BREMOND, Emma; LEYGUE, Nadine; JAOUHARI, Thomas; SAFFON‐MERCERON, Nathalie; ERRIGUIBLE, Arnaud; FERY-FORGUES, Suzanne

doi:10.1016/j.jphotochem.2020.112857

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BREMOND, Emma
Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique [SPCMIB]

LEYGUE, Nadine
Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique [SPCMIB]

JAOUHARI, Thomas
Institut de Chimie de la Matière Condensée de Bordeaux [ICMCB]

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Article de revue

Ce document a été publié dans

Journal of Photochemistry and Photobiology A: Chemistry. 2021-01, vol. 404, p. 112857 (9 p.)

Elsevier

Résumé en anglais

Three styrylbenzoxazole derivatives with terminal dicyanomethylene group were studied in order to understand how minor modifications brought to the benzoxazole ring influence the photoluminescence (PL) properties. The three compounds, in which several molecular motions are allowed, were weakly fluorescent in organic solution. Remarkably, the unsubstituted (1) and methoxy (2) derivatives showed clear solid-state luminescence enhancement (SLE). Distinct emission characteristics were attributed to the formation of amorphous and crystalline particles owing to scanning electron microscopy. These two compounds were also strongly luminescent as microcrystalline powders. Compound 1 that crystallized in herringbone configuration was a better emitter than the methoxy derivative 2, in which intermolecular interactions are more numerous, according to X-ray diffraction analysis. In contrast, compound 3 was virtually not emissive, confirming that in this series of dyes the presence of the hydroxy group is detrimental to PL emission, as rarely observed among SLE-active fluorophores.< Réduire

Mots clés en anglais

Aggregation induced emission (AIE)

Solid state luminescence enhancement (SLE)

Photoluminescence

Benzoxazole

Nanoparticle

Crystal

DOI

http://dx.doi.org/10.1016/j.jphotochem.2020.112857

Project ANR

Synthèse de nanocristaux organiques fluorescents en milieu fluide supercritique: une approche numérique et expérimentale complémentaire - ANR-17-CE07-0029

Origine

Importé de hal

Unités de recherche

Institut de Chimie de la Matière Condensée de Bordeaux (ICMCB) - UMR 5026