A method for preparing 5-hydroxymethylfurfural from glucose

A technology of hydroxymethylfurfural and glucose, which is applied in the field of 5-hydroxymethylfurfural, can solve the problems of high price of ionic liquid, unfavorable industrial production, high catalyst toxicity, etc., and achieve large-scale production, good economy and low price Effect

Active Publication Date: 2017-06-20
XIAMEN UNIV
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  • Abstract
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Problems solved by technology

However, with the metal ion Cr 3+ Because the catalyst has the problems of high toxicity and environmental pollution, at the same time, the ionic liquid is expensive and has poor recyclability, which is not conducive to industrial production

Method used

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  • A method for preparing 5-hydroxymethylfurfural from glucose

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Effect test

Embodiment 1

[0034] Add 50g of water, 2.5g of glucose, 3g of choline chloride and 0.3ml of hydrochloric acid (37%) into a 100mL round bottom flask, fully dissolve. The flask was placed in a water bath for heating reaction at a temperature of 100° C., and the reaction time was 4 h. After the reaction, the 5-hydroxymethylfurfural obtained by the reaction was extracted with acetonitrile, and the acetonitrile was separated by distillation under reduced pressure to obtain the product 5-hydroxymethylfurfural. The molar yield of the product was 0.86mol% as determined by HPLC.

Embodiment 2

[0036] Add 50g of water, 2.5g of glucose, 0.2g of choline, and 0.1g of borax into a 100mL round-bottomed flask to fully dissolve. The flask was placed in a water bath, and the heating reaction was carried out under N2 atmosphere, the temperature was 30° C., and the reaction time was 20 h. After the reaction was completed, water was distilled off under reduced pressure. Add 0.3ml of hydrochloric acid (37%) to the residue to neutralize the reaction solution, then add 3g of choline chloride to mix, place in a water bath for heating reaction, the temperature is 90°C, and the reaction time is 6h. After the reaction, the 5-hydroxymethylfurfural obtained by the reaction was extracted with acetonitrile, and the acetonitrile was distilled and separated under reduced pressure to obtain the product 5-hydroxymethylfurfural. The molar yield of the product was 22.5 mol% as determined by HPLC.

Embodiment 3

[0038] Add 50g of water, 2.5g of glucose, 0.2g of choline, and 0.1g of borax into a 100mL round-bottomed flask to fully dissolve. The flask was placed in a water bath, and the heating reaction was carried out under N2 atmosphere at a temperature of 55° C., and the reaction time was 8 h. After the reaction was completed, water was distilled off under reduced pressure. Add 0.3ml of hydrochloric acid (37%) to the residue to neutralize the reaction solution, then add 3g of choline chloride to mix, place in a water bath for heating reaction, the temperature is 90°C, and the reaction time is 6h. After the reaction, the 5-hydroxymethylfurfural obtained by the reaction was extracted with acetonitrile, and the acetonitrile was separated by distillation under reduced pressure to obtain the product 5-hydroxymethylfurfural. The molar yield of the product was 20.4 mol% as determined by HPLC.

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Abstract

The invention provides a method for preparing 5-HMF (hydroxymethylfurfural) from glucose, and relates to 5-hydroxymethylfurfural. The method comprises the following steps that glucose, sinkaline, borax and water are mixed in a reaction container and are subjected to heating reaction; after the reaction is completed, pressure reduction distillation water removal is performed to obtain residue; hydrochloric acid is added into the residue to neutralize reaction liquid; then, choline chloride is added for fixed heating reaction; after the reaction is completed, acetonitrile is extracted obtain 5-HMF; acetonitrile is separated to obtain 5-HMF. The sinkaline and the borax are used as catalysts for catalyzing the reaction; the yield is high; the fructose is fast prepared; the fructose yield can reach 50.8 percent; the fructose can be further efficiently, fast and conveniently converted into HMF. The method has the characteristics that the method is simple; the conditions are mild; the price is low; green and environment-friendly effects are achieved, and the like. Meanwhile, isomerized catalyst choline can be sufficiently used; good economic performance is realized; the mass production can be favorably realized.

Description

technical field [0001] The present invention relates to 5-hydroxymethylfurfural, in particular to a method for preparing 5-hydroxymethylfurfural from glucose. Background technique [0002] 5-Hydroxymethylfurfural is also known as 5-hydroxymethyl-2-furfural, hydroxymethylfurfural, 5-hydroxymethylfurfural or 5-hydroxymethyl-2-furfural (5-hydroxymethylfurfural, HMF). The HMF molecule contains a furan ring, an aldehyde group and an alcoholic hydroxyl group at the same time. Its chemical properties are relatively active, and various high-value-added derivatives can be prepared through reactions such as oxidation, hydrogenation, hydrolysis, esterification, etherification and condensation. Widely used in the fields of energy, materials and medicine, it is considered to be an extremely important platform compound with broad market prospects [1]. Early studies mainly focused on acid-catalyzed dehydration of fructose to generate HMF. Compared with fructose, glucose is cheap and has ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 孙勇陈晖晖左淼熊彩霞陈伟曾宪海林鹿
Owner XIAMEN UNIV
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