MOF-Derived Cu-Nanoparticle Embedded in Porous Carbon for the Efficient Hydrogenation of Nitroaromatic Compounds

被引:25
作者
Qiao, Chenxia [1 ,2 ]
Jia, Wenlan [1 ,2 ]
Zhong, Qiming [1 ,2 ]
Liu, Bingyu [1 ,2 ]
Zhang, Yifu [1 ,2 ]
Meng, Changgong [1 ,2 ]
Tian, Fuping [1 ,2 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, 2 Linggong Rd,POB 288, Dalian 116024, Peoples R China
[2] Dalian Univ Technol, Dept Chem, 2 Linggong Rd,POB 288, Dalian 116024, Peoples R China
关键词
Cu@c-400; Reduction; Aromatic nitro compounds; CHEMOSELECTIVE HYDROGENATION; CATALYZED REDUCTION; AROMATIC-AMINES; NITRO-COMPOUNDS; NITROARENES; NANOCOMPOSITES; NANOCATALYST;
D O I
10.1007/s10562-020-03244-6
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
Novel Cu-nanoparticles (NPs) embedded in porous carbon materials (Cu@C-x) were prepared by one-pot pyrolysis of metal-organic frameworks (MOF) HKUST-1 at different temperatures. The obtained material Cu@C-x was used as a cost-effective catalyst for the hydrogenation of nitrobenzene using NaBH4 as the reducing agent under mild reaction conditions. By considering the catalyst preparation and the catalytic activity, a pyrolysis temperature of 400 degrees C was finally chosen to synthesize the optimal catalyst. When the aromatic nitro compounds with reducible groups, such as cyano, halogen, and alkyl groups, were tested in this catalytic hydrogenation, an excellent selectivity approaching 100% was achieved. In the recycling experiment, a significant decrease in nitrobenzene conversion was observed in the third cycle, mainly due to the very small amount of catalyst employed in the reaction. Hence, the easily prepared and cost-effective Cu@C-400 catalyst fabricated in this study demonstrates potential for the applications in selective reduction of aromatic nitro compounds. Graphic The catalyst Cu@C-400 exhibited 100 % conversion and high selectivity for the hydrogenation of industrially relevant nitroarenes. [GRAPHICS] .
引用
收藏
页码:3394 / 3401
页数:8
相关论文
共 38 条
[1]   Nitro and related compounds [J].
Adams, JP ;
Paterson, JR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (22) :3695-3705
[2]   Catalytic syntheses of aromatic amines [J].
Downing, RS ;
Kunkeler, PJ ;
vanBekkum, H .
CATALYSIS TODAY, 1997, 37 (02) :121-136
[3]   Hydrogenation and hydrogenolysis of nitro-, nitroso-, azo-, azoxy- and other nitrogen-containing compounds on palladium [J].
Figueras, F ;
Coq, B .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 173 (1-2) :223-230
[4]   Reduction of Nitro Compounds Using 3d-Non-Noble Metal Catalysts [J].
Formenti, Dario ;
Ferretti, Francesco ;
Scharnagl, Florian Korbinian ;
Beller, Matthias .
CHEMICAL REVIEWS, 2019, 119 (04) :2611-2680
[5]  
Haber F., 1898, Z ELEKTROCHEM, V4, P506, DOI DOI 10.1002/BBPC
[6]   Gold catalysis [J].
Hashmi, A. Stephen K. ;
Hutchings, Graham J. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (47) :7896-7936
[7]   Metal-Organic Framework-Templated Porous Carbon for Highly Efficient Catalysis: The Critical Role of Pyrrolic Nitrogen Species [J].
Huang, Gang ;
Yang, Li ;
Ma, Xiao ;
Jiang, Jun ;
Yu, Shu-Hong ;
Jiang, Hai-Long .
CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (10) :3470-3477
[8]   Highly selective transfer hydrogenation of functionalised nitroarenes using cobalt-based nanocatalysts [J].
Jagadeesh, Rajenahally V. ;
Banerjee, Debasis ;
Arockiam, Percia Beatrice ;
Junge, Henrik ;
Junge, Kathrin ;
Pohl, Marga-Martina ;
Radnik, Joerg ;
Brueckner, Angelika ;
Beller, Matthias .
GREEN CHEMISTRY, 2015, 17 (02) :898-902
[9]   Efficient and highly selective iron-catalyzed reduction of nitroarenes [J].
Jagadeesh, Rajenahally V. ;
Wienhoefer, Gerrit ;
Westerhaus, Felix A. ;
Surkus, Annette-Enrica ;
Pohl, Marga-Martina ;
Junge, Henrik ;
Junge, Kathrin ;
Beller, Matthias .
CHEMICAL COMMUNICATIONS, 2011, 47 (39) :10972-10974
[10]   Synthesis of Secondary Amines from One-Pot Reductive Amination with Formic Acid as the Hydrogen Donor over an Acid-Resistant Cobalt Catalyst [J].
Jiang, Liang ;
Zhou, Peng ;
Zhang, Zehui ;
Jin, Shiwei ;
Chi, Quan .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2017, 56 (44) :12556-12565