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Preparation method of 2,5-furan diformaldehyde

A technology of furandiformaldehyde and hydroxymethyl furfural, applied in directions such as organic chemistry, can solve problems such as troublesome catalyst production, complex catalytic system, unfavorable industrialization, etc., and achieve the effects of large industrial application value, low reaction cost, and few by-products

Active Publication Date: 2016-10-12
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the catalyst is troublesome to make and the catalytic system is complex, which is not conducive to industrialization

Method used

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  • Preparation method of 2,5-furan diformaldehyde
  • Preparation method of 2,5-furan diformaldehyde
  • Preparation method of 2,5-furan diformaldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Put 0.2g raw material 5-hydroxymethylfurfural, 0.36g oxidant Cu(NO 3 ) 2 ·3H 2 O in a mixed solution of 2.5mL acetonitrile and 5mL water, after stirring evenly, add 5mL toluene, react at a temperature of 80°C and a stirring speed of 1200rpm for 8h, separate phases after the reaction, and concentrate the non-polar solvent phase under reduced pressure to obtain The crude product of 2,5-furandicarbaldehyde was recrystallized with dichloromethane to obtain the refined product of 2,5-furandicarbaldehyde.

[0043] After testing, the yield of 2,5-furandicarbaldehyde was 99.6%, and the conversion rate of 5-hydroxymethylfurfural was 99.6%.

Embodiment 2

[0045] Put 0.2g raw material 5-hydroxymethylfurfural, 0.36g oxidant Cu(NO 3 ) 2 ·3H 2 O in a mixed solution of 2.5mL acetonitrile and 5mL water, after stirring evenly, add 5mL toluene, react at a temperature of 120°C and a stirring speed of 1200rpm for 1h, separate the phases after the reaction, and concentrate the non-polar solvent phase under reduced pressure to obtain The crude product of 2,5-furandicarbaldehyde was recrystallized with dichloromethane to obtain the refined product of 2,5-furandicarbaldehyde.

[0046] After testing, the yield of 2,5-furandicarbaldehyde was 85.3%, and the conversion rate of 5-hydroxymethylfurfural was 95.9%.

Embodiment 3

[0048] Put 0.2g raw material 5-hydroxymethylfurfural, 0.36g oxidant Cu(NO 3 ) 2 ·3H 2 0.0.1g of dilute nitric acid (the mass fraction of dilute nitric acid is 60%) in the mixed solution of 2.5mL acetonitrile and 5mL water, after stirring evenly, add 5mL of toluene, at temperature be 80 ℃, reaction 0.5h under the condition of stirring speed 1200rpm, After the reaction, the phases were separated, and the non-polar solvent phase was concentrated under reduced pressure to obtain the crude 2,5-furandicarbaldehyde, which was recrystallized with dichloromethane to obtain the fine 2,5-furandicarbaldehyde.

[0049] After testing, the yield of 2,5-furandicarbaldehyde was 90.2%, and the conversion rate of 5-hydroxymethylfurfural was 91.0%.

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Abstract

The invention discloses a preparation method of 2,5-furan diformaldehyde. The method comprises the steps that 5-hydroxymethylfurfural is used as a raw material, Cu(NO3)2.3H2O is used as an oxidizing agent, and the 2,5-furan diformaldehyde is prepared in the water-acetonitrile / nonpolar solvent two-phase reaction system. No catalyst is adopted, the product is high in yield and easy to separate, reaction time is short, reaction conditions are mild, the production cost is low, and the preparation method is safe, free of hidden danger and environmentally friendly.

Description

technical field [0001] The invention relates to the field of organic compound preparation, in particular to a preparation method of 2,5-furandicarbaldehyde. Background technique [0002] Obtaining oils and chemicals from biomass can help alleviate humanity's heavy dependence on depleting fossil resources. Against this background, 5-hydroxymethylfurfural (HMF) has received extensive attention as an important biomass-based platform molecule. It can be conveniently prepared from fructose, glucose, and even cellulose by dehydration, and because of its rich functional groups, HMF can be used to synthesize a series of important fuels and chemicals. Starting from HMF, 2,5-furandicarbaldehyde (DFF) can be obtained by catalytic selective oxidation. The latter is an important chemical intermediate that can be used in the synthesis of fungicides, pharmaceuticals and functional polymers. [0003] As a monomer, 2,5-furandicarbaldehyde has a wide range of uses in polymer materials, and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 魏作君诸鑫淼刘迎新卢蒙
Owner ZHEJIANG UNIV