Metal complexes of 2-methylimidazole encapsulated in zeolite-Y as efficient and reusable catalysts for oxidation of phenol and benzyl alcohol
- 568 Downloads
- 6 Citations
Abstract
Copper(II), ruthenium(III) and zinc(II) complexes of 2-methylimidazole (2-MeImzlH) encapsulated in the supercages of zeolite-Y have been synthesized and characterized by various physicochemical measurements. The catalytic potential of these complexes were tested for the oxidation of phenol and benzyl alcohol using 30 % H2O2 as an oxidant. Various parameters, such as concentration of oxidant and catalyst, reaction time, temperature of the reaction, volume of solvent and type of solvents have been optimized to obtain the maximum transformation of phenol to catechol and hydroquinone. The catalytic activity of zeolite encapsulated complexes followed the order: [Cu(2-MeImzlH)]-Y (72.5 %) > [Ru(2-MeImzlH)]-Y (57.8 %) > [Zn(2-MeImzlH)]-Y (43.2 %) after 5 h of reaction time. Oxidation of benzyl alcohol catalyzed by these encapsulated complexes gave only benzaldehyde as the product. The zeolite-encapsulated complexes could be easily separated after the reaction and reused. The neat complexes gave low conversions as compared to the encapsulated catalysts and decomposed. The catalytic activity of zeolite encapsulated complexes was found to be better than their respective non-encapsulated complexes and metal exchanged zeolites.
Keywords
Zeolite-Y encapsulated metal complexes Hydrogen peroxide decomposition Oxidation of phenol Oxidation of benzyl alcoholNotes
Acknowledgments
The authors wish to thank University Grants Commission, CESEM award project under vision group on Science and Technology, Government of Karnataka, India and SAIF, Kochi, for TGA and CHN analysis.
Supplementary material
References
- 1.C.R. Jacob, S.P. Varkey, P. Ratnasamy, Microporous Mesoporous Mater. 22, 465 (1998)CrossRefGoogle Scholar
- 2.S. Deshpande, D. Srinivas, P. Ratnasamy, J. Catal. 188, 261 (1999)CrossRefGoogle Scholar
- 3.M. Salavati-Niasari, A. Sobhani, J. Mol. Catal. A: Chem. 285, 58 (2008)CrossRefGoogle Scholar
- 4.M.R. Maurya, A.K. Chandrakar, S. Chand, J. Mol. Catl. A. Chem. 263, 227 (2007)CrossRefGoogle Scholar
- 5.M. Salavati-Nisari, M. Reza Ganjali, P. Norouzi, J. Porous Mater. 14, 423 (2007)CrossRefGoogle Scholar
- 6.M. Salavati-Niasari, M. Shakouri-Arani, F. Davar, Microporous Mesoporous Mater. 116, 77 (2008)CrossRefGoogle Scholar
- 7.M.R. Maurya, A.K. Chandrakar, S. Chand, J. Mol. Catal. A: Chem. 270, 225 (2007)CrossRefGoogle Scholar
- 8.M. Salavati-Niasari, S. Abdolmohammadi, J. Porous Mater. 16, 19 (2009)CrossRefGoogle Scholar
- 9.C.K. Modi, P.M. Trivedi, Microporous Mesoporous Mater. 155, 227 (2012)CrossRefGoogle Scholar
- 10.M. Salavati-Niasari, Microporous Mesoporous Mater. 95, 248 (2006)CrossRefGoogle Scholar
- 11.M. Salavati-Niasari, J. Mol. Catal. A: Chem. 272, 249 (2007)CrossRefGoogle Scholar
- 12.M. Salavati-Niasari, J. Mol. Catal. A: Chem. 278, 22 (2007)CrossRefGoogle Scholar
- 13.M.R. Maurya, A.K. Chandrakar, S. Chand, J. Mol. Catal. A: Chem. 274, 192 (2007)CrossRefGoogle Scholar
- 14.R.A. Sheldon, R.A. Vasanten, Catalytic Oxidation: Principles and Applications (World Scientific, Singapore, 1995)Google Scholar
