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Method for preparing 2,5-furandicarboxylic acid (FDCA) from sugar

A technology of furandicarboxylic acid and sugars, applied in directions such as organic chemistry, can solve the problems of harsh reaction conditions, inconsistent reaction solvents, increased operation steps and production costs, and achieves simple process, high product yield, and convenient product separation. Effect

Active Publication Date: 2019-04-05
UNIV OF SCI & TECH OF CHINA
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Problems solved by technology

[0003] In view of the important role and use of furandicarboxylic acid, it is very meaningful to study the conversion of carbohydrates, especially HMF, to FDCA. However, the reaction from sugar to FDCA still has harsh reaction conditions, expensive catalysts, and complex and uncontrollable catalyst preparation processes. , Not conducive to large-scale industrial production and other issues
In the reported reaction process, most of them are two-step reactions from sugar to HMF and HMF to FDCA, and the reaction solvents are not uniform, which increases the operation steps and production costs. Therefore, how to achieve sugar to HMF and HMF to FDCA in one solvent The reaction process of FDCA's one-pot two-step method is of great significance and is also a hot spot of current research

Method used

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preparation example Construction

[0023] In some embodiments of the preparation method of the present invention, the mass ratio of the acid catalyst to the sugar is 0.01-10, preferably 0.1-5, more preferably 0.1-1.

[0024] In some embodiments of the preparation method of the present invention, the mass ratio of six-carbon sugars to tetramethylurea is 0.01-10, preferably 0.1-5, more preferably 0.1-1.

[0025] In some embodiments of the method for preparing the present invention, the reaction temperature for converting the sugars into 5-hydroxymethylfurfural (5-HMF) is 50-220°C, preferably 100-180°C, more preferably 120-150°C, and the reaction pressure is 0.1-5MPa, preferably 1-4MPa, more preferably 2-3MPa.

[0026] In some embodiments of the preparation method of the present invention, the reaction time for the conversion of sugars to 5-hydroxymethylfurfural (5-HMF) is 1-24h, preferably 3-12h, more preferably 8-12h.

[0027] In some embodiments of the preparation method of the present invention, the reaction ...

Embodiment 1

[0034] In a 25mL autoclave, add 1g fructose, 0.1g FeCl 3 Catalyst, 5mL tetramethylurea, heated to 120°C under magnetic stirring, stirring rate 800r / min, stirred and reacted under normal pressure for 3h. After the reaction was completed, cool to room temperature, under normal pressure oxygen atmosphere, heat and stir at 80° C. for 12 h, cool down, precipitate FDCA, filter with suction, and dry to obtain 0.8 g of FDCA with a molar yield of 92%. The purity of FDCA was detected by high performance liquid chromatography, liquid phase conditions: Hitachi L2000 HPLC System, Alltech C18 column, mobile phase CH 3 OH:H 2 O=20:80, flow rate: 1.0 mL / min, column temperature: 30° C., detector: DAD, detection wavelength: 284 nm. The purity of FDCA was determined to be 98.26% by HPLC.

Embodiment 2

[0036] The specific reaction process and detection method were the same as in Example 1, except that the amount of tetramethylurea was changed to 10 mL. As a result, the product obtained was 2,5 furandicarboxylic acid (FDCA), and the yield was 91.15%.

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Abstract

The invention discloses a method for preparing 2,5-furandicarboxylic acid (FDCA) from sugar. The method specifically includes converting hexacarbon saccharide as a raw material into 5-hydroxymethylfurfural (5-HMF) through a reaction in a tetramethylurea solvent in the presence of an acid as a catalyst, converting the 5-HMF into the FDCA through a reaction, and precipitating a product from the system that can be recycled. The method has the advantages of high product yield, simple process route and potential industrial application prospect.

Description

technical field [0001] The invention relates to a method for preparing chemicals, in particular to a method for preparing 2,5 furandicarboxylic acid (FDCA) from sugar. Background technique [0002] Declining oil resources and global warming require people to look for a green and sustainable energy source to reduce dependence on fossil fuels. 2,5 furandicarboxylic acid (FDCA) is one of the important platform molecules of biomass, which can be used as chemical reaction intermediates, raw materials for the synthesis of macrocyclic compounds and monomers of polymer materials. The most important use of furandicarboxylic acid is for polymerization reaction, which can be used to prepare polyester, polyamide and polyurethane, etc. The polyester formed by FDCA has great potential to replace polyester such as PET and PBT. Degradation, environmental protection and other advantages. FDCA also plays an important role in pharmacology. Studies have shown that diethyl furandicarboxylate h...

Claims

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Application Information

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IPC IPC(8): C07D307/68C07D307/46
CPCC07D307/46C07D307/68Y02P20/584
Inventor 傅尧解光霞李兴龙陈世言孔庆山
Owner UNIV OF SCI & TECH OF CHINA
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