Abstract
In the present study, nickel nanoparticles (Ni-NPs) immobilized on graphene oxide-chitosan (GO-Chit-Ni) have been synthesized and characterized as a catalyst for reduction of nitroarenes in water. For this purpose, GO has been functionalized with chitosan (GO-Chit). Then, Ni-NPs were immobilized on the surface of GO-Chit using a simple method. The GO-Chi-Ni nanocomposites were characterized using Fourier Transforms Infrared Spectroscopy (FT-IR), Transmission Electron Microscopy (TEM), X-Ray Diffraction Measurements (XRD), and Atomic Adsorption Spectrometry (AAS). The GO-Chi-Ni nanoparticles demonstrated appropriate catalytic activity in reducing nitroarenes to aryl amines in the existence of sodium borohydride (NaBH4) aqueous solution as a hydrogen source at 80oC. This catalytic system applies environmentally benign water as a solvent that is cheap, easily accessible, non-toxic, non-volatile, non-flammable and thermally stable. This type of catalyst can be applied several times with no considerable change in its performance.
Keywords: Graphene oxide, Chitosan, Nickel nanoparticles, Nitroarene, Reduction, Aryl amine
Graphical Abstract
[http://dx.doi.org/10.1039/C1CY00358E]
[http://dx.doi.org/10.1002/cctc.200900129]
[http://dx.doi.org/10.1021/acscatal.5b01846]
[http://dx.doi.org/10.1126/science.1242005] [PMID: 24288327]
[http://dx.doi.org/10.1039/c3cy00533j]
[http://dx.doi.org/10.1002/adsc.201200356]
[http://dx.doi.org/10.1021/jp4041474]
[http://dx.doi.org/10.1016/j.apcatb.2014.07.062]
[http://dx.doi.org/10.1039/C6SC00817H]
[http://dx.doi.org/10.1016/j.jcat.2009.12.009]
[http://dx.doi.org/10.1039/c2cc30999h] [PMID: 22531391]
[http://dx.doi.org/10.1039/C4RA11667D]
(b) Gao, W.Z.; Xu, Y.; Chen, Y.; Fu, W.F. Chem. Commun. (Camb.), 2015, 51(67), 13217-13220.
[http://dx.doi.org/10.1039/C5CC04030B] [PMID: 26193992]
(c) Liu, H.; Deng, J.; Li, W. Catal. Lett., 2010, 137, 261-266.
[http://dx.doi.org/10.1007/s10562-010-0362-8]
(d) Ji, Z.; Shen, X.; Zhu, G.; Zhou, H.; Yuan, A. J. Mater. Chem.,2012, 22, 471-3477.eTian, Y.; Liu, Y.; Pang, F.; Wang, F.; Zhang, X. Colloids Surf. A Physicochem. Eng. Asp., 2015, 464, 96-103.
[http://dx.doi.org/10.1016/j.colsurfa.2014.10.027]
[http://dx.doi.org/10.1039/c3ra41090k]
[http://dx.doi.org/10.1039/c2ra20371e]
[http://dx.doi.org/10.1016/j.electacta.2011.09.064]
(b) Sua, Y.X.; Fan, B.X.; Wang, L.S.; Liu, Y.F.; Huang, B.C.; Fu, M.L.; Chen, L.M.; Ye, D.Q. Catal. Today, 2013, 201, 115-121.
[http://dx.doi.org/10.1016/j.cattod.2012.04.063]
(c) Yuan, C.; Xu, Y.; Luo, W.; Zeng, B.; Qiu, W.; Liu, J.; Huang, H.; Dai, L. Nanotechnology, 2012, 23(17), 175301-175309.
[http://dx.doi.org/10.1088/0957-4484/23/17/175301] [PMID: 22481383]
[http://dx.doi.org/10.1016/j.cattod.2012.08.015]
(b) Yoshida, A.; Mori, Y.; Ikeda, T.; Azemoto, K.; Naito, S. Catal. Today, 2013, 203, 153-157.
[http://dx.doi.org/10.1016/j.cattod.2012.04.020]
[http://dx.doi.org/10.1016/j.jnutbio.2004.10.007] [PMID: 15681163]
[http://dx.doi.org/10.1016/j.matlet.2013.09.111]
[http://dx.doi.org/10.1016/j.carres.2011.04.042] [PMID: 21605851]
(b) Liu, L.; Li, C.; Bao, C.; Jia, Q.; Xiao, P.; Liu, X.; Zhang, Q. Talanta, 2012, 93, 350-357.
[http://dx.doi.org/10.1016/j.talanta.2012.02.051] [PMID: 22483922]
[http://dx.doi.org/10.1021/la102907u] [PMID: 20879755]
[http://dx.doi.org/10.1016/j.addr.2009.10.003] [PMID: 19874862]
[http://dx.doi.org/10.1016/j.jorganchem.2013.11.033]
[http://dx.doi.org/10.1002/ejoc.201201187]
[http://dx.doi.org/10.1002/chem.201705499] [PMID: 29465785]
(b) Simon, M.O.; Li, C.J. Chem. Soc. Rev., 2012, 41, 1415-1427.
[http://dx.doi.org/10.1039/C1CS15222J]
[http://dx.doi.org/10.1002/anie.201409894]
(b) Li, Y.; Huang, Y.; Gui, Y.; Sun, J.; Li, J.; Zha, Z. Z. Org. Lett., 2017, 19, 6416-6419.
[http://dx.doi.org/10.1021/acs.orglett.7b03299]
[http://dx.doi.org/10.1021/acscatal.6b03669]
[http://dx.doi.org/10.1021/acssuschemeng.7b04400]
[http://dx.doi.org/10.1039/C7GC00283A]
[http://dx.doi.org/10.1039/C5GC02755A]
[http://dx.doi.org/10.1021/acs.joc.6b02459] [PMID: 27936696]
[http://dx.doi.org/10.1039/C7GC03644B]
[http://dx.doi.org/10.1039/B917103G] [PMID: 20023850]
(b) Tan, R.; Li, C.; Luo, J.; Kong, Y.; Zheng, W.; Yin, D. J. Catal., 2013, 298, 138-147.
[http://dx.doi.org/10.1016/j.jcat.2012.11.024]
[http://dx.doi.org/10.1016/j.actbio.2011.05.019] [PMID: 21664303]
[http://dx.doi.org/10.1002/aoc.3667]
(b) Sarvestani, M.; Azadi, R. Appl. Organomet. Chem., 2018, 32, e3906
[http://dx.doi.org/10.1002/aoc.3906]
(c) Sarvestani, M.; Azadi, R. Can. J. Chem., 2019, 97, 191-196.
[http://dx.doi.org/10.1139/cjc-2018-0011]
[http://dx.doi.org/10.1039/C5CP00682A] [PMID: 25845989]
[http://dx.doi.org/10.1021/ie1002069]
[http://dx.doi.org/10.1021/ja01539a017]
[http://dx.doi.org/10.1021/ic402674z] [PMID: 24564248]