinear optical materials, free radical scavenger, conductive materials and semiconductors, solar cells and organic superconductors, so it has become a research topic of scientists in recent years. hotspot. Liquid crystals have good responsiveness to light, electricity, sound, etc., and the fullerene-containing liquid crystal compounds synthesized by combining the two have greater application potential. [0003] In the current synthetic method, the resulting C-containing 60 The phase transition temperatures of the fullerene liquid crystal compounds entering the liquid crystal phase are relatively high (see: 1.R.Deschenaux, B.Donnio, D.Guillon, New...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/92C07C67/08C09K19/32
CPCC07C67/08C07C69/92C07C2604/00C09K19/32
Inventor 屠迎锋李志凯张小艳
Owner SUZHOU UNIV
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