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Process for producing cyclohexanone-oxime

A technology of cyclohexanone oxime and production method, which is applied in oxime preparation, organic chemistry, etc., can solve the problems of complicated treatment and high hydroxylamine salt dosage, and achieve high selectivity, high conversion rate and post-treatment process of cyclohexanone oxime. simple effect

Active Publication Date: 2007-05-09
EAST CHINA NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This technique has two main disadvantages: (1) high hydroxylamine salt consumption; (2) generate a large amount of by-product inorganic salts simultaneously, as ammonium sulfate (Gerd D.Catalysis Reviews, 2001,43 (4): 381~441. )
CN1432550 discloses a method for synthesizing cyclohexanone oxime using 0.1-0.3 μm titanium-silicon molecular sieve TS-1 as a catalyst, which is characterized by solving the problem of catalyst separation, but the reaction system still uses tert-butanol-water as Solvent, there is a shortcoming of complex post-reaction treatment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] The first step is according to weight ratio cyclohexanone: catalyst is 1: 0.03, cyclohexanone: solvent is 1: 5, cyclohexanone: the mol ratio of ammonia is 1: 1.15, and catalyst is Ti-MWW molecular sieve, and ammonia is liquid ammonia , the concentration is 25%, and the solvent is water;

[0026] The second step reaction temperature is 60 DEG C, and the mol ratio of cyclohexanone: hydrogen peroxide is 1: 1.06, and the concentration of hydrogen peroxide is 30%, and the dropping time is 1 hour, continues to react for 0.5 hour after dropping, reacts The pressure of the system is 1 atm.

[0027] The analysis results showed that the conversion rate of cyclohexanone was 99.4%, the selectivity of cyclohexanone oxime was 99.8%, and the utilization rate of hydrogen peroxide was 99.8%.

Embodiment 2

[0029] Implementation process is except following difference, and all the other are all the same with embodiment 1:

[0030] In the first step, the weight ratio of cyclohexanone:catalyst is 1:0.05, and that of cyclohexanone:solvent is 1:10; in the second step, the molar ratio of cyclohexanone:hydrogen peroxide is 1:1.

[0031] The analysis results showed that the conversion rate of cyclohexanone was 98.4%, the selectivity of cyclohexanone oxime was 99.5%, and the utilization rate of hydrogen peroxide was 99.2%.

Embodiment 3

[0033] Implementation process is except following difference, and all the other are all the same with embodiment 1:

[0034] In the first step, according to the weight ratio of cyclohexanone: the catalyst is 1: 0.1, and the cyclohexanone: solvent is 1: 10; The ratio is 1:1.3, the time for dropping is 2 hours, and the reaction is continued for 1 hour after the dropwise addition is completed.

[0035] The analysis results showed that the conversion rate of cyclohexanone was 99.8%, the selectivity of cyclohexanone oxime was 99.9%, and the utilization rate of hydrogen peroxide was 99.9%.

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Abstract

The liquid phase cyclohexanone-oxime producing process with reaction system comprising cyclohexanone, ammonia and hydrogen peroxide and Ti-MWW molecular sieve as catalyst belongs to the field of organic chemical synthesis. Reactants cyclohexanone, ammonia and hydrogen peroxide are added successively into the reaction system with Ti-MWW molecular sieve as catalyst and solvent through stirring, and heated through heating to obtain the product cyclohexanone-oxime. The present invention has the following obvious advantages: excellent catalytic activity of the Ti-MWW molecular sieve as catalyst, high cyclohexanone converting rate, high cyclohexanone-oxime selectivity, high utilization of hydrogen peroxide, simple post-treatment and environment friendship.

Description

technical field [0001] The present invention relates to a kind of production method of cyclohexanone oxime, specifically, relate to a kind of catalyst that contains Ti-MWW titanium silicon molecular sieve, cyclohexanone, ammonia and hydrogen peroxide are the liquid phase method production cycloheximide of reaction system A method for ketoxime belongs to the technical field of organic chemical synthesis. Background technique [0002] At present, cyclohexanone oxime is mainly synthesized by the reaction of hydroxylamine salt and cyclohexanone. This technique has two main disadvantages: (1) high hydroxylamine salt consumption; (2) generate a large amount of by-product inorganic salts simultaneously, as ammonium sulfate (Gerd D.Catalysis Reviews, 2001,43 (4): 381~441. ). This process is an environmentally unfriendly process. [0003] In order to solve the above problems, develop an environmentally friendly synthetic process for cyclohexanone oxime, US4,7...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C249/04C07C251/44
Inventor 吴鹏刘月明宋芬何鸣元
Owner EAST CHINA NORMAL UNIV
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