Synthesis and characterization of novel 4-nitro-2-(octyloxy)phenoxy substituted symmetrical and unsymmetrical Zn(II), Co(II) and Lu(III) phthalocyanines

Kulac D., Bulut M., Altindal A., ÖZKAYA A. R., SALİH B., Bekaroglu O.

POLYHEDRON, vol.26, no.18, pp.5432-5440, 2007 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 26 Issue: 18
  • Publication Date: 2007
  • Doi Number: 10.1016/j.poly.2007.08.015
  • Journal Name: POLYHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.5432-5440
  • Yıldız Technical University Affiliated: No


Compounds 3 and 4 have been prepared by the reaction of 4-nitrocatechol 1 and 4-nitrophthalonitrile 2 by a common method, aromatic nucleophilic subtitution of the nitro group in 4-nitrophthalonitrile. Starting from 4 and 1-bromooctane, their alkylation reaction gave compound 5. Zn(II) 8, Co(II) 9 and Lu(III) 10 complexes were synthesized from the corresponding metal salts by the tetramerization of compound 5. Compound 7 was prepared by the statistical condensation of 5 and 4,5-bis(hexylthio)phthalonitrile 6 with CoCl2 center dot 6H(2)O in dry dimethylformamide. The new compounds were characterized by FT-IR, UV/Vis, NMR and mass spectra. The electrochemical properties of the complexes were also investigated by cyclic voltammetry in non-aqueous medium. The effect of temperature on the dc conductivity and the impedance spectra of spin coated film of the compounds was investigated at temperatures between 295 and 433 K and in the frequency range 40-10(5) Hz. Thermally activated conductivity dependence on temperature was observed for all compounds. (C) 2007 Elsevier Ltd. All rights reserved.