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Article Dans Une Revue Journal of Materials Chemistry C Année : 2020

Photostable orange-red fluorescent unsymmetrical diketopyrrolopyrrole–BF 2 hybrids

David Young
Mariusz Tasior
Łukasz Dobrzycki
  • Fonction : Auteur
Michał Cyrański
  • Fonction : Auteur
Nikolai Tkachenko
  • Fonction : Auteur
Daniel Gryko

Résumé

Electronic Supplementary Information (ESI) available: Details of syntheses; NMR, UV/vis and fluorescence spectra; fluorescence lifetime measurements; and computational computational details. CCDC 1983938. See The straightforward synthesis of structurally unique DPP-BODIPY hybrids has been developed using unsymmetrical, imidazopyridine substituted DPPs. These hybrids exhibit a superb combination of photophysical properties including high photostability, good fluorescence quantum yield as well as markedly bathochromically shifted absorption and emission compared to conventional diketopyrrolopyrroles. Increasing the size of the imidazopyridine substituent and/or the electron donating power of the other aryl substituent can further redshift both absorption and emission to reach ~650 nm for the free-base and ca. 700 nm for boron-chelates. A strong intramolecular hydrogen bond is responsible for the small change in geometry between the ground and excited states and hence relatively small differences in photophysical properties upon formation of boron-chelates are observed. The solvent dependence of the photophysical properties for the free base and DPP-BF2 complexes were investigated and show strong fluorescence with long lifetimes in both non-polar and polar aprotic environments.
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Dates et versions

hal-03006491 , version 1 (15-11-2020)

Identifiants

Citer

David Young, Mariusz Tasior, Adele D. Laurent, Łukasz Dobrzycki, Michał Cyrański, et al.. Photostable orange-red fluorescent unsymmetrical diketopyrrolopyrrole–BF 2 hybrids. Journal of Materials Chemistry C, 2020, 8 (23), pp.7708-7717. ⟨10.1039/D0TC01202E⟩. ⟨hal-03006491⟩
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