Synthesis and electropolymerization properties of new axially substituted subphthalocyanines bearing polymerizable 2-[4-({(1E)-[4-(dimethylamino,diethylamino)phenyl]methylene}amino)phenyl]ethoxy groups

Synthesis of axially substituted subphthalocyanines. Electrochemical properties of subphthalocyanines. Investigation of electropolymerization of subphthalocyanines. [Display omitted] •Synthesis of axially substituted subphthalocyanines.•Electrochemical properties of subphthalocyanines.•Investigation of electropolymerization of subphthalocyanines. New subphthalocyanines were synthesized by threatening 2-[4-({(1E)-[4-(dimethylamino)phenyl]methylene}amino)phenyl]ethanol 2 and 2-[4-({(1E)-[4-(diethylamino)phenyl]methylene}amino)phenyl]ethanol 3 with excess of boron subphthalocyanine chloride in toluene. The subphthalocyanines containing 2-[4-({(1E)-[4-(dimethylamino)phenyl]methylene}amino)phenyl]ethoxy and 2-[4-({(1E)-[4-(diethylamino)phenyl]methylene}amino)phenyl]ethoxy substituents located at the axial positions of macrocycle. The novel subphthalocyanines were characterized by standard spectroscopy methods. Subphthalocyanines were decorated with electropolymerizable 2-[4-({(1E)-[4-(dimethylamino)phenyl]methylene}amino)phenyl]ethoxy and 2-[4-({(1E)-[4-(diethylamino)phenyl]methylene}amino)phenyl]ethoxy substituents. Synthesized subphthalocyanines were electrochemically characterized with voltammetry techniques. Voltammetric analyses indicated that subphthalocyanines gave ring based reduction processes. During oxidation reaction, subphthalocyanines were coated on the platinum electrode surface with oxidative electropolymerization reactions.