SYNTHESIS AND OPTICAL PROPERTIES OF WATER-SOLUBLE DIKETOPYRROLOPYRROLES

Authors

  • Marek Grzybowski Institute of Organic Chemistry, Polish Academy of Sciences
  • Eliza Glodkowska-Mrowka Department of Laboratory Diagnostics and Clinical Immunology of Developmental Age, Medical University of Warsaw
  • Guillame Clermont Institut des Sciences Moléculaires, Université Bordeaux 1
  • Mireille Blanchard-Desce Institut des Sciences Moléculaires, Université Bordeaux 1
  • Daniel T. Gryko Institute of Organic Chemistry, Polish Academy of Sciences

DOI:

https://doi.org/10.1007/3521

Keywords:

diketopyrrolopyrroles, dyes, quaternary ammonium salts, fluorescence, two-photon absorption

Abstract

Two diketopyrrolopyrroles containing electron-rich 3,4-dimethoxyphenyl and 2-furyl aromatic groups were decorated with N-alkyl substituents containing quaternary ammonium moieties. The obtained dyes were readily soluble in water, showed an intense visible absorption with relatively high two-photon absorption cross-sections and some of them could stain eukaryotic cells. A dye containing two tetraalkylammonium moieties in its side chains showed high fluorescence quantum yield (>50%) both in water and in acetonitrile, whereas the fluorescence of pyridinium salt was significantly quenched. The two-photon absorption peaks were located at ~720 nm.

 

Author Biography

Daniel T. Gryko, Institute of Organic Chemistry, Polish Academy of Sciences

Professor

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Published

2017-02-06

Issue

Vol. 53 No. 1 (2017): Heterocycles in materials chemistry

Section

Original Papers