Method for preparing 2,5-diformyl furan by catalyzing 5-hydroxy methyl furfural

A technology of diformyl furan and hydroxymethyl furfural, which is applied in chemical instruments and methods, physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, etc., can solve separation difficulties, high reaction temperature, Problems such as low product yield, to achieve the effect of simple separation, high activity, and high product yield

Active Publication Date: 2010-01-06
中科化物(大连)科技实业有限公司
View PDF0 Cites 28 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the relevant literature also has molecular oxygen as the report of oxidant research, most of the reacti

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0018] Example 1

[0019] Add 0.63g 5-hydroxymethyl furfural, 0.0078g TEMPO, 0.0163g vanadyl sulfate, and 0.0069g sodium nitrite into a 50mL reaction kettle, add 2mL acetonitrile, close the kettle, and fill with oxygen at a pressure of 0.5MPa. Stir at ℃ for 0.5h, then heat to 80℃ with stirring and keep it for 3h. If the partial pressure of oxygen drops, add oxygen. After the reaction, it was cooled to room temperature. The sampling was analyzed by gas chromatography, and the conversion rate was greater than 99%, and the selectivity was greater than 99%. The solvent was removed by a water pump under reduced pressure, the solid was thoroughly washed with water, and a white solid was obtained by filtration. Vacuum drying gave a white solid. The purity of the product reaches more than 99%. The separation yield is 98%.

Example Embodiment

[0020] Example 2

[0021] 10 times magnification experiment: add 6.3g 5-hydroxymethyl furfural, 0.078g TEMPO, 0.163g vanadyl sulfate, and 0.069g sodium nitrite into a 100mL reaction kettle, add 20mL acetonitrile, close the kettle, and fill with oxygen pressure 0.5 MPa, first stir at 30°C for 0.5h, then heat to 80°C with stirring, and keep it for 3h. If the oxygen partial pressure drops, add oxygen. After the reaction, it was cooled to room temperature and analyzed. The conversion rate is greater than 99%, and the selectivity is greater than 99%. The solvent was removed by a water pump under reduced pressure, the solid was thoroughly washed with water, and a white solid was obtained by filtration. Vacuum drying gave a white solid. The separation yield is 97%.

Example Embodiment

[0022] Example 3

[0023] Add 0.63g 5-hydroxymethylfurfural, 0.0085g 4-methoxy-2,2,6,6-tetramethylpiperidine-oxy radical, 0.0163g vanadyl phosphate, and 0.0040g potassium nitrite to 50mL Add 5 mL of acetone to the reaction kettle, close the kettle, and fill the kettle with an oxygen pressure of 0.05 MPa. First stir at 20°C for 0.5h, then heat to 80°C with stirring and keep it for 12 hours. If the oxygen partial pressure drops, add oxygen. After the reaction, it was cooled to room temperature and analyzed. The conversion rate is greater than 99%. The solvent was removed by a water pump under reduced pressure, the solid was thoroughly washed with water, and a white solid was obtained by filtration. Vacuum drying gave a white solid. The separation yield is 96%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention provides a method for preparing 2,5-diformyl furan by catalytic oxidation of 5-hydroxy methyl furfural. The method comprises the following steps: taking air or oxygen as an oxygen source, taking a mixture of inorganic vanadium oxides, 2,2,6,6-4-pipecolate-oxygen radicals and derivatives and nitrites of the 2,2,6,6-4-pipecolate-oxygen radicals as a compound catalyst system, and oxidizing the 5-hydroxy methyl furfural into the 2,5-diformyl furan at a temperature of between 50 and 120 DEG C. The method has the advantages of high oxidizing efficiency, few byproducts, mild reaction conditions, easy separation and purification of products and quite high practicability.

Description

technical field [0001] The invention relates to a method for preparing 2,5-diformyl furan by catalytically oxidizing 5-hydroxymethylfurfural. Specifically, it uses a three-component catalyst system, uses air or oxygen as the oxygen source, and oxidizes 5-hydroxymethylfurfural with high activity and high yield under mild conditions to prepare 2,5-diformylfuran. Background technique [0002] With the depletion of fossil resources such as petroleum, the search for chemicals that can replace fossil resources has increasingly become the focus of research in various countries. 5-Hydroxymethylfurfural obtained from carbohydrates is an important platform compound in biorefinery. (Angew.Chem.Int.Ed.2007,46,7164-7183; Chem.Rev.2007,107,2411-2502) Selective oxidation of 5-hydroxymethylfurfural to prepare 2,5-diformylfuran is its important One of the downstream product development processes. As a key intermediate, 2,5-diformylfuran has important potential applications in synthetic fi...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07D307/46B01J31/02
Inventor 徐杰杜中田马继平苗虹
Owner 中科化物(大连)科技实业有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap