Metal ion sensing soluble α or β tetrasubstituted gallium and indium phthalocyanines: Synthesis, characterization, photochemistry and aggregation behaviors

Abstract

This paper reports on the synthesis and characterization of peripherally and non-peripherally tetra-substituted gallium and indium phthalocyanines (3, 4, 5 and 6) containing 6-hydroxyhexylthio group. Synthesized compounds have been characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, MALDI-TOF and UV–Vis spectral data. Atomic force microscopy was also used as complementary techniques to investigate the morphology. Absorption spectral changes of the functional MPcs during addition of Ag(I) and Pd(II) soft-metal ions were evaluated by UV–Vis spectroscopy with monomer–dimer formation. All the same, photochemical properties and photophysical properties (Fluorescence quantum yields and flouresans behavior) of these phthalocyanines were performed. General trends focus on fluorescence, photodegradation and singlet oxygen quantum yields of these compounds in dimethylformamide. The nature of the substituent and solvent effect on the photophysical and photochemical parameters of the substituted phthalocyanines (3, 4, 5 and 6) are also reported.