From 2-phenylbenzoxazole to diphenyl-bibenzoxazole derivatives: Comparative advantages of mono- and bis-chromophores for solution and solid-state fluorescence - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Dyes and Pigments Année : 2016

From 2-phenylbenzoxazole to diphenyl-bibenzoxazole derivatives: Comparative advantages of mono- and bis-chromophores for solution and solid-state fluorescence

Résumé

The optical properties of three bis-benzoxazole derivatives, namely 2,2’-diphenyl-6,6’-bibenzoxazole and its derivatives bearing methyl and tert-butyl groups at the para position, were investigated and compared to those of the corresponding subunits. As expected from the increase of the π-electron conjugated system, the absorption and fluorescence spectra were red-shifted when passing from mono-to bis-chromophores. The three bis-benzoxazoles showed superior fluorescence quantum yields in solution, but they were only weakly emissive in the solid state, the unsubstituted derivative even being virtually not photoluminescent. The solid-state behaviour was explained by the fact that bis-chromophoric molecules were locked in a non-planar conformation, as discussed on the basis of DFT calculations and X-ray data.
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hal-01458706 , version 1 (06-02-2017)

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A. Ghodbane, Patrice Bordat, N. Saffon, Sylvie Blanc, Suzanne Fery-Forgues. From 2-phenylbenzoxazole to diphenyl-bibenzoxazole derivatives: Comparative advantages of mono- and bis-chromophores for solution and solid-state fluorescence. Dyes and Pigments, 2016, 125, pp.282-291. ⟨10.1016/j.dyepig.2015.10.027⟩. ⟨hal-01458706⟩
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