Method for preparing furan derivatives by catalytic conversion of fructose-based biomass

A technology of furan derivatives and catalytic conversion, applied in the direction of organic chemistry, etc., can solve the problems of unstable chemical properties, difficult separation operation, increased material consumption, corrosion and environmental pressure, etc., and achieves low price, high product separation yield and high yield. selective effect

Active Publication Date: 2013-12-25
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The chemical properties of HMF and CMF are unstable, and the separation operation is difficult
In the process of preparing CMF, the consumption of metered halogen needs to be removed in the final product, which increases material consumption, corrosion and environmental pressure

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Embodiment 1: with 1.8g fructose, 0.038g ZnCl 2 , 0.014g BF 3 ·Et 2 O, 20mL of ethanol was added to a 50mL stainless steel reaction kettle with a polytetrafluoroethylene liner, heated to 100°C, and reacted at this temperature for 4h. Filter with suction to remove unreacted fructose and other insoluble impurities, remove the solvent by rotary evaporation, add 2mL H 2 O, extracted with ethyl acetate into the organic phase, and the obtained organic phase was rotary evaporated to obtain a high-purity furan derivative with an isolation yield of 90%. The qualitative analysis of the reaction products was performed by gas chromatography-mass spectrometry (GC-MS) and compared with the retention times of standard substances (HMF, 5-ethoxymethylfurfural, and ethyl levulinate) in gas chromatography (GC). Compare and confirm. Quantitative analysis of product distribution of different kinds of furan derivatives by 1 As determined by H NMR, the product distribution results were: ...

Embodiment 2

[0016] Embodiment 2: with 1.8g fructose, 0.058g AlCl 3 , 0.022g of n-butyl titanate and 20mL of methanol were added to a 50mL stainless steel reactor with a polytetrafluoroethylene liner, heated to 150°C, and reacted at this temperature for 0.5h. Filter with suction to remove unreacted fructose and other insoluble impurities, remove the solvent by rotary evaporation, add 2mL H 2 O, extracted with dichloromethane into the organic phase, and the obtained organic phase was rotary evaporated to obtain a high-purity furan derivative with an isolation yield of 85%. Qualitative analysis of the reaction products was performed by gas chromatography-mass spectrometry (GC-MS) and compared with the retention times of standard substances (HMF, 5-methoxymethylfurfural, and methyl levulinate) in gas chromatography (GC). Compare and confirm. Quantitative analysis of yield distribution of different kinds of furan derivatives by 1 As determined by H NMR, the product distribution results were...

Embodiment 3

[0017] Embodiment 3: with 1.8g fructose, 0.069g FeCl 3 , 0.014g lanthanum trifluoromethanesulfonate, 20mL methanol was added to a 50mL stainless steel reactor with a polytetrafluoroethylene liner, heated to 130 ° C, and reacted at this temperature for 15h. Filter with suction to remove unreacted fructose and other insoluble impurities, remove the solvent by rotary evaporation, add 2mL H 2 O, extracted with diethyl ether to the organic phase, and the obtained organic phase was rotary evaporated to obtain a high-purity furan derivative with an isolation yield of 80%. Qualitative analysis of the reaction products was performed by gas chromatography-mass spectrometry (GC-MS) and compared with the retention times of standard substances (HMF, 5-methoxymethylfurfural, and methyl levulinate) in gas chromatography (GC). Compare and confirm. Quantitative analysis of yield distribution of different kinds of furan derivatives by 1 H NMR confirmed that the product distribution results w...

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PUM

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Abstract

A method for preparing furan derivatives by catalytic conversion of fructose-based biomass is characterized by: taking biomass such as fructose, cane sugar, inulin and the like as raw materials, taking low-boiling-point alcohols comprising aliphatic alcohols or alicyclic alcohols all with six or less than six carbon atoms as a solvent, and under the effect of a catalyst, performing reactions comprising hydrolysis, dehydration, etherfication and the like for coupling so as to obtain furan derivatives such as 5-alkoxymethyl furfural, levulinate esters, 5-hydroxymethylfurfural and the like. The method has the advantages of high raw material utilization rate, high in-situ coupling efficiency in the dehydration and etherfication reactions, and easily separated and purified system.

Description

technical field [0001] The invention relates to the field of biomass conversion to prepare fine chemicals and energy chemicals, in particular to the production of fructose, sucrose, inulin, etc. A method for preparing furan derivatives by catalytic conversion of biomass. Background technique [0002] It is of great significance to use abundant biomass resources as raw materials to obtain energy chemicals, fuels, etc., and to reduce dependence on fossil resources such as petroleum. Sucrose and fructan are abundant carbohydrates in nature, which widely exist in a variety of plants, and are listed as the three major types of plant storage carbohydrates alongside starch. Fructans widely exist in non-food crops such as Asteraceae and Liliaceae. It is of great value and development prospect to convert fructo-based biomass into high value-added chemicals. [0003] 5-Alkoxymethylfurfural and levulinate are potential biofuels or fuel additives (ChemSusChem, 2012, 5, 150-166; Catal ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46
Inventor 徐杰贾秀全马继平王敏路芳聂鑫车鹏华
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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