Femtosecond Time-Resolved Photophysics of 1,4,5,8-Napthalene Diimides

P. Ganesan, J. Baggerman, H. Zhang, E.J.R. Sudhölter, H. Zuilhof

Research output: Contribution to journalArticleAcademicpeer-review

45 Citations (Scopus)

Abstract

The photophysical properties of a tetrahedral molecule with naphthalene diimide (NDI) moieties and of two model compounds were investigated. The absorption and fluorescence spectra of dialkyl-substituted NDI are in agreement with literature. While the absorption spectra of phenyl-substituted molecules are similar to all other NDIs, their fluorescence showed a broad band between 500 and 650 nm. This band is sensitive to the polarity of the solvent and is attributed to a CT state. The absorption spectra and lifetime (10 ± 2 ps) of the electronically excited singlet state of a dialkyl-substituted NDI was determined by femtosecond transient absorption spectroscopy, and the latter was confirmed by picosecond fluorescence spectroscopy. Nanosecond flash photolysis showed the subsequent formation of the triplet state. The presence of a phenyl substituent on the imide nitrogen of NDI resulted in faster deactivation of the singlet state (lifetime 0.5-1 ps). This is attributed to the formation of a short-lived CT state, which decays to the local triplet state. The faster deactivation was confirmed by fluorescence lifetime measurements in solution and in a low-temperature methyl-tetrahydrofuran glass.
Original languageEnglish
Pages (from-to)6151-6156
JournalThe Journal of Physical Chemistry Part A: Molecules, Spectroscopy, Kinetics, Environment, & General Theory
Volume111
DOIs
Publication statusPublished - 2007

Keywords

  • photoinduced electron-transfer
  • field-effect transistors
  • stable organic semiconductor
  • triplet-state formation
  • light-emitting devices
  • charge separation
  • highly efficient
  • proton-transfer
  • excited-states
  • imide

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