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SYNTHESIS AND OPTICAL PROPERTIES OF WATER-SOLUBLE DIKETOPYRROLOPYRROLES

Marek Grzybowski, Eliza Glodkowska-Mrowka, Guillame Clermont, Mireille Blanchard-Desce, Daniel T. Gryko
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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.

 


Keywords


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

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