Imidazolium ionic liquid, application thereof and preparation method of 2, 5-azodicarboxylic acid diethyl ester-3, 4-ethylenedioxythiophene

A technology of diethyl dicarboxylate and dioxyethylene thiophene, which is applied in the field of preparation of imidazole ionic liquids, 2,5-diethyl dicarboxylate-3,4-dioxyethylene thiophene, can solve the problem of Problems such as high cost, unfavorable scale-up production, and difficulty in solvent recovery

Inactive Publication Date: 2015-10-14
武汉海斯普林科技发展有限公司
View PDF8 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction system uses organic solvents such as benzene, toluene, xylene, chlorobenzene, ethanol, tetrahydrofuran, DMSO, DMF, etc. The single-step yield of the product prepared by this method is as low as 70%, the cost is high, and the operation is complicated, and the solvent recovery is difficult. Not conducive to scale-up production

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
  • Imidazolium ionic liquid, application thereof and preparation method of 2, 5-azodicarboxylic acid diethyl ester-3, 4-ethylenedioxythiophene
  • Imidazolium ionic liquid, application thereof and preparation method of 2, 5-azodicarboxylic acid diethyl ester-3, 4-ethylenedioxythiophene
  • Imidazolium ionic liquid, application thereof and preparation method of 2, 5-azodicarboxylic acid diethyl ester-3, 4-ethylenedioxythiophene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Add 117g 1-ethylimidazolium tributyl phosphate and 39g 2,5-dicarboxylate-3,4-dihydroxythiophene (raw material A in the reaction formula) in a 1L four-neck flask with stirring and a thermometer ), start stirring and wait for the powder to dissolve and slowly add 24.8g of anhydrous potassium carbonate, raise the temperature to 80°C, add half of dichloroethane 12.5g dropwise, after the drop is completed, raise the temperature to 110°C, add dropwise the remaining half of dichloroethane 12.5g g, after completion, the temperature was raised to 125° C. for 12 hours, and the reaction was stopped and the stirring was lowered to room temperature. The reaction solution was filtered, and 103.5 g of the filtrate was retained. The wet weight of the filter cake is 43g, add 100g of water to elute and filter to obtain 39g of product (wet weight), bake at 90°C to constant weight to obtain about 34.4g of product B in the reaction formula, the yield of this step is 80.2%, mp: 147~151 ℃. ...

Embodiment 2

[0025] Add 110g of 1-ethyl-3-methylimidazolium tetrafluoroborate and 35g of 2,5-dicarboxylate-3,4-dihydroxythiophene into a 1L four-neck flask with stirring and a thermometer ( For the raw material A) in the reaction formula, start stirring until the powder is completely dissolved, slowly add 24.8g of anhydrous potassium carbonate, raise the temperature to 80°C, add 12.5g of half of dichloroethane dropwise, after the drop is completed, raise the temperature to 110°C, add dropwise the remaining 12.5 g of half of dichloroethane, after completion, the temperature was raised to 125°C for 12 hours, and the reaction was stopped and the stirring was lowered to room temperature. The reaction solution was filtered, and 93.5 g of the filtrate was retained. The wet weight of the filter cake is 43g, add 100g of water to elute and filter to obtain 36.5g of product (wet weight), bake at 90°C to constant weight to obtain about 29.4g of product B in the reaction formula, the yield of this ste...

Embodiment 3

[0027] Add 120g 1-butyl-3-methylimidazolium hexafluorophosphate and 39g 2,5-dicarboxylate-3,4-dihydroxythiophene to a 1L four-neck flask with stirring and a thermometer (reaction For the raw material A) in the formula, start stirring and wait until the powder is dissolved, slowly add 24.8g of anhydrous potassium carbonate, raise the temperature to 80°C, add half of dichloroethane 12.5g dropwise, after the dropping, raise the temperature to 110°C, add the remaining half dropwise Dichloroethane 12.5g, after completion, the temperature was raised to 125°C for 12h, and the reaction was stopped and the stirring was lowered to room temperature. The reaction solution was filtered, and 109.2 g of the filtrate was retained. The wet weight of the filter cake is 46g, add 100g of water to elute and filter to obtain 37g of product (wet weight), bake at 90°C to constant weight to obtain about 31.8g of product B in the reaction formula, the yield of this step is 74.1%, mp: 143~149 ℃.

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

No PUM Login to view more

Abstract

The invention belongs to the technical field of chemosynthesis, and particularly relates to an imidazolium ionic liquid, application thereof and a preparation method of 2,5-azodicarboxylic acid diethyl ester-3,4-2 ethylenedioxythiophene. Potassium carbonate is used as a catalyst, the imidazolium ionic liquid is used as a solvent and a catalyst, dichloroethane is used as a cyclic etherreagent, and the dichloroethane and the 2,5-azodicarboxylic acid diethyl ester-3,4-dihydroxy thiophene are cyclized so as to prepare the 2,5-azodicarboxylic acid diethyl ester-3,4- ethylenedioxythiophene. The preparation method is low in cost, is high in yield, and is simple to post-process, and the solvent can be recycled.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and in particular relates to an imidazole ionic liquid, its application and a preparation method of 2,5-diethylcarboxylate-3,4-dioxyethylenethiophene. Background technique [0002] Poly 3,4-ethylenedioxythiophene (PEDOT) is a new type of organic electrochromic material created by Bayer Company in Germany in recent years. It has high electrical conductivity, low energy gap, low electrochemical doping potential, short response time, With the advantages of high color change contrast and good stability, it is an ideal material for the preparation of capacitor negative electrode materials, OLED displays, solar cells, high conductive coatings, printed circuit boards and other electronic equipment. [0003] PEDOT is obtained from its monomer EDOT through chemical polymerization or electrochemical polymerization. The synthesis of monomer EDOT generally has the problems of low yield and high c...

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
IPC IPC(8): C07D233/58C07D495/04B01J31/02
CPCC07D233/58B01J31/0284B01J31/0285C07D495/04
Inventor 郭春花杨光黄迅龚雄闵向阳梁晓玲
Owner 武汉海斯普林科技发展有限公司
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