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A kind of comprehensive utilization method of ketone alcohol mixture

A mixture, cyclohexanone technology, applied in the preparation of organic compounds, chemical instruments and methods, organic chemistry and other directions, can solve the problems of high cost, complex operation, high energy consumption, achieve good hydrogenation effect, no safety risk. Effect

Active Publication Date: 2018-09-21
YANGZHOU POLYTECHNIC INST +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the number of theoretical plates is 39, and the number of plates required for subsequent separation is 11. The operation is more complicated, the energy consumption is high, and the cost is high.

Method used

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  • A kind of comprehensive utilization method of ketone alcohol mixture
  • A kind of comprehensive utilization method of ketone alcohol mixture

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Experimental program
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Effect test

Embodiment 1

[0020] Weigh 10.8g p-benzoquinone, 30g cyclohexanol / cyclohexanone mixture (80wt% cyclohexanone content) and 0.32g5wt% platinum cobalt cerium supported titanium dioxide catalyst (platinum: cobalt: cerium mass ratio is 72:18:10) Put it into a 500ml flask, keep it under nitrogen protection at 120°C for 8 hours, cool down to room temperature after the reaction, the catalyst sinks at the bottom of the flask, pour out the reaction solution and filter it with a Buchner funnel to separate the catalyst, and the obtained filtrate is distilled under reduced pressure 25 g of unreacted cyclohexanol / cyclohexanone mixture, 4.2 g of phenol and 9.9 g of hydroquinone were separated off in succession. The conversion rate of cyclohexanone is 20.1%, and the yield of hydroquinone is 90% based on p-benzoquinone. 4.2g of phenol, 70g of ethanol and 0.2g of copper chloride were reacted at 80°C and 2.5MPa of oxygen for 3 hours. After the reaction, about 10g of benzenetrifluoromethane was added, stirred ...

Embodiment 2

[0022] Take by weighing 10.8g p-benzoquinone, 30g cyclohexanol / cyclohexanone mixture (cyclohexanone content 65wt%) and 0.28g6wt% palladium copper lanthanum supported activated carbon catalyst (palladium: copper: lanthanum mass ratio is 71:18:11) Put it into a 500ml flask, and keep it under the protection of nitrogen for 7 hours at 130°C. After the reaction, it is cooled to room temperature. The catalyst sinks at the bottom of the flask. Pour out the reaction solution and filter it with a Buchner funnel to separate the catalyst. 24 g of unreacted cyclohexanol / cyclohexanone mixture, 4.1 g of phenol and 9.6 g of hydroquinone were separated off in succession. The conversion rate of cyclohexanone is 23.4%, and the yield of hydroquinone is 87.3% based on p-benzoquinone. 4.1g of phenol, 70g of ethanol and 0.2g of copper chloride were reacted at 80°C and 2.5MPa of oxygen for 3 hours. After the reaction, about 12g of benzenetrifluoromethane was added, stirred for 30 minutes, and left s...

Embodiment 3

[0024] Take by weighing 10.6g p-benzoquinone, 35g cyclohexanol / cyclohexanone mixture (cyclohexanone content 50wt%) and 0.3g5wt% rhodium nickel lanthanum supported activated carbon catalyst (rhodium: nickel: lanthanum mass ratio is 73:17:10) Put it into a 500ml flask, under the protection of nitrogen, keep warm at 125°C for 6.5h. After the reaction is completed, the temperature is lowered to room temperature. The catalyst sinks to the bottom of the flask. Distillation successively separated off 28 g of unreacted cyclohexanol / cyclohexanone mixture, 4.2 g of phenol and 9.8 g of hydroquinone. The conversion rate of cyclohexanone is 27.6%, and the yield of hydroquinone is 89.1% based on p-benzoquinone. 4.2g of phenol, 70g of ethanol and 0.2g of copper chloride were reacted at 80°C and 2.5MPa of oxygen for 3 hours. After the reaction, about 15g of benzenetrifluoromethane was added, stirred for 30 minutes, and left standing overnight, p-benzoquinone was precipitated in the form of pr...

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Abstract

The invention provides a method of using a cyclohexanol / cyclohexanone mixture as a raw material to prepare hydroquinone. According to the method, the cyclohexanol / cyclohexanone mixture is utilized as the raw material, the hydrogen isn't utilized as a hydrogen source, a catalyst is utilized to convert the hydrogen portion on the cyclohexanol and the cyclohexanone to benzoquinone to be synthesized into hydroquinone, the cyclohexanol and the cyclohexanone are partially converted into phenol at the same time, the separated and obtained phenol is utilized as a raw material to obtain benzoquinone through oxidation reaction, and the benzoquinone can generate hydrogen transfer reaction with the unreacted cyclohexanol and the unreacted cyclohexanone to synthesize hydroquinone. Thus, the phenol and benzoquinone circulation in the whole process is achieved, finally the comprehensive utilization of the cyclohexanol / cyclohexanone mixture is achieved, and the relative cheap cyclohexanol / cyclohexanone mixture is utilized as the raw material to prepare the hydroquinone with high added value.

Description

technical field [0001] The invention relates to a comprehensive utilization method of a cyclohexanol / cyclohexanone mixture. Background technique [0002] Cyclohexanone and cyclohexanol are important organic chemical raw materials, which are widely used in the industrial field. They are the main intermediates for the preparation of caprolactam and adipic acid, and are also important industrial solvents. They can be used in medicine, paints, coatings, rubber and pesticides, etc. Industry, there are also applications in printing and recycling of plastics. At present, the monomer caprolactam and adipic acid of synthetic fiber nylon 6 and nylon 66 are mainly produced with cyclohexanone as raw material, and more than 90% of cyclohexanone is produced by cyclohexane oxidation process, and the oxidation product obtained by this process is A mixture of cyclohexanol and cyclohexanone, so it needs to be separated and purified. [0003] Since cyclohexanol and cyclohexanone are miscible...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C37/07C07C39/08C07C46/02C07C46/06C07C50/04
CPCC07C37/07C07C46/02C07C46/06C07C39/08C07C50/04
Inventor 王芳徐林孙诚邹爱宗范以宁
Owner YANGZHOU POLYTECHNIC INST
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