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Synthesis, electrochemical, in situ spectroelectrochemical and in situ electrocolorimetric characterization of new metal-free and metallophthalocyanines substituted with 4-2-[2-(1-naphthyloxy)ethoxy]ethoxy groups

By Acar, Irfan; Bıyıklıoğlu, Zekeriya; Koca, Atıf & Kantekin, Halit
Published in Polyhedron 2010

Abstract

The synthesis of novel metal-free and metallophthalocyanines [Ni(II), Zn(II), Co(II), Cu(II)] were prepared by cyclotetramerization of a novel 4- 2-[2-(1-naphthyloxy)ethoxy]ethoxy phthalonitrile and the corresponding metal salts (NiCl2, Zn(CH3COO)2, CoCl2 and CuCl2). The structures of the target compounds were confirmed using elemental analysis, IR, 1H NMR, 13C NMR, UV–Vis and MS spectral data. Voltammetric and in situ spectroelectrochemical measurements show that while cobalt phthalocyanine complex gives both metal-based and ring-based redox processes, metal-free, and zinc phthalocyanines show only ring-based reduction and oxidation processes. All complexes decomposed and coated on the electrode as nonconductive film at positive potential window of the electrolyte. An in situ electrocolorimetric method has been applied to investigate color of the electro-generated anionic and cationic forms of the complexes.

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