Method for synthesizing methyl propionate through homogeneous hydrogen esterification of ethylene

A technology for methyl propionate and chemical synthesis, which is applied in the field of homogeneous hydrogen esterification of ethylene to synthesize methyl propionate, can solve the problems of low carbonyl space-time yield, low reaction activity, poor catalyst stability and the like, and achieves improved reaction activity and selectivity, improved space-time yield, good stability

Inactive Publication Date: 2020-06-09
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] The first object of the present invention is to provide a method for the synthesis of methyl propionate by homogeneous ethylene hydroesterification, which over

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  • Method for synthesizing methyl propionate through homogeneous hydrogen esterification of ethylene

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Experimental program
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Embodiment 1

[0040] Be that in the 0.5L titanium material autoclave (GCF500 type) in volume, add palladium acetate 0.15g successively (palladium concentration is 300ppm, and here palladium concentration refers to the total mass of reaction system as basis, the content of palladium element in the palladium main catalyst Concentration, the same below), cocatalyst ruthenium trichloride 0.02g, p-toluenesulfonic acid 2.0g, bisdiphenylphosphine methane monoxide monosulfide 0.29g, methanol 200.0g and solvent water 16.0g, the total weight of the reaction solution It is 218.46g, the molar ratio of metal ion in palladium main catalyst and metal ion promoter is 7:1, the molar ratio of organophosphorus compound and palladium main catalyst is 1:1, and the molar ratio of ethylene and carbon monoxide is 1:1. The stirring speed was 350rpm, the reaction temperature was maintained at 80°C, the reaction pressure was 3.0MPa, and the reaction time was 90 minutes. The sample was taken when the reaction time was ...

Embodiment 2

[0042] To volume is 0.5L titanium autoclave, add palladium chloride 0.12g successively (palladium concentration is 300ppm), cocatalyst ruthenium trichloride 0.02g, p-toluenesulfonic acid 2.0g, bisdiphenylphosphine methane oxide one Sulphide 0.29g, methanol 200.0g and solvent water 16.0g, reaction solution gross weight is 218.43g, the mol ratio of metal ion in palladium main catalyst and metal ion cocatalyst is 7:1, the molar ratio of organophosphorus compound and palladium main catalyst The ratio is 1:1, and the molar ratio of ethylene to carbon monoxide is 1:1. The stirring speed was 350rpm, the reaction temperature was kept at 80°C, the reaction pressure was 3.0MPa, and the reaction time was 90 minutes, the sample was taken. The result was calculated as ethylene, the selectivity to methyl propionate was 95.0%, and the carbonyl space-time yield was 14.02mol L -1 h -1 .

Embodiment 3

[0044] To a volume of 0.5L titanium autoclave, add palladium acetate 0.15g (palladium concentration is 300ppm), procatalyst ruthenium acetate 0.04g, p-toluenesulfonic acid 2.0g, bis-diphenylphosphine methane monoxide-sulfide 0.29g g, methanol 200.0g and solvent water 10.0g, the total weight of the reaction solution is 212.48g, the mol ratio of the metal ion in the palladium main catalyst and the metal ion cocatalyst is 5:1, and the mol ratio of the organophosphorus compound and the palladium main catalyst is 1 :1, the molar ratio of ethylene to carbon monoxide is 1:1. The stirring speed was 350rpm, the reaction temperature was maintained at 80°C, the reaction pressure was 3.0MPa, and the reaction time was 90 minutes, the sample was taken. The result was calculated as ethylene, the selectivity to methyl propionate was 95.0%, and the carbonyl space-time yield was 13.63mol L -1 h -1 .

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Abstract

The invention discloses a method for synthesizing methyl propionate through homogeneous hydrogen esterification of ethylene, which comprises the following step: carrying out hydrogen esterification onraw materials ethylene, carbon monoxide and methanol in the presence of a palladium main catalyst, a metal ion cocatalyst, an acidic assistant and a ligand organic diphosphorus compound to synthesizemethyl propionate. According to the method for synthesizing methyl propionate through homogeneous hydrogen esterification of ethylene, a bimetallic catalyst is used, so that the reaction activity andselectivity of a catalytic system are improved, and ethylene hydrogen esterification can be efficiently catalyzed to synthesize methyl propionate at lower temperature and pressure; by adding the organic diphosphine ligand, the activity of the palladium catalyst is improved, the space-time yield of synthesizing methyl propionate through hydrogen esterification of ethylene is greatly improved, themaximum space-time yield reaches 15.43 mol.L<-1> h<-1>, and the good commercial value is achieved.

Description

technical field [0001] The invention belongs to the technical field of organic chemical products synthesized by ethylene hydroesterification, and in particular relates to a method for synthesizing methyl propionate by homogeneous hydroesterification of ethylene. Background technique [0002] As an excellent additive, methyl propionate is now widely used as a solvent and preservative for high-grade food and cosmetics; various propionates, such as calcium propionate and sodium propionate, can be prepared through saponification. It is widely used as an antiseptic additive for food and feed to replace the current preservatives such as sodium benzoate. As the basic raw material of organic synthesis industry, methyl propionate can be used to artificially synthesize ethyl propionate, benzyl propionate, isopentyl propionate, benzoate propionate and other advanced non-toxic artificial flavoring agents through transesterification , used in the production of wine industry and essence ...

Claims

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Application Information

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IPC IPC(8): C07C67/38C07C69/24
CPCC07C67/38
Inventor 刘殿华胡燕涛李向俊
Owner EAST CHINA UNIV OF SCI & TECH
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