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A phase transfer catalyst used for cyclohexanol oxidation to synthesize cyclohexanone and a preparing method thereof

A phase transfer catalyst, oxidative synthesis technology, applied in the preparation of organic compounds, preparation of carbon-based compounds, organic compounds/hydrides/coordination complex catalysts, etc., can solve the problems of low catalyst activity and poor reusability, etc. Achieve high specific surface area, low mass transfer resistance, and avoid poor high temperature performance.

Active Publication Date: 2018-02-16
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The technical problem to be solved in the present invention is to address the shortcomings of the current cyclohexanol oxidation synthesis cyclohexanone process, such as low catalyst activity and poor reusability.

Method used

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  • A phase transfer catalyst used for cyclohexanol oxidation to synthesize cyclohexanone and a preparing method thereof
  • A phase transfer catalyst used for cyclohexanol oxidation to synthesize cyclohexanone and a preparing method thereof
  • A phase transfer catalyst used for cyclohexanol oxidation to synthesize cyclohexanone and a preparing method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0023] In tetrahydrofuran, graphene oxide and 3-aminopropyltrimethoxysilane silane were mixed, wherein the mass ratio of graphene oxide and 3-aminopropyltrimethoxysilane was 1:5, magnetically stirred under nitrogen protection, Reflux for 12 hours in an oil bath at 80°C. It was then filtered, washed with ethanol, and the resulting solid was dried under vacuum at 60 °C for 12 h. Put the obtained solid substance and phosphotungstic acid into an agate mortar, in which the mass ratio of solid to phosphotungstic acid is 2:1, fully grind for 1 hour at room temperature, and wait until the mixture becomes a gray powder and stops, which is the desired phase. The transfer catalyst is denoted as CAT1.

Embodiment 2

[0025] In tetrahydrofuran, graphene oxide and 3-aminopropyltrimethoxysilane were mixed, wherein the mass ratio of graphene oxide to 3-aminopropyltrimethoxysilane was 1:10, magnetic stirring under nitrogen protection, 100 Reflux for 12 hours in an oil bath at ℃. It was then filtered, washed with ethanol, and the resulting solid was dried under vacuum at 60 °C for 12 h. Put the obtained solid substance and phosphotungstic acid into an agate mortar, in which the mass ratio of the solid to phosphotungstic acid is 1:1, and fully grind for 1 hour at room temperature, until the mixture becomes a gray powder and stops, which is the desired phase. The transfer catalyst is denoted as CAT2.

Embodiment 3

[0027] In tetrahydrofuran, graphene oxide and 3-aminopropyltrimethoxysilane were mixed, wherein the mass ratio of graphene oxide to 3-aminopropyltrimethoxysilane was 1:8, magnetic stirring under nitrogen protection, 90 Reflux in an oil bath for 24 hours. It was then filtered, washed with ethanol, and the resulting solid was dried under vacuum at 60 °C for 12 h. Put the obtained solid substance and phosphotungstic acid into an agate mortar, in which the mass ratio of solid to phosphotungstic acid is 2:1, fully grind for 1 hour at room temperature, and wait until the mixture becomes a gray powder and stops, which is the desired phase. The transfer catalyst is denoted as CAT3.

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Abstract

The invention relates to a phase transfer catalyst used for cyclohexanol oxidation to synthesize cyclohexanone and a preparing method thereof. Graphene oxide is adopted as a carrier in the method. Thecatalyst is prepared by immobilizing 3-aminopropyltrimethoxysilane to the surface of the graphene oxide through silanization, and then immobilizing phosphotungstic acid to the surface of the grapheneoxide through a solid-phase acid-base reaction. The catalyst has good catalytic performance in a phase transfer reaction for oxidizing cyclohexanol into cyclohexanone, the cyclohexanol conversion rate is as high as 89.2%, and selectivity of the cyclohexanone is as high as 95.4%. A preparing process of the catalyst is simple. The catalyst has high phase transfer catalytic activity and good reuse performance, product after-treatment is simple and the catalyst has high application value.

Description

technical field [0001] The invention relates to the field of preparation of phase transfer catalysts, in particular to a phase transfer catalyst for oxidatively synthesizing cyclohexanone from cyclohexanol and a preparation method thereof. Background technique [0002] Cyclohexanone is a chemical intermediate for obtaining caprolactam and adipic acid. Caprolactam is the monomer of nylon 6. Adipic acid can be used to make fiber nylon 66. In addition, it is also used as industrial coatings, pesticides, and medicines. Organic solvents in various fields. These industrial products occupy an indispensable position in people's daily life and greatly improve the quality of life of contemporary people. [0003] The traditional synthetic route of cyclohexanone includes cyclohexene hydration method, phenol hydrogenation oxidation method, benzene hydrogenation to cyclohexane liquid phase oxidation method, etc. There are many problems in these production processes, such as low conversi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/34B01J31/18C07C45/39C07C49/403
CPCB01J27/188B01J31/0275B01J31/34B01J2231/70C07C45/39C07C49/403
Inventor 薛冰文琳智谢德华王少卿柳娜许杰李永昕
Owner CHANGZHOU UNIV
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