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Clean method capable of synthesizing 3, 4-vinyl dioxythiophene on large scale

A large-scale technology of ethylene dioxythiophene, applied in electrolysis process, organic chemistry, electrolysis components, etc., can solve problems such as low production efficiency, serious pollution, and long synthesis process

Pending Publication Date: 2022-01-25
上海漫关越水处理有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] CN201010522532 introduces the synthesis method of tartrate as the starting material. After four-step synthesis reaction, 3,4-ethylenedioxythiophene (EDOT) is obtained. The production process is still long, the pollution is serious, and the synthesis operation efficiency is still very low.
[0006] Existing EDOT production processes are extremely polluted, the synthesis process is long, and the production efficiency is very low, which cannot effectively reduce costs

Method used

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  • Clean method capable of synthesizing 3, 4-vinyl dioxythiophene on large scale

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Add 1240g of chloroacetaldehyde dimethyl acetal (10mol), 50g of N,N,N-trihydroxycyanuric acid, 20g of solid NaOH and 1240g of anhydrous methanol into the anode storage tank, stir and dissolve evenly, and then use circulation pump A to pump Send it to the anode chamber of the bipolar electrolytic cell for continuous circulation; add 3000g of 3% NaOH aqueous solution to the cathode storage tank, and the circulation pump B pumps it to the cathode chamber for continuous circulation. Connect the DC power supply 8V, the anode chamber is continuously electrically coupled, GC analyzes the change of the content of chloroacetaldehyde dimethyl acetal, and the GC analysis shows that the content of chloroacetaldehyde dimethyl acetal is less than 5%, and the electrocoupling reaction ends.

[0030] The material in the anode chamber is decompressed to recover methanol and unreacted chloroacetaldehyde dimethyl acetal, and the recovery is applied; rectification collects 2,2,3,3-tetrametho...

Embodiment 2

[0034] Add 1240g of chloroacetaldehyde dimethyl acetal (10mol), 40g of N,N,N-trihydroxycyanuric acid, 20g of solid NaOH and 1240g of anhydrous methanol into the anode storage tank, stir and dissolve evenly, and then use circulation pump A to pump Send it to the anode chamber of the bipolar electrolytic cell for continuous circulation; add 3000 g of 3% NaOH aqueous solution to the cathode storage tank, and the circulation pump B pumps it to the cathode chamber for continuous circulation. Switch on the DC power supply 7V, the anode chamber is continuously electrically coupled, GC analyzes the change of the content of chloroacetaldehyde dimethyl acetal, and the GC analysis shows that the content of chloroacetaldehyde dimethyl acetal is less than 5%, and the electrocoupling reaction ends.

[0035] The material in the anode chamber is decompressed to recover methanol and unreacted chloroacetaldehyde dimethyl acetal, and the recovery is applied; rectification collects 2,2,3,3-tetrame...

Embodiment 3

[0039] Add 1240g of chloroacetaldehyde dimethyl acetal (10mol), 30g of N,N,N-trihydroxycyanuric acid, 20g of solid KOH and 1240g of anhydrous methanol into the anode storage tank, stir and dissolve evenly, and then use circulation pump A to pump Send it to the anode chamber of the bipolar electrolytic cell for continuous circulation; add 3000 g of 3% NaOH aqueous solution to the cathode storage tank, and the circulation pump B pumps it to the cathode chamber for continuous circulation. Connect the DC power supply 8V, the anode chamber is continuously electrically coupled, GC analyzes the change of the content of chloroacetaldehyde dimethyl acetal, and the GC analysis shows that the content of chloroacetaldehyde dimethyl acetal is less than 5%, and the electrocoupling reaction ends.

[0040] The material in the anode chamber is decompressed to recover methanol and unreacted chloroacetaldehyde dimethyl acetal, and the recovery is applied; rectification collects 2,2,3,3-tetrametho...

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Abstract

The invention provides a clean method capable of synthesizing 3, 4-ethylenedioxythiophene (EDOT) on a large scale, which is characterized in that chloroacetaldehyde dimethyl acetal is used as a starting raw material, and 3, 4-ethylenedioxythiophene is synthesized very cleanly at low cost through three-step reaction of electric coupling, episulfide and ether exchange. The method is very short in process, very low in cost, very clean and very environment-friendly; and as the production efficiency can be greatly improved, the synthesis cost of the EDOT is also greatly reduced.

Description

technical field [0001] The invention relates to a clean synthesis method of thiophene conductive compounds, which belongs to the field of new electronic materials. Background technique [0002] 3,4-Ethylenedioxythiophene (EDOT) is a very stable organic conductive compound. The conductivity of the doped EDOT polymer can be as high as ≥500S / m, and it is already a key material for long-life solid electronic capacitors , are widely used in mobile phone computer motherboards and other purposes; in 1992, Keegstra et al. introduced the use of 3,4-dibromothiophene as the starting material to prepare EDOT (Tetrahedron, 1992,48(17):3633-3652); this method is expensive, The pollution is serious and the reaction conditions are harsh. As the price of bromine has risen sharply in recent years, this method has been eliminated. [0003] CN200810163168, CN200810044836, CN200810025428, CN201210234948, CN201110276698, etc. are all similar and introduce thiodiglycolate synthesized by chloroace...

Claims

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Application Information

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IPC IPC(8): C07D495/04C25B3/11C25B3/29
CPCC07D495/04
Inventor 王永军王海军王贝越
Owner 上海漫关越水处理有限公司