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A kind of method of producing cyclohexanol

A technology of cyclohexanol and cyclohexanone, which is applied in the field of cyclohexanol production, can solve the problems of high catalyst cost, easy deactivation, slow reaction rate, etc., and achieve low investment and operation costs of process equipment, conversion rate and selectivity High, simple post-processing effect

Active Publication Date: 2019-09-24
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These documents show that biological enzyme catalysis cannot be applied industrially in the short term because it is difficult to solve the problem of high catalyst cost and easy deactivation; the reaction rate of acid catalysis is slow, and the use of acid catalyst will also cause serious equipment corrosion and Pollution emission, the alcohol in the reaction system may also undergo etherification reaction under acid catalysis conditions; base catalysis has the advantages of mild reaction conditions and fast rate, but it is only suitable for raw materials with high purity, especially raw materials that cannot contain acid and and / or water, otherwise it will adversely affect the base catalyst
In addition, if homogeneous catalysis is used, there must be post-treatment steps such as neutralization, water washing, and drying, while heterogeneous catalysis (solid catalyst) is still in the stage of industrial testing, and there are no reports on the industrial application of heterogeneous catalysis in the literature.

Method used

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  • A kind of method of producing cyclohexanol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Cyclohexyl acetate was prepared according to the method described in Example 5 of Chinese patent application CN 103664531 A.

Embodiment 2

[0055] According to the method described in Example 7 of Chinese patent application CN 103664531 A, cyclohexyl acetate was hydrogenated to prepare ethanol and cyclohexanol.

[0056] Example 1

[0057] Methanol (water content 0.079%) and cyclohexyl acetate (prepared by the method of Example 1, cyclohexyl acetate content is 99.35%, acetic acid content 0.023%) are pumped into the tube according to the ratio of alcohol ester molar ratio 8:1 type reactor, at 250°C, 5MPa and a feed space velocity of 1h -1 React under the condition that collects reaction product, the conversion ratio of analyzing cyclohexyl acetate is 98.57%, the selectivity of cyclohexanol is 99.38%, the water content in the product is 0.056%, the ether content is 0.02%, does not detect from the product cyclohexene.

[0058] Illustrative example 2

[0059] Methanol (water content 0.079%) and cyclohexyl acetate (prepared by the method of Example 1, cyclohexyl acetate content is 99.35%, acetic acid content 0.023%) ...

Embodiment 3

[0074] Ethanol (obtained by the method of Example 2, water content 0.434%) and cyclohexyl acetate (obtained by the method of Example 1, cyclohexyl acetate content is 99.35%, acetic acid content 0.023%) according to alcohol ester mole Pump into the tubular reactor at a ratio of 4:1, at 260°C, 6MPa and feed space velocity of 1.0h -1 React under the condition that collects reaction product, the conversion ratio of analyzing cyclohexyl acetate is 98.23%, the selectivity of cyclohexanol is 99.65%, the water content in the product is 0.24%, the ether content is 0.03%, does not detect from the product cyclohexene.

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Abstract

The invention provides a method for producing cyclohexanol by performing hydrogenation and ester exchange on cyclohexyl acetate. In the ester exchange step of the method, a catalyst is not used, reaction products do not need to be separated in the reaction process, and low alcohol-to-ester ratio can be adopted; furthermore, the method has the characteristics of high reaction rate, high conversion rate, high selectivity and simple aftertreatment.

Description

technical field [0001] The present invention mainly relates to the method for producing cyclohexanol, in particular to a method for producing cyclohexanol by hydrogenation and transesterification of cyclohexyl acetate. Background technique [0002] Cyclohexanol is a widely used chemical raw material and solvent. For example, cyclohexanol can undergo dehydration reaction at high temperature (such as 150°C to 300°C) to prepare cyclohexene. Among the many uses of cyclohexanol, the most important is cyclohexanone, the main intermediate in the production of nylon 6. [0003] Since the advent of nylon, DuPont, DSM, Monsanto, BASF, Sumitomo, Toray, Asahi Kasei and other world-renowned chemical companies have long been committed to the production technology development of cyclohexanol (ketone). At present, the industrial production methods of cyclohexanol (ketone) include phenol hydrogenation method, cyclohexane oxidation method and cyclohexene hydration method. [0004] The pheno...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C27/00C07C29/149C07C31/08C07C35/08C07C69/14C07C67/03C07C29/128C07C49/403C07C45/29C07D223/10C07D201/06C07C51/16C07C55/14
CPCC07C29/09C07C29/128C07C29/1285C07C29/149C07C45/29C07C51/09C07C51/16C07C67/03C07C67/04C07D201/06C07D223/10C07C31/08C07C35/08C07C69/14C07C49/403C07C55/14C07C53/08C07C31/04C07C49/603C07C69/013Y02P20/52Y02P20/54
Inventor 宗保宁曾建立杜泽学
Owner CHINA PETROLEUM & CHEM CORP