Novel peripherally substituted zinc phthalocyanine: synthesis, characterization, investigation of photophysicochemical properties and theoretical study

Abstract

The new thiohexanoic acid substituted zinc phthalocyanine was synthesized and characterized by FT-IR, ¹H–NMR, electronic spectroscopy, and mass spectrometry as well as DFT calculation studies. The photochemical properties (singlet-oxygen quantum yields and photodegradation quantum yields) and photophysical properties (fluorescence quantum yields and fluorescence behavior) of the compound were studied in dimethylsulfoxide (DMSO), dimethylformamide (DMF) and tetrahydrofuran (THF). Singlet-oxygen quantum yields ranged from 0.29 to 0.43. However, energy-minimized structure, vibrational frequency, electronic distribution and molecular orbitals were obtained by DFT calculations which were supported by experimental results.

Keywords:

• Phthalocyanine
• fluorescence
• singlet-oxygen
• DFT calculation

Acknowledgements

The numerical calculations reported in this article were fully/partially performed at TUBITAK ULAKBIM, High Performance and Grid Computing Center (TRUBA resources).