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Method for preparing 5-hydroxymethylfurfural

A technology of hydroxymethylfurfural and acidic catalysts, which is applied in organic chemistry and other fields, can solve the problems of few preparation methods of HMF, and achieve the effects of large-scale industrialization, good stability, and easy scale-up

Active Publication Date: 2021-05-25
宁波华呋新材料科技有限公司
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  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Under mild temperature conditions, especially at ≤ 50 °C, there are relatively few HMF preparation methods that can obtain high selectivity and high yield, and there are no reports that can achieve 90% yield and selectivity

Method used

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  • Method for preparing 5-hydroxymethylfurfural
  • Method for preparing 5-hydroxymethylfurfural

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066] Weigh 100 g of 1-propyl-3-methylimidazolium chloride, 20 g of fructose, 0.01 g of 98% concentrated sulfuric acid, mix well, heat to 50 ° C for 6 h, and depressurize to 1000 Pa during the reaction (i.e. the system pressure is 1000Pa), remove the water content generated by the reaction, after the reaction is completed, the HMF concentration in the solution is detected by HPLC. The yield reaches 98%, and the selectivity is 99%. The vacuum was evacuated to 1000 Pa, the temperature was raised to 115° C., and 13.2 g of white solid crystals were obtained by distillation, wherein the HMF content was 99.5%.

Embodiment 2

[0068] Weigh 100g of 1-pentyl-3-butylimidazolium hexafluorophosphate, 20g of sucrose, and 0.5g of chromium chloride, mix well, heat to 80°C for 2 hours, and depressurize to 5000Pa during the reaction (ie, the system The pressure is 5000Pa), remove the moisture content generated by the reaction, after the reaction is completed, the HMF yield in the solution detected by HPLC reaches 96%, and the selectivity is 98%. The vacuum was evacuated to 100 Pa, the temperature was raised to 113° C., and 13.0 g of white solid crystals were obtained by distillation, wherein the HMF content was 99.2%.

Embodiment 3

[0070] Weigh 100 g of 1-propyl-3-dodecylimidazole trifluoroacetate, 20 g of glucose, and 0.5 g of β molecular sieve, mix well, heat to 70 ° C for 2 h, and depressurize to 500 Pa during the reaction (ie The system pressure is 500 Pa), and the moisture generated by the reaction is removed. After the reaction is completed, the HMF yield in the solution detected by HPLC reaches 96%, and the selectivity is 96%. The vacuum was evacuated to 500 Pa, the temperature was raised to 115° C., and 13.1 g of internal white solid crystals were obtained by distillation, wherein the HMF content was 99.6%.

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Abstract

The invention discloses a method for preparing 5-hydroxymethylfurfural. The method comprises directly mixing a hexose compound, an ionic liquid and an acid catalyst to obtain a mixture, and vacuumizing in the reaction process to take away water to obtain the 5-hydroxymethylfurfural. According to the method, the HMF is prepared by taking the ionic liquid as a solvent under a mild condition, and due to the fact that the reaction temperature is low, no side reaction occurs basically, and the solution is clear and transparent after the reaction, possibility is provided for catalyzing the reaction through the molecular sieve.

Description

technical field [0001] The application relates to a method for preparing 5-hydroxymethylfurfural, which belongs to the technical field of organic synthesis. Background technique [0002] 5-Hydroxymethylfurfural (HMF) is considered as a platform compound and can be used as a substrate for direct synthesis. It is identified as two of the 12 platform compounds by the U.S. Department of Energy. , the key intermediate, is one of the "bridges" connecting the petrochemical industry and the biochemical industry. Most of the sources of the traditional chemical industry are oil and natural gas. These mineral resources are non-renewable resources, and the environmental pollution is serious in the process of processing and use. Therefore, green chemistry that reduces environmental pollution and realizes sustainable development of human beings is receiving more and more attention s concern. HMF and its 2,5-disubstituted furan derivatives are prepared from renewable biomass resources an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 张亚杰马中森方雯婷
Owner 宁波华呋新材料科技有限公司
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