Chitosan derived N-doped carbon nanotubes for selective hydrogenation of nitroarenes to anilines

被引:17
作者
Chi, Yuqing [1 ]
Zheng, Shuyi [1 ]
Zhang, Xiangwen [1 ,2 ]
Li, Guozhu [1 ,2 ]
机构
[1] Tianjin Univ, Sch Chem Engn & Technol, Key Lab Green Chem Technol, Minist Educ, Tianjin 300072, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300072, Peoples R China
关键词
Chitosan; NCNT; Selective hydrogenation; Apparent kinetics; METAL-FREE CATALYSTS; ELECTROCATALYTIC ACTIVITY; HIGH-PERFORMANCE; SURFACE-AREA; ACTIVE-SITES; EFFICIENT; REDUCTION; NANOPARTICLES; GRAPHENE; HYBRIDS;
D O I
10.1016/j.ijhydene.2021.08.136
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 hydrogenation of nitroarene to aniline is a key reaction for the manufacture of fine chemicals, pharmaceuticals, and dyes. In this study, N-doped carbon nanotubes (NCNTs) are prepared by the pyrolysis of chitosan-CNTs composite. The outside diameter of CNTs, concentration of chitosan, pyrolysis temperature and heating rate are tuned to improve the catalytic performance. The catalyst of CS/CNTs-800 doped with 0.33% pyrrolic N and 0.30% graphitic N exhibits good activity and high selectivity for the hydrogenation of nitroarenes. The kinetics data reveal that the hydrogenation reaction is zero-order for 4-nitrophenol and first-order dependence to H-2 pressure, and H-2 dissociation on the active sites is the rate-determining step. On CS/CNTs-800, the nitro groups of 12 different substrates can be selectively reduced with the protection of the other reducible groups. Nonpolar H radicals are found to be formed on CS/CNTs-800 for efficient hydrogenation. In addition, the catalyst showed good stability. (C) 2021 Hydrogen Energy Publications LLC. Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:36124 / 36136
页数:13
相关论文
共 63 条
[1]   Bio-waste chitosan-derived N-doped CNT-supported Ni nanoparticles for selective hydrogenation of nitroarenes [J].
Advani, Jacky H. ;
Ravi, Krishnan ;
Naikwadi, Dhanaji R. ;
Bajaj, Hari C. ;
Gawande, Manoj B. ;
Biradar, Ankush, V .
DALTON TRANSACTIONS, 2020, 49 (30) :10431-10440
[2]   Kinetics of phenylacetylene selective hydrogenation to styrene over metal-free polymeric carbon nitrides [J].
Akhmedov, Vagif ;
Aliyev, Agadadash ;
Bahmanov, Muxtar ;
Ahmadov, Vusal ;
Tagiyev, Dilgam .
APPLIED CATALYSIS A-GENERAL, 2018, 565 :13-19
[3]  
Ariharan A, 2018, INT J HYDROGEN ENERG, V43, P5077, DOI 10.1016/j.ijhydene.2018.01.110
[4]   Synthesis and characterization of chitosan-carbon nanotube composites [J].
Carson, Laura ;
Kelly-Brown, Cordella ;
Stewart, Melisa ;
Oki, Aderemi ;
Regisford, Gloria ;
Luo, Zhiping ;
Bakhmutov, Vladimir I. .
MATERIALS LETTERS, 2009, 63 (6-7) :617-620
[5]   Three-dimensional nitrogen-doped carbon nanotubes/carbon nanofragments complexes for efficient metal-free electrocatalyst towards oxygen reduction reaction [J].
Chen, Liang ;
Li, Zhi ;
Chen, Zhengu ;
Yang, Liming ;
Zhou, Minjie ;
He, Binhong ;
Jing, Mingjun ;
Hou, Zhaohui .
INTERNATIONAL JOURNAL OF HYDROGEN ENERGY, 2018, 43 (12) :6158-6166
[6]   Synergistic effect of metal-organic framework-derived boron and nitrogen heteroatom-doped three-dimensional porous carbons for precious-metal-free catalytic reduction of nitroarenes [J].
Chi Van Nguyen ;
Lee, Seulchan ;
Chung, Yongchul G. ;
Chiang, Wei-Hung ;
Wu, Kevin C-W .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2019, 257
[7]   Pd-doped Ni nanoparticle-modified N-doped carbon nanocatalyst with high Pd atom utilization for the transfer hydrogenation of nitroarenes [J].
Cui, Xueliang ;
Long, Yu ;
Zhou, Xia ;
Yu, Guiqin ;
Yang, Jin ;
Yuan, Man ;
Ma, Jiantai ;
Dong, Zhengping .
GREEN CHEMISTRY, 2018, 20 (05) :1121-1130
[8]   A green method for preparation of CNT/CS/AgNP composites and evaluation of their catalytic performance [J].
Dou, Yanpeng ;
Liu, Honglin ;
Peng, Junjun ;
Li, Ming ;
Li, Wei ;
Yang, Feng .
JOURNAL OF MATERIALS SCIENCE, 2016, 51 (12) :5685-5694
[9]   Carbon Nitride Anchored on a Nitrogen-Doped Carbon Nanotube Surface for Enhanced Oxygen Reduction Reaction [J].
Feng, Leiyu ;
Wang, Tingting ;
Sun, Han ;
Jiang, Meng ;
Chen, Yinguang .
ACS APPLIED MATERIALS & INTERFACES, 2020, 12 (51) :56954-56962
[10]   Phosphorus-Doped and Lattice-Defective Carbon as Metal-like Catalyst for the Selective Hydrogenation of Nitroarenes [J].
Gao, Ruijie ;
Pan, Lun ;
Lu, Jinhui ;
Xu, Jisheng ;
Zhang, Xiangwen ;
Wang, Li ;
Zou, Ji-Jun .
CHEMCATCHEM, 2017, 9 (22) :4287-4294