Synthesis, electrochemical, in situ spectroelectrochemical and in situ electrocolorimetric characterization of new phthalocyanines peripherally fused to four flexible crown ether moieties

BIYIKLIOĞLU Z., KOCA A., KANTEKİN H.

POLYHEDRON, vol.28, no.11, pp.2171-2178, 2009 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 28 Issue: 11
  • Publication Date: 2009
  • Doi Number: 10.1016/j.poly.2009.04.036
  • Journal Name: POLYHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2171-2178
  • Karadeniz Technical University Affiliated: Yes

Abstract

Novel Ni(II), Zn(II), Co(II) and Cu(II) phthalocyanines with four peripheral 4-[methyleneoxy(18-crown-6)] groups have been synthesized via the cyclic tetramerization of 4-[{(18-crown-6)-yl}methyleneoxy]phthalonitrile and the corresponding metal salts (NiCl2, Zn(CH3COO)(2), CoCl2 and CuCl2). The thermal stabilities of the metal-free and metallophthalocyanine compounds were determined by thermogravimetric analysis. The structures of the target compounds were confirmed using elemental analysis, IR, H-1-NMR, C-13-NMR, UV-Vis and MS spectral data. Voltammetric and in situ spectroelectrochemical measurements show that while the cobalt phthalocyanine complex gives both metal-based and ring-based redox processes, the metal-free, nickel, zinc and copper phthalocyanines show only ring-based reduction and oxidation processes. An in situ electrocolorimetric method has been applied to investigate the color of the electro-generated anionic and cationic forms of the complexes. (C) 2009 Elsevier Ltd. All rights reserved.