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Method for preparing 5-hydroxymethyl furfural from sugar

A technology of hydroxymethylfurfural and sugars, applied in the field of chemical preparation, can solve the problems of low yield of 5-hydroxymethylfurfural, difficulty in product separation, difficulty in preparation, etc., and achieve convenient product separation, high application value, The effect of simple process

Active Publication Date: 2016-08-31
GNSG ANHUI HONG SIFANG +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The traditional method of preparing 5-hydroxymethylfurfural (5-HMF) has high requirements on the selection of raw materials, generally limited to fructose, and the direct preparation of 5-HMF from glucose and polysaccharides has low yield and poor selectivity
And the traditional preparation method generally is to react in a large amount of toxic organic solvents such as dimethylsulfoxide (DMSO) (Chheda JN etc.), 1-methyl-2-pyrrolidone, acetonitrile and polyethylene glycol, At the same time, the reaction will generate a large amount of by-product humin
The subsequent development of ionic liquid (ClementLansalot-Matras, etc.) and critical water (Feridoun Salak Asghari, etc.) reaction systems requires high purity of raw materials, serious loss, and high cost
[0004] In recent years, the method that uses inorganic acid (Yusuke Takeuchi etc.) catalyst catalyzed sugars to convert to 5-HMF has also been reported. Although this method is relatively simple and has less investment, it pollutes the environment, corrodes equipment, and is difficult to separate from the product. The existence of a large number of side reactions makes the yield of 5-hydroxymethylfurfural (5-HMF) low
Subsequent methods of using solid base catalysts and solid acid catalysts (Xinhua Qi, etc.) to replace traditional inorganic acid catalysts to prepare 5-HMF also have problems such as difficult preparation, high price, and low stability.

Method used

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  • Method for preparing 5-hydroxymethyl furfural from sugar
  • Method for preparing 5-hydroxymethyl furfural from sugar
  • Method for preparing 5-hydroxymethyl furfural from sugar

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Add 0.1g fructose and 0.1g FeCl to a 15mL pressure-resistant tube 3 Catalyst, 0.5mL of water and 4.5mL of γ-valerolactone (GVL), heated to 120°C under magnetic stirring at a stirring rate of 800r / min, and continued to react with constant temperature stirring for 3h.

[0017] After the reaction is completed, cool to room temperature, sample and dilute, and measure the content of 5-hydroxymethylfurfural (5-HMF) by high-performance liquid chromatography (HPLC).

[0018] High performance liquid chromatography detection conditions: Hitachi L2000HPLC System, Alltech C18column, mobile phase CH 3 OH:H 2 O=20:80, flow rate: 1.0 mL / min, column temperature: 30° C., detector: DAD, detection wavelength: 284 nm.

[0019] It was determined by HPLC that the product of this example was 5-hydroxymethylfurfural (5-HMF), and the yield of 5-hydroxymethylfurfural (5-HMF) was 95.23%.

Embodiment 2

[0021] In this example, 5-hydroxymethylfurfural was prepared in the same manner as in Example 1, except that the amount of water was changed to 1 mL, and the amount of γ-valerolactone (GVL) was changed to 4 mL. After detection, the obtained product was 5-hydroxymethylfurfural (5-HMF), and the yield was 92.15%.

Embodiment 3

[0023] In this example, 5-hydroxymethylfurfural was prepared in the same manner as in Example 1, except that fructose was changed to glucose. After detection, the obtained product was 5-hydroxymethylfurfural (5-HMF), and the yield was 52.60%.

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Abstract

The invention discloses a method for preparing 5-hydroxymethyl furfural from sugar. The method is characterized in that a hexose is taken as the raw material, and a Levis acid is taken as a catalyst, the hexose is converted into 5-hydroxymethyl furfural in a mixed solvent system of water and gamma-valerolactone at temperature of 50-220 DEG C and the pressure of 0.1MPa-2MPa under the catalysis of the Levis acid. The method has the beneficial effects that the product yield is high, and the process route is simple. The method has potential industrial application prospect.

Description

technical field [0001] The invention relates to a method for preparing chemicals, in particular to a method for preparing 5-hydroxymethylfurfural (5-HMF) from sugar. Background technique [0002] Declining oil resources and global warming require people to look for a green and sustainable energy source to reduce dependence on fossil fuels. 5-Hydroxymethylfurfural (5-HMF) is one of the important platform molecules of biomass, which can be used as a chemical reaction intermediate, a raw material for the synthesis of macrocyclic compounds, and a monomer for polymer materials. It can be further oxidized into a high value-added biomass-based derived fuel. 5-Hydroxymethylfurfural (5-HMF) itself also has pharmaceutical activity, and furan derivatives with different functions (including optical activity, medicine and pesticide, biodegradation and strong coordination ability, etc.) can be prepared. Therefore, the research on the preparation of 5-hydroxymethylfurfural (5-HMF) and it...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 傅尧方立贵谢中平刘红梅陶小洲邓晋徐海李兴龙吴江江汪鹏余三喜丁飞焦
Owner GNSG ANHUI HONG SIFANG
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