Synthesis and electrochemistry of non-aggregated axially disubstituted silicon phthalocyanines bearing benzoxazin substituents

In this study, the new 2-{2-[6-(benzyloxy)-2H-1,3-benzoxazin-3(4H)-yl] ethoxy} ethanol, 6-[6-(benzyloxy)-2H-1,3-benzoxazin-3(4H)-yl] hexan-1-ol have been synthesized. Then, a series of new two axially disubstituted silicon(IV) phthalocyanines (SiPcs) bearing benzoxazin substituents have been synthesized and characterized. Synthesized axially di-substituted SiPcs showed good solubility in many organic solvents. The aggregation behavior of SiPcs was examined in different solvents and concentrations in DMSO. In all studied solvents, SiPcs were non-aggregated. Electrochemical properties of axially disubstituted SiPcs were determined with voltammetric (CV and SWV) measurements. Cyclic voltammetry showed three reduction couples and one oxidation couple for two axially disubstituted silicon(IV) phthalocyanines (SiPcs) bearing benzoxazin substituents. (C) 2015 Elsevier B.V. All rights reserved.