Synthesis, optical and electrochemical properties of novel phenyl- and phenoxy-substituted subphthalocyanines

Tatiana V. Dubinina, Marina M. Osipova, Anton V. Zasedatelev, Vitaly I. Krasovskii, Nataliya E. Borisova, Stanislav A. Trashin, Larisa G. Tomilova, Nikolay S. Zefirov

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

Novel phenyl- and phenoxy-substituted subphthalocyanines bearing a halogen ion in the axial position were synthesised. The compounds obtained were characterised by 1H, 13C and 1H-1H nuclear Overhauser effect spectroscopy and high resolution mass spectrometry. The correlation between the position of the Q-band and the nature of axial or peripheral substituents was shown. Redox transitions of the compounds were characterised using cyclic voltammetry in o-dichlorobenzene. The redox potentials determined suggest a higher electron-donating ability of phenyl substituents compared to phenoxy groups. Absorption cross sections, quantum yields of fluorescence and intersystem crossing, lifetimes of excited states and non-linear optical properties were studied using UV-Vis spectroscopy, stationary and time-resolved fluorimetry, and a non-linear Z-scan technique.

Original languageEnglish
Pages (from-to)141-148
Number of pages8
JournalDyes and Pigments
Volume128
DOIs
Publication statusPublished - May 2016
Externally publishedYes

Keywords

  • Electrochemistry
  • Luminescence
  • Non-linear optics
  • Phthalocyanine analogues
  • Subphthalocyanine
  • UV-Vis spectroscopy

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