Synthesis, electrochemical and photophysical studies of axially substituted quarternizable titanyl phthalocyanines

Arslanoğlu Y., HAYRAN E., HAMURYUDAN E.

DYES AND PIGMENTS, cilt.97, sa.2, ss.340-346, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 97 Sayı: 2
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1016/j.dyepig.2012.12.022
  • Dergi Adı: DYES AND PIGMENTS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.340-346
  • Anahtar Kelimeler: Titanyl, Phthalocyanine, Photodynamic therapy, Axial substitution, Water soluble, Fluorescence, PHOTODYNAMIC THERAPY, TITANYLPHTHALOCYANINES, AZAPHTHALOCYANINES, TITANIUM(IV), BEHAVIOR
  • İstanbul Teknik Üniversitesi Adresli: Evet

Özet

This work reports on the synthesis, characterization, photophysical properties and electrochemical characterization of new tetra-substituted titanium phthalocyanine with dimethylaminoethanol groups on peripheral positions (2) and water-soluble quaternized counterpart. The water-soluble titanium(IV) phthalocyanine derivative (3) was found to be aggregated in aqueous media but was partially or fully disaggregated in the presence of a surfactant Triton X-100. The capping of the titanyl (metaloxo) inner core with catechol derivatives (4-7) were also synthesized. The axially substituted titanium phthalocyanines show high solubility and a low aggregation tendency due to the steric hindrance. The structures of these compounds were characterized by using elemental analyses, UV-Vis, FT-IR, H-1 NMR and mass spectroscopies. Their photophysical properties were also studied and fluorescence quantum yields were found to range from 0.02 to 0.13. The electrochemical properties of 2 were also investigated by using cyclic voltammetry in this report. (C) 2013 Elsevier Ltd. All rights reserved.