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Method for preparing 2,5-difuralehyde from 5-hydroxymethyl furfural through dehydrogenation

A technology of hydroxymethylfurfural and furandicarbaldehyde, applied in the field of 5-hydroxymethylfurfural dehydrogenation to prepare 2,5-furandicarbaldehyde, which can solve the problem of flammability and explosion of molecular oxygen, low atom utilization rate and low catalytic efficiency and other problems, to achieve the effect of high atom utilization, good application prospects, and good catalytic performance

Active Publication Date: 2019-11-15
HEBEI UNIV OF TECH
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  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to provide a method for the preparation of 2,5-furandicarbaldehyde by the catalytic oxidation of 5-hydroxymethylfurfural in the current method, such as molecular oxygen is flammable and explosive, the utilization rate of atoms is low, there are many by-products, and the catalytic efficiency is low. A method for preparing 2,5-furandicarbaldehyde by dehydrogenation of 5-hydroxymethylfurfural

Method used

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  • Method for preparing 2,5-difuralehyde from 5-hydroxymethyl furfural through dehydrogenation

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preparation example Construction

[0028] The preparation method of described catalyst is also known technology, and the following is a specific example (but not limited thereto):

[0029] The first step is to measure the saturated water absorption of the carrier: accurately weigh 1.0g of each carrier on a watch glass, add pure water drop by drop until the carrier is completely wet and slightly flowing, and record the volume of pure water used as the saturated water absorption of the carrier .

[0030] The second step, preparing the supported metal catalyst by impregnation method: accurately weigh 2.0 g of the carrier and place it in a crucible. Accurately weigh 0.4g Cu(NO 3 ) 2 ·3H 2 O in a beaker, add the saturated water absorption of the carrier measured in the first step, and dissolve completely. Add the copper solution to the carrier drop by drop until the carrier is completely wetted and slightly flowing. After standing for 12 hours, the catalyst was calcined in a muffle furnace at 400° C. for 4 hour...

Embodiment 1

[0033] 5-Hydroxymethylfurfural (5mmol), mesitylene (15mL) and reduced 6.6wt% Cu / γ-Al 2 o 3 Catalyst (1.0g) adds in the autoclave, feeds N 2 The air in the reaction kettle was evacuated, and the reaction was stopped after mechanical stirring at 150° C. for 12 hours. The reaction was cooled to room temperature, and the supernatant was separated by centrifugation. The catalyst sank to the bottom, and the supernatant was taken for direct analysis on gas chromatography. The result of the reaction was that the conversion rate of 5-hydroxymethylfurfural was 58.0%. The yield of formaldehyde was 36.6%.

[0034] Among them, the detection method of the product: after the reaction is finished, the reaction solution is centrifuged, the upper layer is a colored clear liquid, and the lower layer is a metal catalyst. The supernatant was centrifuged, filtered, and analyzed by gas chromatography.

Embodiment 2

[0036] Other steps are the same as in Example 1, except that the catalyst added is non-reducing 6.6wt% Cu / γ-Al 2 o 3 , The reaction result is that the conversion rate of 5-hydroxymethylfurfural is 44.9%, and the yield of 2,5-furandicarbaldehyde is 35.2%.

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Abstract

The invention discloses a method for preparing 2,5-difuralehyde from 5-hydroxymethyl furfural through dehydrogenation. The method comprises the following steps: putting 5-hydroxymethyl furfural, styrene, a catalyst and an organic solvent into a reactor, performing mechanical stirring in a nitrogen atmosphere, and performing a reaction for 5-24 hours at 100-150 DEG C, so as to obtain a product 2,5-difuralehyde, wherein the catalyst is a supported metal catalyst, the catalyst comprises an active metal, a carrier and an aid, the active metal is Cu, the aid is Ni, and the catalyst carrier is gamma-Al2O3, TiO2, CeO2, MgO, SiO2, ZrO2 or activated carbon. The invention adopts a catalytic dehydrogenation method, the metal catalyst is good in catalysis performance, the conversion rate of the 5-hydroxymethyl furfural is up to 58.0% at most, and the yield of the 2,5-difuralehyde is up to 40.4% at most.

Description

technical field [0001] The invention belongs to the field of biomass conversion to prepare chemicals, and specifically relates to a method for preparing 2,5-furandicarbaldehyde by dehydrogenating 5-hydroxymethylfurfural. Background technique [0002] The transformation and synthesis of biomass-based platform molecule 5-hydroxymethylfurfural (HMF) has become a hotspot in the research and utilization of biomass-based molecules in recent years, and has attracted extensive attention. It can be used to synthesize a variety of fine chemicals and furan-based polymers. Among them, 2,5-furandicarbaldehyde (DFF) is an important product obtained from the conversion of 5-hydroxymethylfurfural. Because 2,5-furandicarbaldehyde contains aldehyde groups and furan rings, various chemical reactions can occur, such as polymerization, hydrolysis and oxidation, etc. It is an important intermediate of organic compounds and can be used to synthesize new polymer materials and various organic compou...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 王延吉高璇李志会张东升杨秋生赵新强
Owner HEBEI UNIV OF TECH
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