Sub-Picosecond Singlet Exciton Fission in Cyano-Substituted Diaryltetracenes

Eric A. Margulies, Yi Lin Wu, Przemyslaw Gawel, Stephen A. Miller, Leah E. Shoer, Richard D Schaller, François Diederich, Michael R Wasielewski

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

Thin films of 5,11-dicyano-6,12-diphenyltetracene (TcCN) have been studied for their ability to undergo singlet exciton fission (SF). Functionalization of tetracene with cyano substituents yields a more stable chromophore with favorable energetics for exoergic SF (2E(T1)-E(S1)=-0.17 eV), where S1 and T1 are singlet and triplet excitons, respectively. As a result of tuning the triplet-state energy, SF is faster in TcCN relative to the corresponding endoergic process in tetracene. SF proceeds with two time constants in the film samples (τ=0.8±0.2 ps and τ=23±3 ps), which is attributed to structural disorder within the film giving rise to one population with a favorable interchromophore geometry, which undergoes rapid SF, and a second population in which the initially formed singlet exciton must diffuse to a site at which this favorable geometry exists. A triplet yield analysis using transient absorption spectra indicates the formation of 1.6±0.3 triplets per initial excited state.

Original languageEnglish
Pages (from-to)8679-8683
Number of pages5
JournalAngewandte Chemie - International Edition
Volume54
Issue number30
DOIs
Publication statusPublished - Jul 20 2015

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Excitons
Geometry
Chromophores
LDS 751
Excited states
Transient analysis
Electron energy levels
Absorption spectra
Tuning
Thin films

Keywords

  • chromophores
  • photophysics
  • singlet fission
  • tetracene derivatives
  • time-resolved spectroscopy

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

Sub-Picosecond Singlet Exciton Fission in Cyano-Substituted Diaryltetracenes. / Margulies, Eric A.; Wu, Yi Lin; Gawel, Przemyslaw; Miller, Stephen A.; Shoer, Leah E.; Schaller, Richard D; Diederich, François; Wasielewski, Michael R.

In: Angewandte Chemie - International Edition, Vol. 54, No. 30, 20.07.2015, p. 8679-8683.

Research output: Contribution to journalArticle

Margulies, Eric A. ; Wu, Yi Lin ; Gawel, Przemyslaw ; Miller, Stephen A. ; Shoer, Leah E. ; Schaller, Richard D ; Diederich, François ; Wasielewski, Michael R. / Sub-Picosecond Singlet Exciton Fission in Cyano-Substituted Diaryltetracenes. In: Angewandte Chemie - International Edition. 2015 ; Vol. 54, No. 30. pp. 8679-8683.
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