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Preparation method of 3,4-ethylene dioxy thiophene

A technology of ethylenedioxythiophene and hydroxysodium thiophene, which is applied in the direction of organic chemistry, can solve the problems of increased cost, labor and energy consumption, impact of EDOT quality, difficult purification to high-purity grade and other problems in industrialization, so that the reaction conditions are not harsh and the products High and stable yield, simple and easy operation

Inactive Publication Date: 2016-06-01
QINGDAO HECHENG PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, there are many papers at home and abroad to report the synthetic method of EDOT and its intermediates. The starting raw material is mainly thiodiglycolic acid, and its esterification yield is generally partial, and the cost of raw materials is relatively high. Pressure distillation is used to purify thiodiglycolic acid ester, otherwise the impurities will affect the quality of EDOT products, the color is poor, and it is difficult to purify into high-purity grades, which are suitable for the increasingly demanding electronic product industry
In addition, there are many reaction steps (CN101591345B, CN101429205B) and the frequent transfer of reaction materials affects the yield, and increases the cost and unnecessary labor and energy consumption for industrialization
KeegstraMA et al. proposed to use 3,4-dibromothiophene as the starting material to prepare 3,4-ethylenedioxythiophene. This method is expensive, the reaction conditions are harsh, and the product yield is low, so it is only suitable for laboratories.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0019] The present invention will be further described below in conjunction with the examples, but not limited thereto.

[0020] A kind of preparation method of 3,4-ethylenedioxythiophene, comprises the following steps:

[0021] (1) Sulfurization reaction: under the protection of nitrogen, put 80g sodium sulfide, 500ml absolute ethanol, and 0.5g crown ether in a flask, add 122.5g (1mol) ethyl chloroacetate dropwise at room temperature, and raise the temperature to 50 ℃, keep warm for 1h, sample GC tracking, ethyl chloroacetate content ≤ 2%, the reaction is complete; filter, filter the cake with 30ml of absolute ethanol twice to wash the combined filtrate to obtain 705g, GC content 27.1%, equivalent to thiodiglycolic acid The ester was 191.4g, and the molar yield was 92.9%.

[0022] (2) Condensation, etherification and saponification, under the protection of nitrogen, add the thiodiglycolic acid ester obtained above into the flask, control the temperature at 40-50°C, add 150g ...

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PUM

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Abstract

The invention relates to a preparation method of organic matter, in particular to a preparation method of 3,4-ethylene dioxy thiophene.With chloracetate as the initial raw material, 3,4-ethylene dioxy thiophene is preparated through vulcanization reaction, condensation, etherification, saponification and decarboxylic reaction.The method is easy to operate, low in cost, safe, environmentally friendly, high and stable in product yield, good in product color and luster, simple in process during reaction, not strict in reaction condition and quite suitable for industrial production.

Description

technical field [0001] The invention relates to a method for preparing organic matter, in particular to a method for preparing 3,4-ethylenedioxythiophene. Background technique [0002] Polyethylenedioxythiophene (PDEOT) is a new type of organic conductive luminescent material, which has the advantages of high conductivity, good environmental thermal stability, easy film production and good transparency. It is widely used in antistatic packaging materials, solar cells, Supercapacitor plastic antistatic coating, sensors and other electronic equipment. Due to its unique electrical and optical properties and wide range of applications, the development of reasonable and efficient high-quality polyethylene dioxythiophene suitable for industrial production has increasingly become the direction of efforts of various companies. [0003] As a monomer for the preparation of polyethylenedioxythiophene, 3,4-ethylenedioxythiophene (DEOT) is a colorless to light yellow transparent body,...

Claims

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Application Information

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IPC IPC(8): C07D495/04
CPCC07D495/04
Inventor 杜法富
Owner QINGDAO HECHENG PHARMA
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