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Method of preparing o-dihydroxybenzene using bionic catalytic oxygen to oxidize using bionic catalytic oxygen to oxidize phenol

A technology for oxidizing phenol and catechol, which is applied in chemical instruments and methods, preparation of organic compounds, physical/chemical process catalysts, etc., can solve problems such as high cost and complex reaction process, and achieve low reaction cost and synthetic operation Simple, environmentally friendly effect

Inactive Publication Date: 2004-12-22
BEIJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The disadvantage of these methods is that hydrogen peroxide is used as an oxidant in the reaction, and hydrogen peroxide needs to be added dropwise in the reaction process, and the drop rate needs to be controlled, so the reaction process is more complicated and the cost is higher

Method used

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  • Method of preparing o-dihydroxybenzene using bionic catalytic oxygen to oxidize using bionic catalytic oxygen to oxidize phenol
  • Method of preparing o-dihydroxybenzene using bionic catalytic oxygen to oxidize using bionic catalytic oxygen to oxidize phenol
  • Method of preparing o-dihydroxybenzene using bionic catalytic oxygen to oxidize using bionic catalytic oxygen to oxidize phenol

Examples

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Effect test

Embodiment 1

[0016] Take by weighing 11.28mg four-(o-chlorophenyl) cobalt porphyrin (being R in the general formula (I) 1 = Cl, R 2 =H, M=Co), 3.76g of phenol were put into a 100ml three-neck flask, 40ml of DMF was added, oxygen was introduced under normal pressure, and the mixture was magnetically stirred for 6 hours in a water bath with temperature control of 60°C. After the reaction was completed, the mixed solution was centrifuged to remove the catalyst, and the supernatant was taken, and analyzed and detected by gas chromatography. The conversion rate of phenol was 18.79%, and the selectivity of catechol was 81.41%.

Embodiment 2

[0018] Take by weighing 22.56mg four-(o-chlorophenyl) iron porphyrin (being R in the general formula (I) 1 = Cl, R 2 =H, M=Fe), 3.76g of phenol, put into a 100ml three-neck flask, add 40ml of DMF, inject oxygen under normal pressure, and magnetically stir for 6h in a water bath with temperature control at 40°C. Subsequent processing steps are the same as in Example 1, and the conversion rate of phenol is 18.27% and the selectivity of catechol is 56.86% through gas chromatography analysis and detection.

Embodiment 3

[0020] Take by weighing 15.04mg four-(o-chlorophenyl) copper porphyrin (being R in the general formula (I) 1 = Cl, R 2 =H, M=Cu), 3.76g of phenol were put into a 100ml three-necked flask, 40ml of DMF was added, oxygen was introduced under normal pressure, and the mixture was magnetically stirred at 80°C in a water bath for 4h. Subsequent processing steps are the same as in Example 1, and the conversion rate of phenol is 16.16% and the selectivity of catechol is 78.55% through gas chromatography analysis and detection.

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Abstract

A bionic process for preparing catechol by catalytic oxidization of phenol features that under existance of metallic porphyrin as catalyst the phenol and O2 take part in oxidizing reaction in N,N-dimethylformamide as solvent at 40-80 deg.C for 2-10 hr. Its catalyst can be recovered.

Description

technical field [0001] The invention relates to a method for preparing catechol, in particular to a method for preparing catechol by biomimetic catalytic oxygen oxidation of phenol. Background technique [0002] Catechol is an important fine chemical product with a wide range of uses. The preparation methods of catechol include o-chlorophenol, o-dichlorophenol hydrolysis, 2,4 disulfonic acid phenol hydrolysis, and cyclohexanediol dehydrogenation. These methods are all indirect multi-step reactions. The conditions are harsh (high temperature, high pressure), and most of the reactions need to be carried out in an acidic environment, which seriously corrodes the equipment. At present, the preparation of catechol by direct oxidation of phenol with hydrogen peroxide as an oxidant under the action of a catalyst is a new technology developed internationally. Patent CN1398842A discloses a method for preparing hydroquinone with iron and silicon-containing composite oxide as catalys...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/16C07C37/58C07C39/08
Inventor 钟儒刚佘远斌王云海焦蓉吕江涛甄岩
Owner BEIJING UNIV OF TECH
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