Catalytic Oxidation of Toluene and Substituted Toluene to Aldehydes and Alcohols by Conjugated Polymerized Metalloporphyrins

A metalloporphyrin, toluene technology, applied in chemical instruments and methods, oxidation reaction preparation, hydrocarbon oxidation to prepare oxygen-containing compounds, etc., can solve the problems of not very firm, no instructions for recycling and reuse, no reuse and other problems

CN104311387BInactive Publication Date: 2017-01-25HUNAN UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Publication Date
2017-01-25
Estimated Expiration
Not applicable · inactive patent

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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.
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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...

Examples

Embodiment 1

[0015] 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

[0017] 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

[0019] 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, and introduce 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%.