Synthesis and electropolymerization properties of axially disubstituted silicon phthalocyanines bearing carbazole units

[Display omitted] •Synthesis of carbazole substituted silicon phthalocyanines.•Investigation of their electrochemical properties.•Investigation of electropolymerization studies of silicon phthalocyanines. In this study, axially {4-[3-(9H-carbazol-9-yl)propoxy]phenyl}methoxy and ({3,5-bis[3-(9H-carbazol-9-yl)propoxy]phenyl}methoxy) substituted silicon phthalocyanines were synthesized by reaction of SiPcCl2 with {4-[3-(9H-carbazol-9-yl)propoxy]phenyl}methanol and {3,5-bis[3-(9H-carbazol-9-yl)propoxy]phenyl}methanol in the presence of NaH in toluene. The new silicon phthalocyanines (SiPcs) were characterized by standard spectroscopy methods. Synthesized silicon phthalocyanines were electrochemically characterized with voltammetry techniques. The electrochemical studies exhibited that while SiPcs gave only Pc-based reduction processes during the cathodic potential scan, electropolymerizable {4-[3-(9H-carbazol-9-yl)propoxy]phenyl}methoxy and ({3,5-bis[3-(9H-carbazol-9-yl)propoxy]phenyl}methoxy) substituents triggered the coating of SiPcs with the oxidative electropolymerizations.