Jump to main content
Jump to site search


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

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 are studied computationally in order to explain the gradual decrease of fluorescence intensity with the rise 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 a decrease of the S1–T1 energy gap due to the deformation of the tetrabenzotetraaza[8]circulenes and thereby a 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.

Back to tab navigation

Publication details

The article was received on 10 May 2017, accepted on 16 Jun 2017 and first published on 19 Jun 2017


Article type: Paper
DOI: 10.1039/C7NJ01599B
Citation: New J. Chem., 2017, Accepted Manuscript
  •   Request permissions

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

    G. Baryshnikov, R. R. Valiev, B. Minaev and H. Ågren, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ01599B

Search articles by author

Spotlight

Advertisements