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Process for preparing cyclohexanol by cyclohexene hydration reaction

A technology of cyclohexene hydration and cyclohexanol, which is applied in the direction of hydroxyl addition preparation, chemical instruments and methods, organic compound/hydride/coordination complex catalysts, etc., can solve the problems of catalyst activity decline and catalyst loss, etc. Achieve the effects of high conversion rate, good stability, yield and selectivity improvement

Inactive Publication Date: 2008-10-15
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] As mentioned above, using zeolite molecular sieve as a catalyst, the method of preparing cyclohexanol by cyclohexene hydration reaction is relatively mature, and has been partially industrialized, but in continuous production, there is a problem that the catalyst activity decreases sharply with time, and Catalyst loss during the reaction

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] The autoclave was replaced 3 times with nitrogen, and the pore size of 3g was The sulfonic acid type strong acid cation exchange resin (produced by Hangzhou Zhengguang Resin Co., Ltd., model CD550), 10ml cyclohexene, and 25ml water were added to the autoclave, and the autoclave was placed in an oil bath, and the temperature was raised to 107 ° C, and the reaction was stirred. After cooling for 3 hours, the reaction solution was vacuum filtered, and the filtrate was rectified to obtain cyclohexanol; the sulfonic acid type strong acid cation exchange resin was washed 3 times with acetone, and the sulfonic acid type strong acid cation exchange resin was dried at 80°C for 6 hours, and stored for later use. The conversion and selectivity of cyclohexene were 5.90% and 87.13%, respectively.

Embodiment 2

[0013] The autoclave was replaced 3 times with nitrogen, and the pore size of 5g was The sulfonic acid type strong acid cation exchange resin (produced by Hangzhou Zhengguang Resin Co., Ltd., model CD650), 5ml cyclohexene, and 30ml water were added to the autoclave, and the autoclave was placed in an oil bath, and the temperature was raised to 132 ° C, and the reaction was stirred Cool for 4 hours, vacuum filter the reaction solution, and rectify the filtrate to obtain cyclohexanol; wash the sulfonic acid type strong acid cation exchange resin with acetone twice, dry the sulfonic acid type strong acid cation exchange resin at 80°C for 6 hours, and store it for later use. The conversion rate and selectivity of cyclohexene were 9.97% and 99.64%, respectively, and the yield of cyclohexanol was 9.93%.

Embodiment 3

[0015] The autoclave was replaced 3 times with nitrogen, and the pore size of 5g was The sulfonic acid type strong acid cation exchange resin (produced by Hangzhou Zhengguang Resin Co., Ltd., model ZGC107), 5ml cyclohexene, and 30ml water were added in the autoclave, and the autoclave was placed in an oil bath, and the temperature was raised to 132 ° C, and the reaction was stirred Cool for 4 hours, vacuum filter the reaction solution, and rectify the filtrate to obtain cyclohexanol; wash the sulfonic acid type strong acid cation exchange resin with acetone twice, dry the sulfonic acid type strong acid cation exchange resin at 80°C for 6 hours, and store it for later use. The conversion rate and selectivity of cyclohexene were 11.08% and 99.46%, respectively, and the yield of cyclohexanol was 11.02%.

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Abstract

The invention discloses a method for preparing cyclohexanol by cyclohexene hydration. A high-pressure reactor is replaced for two to three times with nitrogen; 1 to 20g of sulfonic acid strongly acid cation-exchange resin with 200 to 300 aperture, 5 to 20 ml of cyclohexene and 15 to 30ml of water are added in the high-pressure reactor; the high-pressure reactor is positioned in an oil bath; the temperature rises to 100 to 150 DEG C; agitation and reaction are performed for 1 to 8 hours; then cooling is performed; vacuum filtration is performed to the reaction liquid; and then the filtrate is rectified to obtain cyclohexanol; the sulfonic acid strongly acid cation-exchange resin is washed with acetone for two to three times, and then is recycled. Compared with the molecular sieve as the catalyst, the method has the advantages that the conversion rate of the cyclohexene is higher, and the yield and the selectivity of the cyclohexanol are obviously improved. The stability of the catalyst is higher, the repeated test can be performed for four to five times, and the catalytic activity can be basically maintained.

Description

technical field [0001] The invention relates to a method for producing cyclohexanol, more specifically, to a method for preparing cyclohexanol by hydrating cyclohexene. Background technique [0002] Cyclohexanol is an excellent organic chemical product with medium and high boiling points, which is widely used in various fields of chemical production. It is an important intermediate for the preparation of adipic acid and caprolactam (monomers for the preparation of polymers such as nylon 6 and nylon 66), an indispensable intermediate product for amide products, and the main raw material for the preparation of various vinyl resin paints. It is widely used as a solvent for many high molecular polymers, as well as for the preparation of plasticizers, pesticides and spices. Therefore, cyclohexanol has an important application and a wide market in the organic chemical industry, paint, textile industry, etc. [0003] As a method of hydrating cyclohexene to produce cyclohexanol, a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C35/08C07C29/04B01J31/10
Inventor 林清香朱明乔徐亚兰赵静蔡贞玉何潮洪房升吴佳春
Owner ZHEJIANG UNIV
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