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Method for preparing 5-acetoxymethyl furfural with carbohydrate

A technology of acetoxymethylfurfural and carbohydrates, which is applied in the field of preparing 5-acetoxymethylfurfural, can solve the problems that the catalyst cannot be recycled and reused, the cost is high, and the yield is low, and it has a good industrial application prospect and no equipment Corrosion, high yield effect

Inactive Publication Date: 2009-12-30
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] The object of the present invention is to provide a kind of easy method that can prepare 5-acetoxymethyl furfural by carbohydrate, to overcome the disadvantages such as high cost, low yield and catalyst can not be recycled and reused in the prior art

Method used

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  • Method for preparing 5-acetoxymethyl furfural with carbohydrate

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Experimental program
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Effect test

Embodiment 1

[0014] Soak 301 type weak base anion exchange resin with 10% NaCl solution for 8h, then wash with distilled water until AgNO 3 The solution was detected until there was no white precipitate, and then exchanged with ammonium acetate solution with a mass fraction of 7%, and then washed with distilled water until AgNO 3 The solution is tested until there is no white precipitate, then suction-filtered and dried to obtain an acetate-exchanged weak base anion-exchange resin.

[0015] Add 0.09g fructose (0.5mmol) and 1mL dimethyl sulfoxide to a single-necked round bottom flask, then add 0.09g acidic cation exchange resin, connect the condenser and place it in an oil bath, and raise the temperature of the oil bath to 100 ℃, constant temperature, stirring, and stop the reaction after 6 hours of reaction. The reaction system was cooled to room temperature with water, and the catalyst was separated by centrifugation. High performance liquid chromatography detection showed that the yiel...

Embodiment 2

[0017] Add 0.09g fructose (0.5mmol) and 1mL dimethyl sulfoxide to a single-necked round bottom flask, then add 0.09g acidic cation exchange resin, connect the condenser and place it in an oil bath, and raise the temperature of the oil bath to 100 ℃, constant temperature, stirring, and stop the reaction after 6 hours of reaction. The reaction system was cooled to room temperature with water, and the catalyst was separated by centrifugation. High performance liquid chromatography detection showed that the yield of HMF was 93%. 4A molecular sieve is used to remove the water generated by the dehydration reaction, and the 4A molecular sieve is separated by filtration. Acetic anhydride was added according to the molar ratio of HMF and acetic anhydride being 1:3, and the reaction was stopped after reacting at 70° C. for 1 hour. The reaction system was cooled to room temperature with water. High-performance liquid chromatography detection showed that the yield of AMF was 71%, calcu...

Embodiment 3

[0019] Add 0.09g fructose (0.5mmol) and 1mL dimethyl sulfoxide to a single-necked round bottom flask, then add 0.09g acidic cation exchange resin, connect the condenser and place it in an oil bath, and raise the temperature of the oil bath to 100 ℃, constant temperature, stirring, and stop the reaction after 6 hours of reaction. The reaction system was cooled to room temperature with water, and the catalyst was separated by centrifugation. High performance liquid chromatography detection showed that the yield of HMF was 93%. 4A molecular sieve is used to remove the water generated by the dehydration reaction, and the 4A molecular sieve is separated by filtration. Add 0.05 g of acetate-exchanged weak base anion exchange resin prepared according to Example 1, and add acetic anhydride according to the molar ratio of HMF to acetic anhydride of 1:3, and stop the reaction after reacting at 70° C. for 1 hour. The reaction system was cooled to room temperature with water, and the ca...

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Abstract

A method for preparing 5-acetoxymethyl furfural with carbohydrate at normal pressure comprises the following steps: adopting fructose or glucose as raw material and dimethylsulphoxide as reaction medium to produce 5-methylol furfural through dehydration in the present of solid acid catalyst, cooling the obtained products, removing the solid acid, removing the water generated in the dehydration reaction with 4A molecular sieve, separating the molecular sieve through filtration and then adding anion-exchange resin of which anions are displaced by acetate and acetic anhydride to perform acetylation reaction to generate 5-acetoxymethyl furfural. The method has high yield, mild reaction conditions, cheap and accessible raw materials and catalyst, the catalyst can be recycled and the whole process is non-corrosive to devices and environmentally friendly.

Description

Technical field: [0001] The invention relates to a method for preparing 5-acetoxymethylfurfural from carbohydrates. Background technique: [0002] 5-Acetoxymethylfurfural (AMF) is a new type of liquid fuel with a calorific value comparable to that of gasoline (8.7kWh / L). In addition, AMF can be used as a precursor for the production of new plastic monomers 2,5-furandimethanol and 2,5-furandicarboxylic acid. AMF can also be used to produce pesticides, spices, fine chemicals, etc. [0003] Dehydration of carbohydrates to produce 5-hydroxymethylfurfural (HMF), followed by hydrogenation to produce dimethylfuran or long-chain alkanes, is an effective method for biomass resources to replace fossil resources to produce liquid fuels. But the hydrogenation reaction needs to consume extra hydrogen and harsh hydrogenation reaction conditions. AMF is the product of HMF acetylation, usually using acetic acid or acetic anhydride as the acetylating reagent, and acetic acid can also be pr...

Claims

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Application Information

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IPC IPC(8): C07D307/46B01J31/08C10L1/02
CPCY02P20/584
Inventor 胡常伟杨宇燕鸿鹏向西童冬梅祝良芳李桂英
Owner SICHUAN UNIV
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