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Method for preparing caprolactone and adipic acid

A technology of adipic acid and caprolactone, applied in chemical instruments and methods, preparation of carboxylate, preparation of organic compounds, etc., can solve problems such as harmful emissions, achieve simple production process, overcome complex production process, and be environmentally friendly Effect

Active Publication Date: 2012-02-01
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The method for preparing caprolactone and adipic acid by catalytic oxidation of cyclohexanone provided by the present invention overcomes problems such as traditional production process complexity, equipment corrosion, and harmful emissions; In the case of the total selectivity of lactone and adipic acid, it has a higher effective utilization rate of oxidant, and its catalytic oxidation activity and catalytic activity stability are better

Method used

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  • Method for preparing caprolactone and adipic acid
  • Method for preparing caprolactone and adipic acid
  • Method for preparing caprolactone and adipic acid

Examples

Experimental program
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Effect test

Embodiment 1

[0043] The mol ratio of cyclohexanone, hydrogen peroxide, solvent and catalyst (zinc nitrate and titanium silicon molecular sieve 0.2) is 1: 2 according to the mol ratio of cyclohexanone and hydrogen peroxide, and the mass ratio of solvent acetonitrile and catalyst is 20, The mass ratio of cyclohexanone to the catalyst is 100, and the reaction is carried out at a temperature of 90° C. and a pressure of 1.0 MPa.

[0044] The results of the 2-hour reaction were as follows: the conversion rate of cyclohexanone was 86%; the effective utilization rate of hydrogen peroxide was 72%; the total selectivity of ε-caprolactone and adipic acid was 91%.

[0045] The results of the 12-hour reaction were as follows: the conversion rate of cyclohexanone was 75%; the effective utilization rate of hydrogen peroxide was 71%; the total selectivity of ε-caprolactone and adipic acid was 90%.

Embodiment 2

[0047] The mol ratio of cyclohexanone, hydrogen peroxide, solvent and catalyst (zinc phosphate and titanium silicon molecular sieve 1) is 1: 10 according to the mol ratio of cyclohexanone and hydrogen peroxide, and the mass ratio of solvent acetone and catalyst is 50, The mass ratio of cyclohexanone to the catalyst is 1, and the reaction is carried out at a temperature of 60° C. and a pressure of 2.5 MPa.

[0048] The results of the 2-hour reaction were as follows: the conversion rate of cyclohexanone was 89%; the effective utilization rate of hydrogen peroxide was 75%; the total selectivity of ε-caprolactone and adipic acid was 93%.

[0049] The results of the 12-hour reaction were as follows: the conversion rate of cyclohexanone was 87%; the effective utilization rate of hydrogen peroxide was 73%; the total selectivity of ε-caprolactone and adipic acid was 91%.

Embodiment 3

[0051] The mol ratio of cyclohexanone, hydrogen peroxide, solvent and catalyst (zinc sulfate and titanium silicon molecular sieve 0.1) is 1: 3 according to the mol ratio of cyclohexanone and hydrogen peroxide, and the mass ratio of solvent propionitrile and catalyst is 150 , the mass ratio of cyclohexanone to the catalyst is 2, and the reaction is carried out at a temperature of 50° C. and a pressure of 0.5 MPa.

[0052] The results of the reaction for 2 hours are as follows: the conversion rate of cyclohexanone is 81%; the effective utilization rate of hydrogen peroxide is 73%; the total selectivity of ε-caprolactone and adipic acid is 91%.

[0053] The results of the 12-hour reaction were as follows: the conversion rate of cyclohexanone was 67%; the effective utilization rate of hydrogen peroxide was 66%; the total selectivity of ε-caprolactone and adipic acid was 89%.

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Abstract

The invention discloses a method for preparing caprolactone and adipic acid. The method is characterized in that a soluble zinc salt-modified silicon molecular sieve is utilized as a catalyst; cyclohexanone, oxidants, solvents and the catalyst undergo a reaction under the conditions of a temperature of 40 to 150 DEG C and pressure of 0.1 to 3MPa, wherein in the reaction, a molar ratio of cyclohexanone to the oxidants is 1: (1 to 20) and a mass ratio of the solvents to the catalyst is (1 to 200): 1; caprolactone and adipic acid are obtained simultaneously after separation of the reaction products; and unreacted cyclohexanone and the like can be recycled directly without purification separation. Under the condition of high total selectivity of epsilon-caprolactone and adipic acid, the method can realize a high effective utilization rate of an oxidant, and good catalytic oxidation activity and catalytic activity stability.

Description

technical field [0001] The invention relates to a method for preparing caprolactone and adipic acid, and more particularly relates to a method for preparing caprolactone and adipic acid by catalytically oxidizing cyclohexanone with a titanium-silicon molecular sieve modified by a soluble zinc salt. Background technique [0002] ε-caprolactone is an important intermediate compound in organic synthesis. It can generate dimer or polymer polyester when heated, and can depolymerize under certain conditions. ε-caprolactone is mainly used in the production of polycaprolactone, ε-caprolactam, adhesives, elastomers, etc. ε-caprolactone can also be used as a strong solvent, which has good solubility for some insoluble resins, such as polyurethane resin. In addition, ε-caprolactone is also an important raw material for the production of degradable plastics. Its biocompatibility, non-toxicity, biodegradability and good drug penetration make it widely used in the field of biomedicine ....

Claims

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Application Information

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IPC IPC(8): B01J29/89C07C55/14C07C51/245C07D313/04
Inventor 史春风朱斌林民邹飞艳夏长久汝迎春
Owner CHINA PETROLEUM & CHEM CORP
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