Electrochemical, spectroelectrochemical characterization and electropolymerization of 2-(4-methyl-1,3-thiazol-5-yl) ethoxy-substituted manganese and indium phthalocyanines

Abstract

In this study, the synthesis of novel, symmetrical, tetrasubstituted metallo-phthalocyanines (MPc; M = manganese, indium) bearing four 2-(4-methyl-1,3-thiazol-5-yl) ethoxy units has been reported. All of the synthesized compounds have been characterized by using elemental analysis, UV-Vis, FT-IR and MS spectroscopic data. Electrochemical, spectroelectrochemical and electropolymerization properties of the phthalocyanines were studied by cyclic voltammetry. Electrochemistry and spectroelectrochemistry of metallophthalocyanines (MPc) bearing redox active and polymerizable thiazole groups were introduced. (InClPc)-Cl-III gave only Pc ring based reduction process, metal based and Pc based redox processes were observed for during the cathodic potential scans. However both complexes were coated on the working electrode during the oxidation reactions due to the oxidative electropolymerization of thiazole groups on the substituents of the complexes. Thiazole groups were oxidized at around 1.50 V, which triggered cationic electropolymerization reactions of the complexes. Type of the metal centers, working electrode, and solvent of the electrolytes and potential range and scan rate of the CV measurements affected the electropolymerization mechanisms of the complexes. (C) 2015 Elsevier Ltd. All rights reserved.