- 15.Industrial organic chemicals, Starting Materials and Intermediates, An Ullamann’s Encyclopaedia, vol. 6 (Wiley, New York, 1999)Google Scholar
- 16.V.R. Choudhary, D.K. Dumbre, V.S. Narkhede, S.K. Jana, Catal. Lett. 86, 229 (2003)CrossRefGoogle Scholar
- 17.S. Ajaikumar, A. Pandurangan, J. Mol. Catal. A: Chem. 290, 35 (2008)CrossRefGoogle Scholar
- 18.N. Lingaiah, K.M. Reddy, N.S. Babu, K.N. Rao, I. Suryanarayana, P.S.S. Prasad, Catal. Commun. 7, 245 (2006)CrossRefGoogle Scholar
- 19.G.D. Yadav, A.A. Pujari, Org. Process Res. Dev. 4, 88 (2000)CrossRefGoogle Scholar
- 20.B.S. Lane, K. Burgess, Chem. Rev. 103, 2457 (2003)CrossRefGoogle Scholar
- 21.K.O. Xavier, J. Chacko, K.K.M. Yusuff, Appl. Catal A Gen 258, 251 (2004)CrossRefGoogle Scholar
- 22.K.O. Xavier, J. Chacko, K.K.M. Yusuff, J. Mol. Catal. A: Chem. 178, 275 (2002)CrossRefGoogle Scholar
- 23.V. Kumar, B.P. Thankachan, R. Prasad, Appl. Catal. A 381, 8 (2010)CrossRefGoogle Scholar
- 24.A. Jia, L.L. Lou, C. Zhang, Y. Zhang, S. Liu, Trans. Met. Chem. 306, 123 (2009)Google Scholar
- 25.Y. Chen, Z. Guo, T. Chen, Y. Yang, J. Catal. 275, 11 (2010)CrossRefGoogle Scholar
- 26.M. Salavati-Niasari, J. Mol. Catal. A: Chem. 245, 192 (2006)CrossRefGoogle Scholar
- 27.M.R. Maurya, S.J.J. Titinchi, S. Chand, Appl. Catal. A. Gen 228, 177 (2002)CrossRefGoogle Scholar
- 28.M.R. Maurya, S.J.J. Titinchi, S. Chand, J. Mol. Catal. A: Chem. 214, 257 (2004)CrossRefGoogle Scholar
- 29.M.R. Maurya, S.J.J. Titinchi, S. Chand, Catal. Lett. 89, 218 (2003)CrossRefGoogle Scholar
- 30.M. Salavati-Niasari, Inorg. Chim. Acta 362, 2159 (2009)CrossRefGoogle Scholar
- 31.M.R. Maurya, C. Haldar, S. Behl, N. Kamatham, F. Avecilla, J. Coordn, Chem. 64, 2995 (2011)Google Scholar
- 32.E.S. Gore, Plat. Met. Rev. 27, 111 (1983)Google Scholar
- 33.Á. Zsigmond, F. Notheisz, G. Csjernyik, E. Bäckvall, Topics in Catal. 19, 119 (2002)CrossRefGoogle Scholar
- 34.P.S. Chittilappilliy, N. Sridevi, K.K.M. Yussuff, J. Mol. Catal. A: Chem. 286, 92 (2008)CrossRefGoogle Scholar
- 35.D.D. Perrin, W.L.F. Armanego, D.R. Perrin, Purification of Laboratory Chemicals (Pergamon Press, Oxford, 1996)Google Scholar
- 36.R. Curini, S. Materazzi, G. D’ascenzo, Thermochim. Acta 164, 237 (1990)CrossRefGoogle Scholar
- 37.C. Anderson, Can. J. Chem. 79, 1477 (2001)CrossRefGoogle Scholar
- 38.J. Bassett, R.C. Denney, G.H. Jeffery, J. Menhdham, Vogel’s Textbook of Quantitative Inorganic Analysis, 4th edn. (Longman Scientific and Technical, London, 1978)Google Scholar
- 39.K.J. Balukus Jr, A.G. Gabrielov, J. Incl. Phenom. Mol. Recogn. Chem. 21, 159 (1995)Google Scholar
- 40.A.B.P. Lever, Inorganic Electronic Spectroscopy, 2nd edn. (Elsevier, Amsterdam, 1984)Google Scholar
- 41.D.N. Satyanarayana, Introduction to Magnetic Spectroscopy ESR, NMR, NQR (I.K. International Publishing House Pvt. Ltd., Waterloo, ON, 2009)Google Scholar
- 42.Y. Nishida, N. Oishi, S. Kida, Inorg. Chim. Acta 44, 257 (1980)CrossRefGoogle Scholar
- 43.K. Takahashi, E. Ogawa, N. Oishi, Y. Nishida, S. Kida, Inorg. Chim. Acta 66, 97 (1982)CrossRefGoogle Scholar
- 44.Y.S. Ramaswamy, Synthesis and spectral studies of organo ruthenium, rhodium and iridium complexes with N-heterocycles, Ph.D Thesis, (Bangalore University, Bangalore, 1991)Google Scholar