Preparation Physicochemical Characterization and Catalytic Applications of Polystyrene Ethylenediamine Tetra acetic Acid Cu(II) Metal Complex

Abstract

Chloromethylated styrene-divinylbenzene copolymer beads with 8% crosslink were chemically modified by reaction with Ethylenediaminetetraaceticacid leading to the incorporation of nitrogen as ligating site on the surface of the polymer. The polymeric ligand on treatment with a solution of Copper chloride gave the corresponding metal complex. The polymer supported Cu(II) complex was characterized by elemental analyses, IR,GC-MS, scanning electron micrographs (SEM). The oxidation of various alcohols such as benzyl alcohol, 2-butanol, and 2-propanol was investigated using the supported metal complexes in presence of molecular oxygen as the oxidant. The swelling studies were done by using different solvents. Kinetic data indicate that the catalysts could be recycled without significant degradation of polymer matrix.

Share and Cite:

Parrey, I. , Anayutullah, S. and Hashmi, A. (2014) Preparation Physicochemical Characterization and Catalytic Applications of Polystyrene Ethylenediamine Tetra acetic Acid Cu(II) Metal Complex. Modern Research in Catalysis, 3, 107-116. doi: 10.4236/mrc.2014.34014.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] Dalal, M.K., Upadhyay, M.J. and Ram, R.N. (1999) Catalytic Activity of Polymer Bound Ru (III)-EDTA Complex. Journal of Molecular Catalysis A: Chemical, 142, 325-332. http://dx.doi.org/10.1016/S1381-1169(98)00302-1
[2] Chettiar, K.S. and Sreekumar, K. (1999) Polymer Supported Thiosemicarbazone Transition Metal Complex. Polymer International, 48, 455-450. http://dx.doi.org/10.1002/(SICI)1097-0126(199906)48:6<455::AID-PI166>3.0.CO;2-F
[3] Manyar, H.G., Chaure, G.S. and Kumar, A. (2006) Supported Polyperoxometallates, Highly Selective Catalyst in Oxidation of Alcohols to Aldehydes. Journal of Molecular Catalysis A: Chemical, 243, 244-252.
http://dx.doi.org/10.1016/j.molcata.2005.09.036
[4] Zhang, Z. and Wang, Z. (2006) Studies on Pd/NiFe2O4 Catalyzed Ligand-Free Suzuki Reaction in Aqueous Phase: Synthesis of Biaryls, Terphenyls and Polyaryls. The Journal of Organic Chemistry, 71, 7485-7487.
http://dx.doi.org/10.1021/jo061179k
[5] Smith, S.D. and Alexandratos, S.D. (2000) Solvent Extr. Ion Exc. 18.
[6] Hartley, F.R., Murray, S.G. and Nicholson, P.N. (1982) γ-Radiation Produced Supported Metal Complexes a New Generation of a Catalyst. Journal of Organometallic Chemistry, 231, 369-372.
http://dx.doi.org/10.1016/S0022-328X(00)81214-0
[7] Hartley, F.R., Murray, S.G. and Nicholson, P.N. (1982) Wacker Chemistry with Solid Catalysts. Organometallic Chemistry, 16, 363.
[8] Chatterjee, D., Bajai, H.C., Das, A. and Shatt, K. (1994) Studies of Some New Schiff Base Complexes of Ruthenium. Journal of Molecular Catalysis, 92, L235-L238.
http://dx.doi.org/10.1016/0304-5102(94)00091-3
[9] Sherrington, D.C. (2000) Polymer Supported Metal Complex Alkene Epoxidation Catalysts. Catalysis Today, 57, 87-104. http://dx.doi.org/10.1016/S0920-5861(99)00311-9
[10] Maurya, M.R., Kumar, M. and Sikarwar, S. (2006) Polymer Anchored Oxoperoxo as Solvent. Reactive and Functional Polymers, 66, 808-818. http://dx.doi.org/10.1016/j.reactfunctpolym.2005.11.007
