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A method for preparing 5-hydroxymethylfurfural and 5-alkoxymethylfurfural

A technology of alkoxymethyl furfural and hydroxymethyl furfural, applied in the field of ether derivatives, can solve the problems of long technical route, high price of glucose, low yield and the like, and achieve the effect of improving theoretical mass yield

Inactive Publication Date: 2011-11-30
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
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Problems solved by technology

Recently, Zhao et al. reported in Science (2007, 316, 1597), Yong et al. in Angew (2008, 47, 9345), Binder et al. in J.Am.Chem.Soc. (2009, 131, 1979) Results of studies on the catalytic conversion of glucose to 5-hydroxymethylfurfural; these methods used CrCl 2 or CrCl 3 Catalysts, or use ionic liquids as solvents, some have low yields, and some products are difficult to separate from ionic liquid solvents; some catalysts are highly toxic and cause serious pollution; some have long technical routes and high production costs
More importantly, the raw material glucose used is expensive, and the process route is not well integrated with production, which cannot meet the needs of industrial-scale production and application.

Method used

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  • A method for preparing 5-hydroxymethylfurfural and 5-alkoxymethylfurfural

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Embodiment 1: Cotton fiber system 5-hydroxymethylfurfural and 5-methoxymethylfurfural

[0030] exist figure 1 In the shown reactor, 10 grams of absorbent cotton is filled, and a mass concentration of 2% ZnBr is continuously introduced with a metering pump. 2 solution, the mass ratio of water and methanol in the solvent is 1:2, and the liquid feed rate is 10ml / h. Under the condition of full circulation of the solution, the temperature was raised to 170°C, and after two hours of reaction, sampling and analysis began.

[0031] The content of HMF and 5-methoxymethylfurfural in the product was analyzed by chromatography. After reacting for 5 hours, the change of the absorbent cotton quality before and after the reaction was calculated, and the conversion rate was 55%. The analysis results showed that the selectivity of HMF and 5-methoxymethylfurfural reached 7% and 31%, respectively, and the selectivity of the aldol condensation product of HMF and methanol was 11%.

Embodiment 2

[0032] Example 2: 5-hydroxymethylfurfural and 5-methoxymethylfurfural produced from paper fibers

[0033] exist figure 1 In the shown reactor, fill 10 grams of filter paper (Hangzhou Special Paper Industry Co., Ltd.) debris, and continuously feed mass concentration 1.5% ZnBr with metering pump 2 solution, the mass ratio of water and isopropanol in the solvent is 1:3, and the liquid feed rate is 10ml / h. Under the condition of full circulation of the solution, the temperature was raised to 190°C, and after two hours of reaction, sampling and analysis began.

[0034] The content of HMF and 5-isopropoxymethylfurfural in the product was analyzed by gas chromatography. After reacting for 5 hours, the change of filter paper quality before and after the reaction was calculated, and the conversion rate was 60%. Gas chromatographic analysis showed that the selectivity of HMF and 5-isopropoxymethylfurfural reached 5% and 35%, respectively. In addition, the selectivity of the aldol cond...

Embodiment 3

[0035] Embodiment 3 pine wood chips make 5-hydroxymethylfurfural and 5-methoxymethylfurfural

[0036] In the reactor, fill 10 grams of 10-40 mesh pine chips, and use a metering pump to continuously feed a mass concentration of 1% ZnBr 2 solution, the mass ratio of water and methanol in the solvent is 1:2, and the liquid feed rate is 10ml / h. Under the condition of full circulation of the solution, the temperature was raised to 190°C, and after two hours of reaction, sampling and analysis began.

[0037] The content of HMF and 5-methoxymethylfurfural in the product was analyzed by gas chromatography. After reacting for 5 hours, the mass change of pine sawdust before and after the reaction was calculated, and the conversion rate was 35%. Gas chromatography analysis showed that the selectivity of HMF and 5-methoxymethylfurfural reached 8% and 36%, respectively, and the selectivity of the aldol condensation product of HMF and methanol was 9%.

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Abstract

The invention relates to a method for preparing 5-hydroxymethylfurfural and its derivatives from carbohydrates. The method uses biomass such as straw and wood chips that contain cellulose, lignocellulose and other biomass that can be converted into carbohydrates as raw materials. After molding, it is fixed in a fixed-bed reactor, and the catalyst is used as the mobile phase to convert through catalytic hydrolysis and etherification. process to obtain 5-hydroxymethylfurfural and 5-alkoxymethylfurfural compounds.

Description

technical field [0001] The present invention relates to a method for converting biomass into liquid fuel and energy chemicals in the field of energy, especially a method for preparing 5-hydroxymethylfurfural (HMF) and its derivatives from carbohydrates, specifically, a A method for preparing ether derivatives such as HMF and 5-alkoxymethylfurfural from biomass such as cellulose and lignocellulose. Background technique [0002] Energy is a necessity for the survival and development of human society. The continuous consumption of fossil resources and the serious impact on the environment have become a major problem that needs to be solved in the sustainable development of human society. The search for a renewable new energy system that replaces petroleum has received great attention and attention. The energy system based on biomass conversion has the characteristics of environmental friendliness and renewability, and the development of renewable bioenergy is one of the import...

Claims

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Application Information

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IPC IPC(8): C07D307/46
Inventor 高进徐杰苗虹马红黄义争张展任秋鹤车鹏华
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI