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


Tayfuroğlu O., Atmaca G., ERDOĞMUŞ A.

JOURNAL OF COORDINATION CHEMISTRY, vol.70, no.18, pp.3095-3109, 2017 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 70 Issue: 18
  • Publication Date: 2017
  • Doi Number: 10.1080/00958972.2017.1377340
  • Journal Name: JOURNAL OF COORDINATION CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.3095-3109
  • Keywords: Phthalocyanine, fluorescence, singlet-oxygen, DFT calculation, OXYGEN QUANTUM YIELDS, PHOTOCHEMICAL PROPERTIES, PHOTODYNAMIC THERAPY, SPECTROSCOPIC CHARACTERIZATION, COMPLEXES, SOLVENT, PHOTOSENSITIZERS

Abstract

The new thiohexanoic acid substituted zinc phthalocyanine was synthesized and characterized by FT-IR, H-1-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.