[11] Gupta, K.C. and Sutar, A.K. (2008) Catalytic Activity of Schiff Base Transition Metal Complexes. Coordination Chemistry Reviews, 252, 1420-1450. http://dx.doi.org/10.1016/j.ccr.2007.09.005
[12] Grubbs, R.H., Su, S.C.H. and Sweet, E.M. (1977) Hybrid Catalyst Polymer Preparation 1977. In: Spring ACS Meeting.
[13] Sherrington, D.C. (1988) Applications of Hydrogen Peroxide and Its Derivatues. Pure Applied Chemistry.
[14] Hodge, P. and Sherrington, D.C. (1980) Polymer Supported Reactions in Organic Synthesis. Wiley, New York, 157.
[15] Islam, S.M., Tuhina, K., Mubarak, M. and Mondal, P. (2009) Hydrogenation of Various Organic Substrates Using Polystyrene Anchored Orthometallated Ruthenium(II) Complex as Catalyst. Journal of Molecular Catalysis A, 297, 18-25. http://dx.doi.org/10.1016/j.molcata.2008.09.010
[16] Dalal, M.K. and Ram, R.N. (2001) Catalytic Activity of Polymer-Bound Ru(III)-EDTA Complex. Bulletin of Materials Science, 24, 237-241. http://dx.doi.org/10.1007/BF02710108
[17] Antony, R., Theodore David, S., Saravanan, K., Karuppassmy, K. and Balakumar, S. (2013) Synthesis, Spectrochemical Characterisation and Catalytic of Transition Metal Complexes Derived from Schiff Base Modified Chitosan. Spectrochimica Acta Part A. Molecular and Biomolecular Spectroscopy, 103, 423-430.
[18] Antony, R., Tembe, G.L., Ravindranathan, M. and Ram, R.N. (2000) Synthesis and Catalytic Property of Poly(styrene-co-divinyl benzene) Supported Ruthenium(III)-2-Aminopyridyl Complexes. European Polymer Journal, 36, 1579-1589. http://dx.doi.org/10.1016/S0014-3057(99)00223-2
[19] Chandra, S. and Gupta, K. (2006) Physicochemical and Biological Characterization of Transition Metal Complex with a Nitrogen Donor Tetra-Dentate Novel Macro Cyclic Ligand. Transition Metal Chemistry, 31, 368-373.
http://dx.doi.org/10.1007/s11243-005-0002-0
[20] Gauli, K., Ram, R.N. and Soni, H.P. (2005) Oxidation of Toluene Using Polymer Anchored Ni Complex. Journal of Molecular Catalysis A: Chemical, 242, 161-167.
[21] Valodar, B., Tembe, G.L., Ravindranathan, M., Ram, R.N. and Rama, H.S. (2004) Catalytic Oxidation of Polymer Anchored Cu(II)-l Valine. Macromolecular Science, Part A: Pure and Applied Chemistry, 41, 839-858.
http://dx.doi.org/10.1081/MA-120037346
[22] Antony, R., Tembe, G.L., Ravindranathan, M. and Ram, R.N. (2000) Synthesis and Catalytic Property of Poly (styrene-co-divinylbenzene) Supported Ruthenium (III)-2-Aminopyridyl Complexes. European Polymer Journal, 36, 1579-1589. http://dx.doi.org/10.1016/S0014-3057(99)00223-2
[23] Gupta, K.C. and Sutar, A.K. (2007) Polymer Anchored Schiff Base Complexes of Transition Metal Ions and Their Catalytic Activities in Oxidation of Phenol. Journal of Molecular Catalysis A: Chemical, 272, 64-74.
[24] Trakarnpruk, W. and Kanjina, W. (2008) Preparation, Characterization, and Oxidation Catalysis of Polymer-Supported Ruthenium and Cobalt Complexes. Industrial & Engineering Chemistry Research, 47, 964-968.
http://dx.doi.org/10.1021/ie070710e
[25] Wang, C.C., Li, W.S., Cheng, S.K., Chen, C.Y., Chen, C.Y. and Kuo, J.F. (2002) Peroxidation of Benzaldehyde by Polymer Immobilized Cobalt-EDTA Complex. Reactive and Functional Polymers, 51, 69-78.
http://dx.doi.org/10.1016/S1381-5148(02)00027-5

Copyright © 2023 by authors and Scientific Research Publishing Inc.

Creative Commons License

This work and the related PDF file are licensed under a Creative Commons Attribution 4.0 International License.