Photophysical characterization of a highly conjugated bipyridyl-based dye synthesized by a unique two-step approach

J Phys Chem B. 2008 Oct 2;112(39):12185-90. doi: 10.1021/jp804975a. Epub 2008 Sep 4.

Abstract

In this article, we present a new and simple, yet efficient, two-step approach to synthesize 4,4'-bis(dibutylaminostyrylstyryl)-2,2'-bipyridine with high yield, as well as its linear and nonlinear optical characterizations in THF and toluene solutions. We show that its one- and two-photon absorption spectra are similar in both solvents. Nevertheless, the relaxation processes of this compound exhibit dependence on the solvent polarity. The one- and two-photon induced fluorescence signal of this molecule in solution reveals that its excited state is highly stabilized in THF solution rather than in toluene. Analysis of the fluorescence quantum yield, lifetime, and radiative and nonradiative decay rates are in agreement with Lippert's model for solute-solvent interactions. The optical measurements demonstrate that this dye is a promising candidate for multiphoton fluorescence imaging, optical limiting, and dye lasers.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Coloring Agents / chemical synthesis*
  • Coloring Agents / chemistry
  • Fluorescence
  • Furans / chemistry
  • Protons
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Toluene / chemistry

Substances

  • 4,4'-bis(dibutylaminostyrylstyryl)-2,2'-bipyridine
  • Coloring Agents
  • Furans
  • Protons
  • Pyridines
  • Toluene
  • tetrahydrofuran