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Method for preparing phenol by performing direct hydroxylation on benzene

A technology of hydroxylation and phenol, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems that homogeneous catalysts cannot be reused, severe reaction conditions, etc., and achieve simple preparation methods, stable catalytic performance, The effect of high yield

Inactive Publication Date: 2012-05-16
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the hydrogen peroxide homogeneous system, the reaction conditions are more severe, and the homogeneous catalyst cannot be reused

Method used

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  • Method for preparing phenol by performing direct hydroxylation on benzene
  • Method for preparing phenol by performing direct hydroxylation on benzene
  • Method for preparing phenol by performing direct hydroxylation on benzene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Weigh 10.0 g of H obtained from recrystallization 4 PMo 11 VPO 40 (Preparation method is referring to George A.Tsigdinosand C.J.Hallada, Inorg.Chem.1953,7:437-441) is dissolved in 100ml water, is added dropwise in the 100ml aqueous solution that dissolves the tetramethylammonium hydroxide of 8.3g 25%, obtains yellow The green precipitate was centrifuged for 3-5 times and washed to obtain a spare catalyst.

Embodiment 2

[0030] In the 50ml tetrafluoro liner, the heteropolyphosphomolybdic acid tetramethyl quaternary ammonium salt substituted by the accurately weighed 0.20g catalyst vanadium is added in 5ml acetonitrile, and the substrate benzene 0.78g (10mmol) is added, and the pressure of oxygen is charged to 1.6MPa, react at 80°C, after 1-24 hours of reaction, the yield of phenol is less than 0.5%.

Embodiment 3

[0032] In a 50ml tetrafluoroliner, add 0.20g of catalyst vanadium substituted heteropolyphosphomolybdic acid tetramethyl quaternary ammonium salt to 5ml of acetonitrile, add 0.18g of ascorbic acid and substrate benzene 0.78g (10mmol), oxygen The filling pressure is 1.6 MPa, and the reaction is carried out at 80°C. After 1-6 hours of reaction, the yield of phenol is less than 2.0%.

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Abstract

The invention discloses a method for preparing phenol by performing direct hydroxylation on benzene under the assistant catalysis and co-reduction actions of organic small molecules by taking benzene as a raw material, oxygen as an oxidant and acetonitrile as a solvent and by using a vanadium-containing catalyst. The method has the characteristics of readily-available catalyst raw material, cheap oxygen source, high reaction speed, relatively high phenol yield and excellent selectivity.

Description

technical field [0001] The invention belongs to a method for preparing phenol by one-step direct hydroxylation of benzene. Background technique [0002] Phenol is an important organic chemical raw material, which is mainly used to synthesize phenolic resin, bisphenol A, caprolactam, aniline, and various pharmaceutical intermediates. In 2000, the world output of phenol exceeded 660wt, which is an important large-tonnage product in the current organic chemical industry. [0003] At present, the industrial preparation of phenol mainly relies on the cumene method, which has many reaction steps and high energy consumption, and has its insurmountable shortcomings. From the perspective of economic benefits, the market demand for co-product acetone restricts the production benefits of this method to a certain extent. From an environmental point of view, intermediate products are prone to explosion, and the pollution of three wastes is serious. Therefore, the research on the direc...

Claims

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Application Information

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IPC IPC(8): C07C39/04C07C37/58
CPCY02P20/52
Inventor 高爽陈佳琦李军吕迎
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI