Controlled Excited-State Dynamics and Enhanced Fluorescence Property of Tetrasulfone[9]helicene by a Simple Synthetic Process

Yuki Yamamoto, Hayato Sakai, Junpei Yuasa, Yasuyuki Araki, Takehiko Wada, Tomo Sakanoue, Taishi Takenobu, Tsuyoshi Kawai, Taku Hasobe

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Tetrasulfone[9]helicene (PTSH) was newly synthesized to improve and evaluate its fluorescence and excited-state dynamics through a single-step oxidation reaction of tetrathia[9]helicene (PTTH). In electrochemical measurements, the reduction potential of PTSH was shifted in a positive direction by approximately 1.0 V when compared to that of PTTH because of its electron-accepting sulfone units. The results of the electrochemical measurements agree with the energy levels calculated by density functional theory (DFT) methods and steady-state spectroscopic measurements. Furthermore, a significant enhancement of the absolute fluorescence quantum yield (ΦFL) was achieved. The absolute fluorescence quantum yield of PTSH attained 0.27, which is approximately 10 times larger than that of PTTH (ΦFL = 0.03). Such an enhancement of ΦFL can be successfully explained by the corresponding kinetic comparison. The reason is mainly the increased energy gap ΔEST between the lowest singlet (S1) and triplet (T1) excited states. Finally, excellent circularly polarized luminescence of PTSH was also observed. The value of the anisotropy factor gCPL was estimated to be 8.3 × 10-4 in PTSH.

Original languageEnglish
Pages (from-to)7421-7427
Number of pages7
JournalJournal of Physical Chemistry C
Issue number13
Publication statusPublished - 2016 Apr 21


ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Electronic, Optical and Magnetic Materials
  • Surfaces, Coatings and Films
  • Energy(all)

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