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Method for catalyzing benzene and hydrogen peroxide to synthesize phenol by using Cu-loading Schiff base

A technology for catalyzing benzene and hydrogen peroxide with a Schiff base, which is applied in chemical instruments and methods, chemical/physical processes, physical/chemical process catalysts, etc., can solve the problems of low catalyst synthesis yield and selectivity, and achieve easy operation , high phenol yield, and the effect of increasing phenol yield

Inactive Publication Date: 2013-06-12
HUNAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] The object of the present invention is to aim at the defect that synthesis yield and the selectivity of the catalyst used in the synthesis of phenol are not high in the prior art, provide a kind of catalyst and cocatalyst with supporting Schiff base copper complex and organophosphine compound, H 2 o 2 As an oxidizing agent, a method for synthesizing phenol in one step with liquid phase hydroxylation under normal pressure and mild conditions using liquid phase benzene as raw material

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  • Method for catalyzing benzene and hydrogen peroxide to synthesize phenol by using Cu-loading Schiff base

Examples

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Effect test

example 1

[0021] Based on 1g of MCM-41, the catalyst Cu(salen) / MCM-41 was synthesized according to the following steps. 1g of MCM-41 molecular sieve was suspended in 15mL of anhydrous toluene, 5mL of 3-aminopropyltriethoxysilane was added, and nitrogen protection , stirred and refluxed for 48h, filtered, washed with toluene and diethyl ether in turn, and dried in vacuo to obtain 1.3g of MCM-41-NH 2 Molecular sieve. 0.45g Cu(salen) dissolved in 60mL CHCl 3 In, add 1g MCM-41-NH 2 , the suspension was stirred at room temperature for 24 h, filtered, dried, extracted with methanol until the solution no longer changed color, and dried in vacuum to obtain Cu(salen) / MCM-41.

[0022] In the there-necked flask, the mass ratio of 2.16% Cu(salen) / MCM-41, 0.51% triphenylphosphine, 8.65% benzene, 76.2% acetonitrile, 13.0% 30% H 2 o 2 , heated to 65°C, and refluxed for 6h under magnetic stirring. After the reaction was completed, it was cooled to room temperature, the catalyst was filtered, and t...

example 2

[0024] Based on 1g of MCM-41, the catalyst Cu(saloph) / MCM-41 was synthesized according to the following steps. 1g of MCM-41 molecular sieve was suspended in 15mL of anhydrous toluene, 5mL of 3-aminopropyltriethoxysilane was added, and under nitrogen protection , stirred and refluxed for 10h, filtered, washed with toluene and diethyl ether in turn, and dried in vacuum to obtain 1.3g MCM-41-NH 2 Molecular sieve. 0.45g Cu(saloph) dissolved in 60mL CHCl 3 In, add 1gMCM-41-NH 2 , the suspension was stirred at room temperature for 24 h, filtered, dried, extracted with methanol until the solution no longer changed color, and dried in vacuo to obtain Cu(saloph) / MCM-41.

[0025] Add mass ratio to the there-necked flask and be 2.16% Cu(saloph) / MCM-41, 0.51% triphenylphosphine, 8.65% benzene, 76.2% acetonitrile, 13.0% 30% H 2 o 2 , heated to 65°C, and refluxed for 6h under magnetic stirring. After the reaction was completed, it was cooled to room temperature, the catalyst was filter...

example 3

[0027]Based on 1g of SBA-15, the catalyst Cu(saldiamp) / SBA-15 was synthesized according to the following steps. 1g of SBA-15 molecular sieve was suspended in 15mL of anhydrous toluene, 5mL of 3-aminopropyltriethoxysilane was added, and nitrogen protection , stirred and refluxed for 10 h, filtered, washed with toluene and diethyl ether in turn, and dried in vacuum to obtain 1.3 g of SBA-15-NH 2 Molecular sieve. 0.38g Cu(saldiamp) dissolved in 60mL CHCl 3 In, add 1g SBA-15-NH 2 , the suspension was stirred at room temperature for 24 h, filtered, dried, extracted with methanol until the solution no longer changed color, and dried in vacuo to obtain Cu(saldiamp) / SBA-15.

[0028] Add mass ratio to the there-necked flask and be 2.16% Cu (saldiamp) / SBA-15, 0.51% triphenylphosphine, 8.65% benzene, 76.2% acetonitrile, 13.0% 30% H 2 o 2 , heated to 65°C, and refluxed for 6h under magnetic stirring. After the reaction was completed, it was cooled to room temperature, the catalyst wa...

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Abstract

The invention discloses a method for catalyzing benzene and hydrogen peroxide to synthesize phenol by using Cu-loading Schiff base. The method comprises steps that: (1) benzene, acetonitrile, 30% of H2O2, a Cu-loading Schiff base complex and an organic phosphine compound promoter are added into a three-necked boiling flask according to a certain mass ratio; a reflux condensing tube and a stirringapparatus are installed; (2) the stirring apparatus is started, the mixture is heated to a temperature of 60 to 75 DEG C, and is subject to a reaction for 4 to 7 hours; (3) when the reaction is finished, stirring is stopped; the mixture is cooled to room temperature; the catalyst is filtered; the filtrate is analyzed by using gas chromatography; and phenol content in the filtrate is calculated through an external standard method; (4) acetonitrile and residual benzene in the filtrate are removed through a distillation method, such that pure phenol is obtained. According to the method, phenol is synthesized through a one-step hydroxylation method by using liquid phase benzene and H2O2. The method has characteristics of high reaction activity, high phenol yield, good selectivity, simple technology, and easy operation. With the method, the yield of phenol can be improved by above 30%.

Description

technical field [0001] The invention belongs to the technical field of chemistry and chemical engineering, and in particular relates to a method for synthesizing phenol from benzene and hydrogen peroxide by catalyzing a Cu Schiff base loaded. Background technique [0002] Phenol is an important organic industrial raw material, mainly used in the production of chemical products such as phenolic resin, caprolactam, bisphenol A, adipic acid, aniline, alkylphenol, salicylic acid, etc. It can also be used as a solvent, reagent and disinfectant It is widely used in synthetic fibers, synthetic rubber, plastics, medicines, pesticides, spices, dyes, and paints. my country has a huge demand for phenol. At present, the cumene method is the most important method for producing phenol in the world, that is, benzene and propylene are catalyzed by Lewis acid to first generate cumene, then cumene is oxidized to cumene hydroperoxide, and then cumene hydroperoxide is produced under the action o...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C39/04C07C37/60B01J31/22
CPCY02P20/52
Inventor 陈丽娟向育君王鹏飞郝小礼冯涛
Owner HUNAN UNIV OF SCI & TECH
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