The synthesis and electrochemical behaviour of carbazole-substituted phthalocyanines


Yenilmez H. Y. , Ustamehmetoğlu B., Sezer E. , Bayir Z.

JOURNAL OF SOLID STATE ELECTROCHEMISTRY, vol.22, no.2, pp.505-517, 2018 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 22 Issue: 2
  • Publication Date: 2018
  • Doi Number: 10.1007/s10008-017-3779-9
  • Title of Journal : JOURNAL OF SOLID STATE ELECTROCHEMISTRY
  • Page Numbers: pp.505-517

Abstract

The syntheses of new cobalt and zinc phthalocyanine complexes containing carbazole (Cz) substituents at the peripheral positions are reported (CzCoPc and CzZnPc). The reaction of Cz with 4-iodophthalonitrile in the presence of a catalytic amount of copper(I) oxide and potassium carbonate led to the formation of 4-(9H-carbazol-9-yl) phthalonitrile. Furthermore, by heating the dinitrile and anhydrous metal salts (CoCl2, Zn(CH3COO)(2)) at 160 degrees C in n-hexanol in the presence of DBU, the phthalocyanines were obtained. They were characterised by H-1 NMR, FT-IR, UV-Vis and MS spectroscopic data. Aggregation behaviours of Pcs were investigated in THF. Electrochemical redox behaviour of CzCoPc was investigated by cyclic voltammetry depending on the potential range, and the oxidation and reduction products were followed by UV-Visible absorption measurements. Polymerisation of CzCoPc was carried out by potentiodynamic methods on glassy carbon electrode, and the catalytic activity of resulting polymer (P[CzCoPc]) was tested comparatively with polycarbazole (PCz)-coated electrode for dopamine and better response was obtained for P[CzCoPc] modified electrode.