Dual Fluorescence Phenomenon in ‘Push-Pull’ Stilbenes

  • Dina Pines
  • Ehud Pines
  • Terry W. J. Steele
  • Vladislav Papper
Chapter
Part of the Reviews in Fluorescence book series (RFLU, volume 8)

Abstract

A short review of past and present experimental and theoretical work on the phenomenon of dual fluorescence in strong donor-acceptor (push-pull) stilbenes is presented. Various time resolved techniques such as femtosecond transient absorption, Kerr ellipsometry, fluorescence up conversion and time resolved single photon counting (TRSPC) has been utilized to confirm the presence of dual fluorescence. As the transition rate between the two emitting states is ultrafast one may be able to observe it only with the appropriate time resolution and experimental technique. The association of conformational change or twisting of the electronically excited push-pull stilbenes with dual fluorescence was supported by the dependence of the formation rate of the new emitting state on the solvent viscosity and on hydrodynamic factors of the molecules. The intramolecular charge transfer (ICT) transition may occur by changing the molecular configuration around a single bond and it competes with the trans-cis isomerisation around the double bond of the stilbene molecule. We discuss how to discern the two reactions as well as how to discern an ICT transition from a solvent dependent fluorescence Stokes shift as all the three processes may happen on a similar time scale. The dual fluorescence of the newly synthesized trans-4-dimethylamino-4′-carbomethoxystilbene serves for demonstrating an ICT transition and how it depends on the stilbene structure, the donor and acceptor properties and solvent polarity.

Keywords

Stilbene Dual fluorescence Push-pull stilbene Intramolecular charge transfer TICT Trans-cis photoisomerisation Fluorescence probe 

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Copyright information

© Springer International Publishing Switzerland 2016

Authors and Affiliations

  • Dina Pines
    • 1
  • Ehud Pines
    • 1
  • Terry W. J. Steele
    • 2
  • Vladislav Papper
    • 2
  1. 1.Department of ChemistryBen-Gurion University of the NegevBeer-ShevaIsrael
  2. 2.School of Materials Science and EngineeringNanyang Technological UniversitySingaporeSingapore

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