Highly soluble 7-oxy-3-(4-methoxyphenyl)coumarin bearing zinc phthalocyanines: Synthesis and investigation of photophysical and photochemical properties

Piskin M., DURMUŞ M., Bulut M.

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, vol.223, no.1, pp.37-49, 2011 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 223 Issue: 1
  • Publication Date: 2011
  • Doi Number: 10.1016/j.jphotochem.2011.07.014
  • Journal Name: JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.37-49
  • Keywords: Phthalocyanine, Coumarin (2H-chromen-2-one), Zinc, Fluorescence, Quantum yield, Singlet oxygen, SUBSTITUTED PHTHALOCYANINES, PHOTODYNAMIC THERAPY, SPECTROSCOPIC PROPERTIES, MOLECULAR MATERIALS, ANTITUMOR-ACTIVITY, DIMER FORMATION, THIN-FILMS, COUMARIN, AGGREGATION, PORPHYRINS
  • Marmara University Affiliated: Yes

Abstract

The synthesis of 7-oxy-3-(4-methoxyphenyl)coumarin-substituted peripherally and non-peripherally tetrakis- and peripherally octakis-tetrachloro zinc(II) phthalocyanine complexes are described for the first time in this study. The new compounds have been characterized by elemental analysis, IR, (1)H NMR, UV-vis spectroscopy and mass spectra. The photophysical and photochemical properties are important for photodynamic therapy applications and these properties of studied phthalocyanine complexes are investigated in N,N-dimethyl formamide (DMF). The effects of the number of the substitution and the position (peripheral or non-peripheral) on the photophysical and photochemical parameters of the zinc(II) phthalocyanine complexes are reported. The fluorescence quenching behaviour of the studied zinc(II) phthalocyanine complexes by the addition of 1,4-benzoquinone are also described. (C) 2011 Elsevier B.V. All rights reserved.