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Method for preparing 2,5-furan phthalaldehyde by efficient catalytic oxidation of 5-hydroxymethyl furfural

A technology of hydroxymethylfurfural and furandicarbaldehyde, which is applied in 2 fields, can solve the problems of high price and high toxicity, and achieve the effects of low production cost, easy handling and good application prospects

Inactive Publication Date: 2015-01-14
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But these catalyst systems are either expensive or highly toxic

Method used

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Experimental program
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Effect test

Embodiment 1

[0013] A method for efficiently catalytically oxidizing 5-hydroxymethylfurfural to prepare 2,5-furandicarbaldehyde, using 5-hydroxymethylfurfur as a substrate, and using supported nano-gold as a catalyst to prepare 2,5-furandicarbaldehyde, The specific method is: 1.26 g (10 mmol) of 5-hydroxymethyl furfur was dissolved in 15 mL of acetonitrile, and 3.8 g of tert-butyl hydroperoxide solution with a concentration of 70 wt% and 0.38 g of loaded nano-gold were added. Under the conditions of 130°C and stirring speed of 100 rpm, the reaction was carried out for 12 hours. Through the high catalytic performance of the supported nano-gold and its special structural effect, 5-hydroxymethylfurfural was selectively catalyzed and oxidized to obtain 2,5 - furandicarbaldehyde. The reaction results were analyzed by gas-mass spectrometry and gas chromatography; the conversion rate of 5-hydroxymethylfurfural was 88.9%, and the selectivity of 2,5-furandicarbaldehyde was 98%.

Embodiment 2

[0015] A method for efficiently catalytically oxidizing 5-hydroxymethylfurfural to prepare 2,5-furandicarbaldehyde, using 5-hydroxymethylfurfur as a substrate, and using supported nano-gold as a catalyst to prepare 2,5-furandicarbaldehyde, The specific method is: dissolve 1.26g (10mmol) of 5-hydroxymethyl furfur in 15 mL of acetonitrile, add 3.8 grams of tert-butyl hydroperoxide solution with a concentration of 70wt%, without loading gold nanoparticles, and heat it at a temperature of 130°C 1. Under the condition of a stirring speed of 500 rpm, react for 12 hours to obtain 2,5-furandicarbaldehyde. The reaction results were analyzed by gas-mass spectrometry and gas chromatography; the conversion rate of 5-hydroxymethylfurfural was 11.6%, and the selectivity of 2,5-furandicarbaldehyde was 98.5%.

Embodiment 3

[0017] A method for efficiently catalytically oxidizing 5-hydroxymethylfurfural to prepare 2,5-furandicarbaldehyde, using 5-hydroxymethylfurfur as a substrate, and using supported nano-gold as a catalyst to prepare 2,5-furandicarbaldehyde, The specific method is: 1.26g (10mmol) of 5-hydroxymethyl furfur was dissolved in 50 mL of toluene, 3.8g of tert-butyl hydroperoxide solution with a concentration of 70wt% and 0.126g of gold nanoparticles with a gold loading of 1wt% were added, At a temperature of 110°C and a stirring speed of 2000 r / min, the reaction was carried out for 12 hours. Through the high catalytic performance and special structural effect of the supported nano-gold, 5-hydroxymethylfurfural was selectively catalyzed and oxidized to obtain 2 , 5-furandicarbaldehyde. The reaction results were analyzed by gas-mass spectrometry and gas chromatography; the conversion rate of 5-hydroxymethylfurfural was 58.1%, and the selectivity of 2,5-furandicarbaldehyde was 98.5%.

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Abstract

The invention discloses a method for preparing 2,5-furan phthalaldehyde by efficient catalytic oxidation of 5-hydroxymethyl furfural. 2,5-furan phthalaldehyde is prepared by taking 5-hydroxymethyl furfural as a substrate and supported nanogold as a catalyst. The method comprises the following concrete steps: dissolving the 5-hydroxymethyl furfural into an organic solvent, adding a tert-butyl hydroperoxide solution with the concentration being 70wt% and supported nanogold; reacting at 25-170 DEG C for 1-40 hours at the stirring rotation speed of 100-5,000r / min; and through high catalytic performance of the supported nanogold and the special structure effect of the supported nanogold, selectively carrying out catalytic oxidation on the 5-hydroxymethyl furfural, so as to prepare the 2,5-furan phthalaldehyde. The preparation method has the advantages that due to adoption of the supported nanogold catalyst, the method is good in catalysis effect, high in selectivity and easy to recover, and can be repeatedly used; and the product is easy to process and low in production cost, has significant technical and economic effects, and has a good application prospect.

Description

technical field [0001] The invention relates to a preparation method of 2,5-furandicarbaldehyde, in particular to a method for preparing 2,5-furandicarbaldehyde by highly efficient catalytic oxidation of 5-hydroxymethylfurfural. Background technique [0002] At present, solving the fossil energy crisis and developing a low-carbon economy have become the focus of global attention; developing renewable and abundant biomass resources to produce fine chemicals has gradually become an important research direction in the field of chemistry and chemical engineering, and has attracted widespread attention at home and abroad. Among them, 5-hydroxymethylfurfural can be obtained by dehydration of sugar compounds, which is an important platform compound. The synthesis of 2,5-furandicarbaldehyde from 5-hydroxymethylfurfural through oxidation reaction has become a research hotspot. One, see: Advanced Synthesis & Catalysis.343(2001)101; ChemSusChem.9(2011)286. Studies have shown that 5-h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46
CPCC07D307/46B01J23/52B01J2523/19
Inventor 仝新利孙永发薛松刘宗辉于琳浩
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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