DOI QR코드

DOI QR Code

Synthesis and Characterization of Schiff Base Metal Complexes and Reactivity Studies with Malemide Epoxy Resin

  • Lakshmi, B. (Department of Chemistry, Bangalore University) ;
  • Shivananda, K.N. (Schulich Faculty of Chemistry, Technion-Israel Institute of Technology) ;
  • Prakash, Gouda Avaji (Department of Chemistry, Karnatak University) ;
  • Isloor, Arun M. (Organic Chemistry Division, Department of Chemistry, National Institute of Technology) ;
  • Mahendra, K.N. (Department of Chemistry, Bangalore University)
  • 투고 : 2011.08.10
  • 심사 : 2011.12.05
  • 발행 : 2012.02.20

초록

A novel malemide epoxy containing Co(II), Ni(II) and Cu(II) ions have been synthesized by curing malemide epoxy resin (MIEB-13) and Co(II), Ni(II) and Cu(II) complexes of macrocyclic bis-hydrazone Schiff base. The Schiff base was synthesized by reacting 1,4-dicarbnyl phenyl dihydrazide with 2,6-diformyl-4-methyl phenol. The Schiff base and its Co(II), Ni(II) and Cu(II) complexes have been characterized by elemental analyses, spectral (IR, $^1H$ NMR, UV-vis., FAB mass, ESR), thermal and magnetic data. The curing reaction of maleimide epoxy compound with metal complexes was studied as curing agents. The stability of cured samples was studied by thermo-gravimetric analyses and which have excellent chemical (acid/alkali/solvent) and water absorption resistance. Further, the scanning electron microscopy (SEM) and definitional scanning colorimetric (DSC) techniques were confirmed the phase homogeneity of the cured systems.

