Preparation method of cyclohexanone from oxidation of cyclohexanol

A technology of cyclohexanol and cyclohexanone, which is applied in the fields of oxidative preparation of carbonyl compounds, chemical instruments and methods, organic chemistry, etc., can solve problems such as unseen research reports, and achieve increased reaction rate, reduced energy consumption, and protected catalysts Effect

Active Publication Date: 2011-06-01
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] So far, there has been no research report on the preparation of cyclohexanone by using titanium silicon molecular sieve as a catalyst and hydrogen peroxide as an oxidant to catalyze the oxidation of cyclohexanol to cyclohexanone

Method used

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  • Preparation method of cyclohexanone from oxidation of cyclohexanol
  • Preparation method of cyclohexanone from oxidation of cyclohexanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] This example illustrates the reaction process and results using HTS as a catalyst.

[0034] Cyclohexanol, hydrogen peroxide, methyl alcohol and catalyst HTS are 1: 2 according to the mol ratio of cyclohexanol and hydrogen peroxide, the mass ratio of methyl alcohol and catalyst HTS is 20, and the mass ratio of cyclohexane and catalyst is 50: 1. React at a temperature of 30°C and a pressure of 1.5 MPa.

[0035] The results of the reaction for 2 hours were as follows: the conversion rate of cyclohexanol was 36%; the selectivity of cyclohexanone was 93%.

[0036]The results of the reaction for 15 hours were as follows: the conversion rate of cyclohexanol was 35%; the selectivity of cyclohexanone was 91%.

Embodiment 2

[0038] This example illustrates the reaction process and results using TS-1 as a catalyst.

[0039] With cyclohexanol, hydrogen peroxide, methyl alcohol and catalyst TS-1 according to the mol ratio of cyclohexanol and hydrogen peroxide as 1: 2, the mass ratio of solvent methanol and catalyst TS-1 is 20, the ratio of cyclohexanol and catalyst The mass ratio is 10:1, and the reaction is carried out at a temperature of 30° C. and a pressure of 1.5 MPa.

[0040] The results of the reaction for 2 hours were as follows: the conversion rate of cyclohexanol was 23%; the selectivity of cyclohexanone was 89%.

[0041] The results of the reaction for 15 hours were as follows: the conversion rate of cyclohexanol was 15%; the selectivity of cyclohexanone was 85%.

Embodiment 3

[0043] This example illustrates the reaction process and results using TS-1 as a catalyst.

[0044] Cyclohexanol, hydrogen peroxide, acetone and TS-1 are 1: 6 according to the mol ratio of cyclohexanol and hydrogen peroxide, the mass ratio of acetone and catalyst is 200, and the mass ratio of cyclohexanol and catalyst is 80: 1. React at a temperature of 60°C and a pressure of 1.0 MPa.

[0045] The results of the reaction for 2 hours were as follows: the conversion rate of cyclohexanol was 34%; the selectivity of cyclohexanone was 88%.

[0046] The results of the reaction for 15 hours were as follows: the conversion rate of cyclohexanol was 32%; the selectivity of cyclohexanone was 86%.

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Abstract

A preparation method of cyclohexanone from catalytic oxidation of cyclohexanol is characterized by contacting reactants containing cyclohexanol and hydrogen peroxide with a catalyst at a temperature of 0-180 DEG C and under the pressure of 0.1-3.0MPa, wherein the molar ratio of cyclohexanol to hydrogen peroxide is 1:(0.1 to 10.0), the catalyst is a titanium silicalite molecular sieve based catalyst, and the mass ratio of cyclohexanol and the catalyst is (1-200):1. The method has no special requirements on equipment and the production process is simple, is easy to control and is beneficial to industrial production and application. The invention has the advantages of high cyclohexanol conversion rate, good selectivity, long time stable operation.

Description

technical field [0001] The invention relates to a method for preparing cyclohexanone by oxidizing cyclohexanol, and more particularly relates to a method for preparing cyclohexanone by catalyzing the oxidation of cyclohexanol by using titanium silicon molecular sieve material as a catalyst. Background technique [0002] Cyclohexanone is an important chemical raw material, widely used in fiber, synthetic rubber, industrial coating, medicine, pesticide, organic solvent industry. Especially due to 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] There are three main production routes of cyclohexanone: cyclohexane liquid phase oxidation, phenol hydrogenation and benzene partial hydrogenation. Cyclohexane oxidation is the main process of industrial production of cyclohexanone, accounting for more than 90%, but this producti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/403C07C45/29B01J29/89
Inventor 林民史春风朱斌汝迎春
Owner CHINA PETROLEUM & CHEM CORP
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