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Method of preparing adipic acid by air-oxidating hexacarbocyclic compound

An air oxidation and compound technology, which can be used in the preparation of organic compounds, chemical instruments and methods, and the preparation of carboxylate, which can solve the problems of low reaction temperature and reaction pressure.

Inactive Publication Date: 2004-10-13
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction temperature and reaction pressure are low

Method used

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  • Method of preparing adipic acid by air-oxidating hexacarbocyclic compound
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  • Method of preparing adipic acid by air-oxidating hexacarbocyclic compound

Examples

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Effect test

Embodiment 1

[0016] With 3 mg of metalloporphyrins of general formula (I), R 1 = R 2 = R 3 =CH 3 , M=Mn, added in 400ml cyclohexane, 8atm air was introduced, and the reactant was stirred at 180° C. for 4 hours, the conversion rate of cyclohexane was 38%, and the yield of adipic acid in the reaction product was 60%.

Embodiment 2

[0018] With 5 mg of metalloporphyrins of general formula (II), R 1 = R 2 = R 3 =Cl,M 1 = M 2 =Fe was added to 400ml of cyclohexene, 3 atm air was passed through, and the reactant was stirred at 140° C. for 6 hours. The conversion of cyclohexene was 65%, and the yield of adipic acid in the reaction product was 53%.

Embodiment 3

[0020] With 8 mg of metalloporphyrins of general formula (I), R 1 = R 2 = R 3 =Cl, M=Fe, and 15mg CoCl 2 Add 500ml of cyclohexanol, pass through 10atm air, stir the reactant at 100°C for 3 hours, the conversion rate of cyclohexanol is 72%, and the yield of adipic acid in the reaction product is 83%.

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Abstract

The present invention relates to a new process for preparing adipic acid by air oxidating cyclohexane, cyclohexanol, cyclohexanone and cyclohexene or mixture of cyclohexanol and cyclohexanone under the catalysis of metal porphyrin. Under the condition of 1-20 atm air and reaction temp. is 50-200 deg.C it can select and use mu-oxidized metal porphyrin and monometal porphyrin or their fixed carrier material as catalyst independently, also can select and use metal porphyrin or their fixed carrier material as main catalyst, and use transition metal salt or oxide as co-catalyst. The metal porphyrin like biological-enzyme can high-effectively and high-selectivity catalyze air under the biologicae concentration to directly oxidate the cyclohexane into adipic acid. Said invented dose of metal porphyrin is less, and its catalytic effect is good, it can make homogeneous catalysis, also can make heterogeneous catalysis after the carrier is fixed.

Description

technical field [0001] The invention relates to a method for oxidizing cyclohexane, cyclohexanol, cyclohexanone and cyclohexene into adipic acid by air under metalloporphyrin catalysis. Background technique [0002] Adipic acid is an important raw material for the preparation of nylon 66. At present, adipic acid is mainly prepared industrially by nitric acid liquid-phase oxidation of cyclohexanone. Due to the strong acidity, strong oxidation and corrosiveness of nitric acid, the process of producing adipic acid from cyclohexanone by nitric acid has serious environmental pollution problems, and the reaction conversion rate and product selectivity are not ideal. The scientific and technological circles have been devoting themselves to the research of a new process for the preparation of adipic acid. ZL 99121017.4 discloses the method of using peroxytungstate-organic carboxylic acid coordination compound to catalyze the oxidation of cyclohexene w...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/21C07C55/14
Inventor 郭灿城刘强王旭涛
Owner HUNAN UNIV
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