Substituent-sensitive fluorescence of sequentially N-alkylated tetrabenzotetraaza[8]circulenes

Gleb V. Baryshnikov, Rashid R. Valiev, Boris F. Minaev, Hans Ågren

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

We explore the use of substituent-sensitive balance between fluorescence and non-radiative decay as a tool for optical tuning of promising materials for organic light emitting diode applications. A series of N-butylated tetrabenzotetraaza[8]circulenes is studied computationally in order to explain the gradual decrease of fluorescence intensity with the increase of the substituent number. The inter-system crossing probability is found to increase upon the gradual substitution of the circulene macrocycle as a result of the decrease of the S1-T1 energy gap due to the deformation of the tetrabenzotetraaza[8]circulenes and therefore the distortion of the π-conjugation within the macrocycles. In contrast, the S1-T1 spin-orbit coupling matrix elements are quite insensitive to the number of outer substituents. As a result, the fluorescence-responsible ππ∗ transition becomes less intense and the fluorescence rate constant decreases.

Original languageEnglish
Pages (from-to)7621-7625
Number of pages5
JournalNew Journal of Chemistry
Volume41
Issue number15
DOIs
Publication statusPublished - 2017

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Fluorescence
Organic light emitting diodes (OLED)
Rate constants
Orbits
Energy gap
Substitution reactions
Tuning

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

Cite this

Substituent-sensitive fluorescence of sequentially N-alkylated tetrabenzotetraaza[8]circulenes. / Baryshnikov, Gleb V.; Valiev, Rashid R.; Minaev, Boris F.; Ågren, Hans.

In: New Journal of Chemistry, Vol. 41, No. 15, 2017, p. 7621-7625.

Research output: Contribution to journalArticle

Baryshnikov, Gleb V. ; Valiev, Rashid R. ; Minaev, Boris F. ; Ågren, Hans. / Substituent-sensitive fluorescence of sequentially N-alkylated tetrabenzotetraaza[8]circulenes. In: New Journal of Chemistry. 2017 ; Vol. 41, No. 15. pp. 7621-7625.
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