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Catalytic system for synthesizing 5-hydroxymethylfurfural by dehydration of sugar or polysaccharide

A technology of hydroxymethyl furfural and a catalytic system, applied in directions such as organic chemistry, can solve the problems of poor selectivity and low yield of 5-hydroxymethyl furfural, and achieve the effects of easy handling, low cost, and cheap and readily available raw materials

Inactive Publication Date: 2011-10-12
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above research results show that due to the presence of a large number of fructose and glucose molecular structural units in sucrose and polysaccharide molecules, when a single catalyst system is used for the reaction, the selectivity of the product 5-hydroxymethylfurfural is poor, resulting in low yields. Low, still need to continuously improve and improve catalytic reaction technology

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Example 1: Catalytic dehydration of sucrose

[0016] Dissolve 1.0 g (5.6 mmol) of sucrose in 10 mL of dimethyl sulfoxide, add 0.56 mmol of ferric chloride and 0.28 mmol of ammonium bromide, stir at 90 ℃, under nitrogen protection, and magnetically stir. After reaction for 2 hours, use gas- The results of the reaction were analyzed by mass spectrometry and high performance liquid chromatography; the conversion rate of sucrose was 98%, and the yield of 5-hydroxymethyl furfural could reach 75%.

Embodiment 2

[0017] Example 2: Catalytic dehydration of cellobiose

[0018] Dissolve 1.0g cellobiose in 20mL N, N -Add 0.45 mmol iron bromide and 0.30 mmol ammonium chloride to dimethylformamide, stir it magnetically at 80 ℃ under oxygen atmosphere, react for 3 hours, analyze by gas-mass spectrometry and high performance liquid chromatography The result of the reaction; the cellobiose conversion rate was 90%, and the yield of 5-hydroxymethyl furfural could reach 72%; after the reaction, the reaction solution was concentrated by distillation, and then the mixed solution was extracted with ethyl acetate, distilled under reduced pressure, and dried. Collect the product.

Embodiment 3

[0019] Example 3: Catalytic dehydration of inulin

[0020] Dissolve 1.0 inulin in 40mL N- Add 0.56mmol of ferrous chloride and 2.0mmol of ammonium bromide to methylpyrrolidone. After reacting for 3 hours at 100°C under oxygen atmosphere, analyze the results of the reaction by gas-mass spectrometry and high performance liquid chromatography. The conversion rate of inulin is 85%, and the yield of 5-hydroxymethyl furfural can reach 63%; after the reaction, the reaction solution is concentrated by distillation, and then the mixed solution is extracted with ethyl acetate, distilled under reduced pressure, and dried to obtain the product .

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Abstract

The invention relates to a catalytic system for synthesizing 5-hydroxymethylfurfural by dehydration of sugar or polysaccharide. The catalytic system consists of metal halide and halogenated ammonium, wherein the molar ratio of metal halide to halogenated ammonium is 0.1-10; and the catalytic system is used for synthesizing 5-hydroxymethylfurfural by dehydration of sugar or polysaccharide. The specific method comprises the following steps: dissolving the sugar or polysaccharide in a solvent; adding the mixture into the catalytic system so as to form a reaction system; and at the temperature of 0-200 DEG C and under atmosphere gas, carrying out magnetic stirring for dehydration reaction, wherein the reaction time is 30 seconds to 24 hours. The catalytic system has the advantages that the components of the catalytic system are different halogenated compounds, raw materials are available and cheap and cost is low, can catalyze the dehydration of sugar or polysaccharide so as to prepare 5-hydroxymethylfurfural with high efficiency and high selectivity and is environmentally-friendly, and the product is easy to process; in the whole process, different sugar or polysaccharide compounds are consumed, and cost is low, thereby meeting the technical economy requirement and having a good application prospect.

Description

Technical field [0001] The invention relates to a catalyst for preparing 5-hydroxymethyl furfural, in particular to a catalyst system for the dehydration of sucrose or polysaccharides to synthesize 5-hydroxymethyl furfural. Background technique [0002] At present, in order to solve the energy crisis and develop a low-carbon economy, in the field of chemistry and chemical engineering, the conversion of catalytic biomass raw materials into high value-added chemicals is gradually becoming an important research direction. The synthesis of furan derivatives using sucrose and polysaccharides as reaction raw materials is the main process of biomass conversion and utilization. Generally speaking, sucrose first undergoes intramolecular dehydration to obtain intermediate fructose and glucose, and then undergoes a three-step reaction to remove three molecules of water. The final product 5-hydroxymethyl furfural is formed. US Patent No. 4,740,605 reports a method for synthesizing 5-hydroxy...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46
Inventor 仝新利程毅李小军肖红亭田丽君
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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