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Process for preparing aldehyde and alcohol by selectively catalytic air oxidation for toluene and substituted toluene

An air oxidation and selective technology, which is used in the preparation of oxidation reaction, the preparation of carbonyl compounds by oxidation, and the preparation of oxygenated compounds by oxidation of hydrocarbons.

Inactive Publication Date: 2009-06-03
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although these methods have not made a breakthrough in the industrialization of air oxidation of toluene and substituted toluene to produce aldehydes and alcohols

Method used

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  • Process for preparing aldehyde and alcohol by selectively catalytic air oxidation for toluene and substituted toluene
  • Process for preparing aldehyde and alcohol by selectively catalytic air oxidation for toluene and substituted toluene
  • Process for preparing aldehyde and alcohol by selectively catalytic air oxidation for toluene and substituted toluene

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Experimental program
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Effect test

Embodiment 1

[0018] 10mg has the metalloporphyrin of general formula (1) structure, R 1 =R 2 =R 3 =CH 3 , M=Mn, and 30mg Cu 2 Cl 2 Add 500ml of toluene, and introduce 6atm air. The reactant was stirred at 150° C. for 3 hours, the conversion rate of toluene was 12%, and the yield of benzaldehyde and benzyl alcohol in the reaction product was 84%.

Embodiment 2

[0020] 20mg has the metalloporphyrin of general formula (2) structure, R 1 =R 2 =R 3 =Cl,M 1 = M 2 = Fe, and 30 mg Cu 2 O was added to 500ml p-chlorotoluene, and 8atm air was introduced. The reactant was stirred at 140° C. for 2 hours, the conversion rate of p-chlorotoluene was 8%, and the yield of p-chlorobenzaldehyde and p-chlorobenzyl alcohol in the reaction product was 92%.

Embodiment 3

[0022] 8 mg of metalloporphyrins with the structure of general formula 1, R 1 =R 2 =R 3 =Cl, M=Fe, and 30 mg CoCl 2 Add 500ml of 2,4-dichlorotoluene, and introduce 4atm air. The reactant was stirred at 125° C. for 5 hours, the conversion rate of 2,4-dichlorotoluene was 20%, and the yield of 2,4-dichlorobenzaldehyde and 2,4-dichlorobenzyl alcohol in the reaction product was 75%.

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Abstract

The present invention is selectively catalytic air oxidation and substitution of toluene to form aldehyde and alcohol. Under the conditions of 2-10 atm air pressure, 25-180 deg.c temperature and 0.1-1 MPa reaction pressure, and in the presence of catalyst comprising module-metalloporphyrin oxide or solid carried metalloporphyrin as main catalyst and salt or oxide of transition metal as co-catalyst, toluene is oxidized with air into benzaldehyde and benzyl alcohol or oxidized and substituted into substituted benzaldehyde and substituted benzyl alcohol. The present invention has less catalyst consumption, high catalytic efficiency, low reaction temperature and pressure, easy-to-control oxidation depth, product with high purity and being easy separated. The catalyst may be used in homogeneous catalysis or solid carried for inhomogeneous catalysis.

Description

technical field [0001] The invention relates to a method for selectively catalytically air-oxidizing toluene into benzaldehyde and benzyl alcohol under metalloporphyrin catalysis, and oxidizing substituted toluene into substituted benzaldehyde and substituted benzyl alcohol. Background technique [0002] At present, the main method of industrially producing benzaldehyde and benzyl alcohol compounds is to firstly halogenate toluene or substituted toluene and then undergo hydrolysis. This production method has many steps, and the process conditions are relatively complicated. The halogen, one of the synthetic raw materials, severely corrodes the equipment, and produces a large amount of pollutants during the hydrolysis process. What is more serious is that the aldehydes and alcohols produced by this method contain halogenated compounds, which seriously restricts their application in large-volume demand fields such as medicine and food. [0003] The air oxidation of toluene an...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C27/12C07C33/20C07C29/50C07C47/228C07C45/28
Inventor 郭灿城王旭涛刘强
Owner HUNAN UNIV