Method for preparing 2, 5-furandicarboxylic acid from furfural

A technology for furandicarboxylic acid and furandicarboxylate is applied in the field of preparation of biomass-based furfural to synthesize 2,5-furandicarboxylic acid, and can solve the problems of complex process, high reaction temperature, harsh reaction conditions and the like, and achieve high product purity, Simple production process and wide-ranging effects

Active Publication Date: 2021-10-29
EAST CHINA NORMAL UNIV
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  • Abstract
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Problems solved by technology

This method uses non-grain biomass as raw material to prepare furfural and then oxidizes to obtain furoic acid, and then furoic acid is combined with CO 2 Add 2,5-furandicarboxylic acid under the action of catalysts such as potassium carbonate and sodium oxalate, and the yield is about 75%. However, the reaction conditions are harsh when catalyzing furoic acid to generate 2,5-furandicarboxylic acid. CO in kettle 2 Pressure up to 10MPa, not conducive to industrialization
Thiyagarajan et al. (RSCAdv., 2013, 3, 15678–15686) reported a CdI 2 As a catalyst, it catalyzes the disproportionation of potassium furoate to generate 2,5-furandicarboxylic acid at 260°C, and the yield can reach 89%, but there is the formation of by-product 2,4-furandicarboxylic acid, which is difficult to separate
[0005] In summary, the current production route of 2,5-furandicarboxylic acid mainly has problems such as harsh reaction conditions, complicated process, less raw materials, and difficult separation and purification of products.

Method used

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  • Method for preparing 2, 5-furandicarboxylic acid from furfural

Examples

Experimental program
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Effect test

Embodiment 1

[0024] (1) Selective hydrogenation of furfural to furfuryl alcohol

[0025] Hydrogenation catalysts are prepared by impregnation. A certain amount of PdCl 2 Dissolved in an appropriate amount of water, weighed 1 g SiO 2 Add to PdCl 2 In the solution, the loading amount of metal Pd is 2%. Stir the mixture until dry, dry it overnight at 80°C, and grind it into powder. The powder is calcined at 350°C in a nitrogen atmosphere, then reduced with hydrogen at the same temperature, cooled and then passed through a mixture of nitrogen and air for aging to obtain a hydrogenation catalyst.

[0026] The present embodiment takes furfural as raw material. Add 0.2g of hydrogenation catalyst into the reactor, add 1g of furfural, and then add 40mL of anhydrous methanol as a solvent. After sealing the reactor, first use N 2 Replace the air in the reactor, and then use H 2 Replace the N in the reactor 2 , then filled with 2MPa of H 2 . The reaction kettle was heated to 150°C and react...

Embodiment 2

[0034] (1) Selective hydrogenation of furfural to furfuryl alcohol

[0035] Hydrogenation catalysts are prepared by impregnation. Dissolve a certain amount of nickel nitrate in an appropriate amount of water, add 1g of ZrO to the solution 2 , so that the loading of metal Ni is 10%. Stir the mixture until dry, dry it overnight at 80°C, and grind it into powder. The powder is calcined at 450°C in a nitrogen atmosphere, then reduced with hydrogen at the same temperature, cooled and then passed through a mixture of nitrogen and air for aging to obtain a hydrogenation catalyst.

[0036] The present embodiment takes furfural as raw material. Add 1g of hydrogenation catalyst into the reactor, add 10g of furfural, and then add 40mL of n-hexane as a solvent. After sealing the reactor, first use N 2 Replace the air in the reactor, and then use H 2 Replace the N in the reactor 2 , then filled with 4MPa of H 2 . The reaction kettle was heated to 180°C and reacted for 2 hours.

...

Embodiment 3

[0044] (1) Selective hydrogenation of furfural to furfuryl alcohol

[0045] Hydrogenation catalysts are prepared by impregnation. Dissolve a certain amount of ruthenium chloride into an appropriate amount of water, add 1 g of activated carbon to the solution, and keep the metal Ru loading at 1.5%. Stir the mixture until dry, dry it overnight at 80°C, and grind it into powder. The powder is calcined at 350°C in a nitrogen atmosphere, then reduced with hydrogen at the same temperature, cooled and then passed through a mixture of nitrogen and air for aging to obtain a hydrogenation catalyst.

[0046] The present embodiment takes furfural as raw material. Add 0.2g of hydrogenation catalyst into the reactor, add 2g of furfural, and then add 40mL of tetrahydrofuran as a solvent. After sealing the reactor, first use N 2 Replace the air in the reactor, and then use H 2 Replace the N in the reactor 2 , then filled with 5MPa of H 2 . The reaction kettle was heated to 140°C and r...

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Abstract

The invention discloses a synthesis method of 2, 5-furandicarboxylic acid. The method comprises the following steps: 1, selectively hydrogenating furfural to obtain furfuryl alcohol, 2, hydroxymethylating furfuryl alcohol to obtain 2, 5-furandimethanol, and 3, oxidizing 2, 5-furandimethanol to generate 2, 5-furandicarboxylic acid. The method has the advantages that the biomass platform derived compound furfural is used as the raw material and is wide in source, low in price and easy to obtain, the furfuryl alcohol hydroxymethylation process is simple, and the concept of green and sustainable development is met.

Description

technical field [0001] The present application relates to the technical field of synthesis of 2,5-furandicarboxylic acid, in particular to a preparation method for synthesizing 2,5-furandicarboxylic acid from biomass-based furfural. Background technique [0002] As a biomass-derived chemical, 2,5-furandicarboxylic acid, because of its similar structure and chemical properties to the petroleum-derived chemical terephthalic acid, can replace p-xylene to play a role in polyester, polyamide and other fields. In 2004, it was listed as one of the 12 bio-based platform chemicals by the US Department of Energy. Therefore, the research on how to efficiently and greenly prepare 2,5-furandicarboxylic acid is of great significance. [0003] At present, the synthesis technology of 2,5-furandicarboxylic acid mainly includes 5-hydroxymethylfurfural (HMF) route and furoic acid route. The HMF route is to prepare HMF through hydrolysis of fructose and other raw materials, and to obtain 2,5-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/68B01J23/44B01J23/46
CPCC07D307/68B01J23/44B01J23/462Y02P20/584
Inventor 赵晨雷淑桃李愽龙
Owner EAST CHINA NORMAL UNIV
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