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

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.Graphical abstract

Source: Inorganica Chimica Acta - August 14, 2018 Category: Chemistry Source Type: research