Method used for preparing cyclohexanone from phenol via hydrogenation

A technology for the preparation of cyclohexanone and hydrogen, which is applied in the hydrogenation preparation of aromatic hydroxy compounds, carbon-based compound preparation, chemical instruments and methods, etc., can solve problems such as difficult selectivity, achieve economic benefits, low equipment requirements, and simple separation Effect

Active Publication Date: 2017-07-14
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is still very difficult to achieve more than 80% conversion of phenol and 90% selectivity of cyclohexanone under mild conditions

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Weigh 0.5g of titanium dioxide and dissolve it in 30ml of aqueous solution in a round bottom flask, add 0.075g of palladium chloride solid under continuous stirring, continue stirring for 1 hour, add 1mol / L KOH solution to adjust to pH>11, and stir for 1 hour , and finally add hydrazine hydrate solution dropwise to reduce the solution to black, and finally filter it with suction, and dry it overnight in a vacuum oven at 60°C to obtain a potassium-promoted titanium dioxide-supported noble metal palladium catalyst; take the potassium-promoted titanium dioxide-supported noble metal palladium catalyst prepared above Add 0.05g of palladium catalyst, 20ml of water, and 0.5g of phenol into the reaction kettle, replace the air in the reaction kettle with hydrogen for 5 times, react at a temperature of 80°C, a pressure of 0.1MPa, and a stirring speed of 900rpm, and react for 6h. After cooling to room temperature, take out The reaction solution was analyzed by gas chromatography: ...

Embodiment 2

[0018] Weigh 0.5g of titanium dioxide and dissolve it in 30ml of aqueous solution in a round bottom flask, add 0.075g of palladium chloride solid under continuous stirring, continue stirring for 1 hour, add 1mol / L NaOH solution to adjust to pH>11, stir for 1 Hour. Finally, hydrazine hydrate solution was added dropwise to reduce the solution until the solution was black, and finally filtered by suction, and dried overnight in a vacuum oven at 60° C. to obtain a sodium-promoted catalyst of noble metal palladium supported on titania. Take 0.05g of the sodium-promoted titanium dioxide-loaded noble metal palladium catalyst prepared above, 20ml of water, and 0.5g of phenol into the reaction kettle, and replace the air in the reaction kettle with hydrogen for 5 times. , Reacted for 6h, after cooling to room temperature, the reaction solution was taken out, and analyzed by gas chromatography: the conversion rate was 99%, and the selectivity was 99%.

Embodiment 3

[0020] Weigh 0.5g of titanium dioxide and dissolve it in 30ml of aqueous solution in a round bottom flask, add 0.075g of palladium chloride solid under continuous stirring, continue stirring for 1 hour, add 1mol / L NaOH solution to adjust to pH>11, and stir for 1 hour . Finally, hydrazine hydrate solution was added dropwise to reduce the solution until the solution was black, and finally filtered by suction, and dried overnight in a vacuum oven at 60° C. to obtain a sodium-promoted catalyst of noble metal palladium supported on titania. Take 0.05g of the sodium-promoted titanium dioxide-loaded noble metal palladium catalyst prepared above, 20ml of water, and 0.5g of phenol into the reaction kettle, and replace the air in the reaction kettle with hydrogen for 5 times. , Reacted for 10h, after cooling to room temperature, the reaction solution was taken out and analyzed by gas chromatography: the conversion rate was 99%, and the selectivity was 99%.

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PUM

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Abstract

The invention relates to a method used for preparing cyclohexanone from phenol via hydrogenation, and belongs to the technical field of chemical engineering. According to the method, one-step synthesis of cyclohexanone is realized via phenol hydrogenation, phenol is taken as a raw material, water is taken as a solvent, an alkali metal promoted titanium dioxide loaded palladium catalyst is used for liquid phase catalytic hydrogenation, hydrogen is introduced into a reaction system until pressure ranges from 0.02 to 0.12MPa, reaction is carried out for 2h or longer at 50 to 120 DEG C with stirring. The phenol conversion rate and the cyclohexanone selectivity of the method are both higher than 99%; the method possesses following advantages: reaction conditions are mild, equipment requirement is low, the obtained production is convenient to separate, the process is green, and is friendly to the environment, no pollution is caused, phenol is converted into cyclohexanone via one-step hydrogenation, and cost is reduced.

Description

technical field [0001] The invention belongs to the technical field of chemical and chemical synthesis, and in particular relates to a method for preparing cyclohexanone by hydrogenating phenol in one step to synthesize cyclohexanone. Background technique [0002] Cyclohexanone is a colorless transparent liquid with an earthy smell and a minty smell when it contains traces of phenol. It is an important chemical raw material and organic solvent. For example, it can be reacted with caprolactam and adipic acid to synthesize nylon 6 and nylon 66 respectively. At the same time, it can dissolve nitrocellulose, coatings, paints, etc. [0003] There are two main methods for industrial production of cyclohexanone, one is the oxidation of cyclohexane, and the other is the selective hydrogenation of phenol. The former needs higher temperature in the production process, can generate a lot of by-products simultaneously, causes the yield of cyclohexanone to be very low. Selective pheno...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/00C07C49/403B01J23/58
CPCB01J23/58C07C45/006C07C49/403
Inventor 王建国周虎刘天柱韩冰冰
Owner ZHEJIANG UNIV OF TECH
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