Abstract
A practical method for the direct hydroxylation of benzene to phenol catalyzed by supported vanadium-substituted polyoxometalates using H2O2 as an oxidant is described. Three vanadium-doped polyoxometalate Na2H3PMo10V2O40·xH2O catalysts were designed and prepared through support on graphitic carbon nitride (g-C3N4), montmorillonite, and activated carbon and named as CN-PMoV2, M-PMoV2, and C-PMoV2, respectively. Their characterization was elucidated through the Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), inductively coupled plasma-atomic emission spectrometry (ICP-AES) and scanning electron microscopy (SEM). This heterogeneous catalyst demonstrated promising activity in the hydroxylation of benzene to phenol with H2O2. Especially, CN-PMoV2 catalyst was highly active and selective even under mild conditions. Moreover, CN-PMoV2 catalyst still has a certain catalytic effect even after three instances of repeated use.
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X. Gao, X. Lv, J. Xu, Kinet. Catal. 51, 394 (2010)
I. Spiridon, R. Bodirlau, C.-A. Teaca, Open. Life Sci. 6, 388–396 (2011)
T.B. İyim, I. Acar, S. Özgümüş, J. Appl. Polym. Sci. 109, 2774 (2008)
M. Wang, M. Leitch, C.C. Xu, J. Ind. Eng. Chem. 15, 870 (2009)
C.A. Antonyraj, K. Srinivasan, Catal. Surv. Asia 17, 47 (2013)
A. Tabler, A. Häusser, E. Roduner, J. Mol. Catal. A: Chem. 379, 139 (2013)
J.Z.X. Chen, X. Fu, M. Antonietti, X. Wang, J. Am. Chem. Soc. 21, 11658 (2009)
M.M.Y. Ide, M. Ogawa, J. Am. Chem. Soc. 21, 16762 (2010)
B. Lee, H. Naito, T. Hibino, Angew. Chem. Int. Ed. 51, 440 (2012)
S.V.T. Punniyamurthy, Javed Iqbal. Chem. Rev. 9, 2329 (2005)
K. Ohkubo, T. Kobayashi, S. Fukuzumi, Angew. Chem. Int. Ed. Engl. 50, 8652 (2011)
X. Cai, Q. Wang, Y. Liu, J. Xie, Z. Long, Y. Zhou, J. Wang, ACS Sustain. Chem. Eng. 4, 4986 (2016)
P.M.R.K. Asim Bhaumik, J. Catal. 178, 101 (1998)
P.M. Rajiv Kumar, A. Bhaumik, Catal. Today 49, 185 (1999)
Y.-Y. Gu, X.-H. Zhao, G.-R. Zhang, H.-M. Ding, Y.-K. Shan, Appl. Catal. A 328, 150 (2007)
S.I. Niwa, Science 295, 105 (2002)
M. Tani, T. Sakamoto, S. Mita, S. Sakaguchi, Y. Ishii, Angew. Chem. Int. Ed. 44, 2586 (2005)
A. Kubacka, Z. Wang, B. Sulikowski, V. Cortescorberan, J. Catal. 250, 184 (2007)
Y. Guo, X. Zhang, H. Zou, H. Liu, J. Wang, K.L. Yeung, Chem. Commun. 141, 5898 (2009)
J. Chen, S. Gao, J. Xu, Catal. Commun. 9, 728 (2008)
H. Yang, J.-Q. Chen, J. Li, Y. Lv, S. Gao, Appl. Catal. A 415–416, 22 (2012)
K. Sun, H. Xia, Z. Feng, R. Vansanten, E. Hensen, C. Li, J. Catal. 254, 383 (2008)
A. Wcław, K. Nowińska, W. Schwieger, Appl. Catal. A 270, 151 (2004)
M. Rivallan, G. Ricchiardi, S. Bordiga, A. Zecchina, J. Catal. 264, 104 (2009)
G. Ding, W. Wang, T. Jiang, B. Han, H. Fan, G. Yang, ChemCatChem 5, 192 (2013)
L. Balducci, D. Bianchi, R. Bortolo, R. D’Aloisio, M. Ricci, R. Tassinari, R. Ungarelli, Angew. Chem. 115, 5087 (2003)
K.M. Parida, D. Rath, Appl. Catal. A 321, 101 (2007)
P. Borah, X. Ma, K.T. Nguyen, Y. Zhao, Angew. Chem. Int. Ed. Engl. 51, 7756 (2012)
Y. Zhou, G. Chen, Z. Long, J. Wang, RSC Adv. 4, 42092 (2014)
B.B. Sarma, R. Carmieli, A. Collauto, I. Efremenko, J.M.L. Martin, R. Neumann, ACS Catal. 6, 6403 (2016)
Z. Long, Y. Zhou, G. Chen, W. Ge, J. Wang, Sci. Rep. 4, 3651 (2014)
P. Zhao, Y. Leng, M. Zhang, J. Wang, Y. Wu, J. Huang, Chem. Commun. (Camb.) 48, 5721 (2012)
Z.W.Y. Li, R. Chen, Y. Wang, W. Xing, J. Wang, J. Huang, Catal. Commun. 122, 1622 (2014)
Y. Zhao, R. Tang, R. Huang, Catal. Lett. 145, 1961 (2015)
Y. Leng, J. Liu, P. Jiang, J. Wang, Catal. Commun. 40, 84 (2013)
P. Zhao, Y. Leng, J. Wang, Chem. Eng. J. 204–206, 72 (2012)
J.-S. Choi, S.-S. Yoon, S.-H. Jang, W.-S. Ahn, Catal. Today 111, 280 (2006)
P. Borah, X. Ma, K.T. Nguyen, Y. Zhao, Angew. Chem. Int. Ed. 51, 7756 (2012)
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Yang, Y., Tang, R. Direct hydroxylation of benzene to phenol by supported vanadium substitution polyoxometalates using H2O2 as oxidant. Res Chem Intermed 44, 5911–5922 (2018). https://doi.org/10.1007/s11164-018-3463-4
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DOI: https://doi.org/10.1007/s11164-018-3463-4