Hydroconversion of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran and 2,5-Dimethyltetrahydrofuran over Non-promoted Ni/SBA-15

被引:43
作者
Chen, Shuo [1 ]
Ciotonea, Carmen [1 ]
Vigier, Karine De Oliveira [2 ]
Jerome, Francois [2 ]
Wojcieszak, Robert [1 ]
Dumeignil, Franck [1 ]
Marceau, Eric [1 ]
Royer, Sebastien [1 ]
机构
[1] Univ Lille, CNRS, Cent Lille, ENSCL,Univ Artois,UMR 8181,UCCS, F-59000 Lille, France
[2] Univ Poitiers, IC2MP UMR CNRS 7285, F-86000 Poitiers, France
关键词
HMF; hydroconversion; nickel; biofuels; incipient wetness impregnation; LIQUID FUEL 2,5-DIMETHYLFURAN; SELECTIVE HYDROGENATION; BIMETALLIC NANOPARTICLES; CATALYSTS; BIOMASS; CARBON; CONVERSION; SILICA; HMF; HYDRODEOXYGENATION;
D O I
10.1002/cctc.201902028
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The selective hydroconversion of 5-hydroxymethylfurfural (HMF) to biofuels is currently highly sought-for. While the literature has demonstrated that this reaction is possible on promoted Ni catalysts, we show here that a monometallic, non-promoted Ni/SBA-15 catalyst, prepared by incipient wetness impregnation, can convert HMF to 2,5-dimethylfuran (DMF) and to 2,5-dimethyltetrahydrofuran (DMTHF) at 180 degrees C, in a consecutive way. Through a control over reaction time, high yields to DMF (71 %, at conversion of 93 %) or DMTHF (97 %, at conversion of 100 %) can be achieved. Kinetic modelling suggests a preferential route to DMF via 5-methylfurfural (MFFR) as intermediate, though the route via 2,5-bis(hydroxylmethyl)furan (BHMF) is also present. The favored route in the experimental conditions involves the hydrogenolysis of the hydroxyl group of HMF as first step, followed by the hydrogenation of the aldehyde function, to methylfurfuryl alcohol (MFOL). It is suggested a higher reaction rate of hydrogenation or hydrogenolysis of the side group is linked to the presence of a methyl group in the molecule. No hydrogenation of the furan ring is detected on the intermediates.
引用
收藏
页码:2050 / 2059
页数:10
相关论文
共 57 条
[1]   Copper-Zinc Alloy Nanopowder: A Robust Precious-Metal-Free Catalyst for the Conversion of 5-Hydroxymethylfurfural [J].
Bottari, Giovanni ;
Kumalaputri, Angela J. ;
Krawczyk, Krzysztof K. ;
Feringa, Ben L. ;
Heeres, Hero J. ;
Barta, Katalin .
CHEMSUSCHEM, 2015, 8 (08) :1323-1327
[2]   TEMPERATURE PROGRAMMED REDUCTION OF ALUMINA-SUPPORTED IRON, COBALT AND NICKEL BIMETALLIC CATALYSTS [J].
BROWN, R ;
COOPER, ME ;
WHAN, DA .
APPLIED CATALYSIS, 1982, 3 (02) :177-186
[3]   Metal particle size in Ni/SiO2 materials prepared by deposition-precipitation:: Influence of the nature of the Ni(II) phase and of its interaction with the support [J].
Burattin, P ;
Che, M ;
Louis, C .
JOURNAL OF PHYSICAL CHEMISTRY B, 1999, 103 (30) :6171-6178
[4]   Hydrogenation of 5-hydroxymethylfurfural in supercritical carbon dioxide-water: a tunable approach to dimethylfuran selectivity [J].
Chatterjee, Maya ;
Ishizaka, Takayuki ;
Kawanami, Hajime .
GREEN CHEMISTRY, 2014, 16 (03) :1543-1551
[5]   Carbon-coated Cu-Co bimetallic nanoparticles as selective and recyclable catalysts for production of biofuel 2,5-dimethylfuran [J].
Chen, Bingfeng ;
Li, Fengbo ;
Huang, Zhijun ;
Yuan, Guoqing .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2017, 200 :192-199
[6]   Immobilized Ru Clusters in Nanosized Mesoporous Zirconium Silica for the Aqueous Hydrogenation of Furan Derivatives at Room Temperature [J].
Chen, Jiazhi ;
Lu, Fang ;
Zhang, Junjie ;
Yu, Weiqiang ;
Wang, Feng ;
Gao, Jin ;
Xu, Jie .
CHEMCATCHEM, 2013, 5 (10) :2822-2826
[7]  
Chen MY, 2016, GREEN CHEM, V18, P3858, DOI [10.1039/C6GC00432F, 10.1039/c6gc00432f]
[8]   Preparation of nickel (oxide) nanoparticles confined in the secondary pore network of mesoporous scaffolds using melt infiltration [J].
Chen, S. ;
Ciotonea, C. ;
Ungureanu, A. ;
Dumitriu, E. ;
Catrinescu, C. ;
Wojcieszak, R. ;
Dumeignil, F. ;
Royer, S. .
CATALYSIS TODAY, 2019, 334 :48-58
[9]   How Catalysts and Experimental Conditions Determine the Selective Hydroconversion of Furfural and 5-Hydroxymethylfurfural [J].
Chen, Shuo ;
Wojcieszak, Robert ;
Dumeignil, Franck ;
Marceau, Eric ;
Royer, Sebastien .
CHEMICAL REVIEWS, 2018, 118 (22) :11023-11117
[10]   Bio based fuels and fuel additives from lignocellulose feedstock via the production of levulinic acid and furfural [J].
Dautzenberg, Geertje ;
Gerhardt, Mirko ;
Kamm, Birgit .
HOLZFORSCHUNG, 2011, 65 (04) :439-451