Phthalocyanines formed from several precursors: synthesis, characterization, and comparative fluorescence and quinone quenching


Karaoglu H. R. P. , Yenilmez H. Y. , Koçak M.

JOURNAL OF COORDINATION CHEMISTRY, cilt.71, ss.2340-2357, 2018 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 71 Konu: 15
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1080/00958972.2018.1471686
  • Dergi Adı: JOURNAL OF COORDINATION CHEMISTRY
  • Sayfa Sayıları: ss.2340-2357

Özet

We have synthesized a new phthalonitrile with different substituents in 4- and 5-positions (1). Cyclotetramerization of 1 yielded phthalocyanines with cobalt(II) (2), zinc(II) (3), gallium(III)chloride (4), and indium(III)chloride (5) containing diethylamino-phenoxy and hexylsulfanyl substituents on each benzene unit. Elemental analyses, Fourier transform infrared spectra, H-1-nuclear magnetic resonance spectra, mass spectra, and ultraviolet-visible spectra were used for characterization of the phthalocyanines. The aggregation behavior of the zinc phthalocyanine derivative was studied in different concentrations. Also four chloro and four diethyllaminophenoxy substituted zinc phthalocyanine (6) and octa-diethylaminophenoxy substituted zinc phthalocyanine (7) were synthesized. These phthalocyanines (3, 6, and 7) were compared for electronic absorption spectra, fluorescence quantum yields, fluorescent lifetimes, and fluorescence quenching in the presence of benzoquinone. The fluorescence quantum yield gives the efficiency of the fluorescence process. The fluorescence lifetime is an important parameter for practical applications of fluorescence such as fluorescence resonance energy transfer and fluorescence-lifetime imaging microscopy.