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Method for preparing 2, 5-furandicarboxylic acid by conducting catalytic oxidation on 5-hydroxymethylfurfural

A technology of hydroxymethylfurfural and furandicarboxylic acid, which is applied in the field of preparation of 2,5-furandicarboxylic acid, can solve the problems of low FDCA yield, poor stability, and only 4.2%, achieving high yield and selectivity, and reaction Mild conditions and good reusability

Active Publication Date: 2017-04-19
EAST CHINA UNIV OF SCI & TECH
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  • Application Information

AI Technical Summary

Problems solved by technology

Although these noble metal catalysts have good catalytic selectivity and high stability, the noble metals are expensive and not suitable for large-scale industrial production.
However, the existing non-noble metal heterogeneous catalysts generally have the problems of low selectivity and poor stability under oxygen or air conditions. For example, Zhang Zehui’s research group used nanometer Fe 3 o 4 -CoOx catalyzes the oxidation of HMF to prepare FDCA, using tert-butanol peroxide as the oxidant, the FDCA yield can reach 68.6%, but if oxygen is used as the oxidant, the FDCA yield is only 4.2% (Shuguo Wang, Zehui Zhang, ACS Sustainable Chem. Eng ., 2015, 3: 406-412)
The porphyrin cobalt catalyst supported by chloromethyl resin can also obtain higher FDCA yield under the condition of tert-butanol peroxide as oxidant, but the FDCA yield is very low when oxygen is used as oxidant (Langchang Gao, Kejian Deng , Zehui Zhang, Chemical Engineering Journal, 2015, 270: 444-449)

Method used

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  • Method for preparing 2, 5-furandicarboxylic acid by conducting catalytic oxidation on 5-hydroxymethylfurfural
  • Method for preparing 2, 5-furandicarboxylic acid by conducting catalytic oxidation on 5-hydroxymethylfurfural
  • Method for preparing 2, 5-furandicarboxylic acid by conducting catalytic oxidation on 5-hydroxymethylfurfural

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Experimental program
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Effect test

Embodiment 1

[0025] Put 600mg of cerium-chromium composite oxide catalyst prepared by co-precipitation method (the mass percentage of cerium oxide is 50%), 10mL of 0.05mol / L HMF aqueous solution, 0.424g of sodium carbonate, into a stainless steel autoclave, and fill it with 3MPa oxygen As an oxygen source, it was reacted at 150° C. for 12 hours while being magnetically stirred. Finally, the reaction solution was analyzed by HPLC for substrate conversion rate and product yield. The conversion rate of HMF was 97.7%, and the yield of FDCA was 86.7%.

Embodiment 2

[0027] Put 100mg of cerium-manganese composite oxide catalyst prepared by hydrothermal method (the mass percentage of cerium oxide is 30%), 10mL of 0.05mol / L HMF aqueous solution, 0.08g of sodium hydroxide, into a stainless steel autoclave, and fill it with a 2MPa Oxygen was used as an oxygen source, and the reaction was carried out at 110° C. for 8 hours while magnetically stirring. Finally, the reaction solution was analyzed by HPLC for substrate conversion rate and product yield. The conversion rate of HMF was 98.5%, and the yield of FDCA was 81.8%.

Embodiment 3

[0029] Add 30mg of cerium-iron composite oxide catalyst prepared by sol-gel method (the mass percentage of cerium oxide is 10%), 10mL of 0.05mol / L HMF aqueous solution, 0.015g of ethylenediamine, into a stainless steel autoclave, and fill it with 0.5 MPa oxygen was used as an oxygen source, and the reaction was carried out at 70° C. for 6 hours while magnetically stirring. Finally, the reaction solution was analyzed by HPLC for substrate conversion rate and product yield. The conversion rate of HMF was 98.6%, and the yield of FDCA was 84.8%.

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Abstract

The invention relates to a method for preparing 2, 5-furandicarboxylic acid (FDCA) by conducting catalytic oxidation on a biomass derivative, namely 5-hydroxymethylfurfural (HMF) and belongs to the field of preparing renewable chemicals through synthesis of biomass and derivatives. The method comprises the steps that non-noble-metal, namely cerium-based composite oxide, is utilized as a catalyst; oxygen or air serves as an oxidizing agent; and effective catalytic oxidation is conducted on the 5-hydroxymethylfurfural for synthesizing the 2, 5-furandicarboxylic acid. The method is easy to operate and mild in condition; the yield of the 2, 5-furandicarboxylic acid can reach 86.7% at a maximum; in addition, the catalyst is easy to separate and recycle and good in reusability; and good industrialized application prospect is achieved.

Description

technical field [0001] The invention relates to a method for preparing 2, 5-furandicarboxylic acid (FDCA), which belongs to the field of synthesis of renewable chemicals from biomass and derivatives. More specifically, it relates to a method for preparing 2,5-furandicarboxylic acid by oxidation of 5-hydroxymethylfurfural. Background technique [0002] 2,5-Furandicarboxylic acid (FDCA), as a furan compound that can be prepared from biomass, was identified as one of the 12 "platform compounds" by the US Department of Energy in 2004. It has a furan ring and two carboxyl groups, and is expected to replace petroleum-based monomer terephthalic acid in the polyester industry to synthesize green degradable plastics; it can also replace phthalic acid to synthesize green non-toxic plasticizers. Introducing the utilization of biomass into the polyester industry can reduce the dependence of the polyester industry on petroleum energy and reduce environmental pollution. In addition, sta...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/68B01J23/34B01J23/10B01J23/83B01J23/26B01J23/22
CPCB01J23/002B01J23/10B01J23/22B01J23/26B01J23/34B01J23/83C07D307/68Y02P20/584
Inventor 王艳芹李超群韩学旺刘晓晖夏启能
Owner EAST CHINA UNIV OF SCI & TECH
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