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Method for catalytic oxidation of toluene and substituted toluene to form aldehyde and alcohol by conjugated polymer metalloporphyrin

A technology for polymerizing metals and metalloporphyrins, which is applied in chemical instruments and methods, oxidation reaction preparation, and hydrocarbon oxidation to prepare oxygen-containing compounds, etc., can solve the problems of no repeated use, no description of recycling and reuse, and not very firm.

Inactive Publication Date: 2015-01-28
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Invention patent CN101972677A discloses a preparation method of nano-zinc oxide immobilized metalloporphyrin catalyst and its application in catalytic oxidation of toluene. Although the immobilized catalyst can be reused, the porphyrin monomer and The chemical bonds between the catalyst supports are not very strong, and the porphyrin monomers loaded will be detached from the supports under relatively harsh reaction conditions
Invention patent CN1546457A discloses a method of using mononuclear metalloporphyrin or μ-oxygen-binuclear metalloporphyrin or metal phthalocyanine as a catalyst to oxidize o-nitrobenzene. It is proposed that the catalyst can be recycled and reused, but it does not explain how to recycle Repeated use, more does not give the effect of repeated use

Method used

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  • Method for catalytic oxidation of toluene and substituted toluene to form aldehyde and alcohol by conjugated polymer metalloporphyrin

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Experimental program
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Effect test

Embodiment 1

[0014] With 20mg of the metalloporphyrin polymer with structural formula I structure, R 1 = R 2 = H, M 1 = M 2 =Mn,X 1 =X 2 =Cl, n=1, molecular weight is 115000, specific surface area is 860m 2 / g, added to 500ml toluene, and 8atm air was introduced. The reactant was stirred at 125° C. for 3 hours, the conversion rate of toluene was 12%, and the total yield of benzaldehyde and benzyl alcohol in the reaction product was 85%.

Embodiment 2

[0016] With 20mg of the metalloporphyrin polymer with structural formula I structure, R 1 = H, R 2 =CH 3 ,M 1 = M 2 =Fe,X 1 =X 2 =Cl, n=2, molecular weight is 53000, specific surface area is 750m 2 / g, added to 500ml toluene, and 8atm air was introduced. The reactant was stirred at 100° C. for 3 hours, the conversion rate of toluene was 12%, and the total yield of benzaldehyde and benzyl alcohol in the reaction product was 85%.

Embodiment 3

[0018] With 20mg of the metalloporphyrin polymer with structural formula I structure, R 1 = R 2 =Cl,M 1 =Mn,M 2 =Fe,X 1 =X 2 =Cl, n=1, molecular weight is 172000, specific surface area is 970m 2 / g, add 500ml of toluene, pass through l0atm air. The reactant was stirred at 130° C. for 3 hours, the conversion rate of toluene was 13%, and the total yield of benzaldehyde and benzyl alcohol in the reaction product was 85%.

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Abstract

The invention discloses a method for catalytic oxidation of toluene and substituted toluene to form aldehyde and alcohol by conjugated polymer metalloporphyrin. The method comprises that solid metalloporphyrin having high porosity and high specific surface area and obtained by conjugated alkynyl coupling polymerization is used as a catalyst, and toluene or substituted toluene undergoes a catalytic oxidation reaction in the presence of the catalyst under mild conditions to produce corresponding aldehyde and alcohol oxidation products. The catalyst has a less use amount and good catalysis effects. The catalyst is nonsoluble and is not decomposed in the reaction system and can be recycled at multitimes. The method has a high toluene catalytic oxidation conversion rate and good aldehyde and alcohol selectivity.

Description

technical field [0001] The invention relates to a method for selectively catalyzing air or oxygen to oxidize toluene into benzaldehyde and benzyl alcohol under mild conditions, and to oxidize substituted toluene into substituted benzaldehyde and substituted benzyl alcohol. Background technique [0002] The oxidation products of toluene and substituted toluene, benzaldehyde and benzyl alcohol compounds are widely used and demanded in the chemical industry. Among them, benzaldehyde and benzyl alcohol are important organic intermediates, which are consumed every year in industries such as medicine, spices and cosmetics, and the domestic market is in short supply. [0003] The traditional process is mainly to prepare benzaldehyde and benzyl alcohol compounds by chlorination and hydrolysis of toluene or substituted toluene. This reaction process is polluted and the selectivity is not high. Moreover, because the product contains halide impurities, its practical application has bee...

Claims

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Application Information

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IPC IPC(8): C07C27/12C07C29/50C07C33/22C07C45/36C07C47/54C07C47/55C07C33/46C07C201/12C07C205/19C07C205/44
CPCC07C29/50C07C45/36C07C201/12C07C33/22C07C33/46C07C47/54C07C47/55C07C205/19C07C205/44
Inventor 阳卫军李永进孙宝帅郭灿城
Owner HUNAN UNIV
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