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Method for synthesizing acrylic acid low-carbon alcohol ester through carbonylation of acetylene

A technology of acrylic acid and chemical synthesis, applied in chemical instruments and methods, carbon monoxide or formate reaction preparation, organic compound/hydride/coordination complex catalyst, etc., can solve equipment corrosion, carbon deposition, long reaction time, etc. problem, to achieve the effect of low cost, no carbon deposition, and fast catalytic reaction speed

Inactive Publication Date: 2017-06-13
CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The catalytic system based on nickel halide has good acrylate yield and selectivity, but there are problems such as long reaction time, carbon deposition in the reaction process, and serious equipment corrosion.

Method used

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  • Method for synthesizing acrylic acid low-carbon alcohol ester through carbonylation of acetylene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] In a 100ml autoclave, add 60ml of tetrahydrofuran, 7ml of methanol, Ni(OAc) 2 4H 2 O 0.25g, 2-methyl-8-hydroxyquinoline 0.16g, seal the autoclave, replace the air in the still with 1MPa nitrogen for 2 times, fill acetylene and saturate to 0.2MPa under stirring state, then fill CO to 5.0MPa, heat up to 215°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 conversion rate of acetylene was 84.4%, and the selectivity of methyl acrylate was 83.8%.

Embodiment 2

[0022] In a 100ml autoclave, add 60ml of tetrahydrofuran, 7ml of methanol, Ni(OAc) 2 4H 2 O 0.25g, 5,7-dichloro-8-hydroxyquinoline 0.22g, seal the autoclave, replace the air in the kettle with 1MPa nitrogen for 2 times, fill with acetylene to saturation to 0.2MPa under stirring, then fill with CO to 5.0MPa, Raise the temperature to 210°C, maintain a stirring speed of 500r / min, and react for 30min. After the reaction, the still liquid and tail gas were analyzed, and the conversion rate of acetylene was 86.2%, and the selectivity of methyl acrylate was 78.7%.

Embodiment 3

[0024] In a 100ml autoclave, add 60ml of tetrahydrofuran, 7ml of methanol, Ni(OAc) 2 4H 2 O 0.25g, 10-hydroxybenzoquinoline 0.20g, seal the autoclave, replace the air in the autoclave with 1MPa nitrogen for 2 times, fill with acetylene to saturation to 0.2MPa under stirring, then fill with CO to 5.0MPa, heat up to 210°C, Keep the stirring speed of 500r / min, and react for 90min. After the reaction, the still liquid and tail gas were analyzed, and the conversion rate of acetylene was 87.5%, and the selectivity of methyl acrylate was 91.3%.

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Abstract

The invention relates to a method for synthesizing acrylic acid low-carbon alcohol ester through carbonylation of acetylene. A nickel-containing compound and a bidentate ligand containing nitrogen and a VIA-th group element serve as catalysts, and acetylene, carbon monoxide and low-carbon alcohol are subjected to carbonylation reaction in a solvent to synthesize the acrylic ester at one step. The method has the characteristics of low catalyst cost, high reaction speed, no carbon deposition in the reaction process and the like.

Description

technical field [0001] The invention relates to the one-step synthesis of low-carbon alcohol ester of acrylate through carbonylation reaction in a solvent under the action of acetylene, carbon monoxide and low-carbon alcohol. Background technique [0002] Acrylates are important chemical raw materials, mainly used as organic synthesis intermediates and monomers for synthetic polymers. They can produce polymers with excellent performance in various polymerization methods. They are used in coatings, adhesives, textiles, printing inks, rubber , plastics and other industries are widely used. [0003] The production method of acrylates is mainly the synthesis of acrylic acid and alcohols by esterification [CN103641714A]. This method needs to prepare acrylic acid first. Acetylene, carbon monoxide, and alcohols can directly synthesize acrylate in one step through carbonylation reaction under the action of a catalyst. This reaction belongs to an atom-economical reaction, and the th...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/54C07C67/36B01J31/22
CPCB01J31/2217B01J2231/32B01J2531/0238B01J2531/0286B01J2531/847B01J2540/10C07C67/36C07C69/54
Inventor 杨先贵王贤松王公应姚洁曾毅
Owner CHENGDU ORGANIC CHEM CO LTD CHINESE ACAD OF SCI
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