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Method for preparing maleic anhydride by catalytic oxidation of 5-hydroxymethylfurfural

A technology of hydroxymethylfurfural and maleic anhydride, applied in the direction of organic chemistry, etc., to achieve the effects of safety and easy operation, mild reaction conditions and low energy consumption

Inactive Publication Date: 2012-03-14
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there is no research report on the synthesis of maleic anhydride from 5-hydroxymethylfurfural

Method used

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  • Method for preparing maleic anhydride by catalytic oxidation of 5-hydroxymethylfurfural
  • Method for preparing maleic anhydride by catalytic oxidation of 5-hydroxymethylfurfural
  • Method for preparing maleic anhydride by catalytic oxidation of 5-hydroxymethylfurfural

Examples

Experimental program
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Effect test

Embodiment 1

[0016] Example 1: Add 0.3150g 5-hydroxymethylfurfural and 5mol% vanadyl acetylacetonate to a 50mL reaction kettle, add 5mL acetonitrile, close the kettle, fill with oxygen at a pressure of 1.0MPa, and heat to 90°C under stirring. And keep it for 4h. Then cool to room temperature and carefully reduce pressure to normal pressure. Transfer all the products to a volumetric flask, add the internal standard 2,3,5,6-tetramethylbenzene and use acetone to make the volume, and then take a sample and use the gas chromatography (GC) internal standard quantitative method to obtain the maleic anhydride in the product. content. According to the formula, the yield of maleic anhydride = (the amount of maleic anhydride) / (the amount of the material 5-hydroxymethyl furfural), the yield of maleic anhydride is 43.4% ( figure 2 on). If 5mL acetic anhydride is added, the product is heated to reflux for 2h, that is, the maleic acid in the product is first converted into maleic anhydride, and the chr...

Embodiment 2

[0017] Example 2: Add 0.3150g 5-hydroxymethylfurfural and 5mol% mytol vanadyl into a 50mL reaction kettle, add 5mL acetonitrile, close the kettle, fill with oxygen at a pressure of 1.0MPa, and heat up to 90°C under stirring , And keep it for 4h. Then cool to room temperature and carefully reduce pressure to normal pressure. The product was analyzed according to the method in Example 1, and the total yield of maleic anhydride and maleic acid was 43.3%.

Embodiment 3

[0018] Example 3: 0.3150g 5-hydroxymethylfurfural and 5mol% vanadyl picolinate were added to a 50mL reaction kettle, 5mL acetic acid was added, the kettle was closed, the oxygen pressure was 0.4MPa, and the temperature was raised to 60°C while stirring , And keep it for 8h. Then cool to room temperature and carefully reduce pressure to normal pressure. The product was analyzed according to the method in Example 1, and the total yield of maleic anhydride and maleic acid was 29.6%.

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Abstract

The invention relates to a new route for preparing maleic anhydride by catalytic oxidation of 5-hydroxymethylfurfural. According to the new route, air or oxygen is adopted as oxygen source; a vanadium oxide is adopted as a catalyst; the 5-hydroxymethylfurfural is subjected to selective oxidation at a temperature of 60-130 DEG C to obtain the maleic anhydride and the maleic acid. According to the method of the present invention, the biomass resources are adopted as the final raw material sources, the reaction conditions are mild, and the method has great development potential.

Description

Technical field [0001] The invention relates to a method for preparing maleic anhydride (including the partial hydrolysate maleic acid) by catalytic selective oxidation of 5-hydroxymethyl furfural. The method uses air or oxygen as the final oxygen source, and a vanadium oxide compound as a catalyst, and liquid-phase oxidation of 5-hydroxymethyl furfural at 60-130° C. to obtain maleic anhydride (including the partial hydrolysate maleic acid). Background technique [0002] Maleic anhydride (maleic anhydride) is an important organic chemical raw material, and currently has important applications in resins, pesticides, medicine, additives and other industries. In the organic industry, it is used to produce fumaric acid and tetrahydrofuran, as well as downstream products of 1,4-butanediol, γ-butyrolactone, tetrahydrofuran and succinic acid. Synthetic resin industry is used to make unsaturated polyester resin, alkyd resin, etc. The pesticide industry is used in the manufacture of pes...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/60
Inventor 徐杰杜中田马继平王峰
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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