Synthesis, electrochemical, in-situ spectroelectrochemical and in-situ electrocolorimetric characterization of non-peripheral tetrasubstituted metal-free and metallophthalocyanines

摘要

The synthesis of new metal-free, nickel, zinc, cobalt and copper phthalocyanines with four 6-oxyquinoline groups on the non-peripheral position were prepared by cyclotetramerization of a novel 3-(quinolin-6-yloxy)phthalonitrile. All new compounds were characterized by the ways of IR, 1~H NMR, ~(13)C NMR and MS spectral data, all of which were compatible with the proposed structures. Electrochemical properties of metal-free, Ni(II) and Zn(II) phthalocyanines were investigated by using cyclic voltammetry and differential pulse voltammetry techniques. The metal-free phthalocyanine exhibits two reversible Pc ring-based one-electron reduction couples. The Ni(ll) and Zn(II) phthalocyanines give very similar voltammetric responses with slightly potential shift due to the different metal center.