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Process for directly synthesizing caprolactam by using cyclohexanone

A technology of caprolactam and cyclohexanone, which is applied in the field of organic chemical synthesis, can solve the problems of intermediate product separation and energy consumption, and achieve the effects of avoiding repeated installation of equipment, no corrosion of equipment, and mild process conditions

Inactive Publication Date: 2010-03-17
HEBEI UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] The technical problem to be solved by the present invention is to provide a process for synthesizing caprolactam in one step by ammoximation of cyclohexanone in view of the problems of intermediate product separation and energy consumption in the existing production technology

Method used

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  • Process for directly synthesizing caprolactam by using cyclohexanone

Examples

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Embodiment 1

[0024] Synthesis of room temperature ionic liquid N,N,N-trimethyl-N-sulfobutyl-ammonium bisulfate (Chinese patent, application number 200710151000.1):

[0025] In the first step, take an aqueous solution of trimethylamine containing 0.5 mol of trimethylamine and 0.5 mol of 1,4-butane sultone, put them in a 250 ml three-necked flask, and stir and react at room temperature for 12 hours.

[0026] In the second step, the reaction solution obtained in the first step is taken out and subjected to rotary evaporation to remove water to obtain a white zwitterionic solid.

[0027] In the third step, the substance obtained in the second step is washed successively with absolute ethanol, toluene and anhydrous ether, and then vacuum-dried to constant weight at 80 ° C to obtain the zwitterion N, N, N-trimethyl-N- sulfobutyl ammonium.

[0028] In the fourth step, take 0.5 mol of the white zwitterionic solid obtained in the third step and put it into a four-necked flask, slowly add 0.5 mol o...

Embodiment 2

[0030] With 0.01mol (1.0g) cyclohexanone and 0.5gTS-1 (Hunan Jianchang Petrochemical Co., Ltd., the specific surface area is 390m 2 / g,TiO 2 The content is 5-10%, SiO 2 The content is 90-95% (mol%)) is placed in a 100ml three-necked flask, and placed in a water bath at 50° C. for magnetic stirring reaction. Slowly add 1.3g mass concentration of 25% ammonia (NH 3 : 0.02mol) and 1.7g mass concentration of 30% hydrogen peroxide (H 2 o 2 : 0.015mol), after reacting for 1.5 hours, add 0.03mol (8.8g) by the room temperature ionic liquid N that embodiment 1 makes, N, N-trimethyl-N-sulfobutyl-ammonium bisulfate, after 10 minutes Stop responding. Extract twice with 5ml of dichloromethane, combine the extracts, and analyze the extracts directly on a gas chromatograph. The result of the reaction is that the conversion rate of cyclohexanone is 39.4%, the selectivity of caprolactam is 91.3%, and the selectivity of by-product cyclohexanone oxime is 8.7%.

Embodiment 3

[0032] The steps are the same as in Example 2, except that 0.01 mol (2.9 g) of the room temperature ionic liquid N,N,N-trimethyl-N-sulfobutyl-ammonium hydrogen sulfate prepared in Example 1 is added. The result of the reaction is that the conversion rate of cyclohexanone is 56.8%, the selectivity of caprolactam is 91.2%, and the selectivity of by-product cyclohexanone oxime is 8.8%.

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Abstract

The invention relates to synthesis of organic chemicals, in particular to a process for directly synthesizing caprolactam by using cyclohexanone. The process comprises the following steps: 1) cyclohexanone and a titanium silicate molecular sieve (TS-1) with weight ratio of 2:1 are put in a reactor, then aqueous ammonia and hydrogen peroxide are simultaneously dropwise added in the reactor for stirring at the reaction temperature of 50 DEG C, and the reaction is kept for 60-180 min; and 2) the ionic liquid N, N, N-trimethyl-N-sulfobutyl-ammonium bisulfate is directly added to the reaction mixture after finishing dropping to react for 10-30 min to obtain the product of caprolactam, and the mol ratio of N, N, N-trimethyl-N-sulfobutyl-ammonium bisulfate: cyclohexanone: NH3: H2O2 is equal to 1-5:1:2:1.5. The process for directly synthesizing caprolactam by using cyclohexanone can perform two-step chemical reaction without a reactor, therefore, the operation is simplified and convenient; andthe process conditions are mild, and the process is carried out under normal pressure and at the temperature of 40-60 DEG C.

Description

technical field [0001] The invention relates to the synthesis of organic chemical industry, in particular to a process for directly synthesizing caprolactam from cyclohexanone. technical background [0002] Caprolactam is one of the important organic chemical raw materials, which can be processed into nylon-6 fiber, nylon-6 resin and nylon-6 film, etc.; it is mainly used in automobiles, ships, electronic appliances, industrial machinery, textiles, components of daily consumer goods and Film products such as food preservation film. In recent years, with the development of a new environment-friendly process for the synthesis of high-quality chemical fibers from caprolactam and nylon-6, the technology of clean production of caprolactam has become a hot spot in the chemical industry at home and abroad. [0003] The current industrial production adopts a two-step production process. First, cyclohexanone oxime is synthesized from cyclohexanone, and then oleum is used as a catalys...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D223/10C07D201/06B01J31/02
CPCY02P20/52
Inventor 王延吉赵江琨王荷芳赵新强裴新彬
Owner HEBEI UNIV OF TECH
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