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Method for carbonylation-synthesizing acrylic ester by acetylene

A technology of acrylate and chemical synthesis, which is applied in the direction of carbon monoxide or formate reaction preparation, organic chemistry, etc., can solve the problems of long reaction time, equipment corrosion, carbon deposition, etc., achieve fast reaction speed, save pretreatment time, The effect of high catalyst activity

Inactive Publication Date: 2017-11-24
CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0011] The object of the present invention is to provide a kind of method of carbonylation of acetylene to synthesize acrylic acid ester, use this method to realize carbonylation of acetylene to directly synthesize acrylic acid ester, at the same time solve the problem of long reaction time and in the process of acrylate carbonylation in the past. Carbon deposition, serious equipment corrosion and other problems

Method used

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  • Method for carbonylation-synthesizing acrylic ester by acetylene

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Effect test

Embodiment 1

[0032] Add 50ml of tetrahydrofuran, 17ml of butanol, and 0.258g of nickel acetylacetonate into a 100ml autoclave, seal the autoclave, replace the air in the autoclave with 1MPa nitrogen for 3 times, fill with acetylene to saturation to 0.2MPa under stirring, then fill with CO to 4.7MPa, Raise the temperature to 230°C, maintain a stirring speed of 500r / min, and react for 60min. After the reaction, the still liquid and tail gas were analyzed, and the yield of butyl acrylate was 55.2%, and the selectivity was 89.6%.

Embodiment 2

[0034] In a 100ml autoclave, add 50ml of tetrahydrofuran, 17ml of butanol, 0.258g of nickel acetylacetonate, and 0.042g of sodium acetylacetonate, seal the autoclave, replace the air in the autoclave with 1MPa nitrogen for 3 times, fill with acetylene to saturation to 0.2MPa under stirring, and then Fill with CO to 4.7MPa, raise the temperature to 230°C, keep the stirring speed at 500r / min, and react for 45min. After the reaction, the still liquid and tail gas were analyzed, and the yield of butyl acrylate was 65.4%, and the selectivity was 99.3%.

Embodiment 3

[0036] In 100ml autoclave, add THF 50ml, butanol 17ml, Ni(OAc) 2 4H 2 O 0.249g, sodium acetylacetonate 0.042g, seal the autoclave, replace the air in the autoclave with 1MPa nitrogen for 3 times, fill with acetylene to saturation to 0.2MPa under stirring, then fill with CO to 4.7MPa, raise the temperature to 230°C, and keep at 500r / min The stirring speed was increased, and the reaction was carried out for 60 minutes. After the reaction, the still liquid and tail gas were analyzed, and the yield of butyl acrylate was 58.1%, and the selectivity was 91.1%.

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Abstract

The invention discloses a method for carbonylation-synthesizing acrylic ester by acetylene, and relates to the technical field of the organic synthesis. The method comprises the following steps: using the acetylene, carbon monoxide and lower alcohol as reaction raw materials, under the action of a catalyst, executing the acetylene carbonylation reaction in a solvent and directly generating the acrylic ester, wherein the catalyst is a nickel non-halogen compound and a salt ligand of Beta-diketone and corresponding compounds. An original method for synthesizing the acrylic ester has the problems, such as long reaction time, carbon deposition in the reaction process and serious corrosion of devices. The method has the advantages of easy acquisition of used catalyst components, rapid catalytic reaction speed, short used time, no carbon deposition in the reaction process, and no device corrosion by a catalyst system.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a method for synthesizing acrylate by carbonylation of acetylene. Background technique [0002] Acrylic ester compounds are important polymer monomers and organic synthesis intermediate raw materials. Due to some of their unique properties, they are widely used in coating adhesives, plastic modification, nylon fiber modification, paper processing, fiber and fabric processing, leather processing, and acrylic rubber. [0003] At present, the industrial production method of acrylate is mainly based on the esterification reaction of acrylic acid and alcohol under the action of a catalyst, and a large number of researches and improvements have been carried out on catalysts and reaction equipment on this basis. Acetylene, carbon monoxide and alcohol can be directly synthesized into acrylate in one step through carbonylation reaction under the action of a catalyst. This react...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/54C07C67/38
CPCC07C67/38C07C69/54
Inventor 杨先贵李怡鸣王公应
Owner CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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