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Method for preparing 5-hydroxymethylfurfural through efficient dehydration of hexose

A technology of hydroxymethyl furfural and hexose, applied in the field of preparation of 5-hydroxymethyl furfural, can solve the problems of adding large organic solvents and additives, expensive solvent ionic liquids, large catalysts, etc., and achieves high selectivity, good Application prospect, low cost effect

Inactive Publication Date: 2014-01-01
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the above-mentioned catalytic system, when metal chloride is used as a catalyst, the disadvantage is that the catalyst has greater toxicity, and the price of the solvent ionic liquid is more expensive; the disadvantage of using inorganic acid or solid acid as a catalyst is that it can only be applied to D-fructose. Catalytic dehydration process, and need to add a lot of organic solvents and additives

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Example 1: Catalytic dehydration of fructose

[0014] Dissolve 1.0g (5.6mmol) of fructose in 10mL of dimethyl sulfoxide, add 0.01g of graphite oxide, which is obtained from dense crystalline graphite by the Hummers method, and stir magnetically at 120°C under nitrogen protection After reacting for 4 hours, analyze the reaction results with gas-mass spectrometer and high-performance liquid chromatography; the conversion rate of fructose is 79%, and the yield of 5-hydroxymethylfurfural can reach 60.8%; neutralize with saturated sodium bicarbonate The reaction solution was filtered, dried, and distilled to collect the product.

Embodiment 2

[0015] Example 2: Catalytic dehydration of fructose

[0016] Dissolve 1.0g (5.6mmol) of fructose in 10mL of N, N-dimethylformamide, add 0.05g of graphite oxide, which is obtained from dense crystalline graphite by oxidation, at 140°C under the protection of argon After 2 hours of magnetic stirring reaction, the reaction results were analyzed by gas-mass spectrometry and high-performance liquid chromatography. The conversion rate of fructose is 69%, and the yield of 5-hydroxymethylfurfural can reach 47%. After neutralizing the reaction solution with saturated sodium bicarbonate, filter, dry, and distill to collect the product.

Embodiment 3

[0017] Example 3: Catalytic dehydration of fructose

[0018] Dissolve 1.0 g (5.6 mmol) of fructose in 10 mL of N, N-dimethylacetamide, add 0.075 g of graphite oxide, which is obtained from flake graphite by the Hummers method, at 100 ° C, under the protection of nitrogen, magnetically After stirring and reacting for 4 hours, analyze the reaction result with gas-mass spectrometer and high-performance liquid chromatography; the conversion rate of fructose is 54%, and the yield of product 5-hydroxymethylfurfural can reach 41%; and the reaction solution, filtered, dried, and distilled to collect the product.

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Abstract

The invention relates to a method for preparing 5-hydroxymethylfurfural through efficient dehydration of hexose. The method comprises the steps of in nitrogen, argon or air atmosphere, mixing hexose, graphite oxide and an organic solvent to obtain a reaction system; performing catalytic reaction on the reaction system for 1-6 hours at 50-180 DEG C; neutralizing the reaction solution by using saturated sodium bicarbonate, and filtering, drying and distilling to obtain 5-hydroxymethylfurfural. The method has the advantages that the graphite oxide is used as a catalyst, the price is low, and hexose can be efficiently and highly-selectively catalyzed to prepare 5-hydroxymethylfurfural; the reaction byproduct is water which is small in pollution and environment-friendly and can be treated easily; only renewable compounds including fructose and the like are consumed in the whole process, so that the method is relatively low in cost, can meet requirements of technical economy, has a good application prospect, and is a catalytic reaction system which is wide in application prospect.

Description

Technical field [0001] Background technique [0002] 2 So 4 3 PO 4 2 Invention content [0003] [0004] Technical solution of the present invention: [0005] [0006] [0007] [0008] [0009] [0010] [0011] Detailed ways [0012] [0013] [0014] [0015] [0016] [0017] [0018] [0019] [0020] [0021] [0022] [0023] [0024] [0025] [0026] [0027] [0028] [0029] [0030] [0031] [0032]The above instances show that the new organic catalyst system provided in the present invention is in the appropriate reaction medium, according to the conditions provided by the invention, it can high efficiency and highly selectively catalyze the self-dehydration to form a 5-hydroxytic group.Frameroxy.The reaction can be performed under the protection of nitrogen or an atmosphere; during the reaction process, the catalyst is insoluble in the reaction system, which fully reflects the advantages and role of multi -phase catalysts, so the product has high selectivity; ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/48
CPCC07D307/46
Inventor 仝新利聂光霞薛松张阳阳
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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