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Liquid crystal compound contg. oligothiophene skeleton, preparing process thereof

A liquid crystal compound, oligothiophene technology, applied in chemical instruments and methods, liquid crystal materials, etc., can solve the problem of oligothiophene liquid crystal

Inactive Publication Date: 2003-03-12
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although there are many organic low-molecular and high-molecular compounds with liquid crystal properties, so far, there are almost no liquid crystals with oligothiophene skeleton.

Method used

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  • Liquid crystal compound contg. oligothiophene skeleton, preparing process thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] The first step is at -78℃, N 2 A solution (30 ml) of DBr3T (5,5″-dibromo-2,2′:5′,2″-trithiophene, 2.0 g, 4.9 mmol) in tetrahydrofuran (THF) was added to diisopropylamine under protection Lithium (LDA, 19.6mmol) in tetrahydrofuran (THF, 20ml) solution, stirred for 1 hour;

[0018] In the second step, excess dry ice (CO 2 ), at -78°C, N 2 Under protection, continue to react for 3 hours, then warm up to room temperature, continue to react for 3 hours;

[0019] The third step is to add dilute hydrochloric acid to the reaction solution, continue to react for 5 hours, remove THF and water by filtration, wash with water, and dry;

[0020] The fourth step the above product (0.5g, 1.0mmol) was added to thionyl chloride (SOCl 2 , 0.24g, 2.0mmol) in 1,2-dichloroethane solution (80ml), reflux reaction for 5 hours, remove solvent;

[0021] The fifth step was to mix the above product with octadecylamine (0.5g, 1.9mmol) at 0°C under N 2 Under protection, react in the dichloromet...

Embodiment 2

[0023] The first step is at -78℃, N 2 A solution (40 ml) of DBr3T (5,5″-dibromo-2,2′:5′,2″-trithiophene, 3.0 g, 7.4 mmol) in tetrahydrofuran (THF) was added to diisopropylamine under protection Lithium (LDA, 29.6mmol) in tetrahydrofuran (THF, 30ml) solution, stirring reaction for 2 hours;

[0024] In the second step, excess dry ice (CO 2 ), at -78°C, N 2 Under protection, continue to react for 4 hours, then warm up to room temperature, continue to react for 4 hours;

[0025] The third step is to add dilute hydrochloric acid to the reaction solution, continue to react for 6 hours, filter to remove THF and water, wash with water, and dry;

[0026] The fourth step the above product (1.0g, 2.0mmol) was added to thionyl chloride (SOCl 2 , 0.48g, 4.0mmol) in 1,2-dichloroethane solution (100ml), reflux reaction for 7 hours, remove solvent;

[0027] The fifth step, the above product and hexadecylamine (0.9g, 3.7mmol) were mixed at 0°C under N 2 Under protection, react in dichlor...

Embodiment 3

[0029] The first step is at -78℃, N 2 A solution of DBr3T (5,5″-bisbromo-2,2′:5′,2″-trithiophene, 2.5 g, 6.1 mmol) in tetrahydrofuran (THF) (35 ml) was added to diisopropylamine under protection Lithium (LDA, 24.4mmol) in tetrahydrofuran (THF, 25ml) solution, stirring reaction for 3 hours;

[0030] In the second step, excess dry ice (CO 2 ), at -78°C, N 2 Under protection, continue to react for 5 hours, then warm up to room temperature, continue to react for 5 hours;

[0031] The third step is to add dilute hydrochloric acid to the reaction solution, continue to react for 8 hours, remove THF and water by filtration, wash with water, and dry;

[0032] The fourth step the above product (0.4g, 0.8mmol) was added to thionyl chloride (SOCl 2 , 0.19g, 1.6mmol) in 1,2-dichloroethane solution (60ml), reflux reaction for 8 hours, remove solvent;

[0033] The fifth step was to mix the above product with octaalkylamine (0.2g, 1.6mmol) at 0°C under N 2 Under protection, react in the...

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Abstract

A liquid crystal compound containing oligothiophene skeleton is prepared through adding the tetrahydrofuran solution of DBr3T to the tetrahydrofuran solution of lithium diisopropylamine, stirring while reaction, adding dry ice and diluted hydrochloric acid, filtering to remove THF and H2O, water washing, drying, adding to 1,2-dichloroethane solution of sulfoxide chloride, reflux reaction, reaction with n-alkylamine in dichloromethane solution, removing solvent, and separating with silica gel column.

Description

(1) Technical field [0001] The invention relates to the technical field of synthesis of organic macromolecule photoelectric materials, in particular to a liquid crystal compound containing oligothiophene skeleton and a preparation method thereof. (2) Background technology [0002] High-purity oligothiophene with definite molecular weight, whose degree of polymerization and polymerization position can be controlled, is not only a "model" compound for studying polythiophene, but also a π-electron conjugated compound with excellent optical and electrical properties. Due to its excellent optical and electrical properties, it has been researched and developed as a functional organic material in recent years. So far, various oligothiophene derivatives have been designed and synthesized according to the research and development goal of oligothiophene as an optoelectronic information functional organic material. These oligothiophene derivatives are mainly used in the research of th...

Claims

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Application Information

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IPC IPC(8): C09K19/38
Inventor 刘平邓文基童真
Owner SOUTH CHINA UNIV OF TECH
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