Method for the production of cyclohexanone

A technology of cyclohexanone and cyclohexanol, applied in the field of preparation of cyclohexanone

Inactive Publication Date: 2012-01-25
RHODIA CHEM SA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] However, such a method requires supplementary treatment using new reactants such as basic compounds such as metal hydroxides

Method used

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  • Method for the production of cyclohexanone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] A cyclohexanol mixture containing 600 ppm cyclopentenal was fed at 1 into column reactor 2 .

[0034] Column 2 contains a fixed bed catalyst. The catalyst is copper oxide based.

[0035] The temperature in column 2 is 230°C. The conversion of cyclohexanol to cyclohexanone was 30%. The concentration of cyclopentenal in the reaction medium exiting reactor 2 is below the detection limit of known measuring methods, ie below 30 ppm.

Embodiment 2

[0037] Reactor 2 was charged with a mixture containing 59% by weight cyclohexanone, 39% by weight cyclohexanol, 0.5% by weight water and 1.5% by weight of heavy or light products considered to be impurities to be removed. As a particular impurity, cyclopentenal can be cited, and its concentration is 2950 ppm.

[0038] The rate at which this mixture was fed to Reactor 2 was 215 g / h.

[0039] The temperature of the reactor was 310°C.

[0040] The reaction medium flowing out of the reactor contained 80.6% by weight of cyclohexanone, 16.5% by weight of cyclohexanol and heavy or light impurities. The concentration of cyclopentenal in this medium was below the detection limit, ie below 30 ppm.

[0041] The conversion of cyclohexanol to cyclohexanone was 55%.

[0042] The reaction medium flowing from the reactor 2 is fed to a heat exchanger 3 and then to a first distillation column 5 through a line 4 .

[0043] This column comprises 22 theoretical stages and is carried out under ...

Embodiment 3

[0050] Example 2 was repeated, but a mixture containing 59 wt. .

[0051] The flow rate of this mixture into reactor 2 was 135 g / h.

[0052] The temperature of the reactor was 270°C.

[0053] The composition of the reaction medium flowing from reactor 2 is:

[0054] 75.2% by weight cyclohexanone, 22.3% by weight cyclohexanol and heavy or light impurities. The concentration of cyclopentenal in this medium was below the detection limit, ie below 30 ppm.

[0055] The conversion of cyclohexanol to cyclohexanone was 44%.

[0056] as fraction F 2 The cyclopentenal content in the recovered cyclohexanone is lower than 30 mg / kg, and the transmittance in the UV test at 230 nm is 89.5%.

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Abstract

The invention relates to a method for the preparation of cyclohexanone from cyclohexane. The invention relates more particularly to a method for the production of cyclohexane whose impurity content enables cyclohexanone to be used as a raw material for the production of e-caprolactam. The inventive method consists in treating the mixture of cyclohexanol / cyclohexanone arising from oxidation of cyclohexane by oxygen in a dehydrogenation stage in order to transform cyclohexanol into cyclohexanone and the impurities present such as cyclopentenal. The inventive method makes it possible to obtain highly pure cyclohexanone which is compatible when used as a raw material in the synthesis of e-caprolactam.

Description

technical field [0001] The present invention relates to a process for the preparation of cyclohexanone using cyclohexane. [0002] More specifically, the present invention relates to a process for producing cyclohexanone having an impurity content capable of using cyclohexanone as a raw material for the production of ε-caprolactam. Background technique [0003] In fact, polyamide 6 or polycaprolactam is the main thermoplastic material for the production of filaments, fibers and various molded parts. This polymer is obtained by polymerization of ε-caprolactam. [0004] This compound can be obtained by different methods. Wherein, adopt more a kind of method to be to produce cyclohexanone oxime by cyclohexanone. [0005] In this process, the cyclohexanone should be of high purity in order to avoid troublesome impurities especially during the caprolactam polymerization step, which would also modify the properties of the polyamide obtained, especially the coloring of the polya...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/53C07C45/39C07C49/403C07D201/06
CPCC07C29/132C07C409/14C07C45/33C07C407/00C07C2601/14C07C49/403C07C35/08C07C45/27C07D201/06
Inventor P·莱康特S·韦拉希尼P·莫雷尔
Owner RHODIA CHEM SA
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