Synthesis and photophysicochemical properties of novel water soluble phthalocyanines

Abstract

In this study, the peripherally and non-peripherally tetra 2,3-bis[3-(diethylamino)phenoxy]propoxy substituted zinc (II) phthalocyanines (6 and 7), axially disubstituted silicon (IV) (8) phthalocyanine with some substituent and their quaternized derivatives (6a, 7a and 8a) were synthesized for the first time as photosensitizers for photodynamic therapy (PDT). The newly synthesized phthalocyanines were characterized by using standard spectroscopic methods such as H-1 NMR, C-13 NMR, IR, UV-vis, mass and elemental analysis as well. The aggregation, photophysical properties (such as fluorescence quantum yields and lifetimes) and photochemical properties (such as singlet oxygen generation and photostability) were also determined in DMSO for non-ionic phthalocyanines and in both DMSO and aqueous solutions for quaternized ionic phthalocyanines. (c) 2015 Elsevier Ltd. All rights reserved.