Efficient synthesis of 2,5-dihydroxymethylfuran and 2,5-dimethylfuran from 5-hydroxymethylfurfural using mineral-derived Cu catalysts as versatile catalysts

被引:136
作者
Zhu, Yifeng [1 ,2 ]
Kong, Xiao [1 ,2 ]
Zheng, Hongyan [3 ]
Ding, Guoqiang [3 ]
Zhu, Yulei [1 ,3 ]
Li, Yong-Wang [1 ,3 ]
机构
[1] Chinese Acad Sci, State Key Lab Coal Convers, Inst Coal Chem, Taiyuan 030001, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Synfuels China Co Ltd, Beijing 101407, Peoples R China
关键词
SELECTIVE HYDROGENATION; ROSASITE GROUP; METHANOL SYNTHESIS; CU/SIO2; CATALYSTS; CU/ZNO CATALYSTS; DIMETHYL OXALATE; FURAN POLYMERS; PERFORMANCE; MALACHITE; HYDROGENOLYSIS;
D O I
10.1039/c5cy00700c
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
Selective conversion of 5-hydroxymethylfurfural (HMF) can produce sustainable fuels and chemicals. Herein, Cu-ZnO catalysts derived from minerals (malachite, rosasite and aurichalcite) were employed for selective hydrogenation of HMF for the first time. High yields of 2,5-dihydroxymethylfuran (similar to 99.1%) and 2,5-dimethylfuran (similar to 91.8%) were obtained tunably over the catalyst with a Cu/Zn molar ratio of 2, due to the well-dispersed metal sites tailored by mineral precursors, well-controlled surface sites and optimized reaction conditions. The relationship between catalytic performance and catalyst properties was elucidated by characterization based on the composition and the structural and surface properties, and catalytic tests. The catalyst can also be extended to selective hydrogenation of other bio-derived molecules (furfural and 5-methylfurfural) to target products. The construction of mineral-derived Cu-ZnO catalysts and the revelation of the structure-performance relationship can be applied to further rational design and functionalization of non-noble Cu catalysts for selective conversion of bio-derived compounds.
引用
收藏
页码:4208 / 4217
页数:10
相关论文
共 45 条
[31]   Kinetics and mechanism of hydrogenation of furfural on Cu/SiO2 catalysts [J].
Sitthisa, Surapas ;
Sooknoi, Tawan ;
Ma, Yuguang ;
Balbuena, Perla B. ;
Resasco, Daniel E. .
JOURNAL OF CATALYSIS, 2011, 277 (01) :1-13
[32]   Infrared study of some synthetic phases of malachite (Cu2(OH)2CO3)-hydrozincite (Zn5(OH)6(CO3)2) series [J].
Stoilova, D ;
Koleva, V ;
Vassileva, V .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2002, 58 (09) :2051-2059
[33]   Rapid synthesis of unsaturated alcohols under mild conditions by highly selective hydrogenation [J].
Tamura, Masazumi ;
Tokonami, Kensuke ;
Nakagawa, Yoshinao ;
Tomishige, Keiichi .
CHEMICAL COMMUNICATIONS, 2013, 49 (63) :7034-7036
[34]   One-pot synthesis Of Cu/ZnO/ZnAl2O4 catalysts and their catalytic performance in glycerol hydrogenolysis [J].
Tan, Hua ;
Hedhill, Mohamed Nejib ;
Wang, Yilin ;
Zhang, Jizhe ;
Li, Kun ;
Sioud, Salim ;
Al-Talla, Zeyad A. ;
Amad, Maan H. ;
Zhan, Tong ;
Tall, Omar E. ;
Han, Yu .
CATALYSIS SCIENCE & TECHNOLOGY, 2013, 3 (12) :3360-3370
[35]   Hydroxymethylfurfural, A Versatile Platform Chemical Made from Renewable Resources [J].
van Putten, Robert-Jan ;
van der Waal, Jan C. ;
de Jong, Ed ;
Rasrendra, Carolus B. ;
Heeres, Hero J. ;
de Vries, Johannes G. .
CHEMICAL REVIEWS, 2013, 113 (03) :1499-1597
[36]   Synthesis and performance of highly dispersed Cu/SiO2 catalysts for the hydrogenolysis of glycerol [J].
Vasiliadou, E. S. ;
Eggenhuisen, T. M. ;
Munnik, P. ;
de Jongh, P. E. ;
de Jong, K. P. ;
Lemonidou, A. A. .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2014, 145 :108-119
[37]   Platinum-cobalt bimetallic nanoparticles in hollow carbon nanospheres for hydrogenolysis of 5-hydroxymethylfurfural [J].
Wang, Guang-Hui ;
Hilgert, Jakob ;
Richter, Felix Herrmann ;
Wang, Feng ;
Bongard, Hans-Josef ;
Spliethoff, Bernd ;
Weidenthaler, Claudia ;
Schueth, Ferdi .
NATURE MATERIALS, 2014, 13 (03) :294-301
[38]   The Role of the Oxide Component in the Development of Copper Composite Catalysts for Methanol Synthesis [J].
Zander, Stefan ;
Kunkes, Edward L. ;
Schuster, Manfred E. ;
Schumann, Julia ;
Weinberg, Gisela ;
Teschner, Detre ;
Jacobsen, Nikolas ;
Schloegl, Robert ;
Behrens, Malte .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (25) :6536-6540
[39]   Polymers with Multishape Memory Controlled by Local Glass Transition Temperature [J].
Zeng, Chao ;
Seino, Hidetake ;
Ren, Jie ;
Yoshie, Naoko .
ACS APPLIED MATERIALS & INTERFACES, 2014, 6 (04) :2753-2758
[40]   Self-healing bio-based furan polymers cross-linked with various bis-maleimides [J].
Zeng, Chao ;
Seino, Hidetake ;
Ren, Jie ;
Hatanaka, Kenichi ;
Yoshie, Naoko .
POLYMER, 2013, 54 (20) :5351-5357