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Synthesis process of cyclohexanone and cyclohexanol

A synthesis method and the technology of cyclohexanol, which are applied in the field of synthesis of cyclohexanone and cyclohexanol, can solve the problems of expensive rhodium-loaded catalysts, achieve the effects of convenient product separation, reduce production costs, and avoid safety problems

Inactive Publication Date: 2006-10-18
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But this method uses a more expensive supported rhodium catalyst

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Add 1.5 grams of Raney's nickel catalysts in the fixed-bed reactor, and the mixed liquid with the molar ratio of phenol, methyl alcohol and water as 1: 2.5: 20 is 3.53 hours at the liquid hourly space velocity -1 Add it into the reactor, adjust the reaction temperature to 220°C, and the reaction pressure to 3.5MPa. The product at the outlet of the reactor is separated from the liquid product by a gas-liquid separator. -MS analysis shows that the conversion rate of phenol is 83.32%, the selectivity of cyclohexanone is 16.41%, the selectivity of cyclohexanol is 81.62%, and the selectivity of by-product benzene and o-cresol is 1.97% and 0% respectively.

Embodiment 2

[0026] Add 1.5 grams of Raney's nickel catalysts in the fixed-bed reactor, the mixed liquid that the molar ratio of phenol, methyl alcohol, water substance is 1: 10: 80 is 3.53 hours with liquid hourly space velocity -1 Add it into the reactor, adjust the reaction temperature to 220°C, and the reaction pressure to 3.5MPa. The product at the outlet of the reactor is separated from the liquid product by a gas-liquid separator. -MS analysis shows that the conversion rate of phenol is 63.72%, the selectivity of cyclohexanone is 16.36%, the selectivity of cyclohexanol is 83.33%, and the selectivity of by-product benzene and o-cresol is 0.23% and 0.07% respectively.

Embodiment 3

[0028] Add 1.5 grams of Raney's nickel catalysts in the fixed-bed reactor, the mixed liquid that the molar ratio of phenol, methyl alcohol, water substance is 1: 10: 160 is 3.53 hours with liquid hourly space velocity -1 Add it into the reactor, adjust the reaction temperature to 220°C, and the reaction pressure to 3.5MPa. The product at the outlet of the reactor is separated from the liquid product by a gas-liquid separator. -MS analysis shows that the conversion rate of phenol is 57.84%, the selectivity of cyclohexanone is 19.67%, the selectivity of cyclohexanol is 79.95%, and the selectivity of by-product benzene and o-cresol is 0.38% and 0% respectively.

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PUM

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Abstract

The present invention relates to synthesis process of cyclohexanone and cycloexanol, especially through hydrogenating phenol. Phenol material, C1-C2 fatty alcohol and water in the weight proportion of 1 to 2.5-40 to 10-160 are reacted in one step at 100-300 deg.c temperature and 1-10 MPa pressure and in the action of Renny Ni catalyst or active carbon supported palladium catalyst to synthesize cyclohexanone and cycloexanol. The present invention features no need of outer hydrogen supply for hydrogenating phenol and the use of relatively cheap Renny Ni catalyst, and has the advantages of high safety, simplified technological process, low production cost, high phenol converting rate, high total cyclohexanone and cycloexanol selectivity near 100 %, no side product and easy product separation.

Description

(1) Technical field [0001] The invention relates to a synthesis method of cyclohexanone and cyclohexanol, in particular to a method for synthesizing cyclohexanone and cyclohexanol by hydrogenation of phenol. (2) Background technology [0002] Cyclohexanone and cyclohexanol (KA oil) are important organic chemical raw materials, the main raw materials of monomer caprolactam and adipic acid of synthetic fiber nylon 6 and nylon 66, and also important intermediates of fine chemicals such as medicine, paint, dyes, etc. It is also a raw material for the preparation of spices, rubber anti-aging agents, fruit anti-fungal agent phenylphenol, etc. It can also be used as an auxiliary agent for fine chemicals, and it is also very useful in printing and recycling of plastics. The existing KA oil industrial production methods include: benzene hydrogenation-cyclohexane air oxidation method, phenol hydrogenation method, benzene partial hydrogenation-cyclohexene hydration method. [0003] Th...

Claims

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Application Information

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IPC IPC(8): C07C27/04C07C29/19C07C35/08C07C45/00C07C49/403
CPCY02P20/52
Inventor 李小年项益智
Owner ZHEJIANG UNIV OF TECH
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