Preparation method for furan-2,5-dicarbaldehyde

A technology of furandicarbaldehyde and hydroxymethylfurfural, which is applied in two fields, can solve the problems of high cost and high loading capacity, and achieve the effects of short reaction time, small investment in equipment and easy reuse

Active Publication Date: 2012-10-17
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, this process uses precious metal Ag as a catalyst, and the

Method used

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  • Preparation method for furan-2,5-dicarbaldehyde
  • Preparation method for furan-2,5-dicarbaldehyde
  • Preparation method for furan-2,5-dicarbaldehyde

Examples

Experimental program
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Effect test

Embodiment 1

[0023] Add 0.126g of HMF, 0.05g of OMS-2 and 10mL of N,N-dimethylformamide to a 50mL reactor in sequence, seal the reactor, feed 2.0MPa oxygen, rapidly heat to 110°C, and keep for 1.5h. The reactor was cooled, the product was taken out and filtered, and the filtrate was tested to show that the HMF conversion rate was 100%, and the DFF yield was 95%; OMS-2 was washed with methanol and acetone three times, dried overnight in an oven at 120°C, and no other treatment was performed. That is to say, the conversion rate of HMF is 99% and the yield of DFF is 94% after repeated use.

[0024] The detection and calculation of the conversion rate of HMF and the yield of DFF were carried out according to the following method.

[0025] The detection of product is carried out on high-performance liquid chromatography (Shimadzu LC-20A, PDA detector; Chromatographic column is Alltech OA-1000 organic acid column; Analysis condition: 0.005mol / L H 2 SO 4 mobile phase, 0.7ml / min, 80°C). The ret...

Embodiment 2

[0033] Add 0.126g of HMF, 0.05g of OMS-2 and 2mL of dimethyl sulfoxide in sequence to a 25mL reactor, seal the reactor, inject 0.3MPa oxygen, rapidly heat to 110°C, and keep for 2.0h. The reactor was cooled, the product was taken out and filtered, and the filtrate was tested to show that the HMF conversion rate was 98%, and the DFF yield was 95%; OMS-2 was washed with methanol and acetone three times, dried overnight in an oven at 120°C, and no other treatment was performed. That is, repeated use, the HMF conversion rate is 97%, and the DFF yield is 94%.

Embodiment 3

[0035] Add 0.126g of HMF, 0.05g of OMS-2 and 5mL of N-methylpyrrolidone into a 25mL reactor in sequence, seal the reactor, feed 2.0MPa oxygen, rapidly heat to 110°C, and keep for 3.0h. The reactor was cooled, the product was taken out and filtered, and the filtrate was tested to show that the HMF conversion rate was 96%, and the DFF yield was 92%; OMS-2 was washed with methanol and acetone three times, dried overnight in an oven at 120°C, and no other treatment was performed. That is to say, the conversion rate of HMF is 94% and the yield of DFF is 90% after repeated use.

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Abstract

The present invention discloses a preparation method for furan-2,5-dicarbaldehyde. According to the method, under mild reaction conditions, molecular oxygen is adopted as an oxidant, and 5-hydroxymethylfurfural is subjected to an oxidation reaction under a catalysis effect of a manganese oxide to obtain furan-2,5-dicarbaldehyde. The preparation method of the present invention has the following advantages that: the catalyst used in the present invention is cheap and easy to obtain; the reaction time is short, and characteristics of efficiency and energy saving are provided; the yield of the target product is up to 97%, and the amount of byproducts is low; air or oxygen is adopted as the oxygen source, such that the economic cost and the environmental cost are low; the product and the catalyst are easily separated, such that the post-treatment is simple; the catalyst is easily reused, the waste emission is low, and the green environmental protection characteristic is provided; and requirements on equipment are low, the equipment investment is low, and important application values are provided.

Description

technical field [0001] The invention relates to a preparation method of 2,5 furandicarbaldehyde. Background technique [0002] The increasing consumption of fossil resources has made the supply of raw materials for various chemicals a major challenge. 5-Hydroxymethylfurfural (HMF) obtained from biomass is an important platform compound to replace existing fossil resources. For example, 2,5-furandicarbaldehyde (DFF) can be prepared from HMF, and the latter is a chemical intermediate with important potential application value, which can be used in many fields such as medicine, polymer monomers, and adhesives. However, due to the rich functional groups of HMF, a series of side reactions such as peroxidation, ether formation, polymerization, and degradation reactions may occur, making it challenging to obtain high yields of DFF. [0003] Traditionally, DFF is obtained by oxidizing HMF with an equivalent oxidizing agent such as permanganate, chromium trioxide, or sodium hypochl...

Claims

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Application Information

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IPC IPC(8): C07D307/46
Inventor 刘海超聂俊芳
Owner PEKING UNIV
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