Fluorescence photoswitching of a diarylethene-perylenebisimide dyad based on intramolecular electron transfer

Photochem Photobiol Sci. 2010 Feb;9(2):181-7. doi: 10.1039/b9pp00131j. Epub 2010 Jan 6.

Abstract

A fluorescent photochromic molecule, which is composed of a photochromic diarylethene (DE) and a fluorescent perylenebisimide (PBI), was synthesized and its fluorescence photoswitching was studied. The fluorescence quantum yield of the open-ring isomer is constant irrespective of solvent polarity, while that of the closed-ring isomer decreases with an increase in the dielectric constant of solvents. Femtosecond time-resolved transient and fluorescence lifetime measurements revealed that the fluorescence quenching of the closed-ring isomer is attributed to the intramolecular electron transfer from the PBI chromophore to the DE unit.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclic S-Oxides / chemical synthesis
  • Cyclic S-Oxides / chemistry*
  • Electron Transport
  • Fluorescent Dyes / chemistry*
  • Imides / chemical synthesis
  • Imides / chemistry*
  • Isomerism
  • Perylene / analogs & derivatives*
  • Perylene / chemical synthesis
  • Perylene / chemistry
  • Spectrometry, Fluorescence
  • Thiophenes / chemical synthesis
  • Thiophenes / chemistry*
  • Time Factors

Substances

  • Cyclic S-Oxides
  • Fluorescent Dyes
  • Imides
  • Thiophenes
  • perylene bisimide
  • Perylene