Synthesis, Characterization, and Physicochemical Studies Of Orientation-Controlled Multi-Arm PEG Zn(II)/Mg(II) (Aza)Phthalocyanines

Tuning the amphiphilicity of (aza)phthalocyanine hydrophobic cores by introducing multiple polyethylene glycol (PEG) moieties with controlled orientations of their (non)peripheral positions is an innovative approach to fabricating water-soluble macrocyclic materials. Although many water-soluble PEGylated macrocycles have been produced in this way, the ability to generate substances with PEG tails oriented outward from the macrocyclic plane in order to obtain non-aggregated, water soluble forms remains a challenge. In this study, we resolved this issue by developing a methods for the synthesis of four new dual directional PEG containing Zn(II)/Mg(II) amphiphiles (ZnPc−PEG, MgPc−PEG, ZnAzaPc−PEG and MgAzaPc−PEG). In addition, the non-aggregating behaviour, and photophysical and photochemical properties of these PEG-complexes were elucidated.