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Method for synthesizing cyclic carbonate through polyionic liquid nanometer catalysis cycloaddition reaction

A polyionic liquid, cyclic carbonate technology, applied in chemical instruments and methods, physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, etc., can solve the problems to be further improved and improved, etc., Achieve thermal stability and good solvent resistance, good reproducibility, and high specific surface area

Active Publication Date: 2016-03-02
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In summary, the heterogeneous quaternary phosphine-type ionic liquid catalyst can catalyze the synthesis of cyclic carbonate with high selectivity, which will help to improve the atom economy of the reaction and reduce the formation of by-products, but its catalytic activity and reproducibility Sex still needs to be further improved and improved

Method used

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  • Method for synthesizing cyclic carbonate through polyionic liquid nanometer catalysis cycloaddition reaction
  • Method for synthesizing cyclic carbonate through polyionic liquid nanometer catalysis cycloaddition reaction
  • Method for synthesizing cyclic carbonate through polyionic liquid nanometer catalysis cycloaddition reaction

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Effect test

Embodiment 1

[0021] Embodiment 1 synthetic catalyst

[0022]A mixed solution containing 30% of 4-diphenylphosphine styrene, 60% of styrene, 10% of divinylbenzene and 1.0% of azobisisobutyl cyanide As the dispersed phase, the aqueous solution containing 1.0% polyethylene glycol and 0.03% sodium lauryl sulfate is the continuous phase, wherein the dispersed phase is dispersed through a metal braided membrane with a 4-stage pore size of 1.0 μm to form microemulsion droplets; then, Raise the temperature to 75°C to thermally initiate free radical polymerization to obtain phosphine-functionalized polymer nanoparticles. The average particle size of the nanoparticles is 110 nm, and the dispersion index is 15%. Add it into a three-necked round-bottomed flask with a reflux condenser, heat and reflux for 24 hours to prepare a carboxylic acid quaternary phosphine polyionic liquid nanocatalyst.

Embodiment 2

[0024]

[0025] Add 20mg of carboxylic acid quaternary phosphine polyionic liquid nanocatalyst and 14.3mmol of ethylene oxide into a 75mL stainless steel autoclave equipped with a magnet, heat it to 150°C with an electric heating furnace, and then feed 2.0MPaCO into the reactor 2 After 1 hour of reaction, when the pressure no longer drops, the reaction is considered to be terminated, stop heating, cool to room temperature, and release unreacted CO 2 Gas gets back to normal pressure; Finally, in autoclave, add internal standard thing biphenyl, utilize Agilent gas chromatograph 6820GCTCD detector to carry out quantitative analysis to it, the styrene carbonate yield that obtains is 99.9%, and its selectivity is 99.9%. %.

Embodiment 3

[0027]

[0028] Add 10mg of carboxylic acid quaternary phosphine polyionic liquid nanocatalyst and 14.3mmol of propylene oxide into a 75mL stainless steel autoclave equipped with a magnet, heat it to 150°C with an electric heating furnace, and then feed 2.0MPaCO into the reactor 2 After 4 hours of reaction, stop the reaction when the pressure in the autoclave no longer drops, cool to room temperature, slowly open the autoclave and bring it back to room temperature; finally, add internal standard biphenyl to the autoclave, and use Agilent gas chromatograph A 6820GCTCD detector was used for quantitative analysis, and the yield of propylene carbonate was 99.0%, and its selectivity was 99.9%.

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Abstract

The present invention belongs to the technical field of industrial catalysis, and provides a method for synthesizing cyclic carbonate through a polyionic liquid nanometer catalysis cycloaddition reaction. According to the method, phosphine functionalized polymer nanoparticles are adopted as a carrier, and is subjected to quaternary phosphorization with a carboxylic acid halide including a carboxylic acid bromide or carboxylic acid chloride so as to obtain a quaternary phosphonium polyionic liquid catalyst, and the cycloaddition reaction is characterized in that CO2 and an epoxide are adopted as reaction substrates to carry out a cycloaddition reaction at a high temperature under a high pressure in the absence of a solvent so as to generate the cyclic carbonate compound. According to the present invention, the separation of the product and the catalyst can be achieved through the simple method, the catalyst can present the high catalysis activity and the high selectivity, and the stability and the reproducibility of the catalysis activity can be easily improved through the regular structure morphology; and the green approach for cyclic carbonate synthesis through the nano-scale polyionic liquid catalysis is provided.

Description

technical field [0001] The invention belongs to the technical field of industrial catalysis, in particular to a method for synthesizing cyclic carbonate by polyionic liquid nano-catalyzed cycloaddition reaction. Background technique [0002] Cyclic carbonate compounds are a very important basic raw material for green chemistry and chemical industry. Currently, they are mainly used for the synthesis of dimethyl carbonate, β-hydroxylamine and its derivatives, vinylene carbonate, ethylene glycol, phenol ester and its derivatives. Derivatives, thiocarbamate, N-aryl substituted carbamate, oxazolidinone, imidazolinone and polycarbonate compounds have been widely used in medicine, batteries, cosmetics and polymer materials, etc. field, and has good economic value and market potential. [0003] CO 2 The catalytic cycloaddition reaction with epoxy compounds is an effective way to synthesize cyclic carbonates [ZhangJM, SunJ, ZhangXC, ZhaoYS, ZhangSJ.TherecentdevelopmentofCO 2 fixat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/38C07D317/36C07D317/50B01J31/06
Inventor 张锁江刘莹宋彦成卫国孙剑
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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