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    Synthesis, characterization and investigation of the photophysical and photochemical properties of highly soluble novel metal-free, zinc(II), and indium(III) phthalocyanines substituted with 2,3,6-trimethylphenoxy moieties
    (Royal Soc Chemistry, 2015) Gurel, Ekrem; Piskin, Mehmet; Altun, Selcuk; Odabas, Zafer; Durmus, Mahmut
    This work presents the synthesis and characterization of metal-free, zinc((II)), and indium((III)) acetate phthalo-cyanines substituted with 2,3,6-trimethylphenoxy groups at the peripheral and non-peripheral positions. The photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen generation and photodegradation under light irradiation) properties of these novel phthalocyanines and un-substituted zinc((II)) and indium((III)) acetate phthalocyanines were investigated in dimethylformamide solution. The effects of the types of substituents and their positions and the variety of central metal ions on the phthalocyanine core on their spectroscopic, photophysical and photochemical properties were also determined. The studied 2,3,6-trimethylphenoxy substituted metal-free, zinc((II)) and indium((III)) acetate phthalocyanines especially indium((III)) acetate derivatives exhibited appropriate photophysical and photochemical properties such as high singlet oxygen generation and these phthalocyanines can be potential Type II photosensitizers for photodynamic therapy in cancer applications.
  • [ X ]
    Öğe
    The novel mesityloxy substituted metallo-phthalocyanine dyes with long fluorescence lifetimes and high singlet oxygen quantum yields
    (Elsevier Science Sa, 2016) Gurel, Ekrem; Piskin, Mehmet; Altun, Selcuk; Odabas, Zafer; Durmus, Mahmut
    The synthesis of novel peripheral or non-peripheral tetra-mesityloxy substituted metal-free, zinc and indium phthalocyanines, which are highly soluble in organic solvents, has been achieved. The phthalocyanines have been characterized by UV-vis, IR, MALDI-TOF Mass, H-1 NMR, C-13 NMR spectroscopies and elemental analysis. On their spectroscopic, photochemical and photophysical properties, the effects of the substituent position and the variety of central metal ions in phthalocyanine cavity are also investigated. Photodegradation, singlet oxygen and fluorescence quantum yields, and fluorescence lifetimes in dimethylformamide for the phthalocyanines are described. These properties of the compounds are very useful for photodynamic therapy applications and their high singlet oxygen quantum yields are very important for Type II mechanisms. The phthalocyanines can be appropriate candidates as Type II photosensitizers. (C) 2015 Elsevier B.V. All rights reserved.