Unusual Fluorescence Behavior of Pyrene-Amine Containing Dendrimers

Molecules. 2019 Nov 12;24(22):4083. doi: 10.3390/molecules24224083.

Abstract

A new class of pyrene-based dendrimers, characterized by the presence of a 1,4,7,10-Tetraazacyclododecane (cyclen) unit as the core, was studied by SSF (steady-state fluorescence) and SPC (single-photon counting fluorescence). The photophysical behavior of these dendrimers was studied in THF, DMF and DMSO solution. The typical signals for pyrene-labeled molecules were recorded in each solvent, showing the representative fluorescence spectra: the corresponding emissions of monomer and excimer of the pyrene chromophore are observed. Unexpectedly, the typical quenching of tertiary amine on the pyrene emission was not observed in these dendrimers. Quenching studies were performed by adding up to 3 equivalents of trifluoroacetic acid (TFA). To our knowledge, this is the first report of pyrene's unquenching behavior by a tertiary amine.

Keywords: cyclen; dendrimers; fluorescence; pyrene; quenching.

MeSH terms

  • Amines / chemistry*
  • Dendrimers / chemistry*
  • Fluorescence*
  • Molecular Structure
  • Pyrenes / chemistry*
  • Spectrometry, Fluorescence

Substances

  • Amines
  • Dendrimers
  • Pyrenes
  • pyrene