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., ...Daha Fazla

JOURNAL OF MOLECULAR STRUCTURE, cilt.1130, ss.677-687, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1130
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1016/j.molstruc.2016.11.017
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.677-687
  • Anahtar Kelimeler: Singlet oxygen, Phthalocyanine, Benzothiazole, Fluorescence quenching, Photosensitizer, FILMS
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

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.