Advanced Room-Temperature Synthesis of 2,5-Bis(hydroxymethyl)furan-A Monomer for Biopolymers-from 5-Hydroxymethylfurfural

被引:44
作者
Vikanova, Kseniia [1 ]
Redina, Elena [1 ,3 ]
Kapustin, Gennady [1 ]
Chernova, Marina [1 ,2 ]
Tkachenko, Olga [1 ]
Nissenbaum, Vera [1 ]
Kustov, Leonid [1 ,3 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] D Mendeleev Univ Chem Technol Russia, Moscow 125047, Russia
[3] Natl Univ Sci & Technol MISiS, Moscow 119991, Russia
基金
俄罗斯科学基金会;
关键词
selective hydrogenation; Pt-containing catalyst; ambient conditions; solvent effect; ceria-zirconia mixed oxide; CATALYTIC TRANSFER HYDROGENATION; PT-CONTAINING CATALYSTS; SELECTIVE HYDROGENATION; ATMOSPHERIC-PRESSURE; BIOMASS; FURAN; CINNAMALDEHYDE; NANOPARTICLES; CONVERSION; CHEMICALS;
D O I
10.1021/acssuschemeng.0c06560
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The use of available renewable sources of raw materials for the production of various organic compounds has long been undoubted and recognized throughout the world. However, the development of efficient "green" catalytic tech nologies for the processing of bioavailable compounds, namely, the synthesis of catalysts and the selection of optimal process conditions, has become a real challenge for researchers nowadays. In this work, 2,5-bis(hydroxymethyl)furan, an intermediate for the production of a number of biobased polymer materials, was obtained by hydrogenation of 5-hydroxymethylfurfural in a yield close to quantitative at room temperature and atmospheric pressure in the presence of a catalytic system with 1% wt of platinum as an active phase supported on ceria-zirconia mixed oxide. On the low-loaded 0.25% Pt/CeO2-ZrO2 catalyst, the yield of the desired alcohol as high as 87% has been achieved after a slight increase of H-2 pressure from 0.1 to 0.5 MPa.
引用
收藏
页码:1161 / 1171
页数:11
相关论文
共 63 条
[1]   Pt/CeO2 catalysts in crotonaldehyde hydrogenation:: Selectivity, metal particle size and SMSI states [J].
Abid, M ;
Paul-Boncour, V ;
Touroude, R .
APPLIED CATALYSIS A-GENERAL, 2006, 297 (01) :48-59
[2]  
[Anonymous], 2011, Solvents and Solvent Effects in Organic Chemistry
[3]   Catalysts Supported on Carbon Materials for the Selective Hydrogenation of Citral [J].
Bailon-Garcia, Esther ;
Maldonado-Hodar, Francisco J. ;
Perez-Cadenas, Agustin F. ;
Carrasco-Marin, Francisco .
CATALYSTS, 2013, 3 (04) :853-877
[4]   Solvent effect in the liquid-phase hydrogenation of acetophenone over Ni/SiO2: A comprehensive study of the phenomenon [J].
Bertero, Nicolas M. ;
Trasarti, Andres F. ;
Apesteguia, Carlos R. ;
Marchi, Alberto J. .
APPLIED CATALYSIS A-GENERAL, 2011, 394 (1-2) :228-238
[5]   Chemoselective Hydrogenation of Cinnamaldehyde over Pd/CeO2-ZrO2 Catalysts [J].
Bhogeswararao, S. ;
Srinivas, D. .
CATALYSIS LETTERS, 2010, 140 (1-2) :55-64
[6]   Biomass into chemicals: One-pot production of furan-based diols from carbohydrates via tandem reactions [J].
Cai, Haile ;
Li, Changzhi ;
Wang, Aiqin ;
Zhang, Tao .
CATALYSIS TODAY, 2014, 234 :59-65
[7]   Selective hydrogenation of cinnamaldehyde over supported copper catalysts [J].
Chambers, A ;
Jackson, SD ;
Stirling, D ;
Webb, G .
JOURNAL OF CATALYSIS, 1997, 168 (02) :301-314
[8]   Selective hydrogenation of 5-hydroxymethylfurfural to 2,5-bis-(hydroxymethyl)furan using Pt/MCM-41 in an aqueous medium: a simple approach [J].
Chatterjee, Maya ;
Ishizaka, Takayuki ;
Kawanami, Hajime .
GREEN CHEMISTRY, 2014, 16 (11) :4734-4739
[9]   Performant Au hydrogenation catalyst cooperated with Cu-doped Al2O3 for selective conversion of furfural to furfuryl alcohol at ambient pressure [J].
Chen, Junjie ;
Sun, Weixiao ;
Wang, Yongxing ;
Fang, Wenhao .
GREEN ENERGY & ENVIRONMENT, 2021, 6 (04) :546-556
[10]   Selective Hydrogenation of 5-Hydroxymethylfurfural via Zeolite Encapsulation to Avoid Further Hydrodehydroxylation [J].
Chen, Qiang ;
Li, Tianhao ;
Zhou, Yiming ;
Bi, Yunfei ;
Guo, Shuai ;
Liu, Xuan ;
Kang, Haozhe ;
Wang, Mengyue ;
Liu, Lei ;
Xing, Enhui ;
Yang, Dongyuan .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2020, 59 (26) :12004-12012