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Preparation method of cyclohexanone and cyclohexanol

A technology of cyclohexanol and cyclohexanone, which is applied in the field of preparation of cyclohexanone and cyclohexanol, can solve the problem of large circulation amount of cyclohexane, low conversion rate of cyclohexane, and total selection of cyclohexanone and cyclohexanol. It can reduce the energy consumption and cost of separation, increase the selectivity of products, and improve the effective utilization rate.

Active Publication Date: 2014-08-06
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Industrially, there are generally three methods for producing cyclohexanone by oxidation of cyclohexane: one is the catalytic oxidation using cobalt salt as a catalyst. Fouling has been basically eliminated
The second is the boric acid catalytic oxidation method. This method requires high infrastructure investment, high energy consumption, very complicated process, difficult operation, and it is easy to cause serious blockage of equipment and pipelines.
The third is the non-catalytic oxidation of direct oxidation with air. This method effectively avoids the problem of reactor fouling and is widely used in industry. Large, high energy consumption, and relatively large pollution, especially in the decomposition process of cyclohexyl hydroperoxide, the overall selectivity of cyclohexanone and cyclohexanol is poor, and the yield is low
However, there are still common problems such as low cyclohexane conversion rate and low effective utilization rate of hydrogen peroxide. At the same time, the catalyst is not easy to separate, which increases the cost of product and catalyst separation.

Method used

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  • Preparation method of cyclohexanone and cyclohexanol
  • Preparation method of cyclohexanone and cyclohexanol
  • Preparation method of cyclohexanone and cyclohexanol

Examples

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preparation example Construction

[0008] The preparation method of cyclohexanone and cyclohexanol provided by the present invention is characterized in that it comprises cyclohexane and oxidant hydrogen peroxide at a temperature of 30-120°C and a pressure of 0.01-1.5MPa in the presence of a titanium-silicon molecular sieve catalyst. Under the condition that the molar ratio of cyclohexane is 1:0.1~10, cyclohexane is contacted with oxidant hydrogen peroxide to obtain cyclohexanone and cyclohexanol, and the azeotrope of unconverted cyclohexane and water is distilled off and separated, The step in which the cyclohexane is recycled, the water includes the water brought in by the oxidant hydrogen peroxide and the water generated by the contact process between the cyclohexane and the oxidant hydrogen peroxide, the water brought in by the oxidant hydrogen peroxide and the cyclohexane The total amount of water generated in the contact process with oxidant hydrogen peroxide is 1 part, and the water taken out by the azeot...

Embodiment 1

[0039] This example illustrates the method provided by the invention.

[0040] Put cyclohexane, hydrogen peroxide, solvent and microsphere catalyst according to the initial molar ratio of cyclohexane to hydrogen peroxide is 1:2, the molar ratio of solvent methanol to cyclohexane is 20:1, at a temperature of 80°C And the reaction is carried out in the slurry bed under the pressure of 0.10MPa, the feed rate of regulating cyclohexane and hydrogen peroxide, and if necessary, the heating power of the reaction is adjusted step by step (the process steps controlled by the remaining embodiments are similar, and will not be repeated. ), make cyclohexane and water form an azeotrope and distill it out, and make the ratio of the water brought out by the azeotrope to the water brought in by the oxidant and generated be 0.6:1, the ring brought out by the azeotrope The ratio of hexane to unreacted cyclohexane is 0.5:1; then the distilled azeotrope is statically separated into cyclohexane and...

Embodiment 2

[0042] This example illustrates the method provided by the invention.

[0043] Cyclohexane, hydrogen peroxide, solvent and microsphere catalyst are prepared according to the molar ratio of cyclohexane to hydrogen peroxide is 1:1, the molar ratio of solvent acetone to cyclohexane is 50:1, at a temperature of 40°C and The reaction is carried out in the slurry bed under the pressure of 0.04MPa, and the azeotrope of cyclohexane and water is distilled out at the same time, and the ratio of the water brought out by the azeotrope to the water brought in and produced by the oxidant is 0.5:1 , the ratio of cyclohexane brought out by the azeotrope to unreacted cyclohexane is 0.3:1; then the distilled azeotrope is statically separated into cyclohexane and water, and the separated cyclohexane Return to the slurry bed reactor for continuous reaction, while the separated water is discharged directly. The results of the reaction for 2 hours were as follows: the conversion rate of cyclohexan...

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Abstract

The invention discloses a preparation method of cyclohexanone and cyclohexanol. The preparation method is characterized in that in the presence of a titanium silicate molecular sieve, cyclohexane contacts with hydrogen peroxide as an oxidizing agent so that cyclohexanone and cyclohexanol are produced, unconverted cyclohexane and water azeotrope is evaporated and separated and the separated cyclohexane is recycled. Cyclohexane and water are evaporated and separated by reaction heat so that the reaction heat is removed and energy consumption and a cost of separation of the product and catalyst after the reaction are reduced.

Description

technical field [0001] The present invention relates to a method for preparing cyclohexanone and cyclohexanol, and furthermore relates to a method for preparing cyclohexanone and cyclohexanol by catalytically oxidizing cyclohexane with titanium silicon molecular sieve. Background technique [0002] Cyclohexanone and cyclohexanol are important chemical raw materials, which are widely used in the industries of fiber, synthetic rubber, industrial coating, medicine, pesticide and organic solvent. Cyclohexanol is also an important chemical raw material, used to make adipic acid, plasticizers and detergents, as well as solvents and emulsifiers. Especially due to the rapid development of the polyamide industry, the total demand for cyclohexanone and cyclohexanol as intermediates for the preparation of nylon-6 and nylon-66 is more than 1 million tons per year all over the world. Today, there are three main production process routes for cyclohexanone: cyclohexane liquid-phase oxidat...

Claims

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Application Information

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IPC IPC(8): C07C27/16C07C35/08C07C29/48C07C45/28C07C49/403
CPCC07C29/48C07C45/28C07C49/403C07C35/08
Inventor 史春风林民朱斌
Owner CHINA PETROLEUM & CHEM CORP
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