키워드

참고문헌

  1. Cornelissen, J. P.; Van Diemen, J. H.; Groeneveld, L. R.; Haasnoot, J. G.; Spek, A. L.; Reedijk, J. Inorg. Chem. 1992, 31, 198-202. https://doi.org/10.1021/ic00028a014
  2. Lukov, V. V.; Levchenkov, S. I.; Shcherbakov, I. N.; Posokhova, S. V.; Kogan, V. A. Rus. J. Coord. Chem. 2001, 27, 148-150.
  3. Kurnoskin, A. V. Metal-containing Epoxy Polymers; In: Cheremisinoff, N. P.; Cheremisinoff, P. N., Eds.; Handbook of applied polymer processing technology. New York: Marcel Dekker, 1996, 703.
  4. Kurnoskin, A. V. J. Macro. Sci.-Rev. Macro. Chem. Phys. 1996, 36, 457-599. https://doi.org/10.1080/15321799608009647
  5. Kurnoskin, A. V. J. Macro. Sci. Rev. Macro. Chem Phys. 1995, 35, 419-494. https://doi.org/10.1080/15321799508014595
  6. Kurnoskin, A. V. Poly. Comp. 1993, 14, 481-490. https://doi.org/10.1002/pc.750140606
  7. Kurnoskin, A. V. Polymer 1993, 34, 1060-1067. https://doi.org/10.1016/0032-3861(93)90230-8
  8. Kurnoskin, A. V. Polymer 1993, 34, 1068-1076. https://doi.org/10.1016/0032-3861(93)90231-X
  9. Kurnoskin, A. V. Polymer 1993, 34, 1077-1088. https://doi.org/10.1016/0032-3861(93)90232-Y
  10. Kurnoskin, A. V. Ind. Eng. Chem. Res. 1992, 31, 524-529. https://doi.org/10.1021/ie00002a012
  11. Lin, K. F.; Wang, W. H. Poly. Comp. 1995, 16(4), 269-275. https://doi.org/10.1002/pc.750160402
  12. Lin, K. F.; Shu, W. Y.; Wey, T. L. Polymer 1993, 34, 277-288. https://doi.org/10.1016/0032-3861(93)90078-O
  13. Lin, K. F.; Shu, W. Y.; Wey, T. L. Polymer 1993, 34, 2162-2168. https://doi.org/10.1016/0032-3861(93)90745-V
  14. Anand, M.; Srivastava, A. K. Poly. Eng. Sci. 1997, 37, 183-187. https://doi.org/10.1002/pen.11660
  15. Anand, M.; Srivastava, A. K. Macro. Chem. 1994, 219, 1-10. https://doi.org/10.1002/apmc.1994.052190101
  16. Anand, M.; Srivastava, A. K. J. Appl. Poly. Sci. 1994, 51, 203- 211. https://doi.org/10.1002/app.1994.070510201
  17. Anand, M.; Srivastava, A. K. J. Macromol Sci. Pure Appl. Chem. 1993, A30, 435-446.
  18. Anand, M.; Srivastava, A. K. Poly. 1993, 34(13), 2860-2864. https://doi.org/10.1016/0032-3861(93)90132-T
  19. Lakshmi, B.; Shivananda, K. N.; Mahendra, K. N. Bull. Korean Chem. Soc. 2010, 31, 2272-2278. https://doi.org/10.5012/bkcs.2010.31.8.2272
  20. Lee, G.-S.; Lee, Y.-C.; G, M.-S. Bull. Kore. Chem. Soc. 2001, 22, 1393-1397.
  21. Shivananda, K. N.; Mahendra, K. N. Iran. Poly. J. 2007, 16, 161- 168.
  22. Shivananda, K. N.; Mahendra, K. N. Bull. Korean. Chem. Soc. 2006, 27, 1542.
  23. Denton, D. A.; Suschitzky, N. J. Chem. Soc. 1963, 14, 4741-4747.
  24. Gange, R. R.; Spiro, C. L.; Smith, T. J.; Hamann, C. A.; Thies, W. R.; Shiemke, A. K. J. Am. Chem. Soc. 1981, 103, 4073-4081. https://doi.org/10.1021/ja00404a017
  25. Freedman, H. H. J. Am. Chem. Soc. 1961, 83, 2900-2905. https://doi.org/10.1021/ja01474a026
  26. Baker, A. W.; Shulgin, A. T. J. Am. Chem. Soc. 1961, 83, 1523- 1527. https://doi.org/10.1021/ja01468a001
  27. Nakamoto, K. Infrared Spectra of Inorganic and Coordination Compounds; Wiley-Interscience: New York, 1970.
  28. Mohapatra, B. B.; Saraf, S. K. J. Ind. Chem. Soc. 2003, 80, 696- 699.
  29. Ferraro, J. F. Low-Frequency Vibrations of Inorganic and Coordination Compounds; Plenum Press: New York, 1971; pp 153-157.
  30. Choudhary, C. K.; Choudray, R. K.; Mishra, L. K. J. Indian Chem. Soc. 2003, 80, 693-698.
  31. Tupolova, Y. P.; Popov, L. D.; Lukov, V. V.; Shcherbakov, I. N.; Levchenkov, I. N.; Kogan, V. A.; Maevskiy, O. V.; Vlasenko, V. G.; Zubenko, A. A. J. Inorg. General Chem. 2009, 635, 530-536.
  32. Satyanarayana, D. N. Electronic Absortption Spectroscopy and Related Techniques; University Press, Hyderabad, 2001.
  33. Shirin, Z.; Mukherjee, R. M. Polyhedron. 1992, 11, 2625-2630. https://doi.org/10.1016/S0277-5387(00)80232-6
  34. Kannappan, R.; Mahalakshmy, R.; Rajchdiran, T. M.; Venkateshan, R.; Sambashiva Rao, P. Proc. Ind. Acad. Sci. Chem. Sci. 2003, 115-121.
  35. Jain, M. C.; Shrivastava, A. K.; Jain, P. C. Inorg. Chim. Acta. 1977, 199-203.
  36. Jones, R. R.; Ellis, B., Eds.; In: Chemistry and Technology of Epoxy Resins; Chapman and Hall: London, 1993; Vol. 8, p 256.
  37. Vanaja, A.; Ph.D Thesis, Bangalore University, Bangalore 2003.
  38. Lakshmi, B.; Shivananda, K. N.; Gouda, A. P.; Krishna, R. K. R.; Mahendra, K. N. Bull. Korean Chem. Soc. 2011, 32(5), 1613- 1619. https://doi.org/10.5012/bkcs.2011.32.5.1613

피인용 문헌

  1. Characterization of Complexes Synthesized Using Schiff Base Ligands and Their Screening for Toxicity Two Fungal and One Bacterial Species on Rice Pathogens vol.2014, pp.2090-2034, 2014, https://doi.org/10.1155/2014/736538
  2. Synthesis, Spectroscopic Characterization, and Biological Evaluation Studies of 5-Bromo-3-(((hydroxy-2-methylquinolin-7-yl)methylene)hydrazono)indolin-2-one and Its Metal (II) Complexes vol.2014, pp.None, 2012, https://doi.org/10.1155/2014/483282
  3. Synthesis, characterization, biological and electrochemical evaluation of novel ether based ON donor bidentate Schiff bases vol.1116, pp.None, 2016, https://doi.org/10.1016/j.molstruc.2016.03.008
  4. Synthesis, characterization, electrical and thermal properties of hydrazone polymers derived from 2,4-dinitro phenyl hydrazine vol.1248, pp.None, 2012, https://doi.org/10.1016/j.molstruc.2021.131502