Peripherally and non-peripherally tetra-benzothiazole substituted metal-free zinc (II) and lead (II) phthalocyanines: Synthesis, characterization, and investigation of photophysical and photochemical properties


DEMIRBAS Ü. , Gol C., Barut B. , Bayrak R., Durmus M., KANTEKİN H. , ...More

JOURNAL OF MOLECULAR STRUCTURE, vol.1130, pp.677-687, 2017 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1130
  • Publication Date: 2017
  • Doi Number: 10.1016/j.molstruc.2016.11.017
  • Title of Journal : JOURNAL OF MOLECULAR STRUCTURE
  • Page Numbers: pp.677-687
  • Keywords: Singlet oxygen, Phthalocyanine, Benzothiazole, Fluorescence quenching, Photosensitizer, FILMS

Abstract

In this study, novel phthalonitrile compounds bearing 2-methylbenzofdlthiazol-5-yloxy groups (4 and 5) and their peripherally and non-peripherally tetra-substituted metal-free (6 and 7), zinc (II) (8 and 9), and lead (II) (10 and 11) phthalocyanine derivatives were synthesized and characterized for the first time. These novel compounds showed extremely good solubility in most common organic solvents. The novel phthalocyanine compounds presented excellent results from photophysical and photochemical examinations in DMF solution. Especially, the singlet oxygen quantum yield (Phi(Delta)) values of the substituted zinc (II) phthalocyanines indicate that these compounds have significant potential as photosensitizers in cancer treatment by the photodynamic therapy (PDT) technique. The fluorescence quenching behaviour of these novel phthalocyanine compounds by 1,4-benzoquinone (BQ) was also examined in DMF solution. (C) 2016 Elsevier B.V. All rights reserved.