Journal of Environmental Science International (한국환경과학회지)

The Korean Environmental Sciences Society (한국환경과학회)
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Synthesis of New Nitrogen-Oxygen(N3O2) Pentadentate Ligands and the Substituent Effect on the Stability Constants of the Heavy(II) Metal Complexes

새로운 질소-산소(N3O2)계 다섯 자리 리간드의 합성과 중금속(II) 이온들의 착물 안정도상수에 대한 치환기효과

  • Kim, Sun-Deuk (Department of Chemistry and Applied Chemistry, Deagu University) ;
  • Lee, Hye-Won (Department of Chemistry and Applied Chemistry, Deagu University) ;
  • Seol, Jong-Min (Department of Chemistry and Applied Chemistry, Deagu University)
  • 김선덕 (대구대학교 자연과학대학 화학.응용화학과) ;
  • 이혜원 (대구대학교 자연과학대학 화학.응용화학과) ;
  • 설종민 (대구대학교 자연과학대학 화학.응용화학과)
  • Received : 2010.03.11
  • Accepted : 2010.05.24
  • Published : 2010.07.31
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Abstract

A new $N_3O_2$ pentadentate ligand, N,N'-Bis(2-hydroxybenzyl)-ethylenetriamine(H-BHET 3HCl) was synthesized. The hydrochloric acid salts of Br-BHET 3HCl, Cl-BHET 3HCl, $CH_3O$-BHET 3HCl and $CH_3$-BHET 3HCl containing Br-, Cl-, H-, $CH_3O-$ and $CH_3-$ groups at the para-site of the phenol group of the H-BHEP were synthesized. The structures of the ligands were confirmed by C. H. N. atomic analysis and $^1H$ NMR, $^{13}C$ NMR, UV-visible and mass spectra. The calculated stepwise protonation constants(${\logK_n}^H$) of the synthesized $N_3O_2$ ligands showed six steps of the proton dissociation. The orders of the overall protonation constants($\log{\beta}_p$) of the ligands were Br-BHET < Cl-BHET < H-BHET < $CH_3O$-BHET < $CH_3$-BHET. The orders agreed well with that of para Hammett substituent constants(${\delta}_p$). The calculated stability constants($\logK_{ML}$) between the ligands and heavy metal ions (Co(II), Ni(II), Cu(II), Zn(II), Cd(II) and Pb(II)) agreed well with the order of the overall proton dissociation constants of the ligands but they showed a reverse order in para Hammestt substituent constants(${\delta}_p$). The order of the stability constants between the heavy metal ions with the synthesized ligands were Co(II) < Ni(II) < Cu(II) > Zn(II) > Cd(II) > Pb(II).

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References

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