Synthesis and electrochemistry of non-aggregated silicon phthalocyanines bearing unsaturated functional groups

•Synthesis of axially disubstituted silicon phthalocyanines.•Investigation of aggregation behavior of silicon phthalocyanines.•Investigation of electrochemical studies of silicon phthalocyanines.

This paper describes the synthesis, characterization, aggregation and electrochemical behavior of new silicon phthalocyanines with 6-({(1E)-[4-(diethylamino)phenyl]methylene}amino)hexan, 2-[2-({(1E)-[4(diethylamino)phenyl]methylene}amino)ethoxy], 6-({(1E)-[4-(dimethylamino)phenyl]methylene}amino)hexan groups as axial ligands. The aggregation behavior of these complexes was examined at different concentration and solvents. In all studied organic solvents, silicon phthalocyanine complexes were non-aggregated. Electrochemical properties of silicon phthalocyanine complexes 3, 5 and 7 were determined by cyclic and square wave voltammetry. Voltammetric studies reveal that while complex 3 showed two reduction and two oxidation couples, complex 5 showed three reduction and one oxidation couples, on the other hand, complex 7 showed two reduction couples and one oxidation couples.

Graphical abstractSynthesis of axially disubstituted silicon phthalocyanines. Investigation of aggregation behavior of silicon phthalocyanines. Investigation of electrochemical studies of silicon phthalocyanines.Figure optionsDownload full-size imageDownload as PowerPoint slide