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Method for preparing hexanedioic acid by oxidizing cyclohexanol

A technology for oxidizing cyclohexanol and adipic acid, which is applied in the field of oxidizing cyclohexanol to prepare adipic acid, can solve the problems of low conversion rate of cyclohexanol, difficulty in realizing, and low yield, achieve high conversion rate, and overcome complex production process , the effect of high adipic acid selectivity

Active Publication Date: 2014-12-31
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The inventors of the present invention speculate that the lower yields of intermediate products cyclohexanol and cyclohexanone are the main reasons why the yield of deep oxidation products cannot be improved
Therefore, the inventors of the present invention try to imagine whether it is possible to use titanium-silicon molecular sieve as a catalyst and directly use the intermediate product cyclohexanol as a raw material to synthesize adipic acid in one step. , in the process of preparing adipic acid with cyclohexanol as raw material, the conversion rate of cyclohexanol is low, and the yield of adipic acid is lower, that is, under the action of pure titanium silicon molecular sieve, cyclohexanol is used as raw material to oxidize and prepare adipic acid Diacid remains elusive

Method used

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  • Method for preparing hexanedioic acid by oxidizing cyclohexanol
  • Method for preparing hexanedioic acid by oxidizing cyclohexanol

Examples

Experimental program
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Effect test

Embodiment 1

[0032] With cyclohexanol, hydrogen peroxide, solvent methanol and catalyst (the mass ratio of TS-1 and dodecaphosphotungstic heteropolyacid is 100:1) (phosphotungstic heteropolyacid is H 3 PW 12 o 40 ) According to the mol ratio of cyclohexanol and hydrogen peroxide is 1: 2 (hydrogen peroxide is provided with the hydrogen peroxide aqueous solution of 30% by weight, the following examples are similar), methanol, cyclohexanol and catalyst mass ratio are 20: 20:1, the reaction was carried out at a temperature of 30°C and a pressure of 1.5 MPa. Reaction for 2 hours: the conversion rate of cyclohexanol was 62%, and the selectivity of adipic acid was 89%; reaction for 15 hours: the conversion rate of cyclohexanol was 59%, and the selectivity of adipic acid was 90%.

Embodiment 2

[0034] With cyclohexanol, hydrogen peroxide, solvent acetonitrile and catalyzer (the mass ratio of TS-1 and phosphovanadium heteropolyacid is 0.1) (phosphovanadium heteropolyacid is H 3 PV 12 o 40 ) According to the molar ratio of cyclohexanol and hydrogen peroxide is 1:2, the mass ratio of acetonitrile, cyclohexanol and catalyst is 120:40:1, the reaction is carried out at a temperature of 30°C and a pressure of 1.5MPa. Reaction for 2 hours: the conversion rate of cyclohexanol was 87%, and the selectivity of adipic acid was 88%; reaction for 15 hours: the conversion rate of cyclohexanol was 84%, and the selectivity of adipic acid was 85%.

Embodiment 3

[0036] With cyclohexanol, hydrogen peroxide, solvent acetone and catalyst (the mass ratio of TS-1 and molybdovanadium heteropolyacid is 50) (molybdovanadium heteropolyacid is H 3 VMo 12 o 40 ) According to the molar ratio of cyclohexanol and hydrogen peroxide is 1:5, the mass ratio of acetone, cyclohexanol and catalyst is 200:80:1, the reaction is carried out at a temperature of 60° C. and a pressure of 1.0 MPa. Reaction for 2 hours: the conversion rate of cyclohexanol was 73%, and the selectivity of adipic acid was 85%; reaction for 15 hours: the conversion rate of cyclohexanol was 70%, and the selectivity of adipic acid was 81%.

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Abstract

The invention provides a method for preparing hexanedioic acid by oxidizing cyclohexanol. The method comprises the following step of: making cyclohexanol and hydrogen peroxide contact with a catalyst under an oxidizing reaction condition, and is characterized in that: the catalyst contains titanium silicalite and a multi-metal oxygen-containing acid and / or multi-metal oxysalt. According to the method for oxidizing cyclohexanol provided by the invention, very high cyclohexanol transformation rate and hexanedioic acid selectivity can be achieved under the condition of not adding any inhibitor or initiator into raw materials. Compared with the conventional method, the method provided by the invention has the advantages: the problems of complexity in the conventional production process, severe corrosion of equipment, low reaction efficiency, high production cost, harmful emission and the like are solved.

Description

technical field [0001] The invention relates to a method for preparing adipic acid by oxidizing cyclohexanol. Background technique [0002] Adipic acid is an important chemical product. It is the main monomer of synthetic fiber-nylon 66 and the main raw material of nylon engineering plastics. It is also the raw material of synthetic polyurethane foam, synthetic leather (PU), synthetic rubber and film. Adipic acid can be used as food acidifier, ester plasticizer and textile treatment agent, and can also be used in the production of medicine, pesticide, spice, adhesive and flux. In the traditional adipic acid production process, benzene is mainly used as the starting raw material, first hydrogenation is used to produce cyclohexane, then air oxidation of cyclohexane into cyclohexanol and cyclohexanone (commonly known as K-A oil), and then nitric acid is used to convert K-A oil is oxidized to adipic acid, and this route accounts for more than 90% of the total global adipic acid...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C55/14C07C51/31B01J29/89
Inventor 史春风邹飞艳林民朱斌汝迎春
Owner CHINA PETROLEUM & CHEM CORP