One-Pot Synthesis of 2,5-Furandicarboxylic Acid from Fructose in Ionic Liquids

被引:60
作者
Yan, Dongxia [1 ,2 ,3 ]
Wang, Gongying [1 ]
Gao, Kai [2 ,3 ]
Lu, Xingmei [2 ,3 ]
Xin, Jiayu [2 ]
Zhang, Suojiang [2 ]
机构
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Sichuan, Peoples R China
[2] Chinese Acad Sci, Inst Proc Engn, State Key Lab Multiphase Complex Syst, Beijing Key Lab Ionic Liquids Clean Proc,Key Lab, Beijing 100190, Peoples R China
[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
SELECTIVE AEROBIC OXIDATION; CATALYTIC CONVERSION; RENEWABLE RESOURCES; MILD CONDITIONS; LEVULINIC ACID; BIOMASS; CHEMICALS; GLUCOSE; 2,5-DIFORMYLFURAN; CHLORIDE;
D O I
10.1021/acs.iecr.7b04947
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
2,5-Furandicarboxylic acid (FDCA), which is usually produced from HMF catalyzed by noble metal catalysts, is an important biobased monomer for the degradable polymer polyethylene furandicarboxylate (PEF). In order to reduce the high costs of starting material and catalysts, a novel approach for the direct conversion of fructose into FDCA was developed by employing [Bmim]Cl as a solvent with non-noble metal (Fe-Zr-O) as a catalyst. Relatively high FDCA yield was obtained at full fructose conversion under optimal conditions. The kinetic study revealed that the oxidation of intermediate FFCA to FDCA possessed the highest activation energy, indicating this step is most affected by reaction temperature: Additionally, in the IL-promoted reaction system, other biomass sources, such as glucose, galactose, mannose, starch, and cellulose also can be directly converted, with lower FDCA yield compared with that of fructose due to the ineffective isomerization of aldohexoses into fructose.
引用
收藏
页码:1851 / 1858
页数:8
相关论文
共 50 条
[11]   Recent Advances in the Catalytic Synthesis of 2,5-Furandicarboxylic Acid and Its Derivatives [J].
Zhang, Zehui ;
Deng, Kejian .
ACS CATALYSIS, 2015, 5 (11) :6529-6544
[12]   Efficient one-pot synthesis of 2,5-furandicarboxylic acid from fructose and 5-hydroxymethylfurfural using synergistically active Ce-Al composite catalyst under mild conditions [J].
Ganje, Pratap M. ;
Lee, Chang-Gu ;
Kim, Hern .
JOURNAL OF CATALYSIS, 2025, 450
[13]   One-Pot Synthesis of 2,5-Furandicarboxylic Acid from 2-Furoic Acid by a Pd-catalyzed Bromination-Hydroxycarbonylation Tandem Reaction in Acetate Buffer [J].
Yao, Yin-Qing ;
Zhao, Kai-Chun ;
Zhuang, Yi-Ying ;
Chen, Xiao-Chao ;
Lu, Yong ;
Liu, Ye .
CHEMISTRYOPEN, 2022, 11 (04)
[14]   Efficient Method for Synthesis of 2,5-Furandicarboxylic Acid from 5-Hydroxymethylfurfural and Fructose Using Pd/CC Catalyst under Aqueous Conditions [J].
Rathod, Pramod V. ;
Jadhav, Vrushali H. .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2018, 6 (05) :5766-5771
[15]   Recent Advances in Catalytic Conversion of Biomass to 2,5-Furandicarboxylic Acid [J].
Cong, Hanyu ;
Yuan, Haibo ;
Tao, Zekun ;
Bao, Hanlin ;
Zhang, Zheming ;
Jiang, Yi ;
Huang, Di ;
Liu, Hongling ;
Wang, Tengfei .
CATALYSTS, 2021, 11 (09)
[16]   Synergistic chemo/biocatalytic synthesis of 2,5-furandicarboxylic acid from 5-hydroxymethylfurfural [J].
Yang, Zi-Yue ;
Wen, Mao ;
Zong, Min-Hua ;
Li, Ning .
CATALYSIS COMMUNICATIONS, 2020, 139
[17]   Scalable synthesis of hydroxymethyl alkylfuranoates as stable 2,5-furandicarboxylic acid precursors [J].
Pedersen, Martin Jaeger ;
Jurys, Arminas ;
Pedersen, Christian Marcus .
GREEN CHEMISTRY, 2020, 22 (08) :2399-2402
[18]   Toward biomass-derived renewable plastics: Production of 2,5-furandicarboxylic acid from fructose [J].
Motagamwala, Ali Hussain ;
Won, Wangyun ;
Sener, Canan ;
Alonso, David Martin ;
Maravelias, Christos T. ;
Dumesic, James A. .
SCIENCE ADVANCES, 2018, 4 (01)
[19]   2,5-Furandicarboxylic Acid: An Intriguing Precursor for Monomer and Polymer Synthesis [J].
Marshall, Adam ;
Jiang, Bo ;
Gauvin, Regis M. ;
Thomas, Christophe M. .
MOLECULES, 2022, 27 (13)
[20]   Electrochemical Synthesis of 2,5-Furandicarboxylic Acid from Furfural Derivative and Carbon Dioxide [J].
Lee, Moo Young ;
Koo, Jeong Woo ;
Jang, Jun Ho ;
In Jo, Young ;
Yeo, Jia Bin ;
Kim, Jeong Eun ;
Hong, Jung Sug ;
Kim, Jeong Hyun ;
Choi, Seungwoo ;
Nam, Ki Tae .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2025, 13 (07) :2845-2852