Decarboxylation method of 3,4-ethylenedioxy thiophene

A technology for decarboxylation of ethylenedioxythiophene, applied in organic chemistry, chemical recovery, etc., can solve the problems of high cost of decarboxylation, unfriendly environment, high operation requirements, etc., and achieve the effect of low cost, environmental friendliness and high purity

Inactive Publication Date: 2011-11-16
NORTHWEST UNIV(CN)
View PDF5 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to provide a synthetic method of 3,4-ethylenedioxythiophene to solve the problem of high decarboxylation cost and unfriendly environment of 2,5-dicarboxylic acid-3,4-ethylenedioxythiophene in the prior art , high operating requirements and low yield

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Decarboxylation method of 3,4-ethylenedioxy thiophene
  • Decarboxylation method of 3,4-ethylenedioxy thiophene
  • Decarboxylation method of 3,4-ethylenedioxy thiophene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Such as figure 1 As indicated, weigh 23g 2,5-dicarboxylic acid-3,4-ethylenedioxythiophene and 0.2 g copper phthalocyanine ( figure 2 As shown, R=H, M=Cu), add it to a 250mL reaction bottle, add 100mL water, install an oil-water separator, heat to reflux, and an oily substance will separate out during the reaction. The separated oil was dried and distilled under reduced pressure to obtain 13.0 g of 3,4-ethylenedioxythiophene (92% yield). Product characterization results such as Figure 2-4 As shown, GC-MS: m / z =142, 127, 116, 95, 69, 58, 45; 1 H NMR (CDCl 3 ) δ (ppm): 6.320 (s, 2H, ArH), 4.193 (s, 4H, OCH 2 ); -1 .

Embodiment 2

[0023] Similar to Example 1, using different metal phthalocyanines as catalysts, the results are shown in the table below.

[0024]

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
melting pointaaaaaaaaaa
boiling pointaaaaaaaaaa
Login to view more

Abstract

The invention discloses a decarboxylation method of 3,4-ethylenedioxy thiophene. The method comprises the following step of: decarboxylating 2,5-dicarboxylic acid-3,4-ethylenedioxy thiophene by taking metal phthalocyanine with the structure shown as a general formula (I) as a catalyst to obtain 3,4-ethylenedioxy thiophene, wherein M refers to Mg, Mn, Fe, Co, Ni, Cu, Ag or Zn; and R is independently selected from -H, -Et, -OH, -OCH3, -COOH, -COOEt, -NH2, -NO2, -CN, -F, -Cl, -Br, -I and -Ph. The yield of the 3,4-ethylenedioxy thiophene is high, a solvent used in a reaction is environmentally-friendly and low-cost water, and the catalyst is reusable. The method has the advantages of simple process, low cost, high yield and environmental friendliness, and is suitable for industrial production.

Description

technical field [0001] The invention relates to a method for preparing 3,4-ethylenedioxythiophene by a decarboxylation method, belonging to the technical field of organic synthesis. Background technique [0002] 3,4-Ethylenedioxythiophene (EDOT), English name is 3,4-ethylene dioxythiophene, the appearance is colorless or light yellow transparent liquid, CAS: 126213-50-1, melting point 10.5°C, boiling point 225°C. It was first discovered as a pharmaceutical intermediate in the second half of the 1980s. After that, the German Bayer company successfully developed poly(3,4-ethylenedioxythiophene), namely PEDOT. Subsequently, a water-soluble polymer electrolyte polystyrene sulfonic acid (PSS for short) was used to solve the processing problem of PEDOT. The obtained PSS / PEDOT film has high electrical conductivity, high mechanical strength, high visible light transmittance and superior The stability of antistatic coatings, solid electrolyte capacitors, through-hole circuit board p...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): C07D495/04
CPCY02P20/584
Inventor 赵军龙李媛苟小锋花成文李小安宋扬扬
Owner NORTHWEST UNIV(CN)
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap