Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Synthesis of Co(II), Ni(II) and Cu(II) Complexes from Schiff base Ligand and Reactivity Studies with Thermosetting Epoxy Resin

  • Lakshmi, B. (Department of Studies in Chemistry, Central College Campus, Bangalore University) ;
  • Shivananda, K.N. (Department of Studies in Chemistry, Central College Campus, Bangalore University) ;
  • Prakash, Gouda Avaji (Department of Organic Chemistry, Indian Institute of Science) ;
  • Rama, Krishna Reddy K. (Department of Studies in Chemistry, Central College Campus, Bangalore University) ;
  • Mahendra, K.N. (Department of Studies in Chemistry, Central College Campus, Bangalore University)
  • Received : 2010.11.23
  • Accepted : 2011.03.24
  • Published : 2011.05.20
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Abstract

A hybrid thermosetting maleimido epoxy compound 4-(N-maleimidophenyl) glycidylether (N-MPGE) containing Co(II), Ni(II) and Cu(II) ions was prepared by curing N-MPGE and tetradentate Schiff base Co(II), Ni(II) and Cu(II) complexes. The curing polymerization reaction of N-MPGE with metal complexes as curing agents was studied. The cured samples were studied for thermal stability, chemical (acid/alkali/solvent) and water absorption resistance and homogeneity of the cured systems. The tetradentate Schiff base, 3-[(Z)-2-piperazin-1-yl-ethylimino]-1,3-dihydro indol-2-one was synthesized by the condensation of Isatin (Indole-2, 3-dione) with 1-(2-aminoethyl)piperazine (AEP). Its complexes with Co(II), Ni(II) and Cu(II) have been synthesized and characterized by microanalysis, conductivity, Uv-Visible, FT-IR, TGA and magnetic susceptibility measurements. The spectral data revealed that the ligand acts as a neutral tetradentate Schiff base and coordinating through the azomethine nitrogen, two piperazine nitrogen atoms and carbonyl oxygen.

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References

  1. Corhnelissen, J. P.; Van, J. H.; Diemen, L. R.; Groeneveld, J. G.; Haasnoot, A. L.; Spek, J.; Reedisk, Inorg. Chem. 1992, 31, 198. https://doi.org/10.1021/ic00028a014
  2. Dubey, S. N.; Kaushik, B. Indian J. Chem. 1985, 24, 950.
  3. Kurnoskin, A. V. In Metal-containing Epoxy Polymers; Cheremisinoff, N. P., Cheremisinoff, P. N., Eds.; New York: Marcel Dekker: 1996; p 703.
  4. Kurnoskin, A. V. Journal of Macromolecular Science Reviews in Macromolecular Chemistry and Physics 1996, C36(3), 457.
  5. Kurnoskin, A. V. JMS Rev. Macromol. Chem. Phys. 1995, C35(3), 419.
  6. Kurnoskin, A. V. Polym. Comp. 1993, 14, 481. https://doi.org/10.1002/pc.750140606
  7. Kurnoskin, A. V. Polymer. 1993, 34(5), 1060. https://doi.org/10.1016/0032-3861(93)90230-8
  8. Kurnoskin, A. V. Polymer 1993, 34(5), 1077. https://doi.org/10.1016/0032-3861(93)90232-Y
  9. Kurnoskin, A. V. Ind. Eng. Chem. Res. 1992, 31, 524. https://doi.org/10.1021/ie00002a012
  10. Kurnoskin, A. V. Polymer 1993, 34(5), 1077. https://doi.org/10.1016/0032-3861(93)90232-Y
  11. Kurnoskin, A. V. Ind. Eng. Chem. Res. 1992, 31, 524. https://doi.org/10.1021/ie00002a012
  12. Lin, K. F.; Wang, W. H. Polym. Comp. 1995, 16(4), 269. https://doi.org/10.1002/pc.750160402
  13. Lin, K. F.; Shu, W. Y.; Wey, T. L. Polymer 1993, 34(2), 277. https://doi.org/10.1016/0032-3861(93)90078-O
  14. Lin, K. F.; Shu, W. Y.; Wey, T. L. Polymer 1993, 34(10), 2162. https://doi.org/10.1016/0032-3861(93)90745-V
  15. Anand, M.; Srivastava, A. K. Polym. Eng. Sci. 1997, 37(1), 183. https://doi.org/10.1002/pen.11660
  16. Anand, M.; Srivastava, A. K. Angew, Makromol. Chem. 1994, 219, 1. https://doi.org/10.1002/apmc.1994.052190101
  17. Anand, M.; Srivastava, A. K. J. Appl. Polym. Sci. 1994, 51(2), 203. https://doi.org/10.1002/app.1994.070510201
  18. Anand, M.; Srivastava, A. K. J. Macromol. Sci., Pure Appl. Chem. 1993, A30(5), 435.
  19. Lin, K. F.; Shu, W. Y.; Wey, T. L. Polymer 1993, 34(10), 2162. https://doi.org/10.1016/0032-3861(93)90745-V
  20. Anand, M.; Srivastava, A. K. Polymer 1993, 34(13), 2860. https://doi.org/10.1016/0032-3861(93)90132-T
  21. Shivananda, K. N.; Mahendra, K. N. Bull. Korean Chem. Soc. 2006, 27, 1542. https://doi.org/10.5012/bkcs.2006.27.10.1542
  22. Shivananda, K. N.; Mahendra, K. N. Ira. Poly. Journal 2007, 16(3), 161.
  23. Weinberger, P.; Costisor, O.; Tudose, R.; Baumgartner, O. Linert, Mol. Struct. 2004, 21, 519.
  24. Rama Krishna Reddy, K.; Mahendra, K. N. Molbank 2006, M, 516. 10.
  25. Lakshmi, B.; Shivananda, K. N.; Mahendra, K. N. Bull. Korean Chem. Soc. 2010, 31, 2272. https://doi.org/10.5012/bkcs.2010.31.8.2272
  26. Lee, G.-S.; Lee, Y.-C.; Myoung, S. G. Bull. Korean Chem. Soc. 2001, 22, 1393.
  27. Hassaan, M. A.; Shehata, K. Synth. React. Inorg. Met.-Org. Chem. 1993, 25(3), 815.
  28. Konstantinovic, S.; Radovanovic, B.; Cakic, Z.; Vasic, V. J. Serb. Chem. Soc. 2003, 68, 641. https://doi.org/10.2298/JSC0309641K
  29. Murukan, B.; Mohanan, K. Trans. Met. Chem. 2006, 31, 653. https://doi.org/10.1007/s11243-006-0042-0
  30. Konstantinovic, S.; Radovanovic, B.; Cakic, Z.; Vasic, V. J. Serb. Chem. Soc. 2003, 68, 641. https://doi.org/10.2298/JSC0309641K
  31. Nakamoto, K. Infrared Spectra of Inorganic and Coordination Compounds, 2nd ed.; Wiley-Inter Science: 1963; 172.
  32. Manhas, B. S.; Sardana, A. K.; Kalia, S. B. Syn. Rea. Inorg. Metal-Org. and Nano-Metal Chemistry 2005, 35, 171. https://doi.org/10.1081/SIM-200035712
  33. Rama Krishna Reddy, K.; Madhusudan Reddy, K.; Mahendra, K. N. Ind. J. Chem. 2006, 45A, 377.
  34. Gudasi, K. B.; Patil, M. S.; Vadavi, R. S.; Shenoy, R. V.; Patil, S. A.; Nethaji, M. Trans. Met. Chem. 2006, 31, 580. https://doi.org/10.1007/s11243-006-0031-3
  35. Thimmaiah, K. N.; Lioyd, W. D.; Chandrappa, G. T. Inorg. Chim. Acta 1985, 160, 81.
  36. Gudasi, K. B.; Patil, M. S.; Vadavi, R. S.; Shenoy, R. V.; Patil, S. A.; Nethaji, M. Trans. Met. Chem. 2006, 31, 580. https://doi.org/10.1007/s11243-006-0031-3
  37. Jain, M. C.; Shrivastava, A. K.; Jain, P. C. Inorg. Chim. Acta 1977, 199.
  38. Canpolat, E.; Yciazi, A.; Kaya, M. Trans. Met. Chem. 2006, 31, 653. https://doi.org/10.1007/s11243-006-0042-0
  39. Jones, R. R. In Chemistry and Technology of Epoxy Resins; Ellis, B., Ed.; London: Chapman and Hall 1993, 8, 256.
  40. Vanaja, A.; Ph.D Thesis, Bangalore University, Bangalore 2003.
  41. Lakshmi, B.; Shivananda, K. N.; Mahendra, K. N. Bull. Korean Chem. Soc. 2010, 31, 2272. https://doi.org/10.5012/bkcs.2010.31.8.2272
  42. Lee, G.S.; Lee, Y.-C.; Myoung, S. G. Bull. Korean Chem. Soc. 2001, 22, 1393.
  43. Shivananda, K. N.; Mahendra, K. N. Intern. Cong. Chem. Envi. 2005, 2, 337.

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