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Method for preparing phenol and dihydroxybenzene by catalytic hydroxylation of benzene

A technology for benzene to catalyze hydroxyl groups and quinone, which is applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of many reaction steps, pollution, and low utilization rate of atoms, and achieve high yield and easy The effect of industrialization and less discharge of three wastes

Inactive Publication Date: 2012-08-08
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It overcomes the shortcomings of the traditional process, such as many reaction steps, serious pollution, and low utilization rate of atoms.

Method used

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  • Method for preparing phenol and dihydroxybenzene by catalytic hydroxylation of benzene
  • Method for preparing phenol and dihydroxybenzene by catalytic hydroxylation of benzene
  • Method for preparing phenol and dihydroxybenzene by catalytic hydroxylation of benzene

Examples

Experimental program
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Effect test

Embodiment 1

[0029] Add 210g acetonitrile, 0.7g Pigment Green B, 10g benzene, 60g H 2 o 2 , reacted at 60°C for 5 hours. The catalyst was separated by centrifugation, and the supernatant was taken for gas chromatography analysis. After calculation, the conversion rate of benzene is 26.5%, and the yields of phenol, catechol and hydroquinone are 12.2%, 3.3% and 4.6% respectively.

Embodiment 2

[0031] Add 150g acetonitrile, 0.5g catalyst pigment green B, 10g benzene, 80g H 2 o 2 , reacted at 40°C for 7 hours. The catalyst was separated by centrifugation, and the supernatant was taken for gas chromatography analysis. The conversion rate of benzene was 27.5%, and the yields of phenol, catechol and hydroquinone were 13.4%, 4.2% and 5.6%, respectively.

Embodiment 3

[0033] Add 300g acetonitrile, 1g catalyst pigment green B, 10g benzene, 30g H 2 o 2 , reacted at 70°C for 4 hours. The catalyst was separated by centrifugation, and the supernatant was taken for gas chromatography analysis. The conversion rate of benzene was 25.7%, and the yields of phenol, catechol and hydroquinone were 14.2%, 4.6% and 5.8%, respectively.

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Abstract

The invention discloses a method for preparing phenol and dihydroxybenzene by catalytic hydroxylation of benzene. The method comprises that benzene undergoes a one-step hydroxylation reaction in the presence of acetonitrile as a solvent, H2O2 as a hydroxylation reagent and pigment green B as a catalyst to be converted into phenol, o-dihydroxybenzene and p-dihydroxybenzene, wherein a mass ratio of H2O2 to benzene is (3 to 8): 1; a mass ratio of acetonitrile to benzene is (15 to 30): 1; a mass ratio of the catalyst to benzene is (0.05 to 0.1): 1; catalytic hydroxylation time is in a range of 4 to 7 hours; and a catalytic hydroxylation temperature is in a range of 40 to 70 DEG C. The method adopts the pigment green B as a catalyst and provides a novel catalysis system for synthesizing phenol, o-dihydroxybenzene and p-dihydroxybenzene by pigment green B catalysis of benzene. The method overcomes the defects that the traditional technology has a lot of reaction steps, produces serious pollution and has a low atom utilization rate. Catalytic hydroxylation is carried out under mild conditions so that discharge of three wastes is reduced; the catalyst can be separated out easily; and a phenol yield is high. Therefore, the method is an environmentally-friendly green synthesis technology of phenols.

Description

technical field [0001] The invention belongs to the preparation method of aromatic ring hydroxyl-substituted compounds, and particularly proposes a method for preparing phenol and hydroquinone by catalytic hydroxylation of benzene. Background technique [0002] Both phenol and hydroquinone are important organic chemical raw materials with a wide range of uses. Phenol is mainly used in the production of phenolic resin, caprolactam, bisphenol A, adipic acid, aniline, alkylphenol, and salicylic acid. In addition, it can also be used as a solvent, reagent, and disinfectant. It is used in synthetic fibers, synthetic rubber, and plastics. , medicine, pesticides, spices, dyes and coatings, etc. also have a wide range of applications. Catechol has three isomers: ortho, meta and p, among which catechol and hydroquinone are important fine chemical products. Catechol can be used in industries such as medicine, pesticide, fragrance, photography, resin and paint. Hydroquinone is an im...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C39/04C07C39/08C07C37/60
CPCY02P20/52
Inventor 张天永王晓李彬何萌邱明艳
Owner TIANJIN UNIV
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