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Cyclohexanol oxidation method

A technology of cyclohexanol and oxidant, applied in the field of cyclohexanol oxidation, can solve the problems of complex process, polluted target product yield, long time consumption, etc., and achieves the effects of simple process, high selectivity and high efficiency

Active Publication Date: 2013-01-02
CHINA PETROLEUM & CHEM CORP +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] In order to overcome the above-mentioned various problems that exist in the method for preparing cyclohexanone in the prior art, the inventors of the present invention have found through long-term efforts that the use of ozone as an oxidant to oxidize cyclohexanol can overcome the complex, time-consuming, and polluting processes of the aforementioned existence. Severe defects such as low yield of the target product, based on this discovery, the present invention has been completed

Method used

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Effect test

Embodiment 1

[0036] At a temperature of 60°C and a pressure of 0.5 MPa, using a mixed gas of ozone and oxygen (the concentration of ozone is 15% by volume) as an oxidant, cyclohexanol, ozone and solvent acetone are fed in at a molar ratio of 1:1:1. The reaction was carried out in an autoclave. Reaction for 2 hours: the conversion rate of cyclohexanol was 24%, the selectivity of cyclohexanone was 83%, and the selectivity of adipic acid was 6%.

Embodiment 2

[0038] At a temperature of 80°C and a pressure of 0.2 MPa, using a mixed gas of ozone and oxygen (the concentration of ozone is 5% by volume) as an oxidant, cyclohexanol, ozone and solvent methyl ethyl ketone are sent in a molar ratio of 1:2:10. into a high-pressure reactor for the reaction. Reaction for 2 hours: the conversion rate of cyclohexanol was 36%, the selectivity of cyclohexanone was 80%, and the selectivity of adipic acid was 8%.

Embodiment 3

[0040] At a temperature of 120°C and a pressure of 1.0MPa, using a mixed gas of ozone, carbon dioxide and oxygen (the concentration of ozone is 10% by volume, the rest being equal volumes of carbon dioxide and oxygen) as an oxidant, cyclohexanol, ozone and solvent acetone According to the molar ratio of 1:0.6:25, it is sent into the autoclave for reaction. Reaction for 3 hours: the conversion rate of cyclohexanol was 23%, the selectivity of cyclohexanone was 76%, and the selectivity of adipic acid was 12%.

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Abstract

The invention provides a cyclohexanol oxidation method, which includes allowing cyclohexanol to contact an oxidant under oxidation reaction conditions, wherein the oxidant is ozone-containing gas. The inventive method can oxidize cyclohexanol into cyclohexanone in the absence of catalyst by using ozone as oxidant, with simple process and high selectivity of target product.

Description

technical field [0001] The invention relates to a method for oxidation of cyclohexanol. Background technique [0002] Cyclohexanone is an important chemical raw material, widely used in fiber, synthetic rubber, industrial coating, medicine, pesticide, organic solvent industry. With the rapid development of the polyamide industry, the demand for cyclohexanone as an intermediate for the preparation of nylon 6 and nylon 66 is more than 1 million tons per year all over the world. [0003] Today, there are three main production process routes for cyclohexanone: cyclohexane liquid-phase oxidation, phenol hydrogenation and benzene partial hydrogenation, and cyclohexane oxidation is the main process for industrial production of cyclohexanone, accounting for More than 90% of the total production capacity of cyclohexanone. However, this production process is also considered to be the least efficient of all chemical industrial processes. [0004] There are generally three methods fo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/403C07C45/40C07C55/14C07C51/34
Inventor 林民史春风朱斌汝迎春
Owner CHINA PETROLEUM & CHEM CORP
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