Efficient oxidation of biomass derived 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid catalyzed by Merrifield resin supported cobalt porphyrin

被引:102
作者
Gao, Langchang
Deng, Kejian [1 ]
Zheng, Judun
Liu, Bing
Zhang, Zehui
机构
[1] South Cent Univ Nationalities, Coll Chem & Mat Sci, Key Lab Catalysis & Mat Sci State Ethn Affairs Co, Wuhan 430074, Peoples R China
基金
中国国家自然科学基金;
关键词
5-Hydroxymethylfurfural; 2,5-Furandicarboxylic acid; Oxidation; Merrifield resin; Porphyrin; AEROBIC OXIDATION; CONVERSION; EPOXIDATION; 2,5-DIFORMYLFURAN; CHEMICALS; CELLULOSE; WATER; BASE;
D O I
10.1016/j.cej.2015.02.068
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
In this study, a new method was developed for the oxidation of 5-hydroxymethylfurfural (HMF) into 2,5-furandicarboxylic acid (FDCA) over Merrifield resin supported Co(II)-meso-tetra(4-pyridyl)-porphyrin (abbreviated as Merrifield resin-Co-Py). Diffuse reflectance spectra showed that Co(II)-meso-tetra(4-pyridyl)-porphyrin was successfully bonded on the Merrifield resin. The Merrifield resin-Co-Py catalyst was used for the oxidation of HMF into FDCA, and several parameters were studied. Tert-butyl hydroperoxide was the best oxidant among other common oxidants. The reaction solvent greatly affected both HMF conversion and product selectivity. High HMF conversion of 95.6% and FDCA yield of 90.4% were obtained at 100 degrees C after 24 h. Time course of HMF conversion over Merrifield resin-Co-Py showed that 2,5-diformyl-furan was the intermediate for the conversion of HMF into FDCA. The catalyst could be reused without the significant loss of its catalytic activity. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:444 / 449
页数:6
相关论文
共 31 条
[1]   Conversion of Biomass into Chemicals over Metal Catalysts [J].
Besson, Michele ;
Gallezot, Pierre ;
Pinel, Catherine .
CHEMICAL REVIEWS, 2014, 114 (03) :1827-1870
[2]   Simple Chemical Transformation of Lignocellulosic Biomass into Furans for Fuels and Chemicals [J].
Binder, Joseph B. ;
Raines, Ronald T. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (05) :1979-1985
[3]   CHEMISTRY Connecting Biomass and Petroleum Processing with a Chemical Bridge [J].
Bozell, Joseph J. .
SCIENCE, 2010, 329 (5991) :522-523
[4]   Biomass into Chemicals: Aerobic Oxidation of 5-Hydroxymethyl-2-furfural into 2,5-Furandicarboxylic Acid with Gold Nanoparticle Catalysts [J].
Casanova, Onofre ;
Iborra, Sara ;
Corma, Avelino .
CHEMSUSCHEM, 2009, 2 (12) :1138-1144
[5]   Conversion of xylose to levulinic acid over modified acid functions of alkaline-treated zeolite Y in hot-compressed water [J].
Chamnankid, Busaya ;
Ratanatawanate, Chalita ;
Faungnawakij, Kajornsak .
CHEMICAL ENGINEERING JOURNAL, 2014, 258 :341-347
[6]   Selective functionalisation of saturated C-H bonds with metalloporphyrin catalysts [J].
Che, Chi-Ming ;
Lo, Vanessa Kar-Yan ;
Zhou, Cong-Ying ;
Huang, Jie-Sheng .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (04) :1950-1975
[7]   Oxidation of 5-hydroxymethylfurfural over supported Pt, Pd and Au catalysts [J].
Davis, Sara E. ;
Houk, Levi R. ;
Tamargo, Erin C. ;
Datye, Abhaya K. ;
Davis, Robert J. .
CATALYSIS TODAY, 2011, 160 (01) :55-60
[8]   Highly diastereoselective epoxidation of cholest-5-ene derivatives catalyzed by polymer-supported manganese(III) porphyrins [J].
Du, CP ;
Li, ZK ;
Wen, XM ;
Wu, J ;
Yu, XQ ;
Yang, M ;
Xie, RG .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 216 (01) :7-12
[9]   Efficient conversion of carbohydrates into 5-hydroxymethylfurfural catalyzed by the chromium-exchanged montmorillonite K-10 clay [J].
Fang, Zhongfeng ;
Liu, Bing ;
Luo, Jinju ;
Ren, Yongshen ;
Zhang, Zehui .
BIOMASS & BIOENERGY, 2014, 60 :171-177
[10]   Conversion of biomass to selected chemical products [J].
Gallezot, Pierre .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (04) :1538-1558