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Method of preparing adipic acid by air-oxidating hexacarbocyclic compound

A technology of air oxidation and cyclohexanol, applied in the preparation of organic compounds, chemical instruments and methods, preparation of carboxylate, etc., can solve the problems of high production cost, low reaction conversion rate, low yield of adipic acid, environmental pollution, etc.

Inactive Publication Date: 2005-09-14
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although these methods have solved the serious environmental pollution problem that uses nitric acid oxidation to bring, still there is the problem of low reaction conversion rate and adipic acid yield or high production cost

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

Experimental program
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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, add 400ml of cyclohexane, and pass through 8atm air. 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, added to 400ml cyclohexene, and 3atm air was passed through. The reactant was stirred at 140° C. for 6 hours, the conversion rate 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 in 500ml of cyclohexanol, and pass through 10atm air. The reactant was stirred at 100° C. for 3 hours, the conversion rate of cyclohexanol was 72%, and the yield of adipic acid in the reaction product was 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...

Claims

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Application Information

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