Effect of substitution on the solid-state fluorescence properties of styrylbenzoxazole derivatives with terminal dicyanomethylene group
ERRIGUIBLE, Arnaud
Institut de Chimie de la Matière Condensée de Bordeaux [ICMCB]
Institut de Mécanique et d'Ingénierie [I2M]
< Reduce
Institut de Chimie de la Matière Condensée de Bordeaux [ICMCB]
Institut de Mécanique et d'Ingénierie [I2M]
Language
en
Article de revue
This item was published in
Journal of Photochemistry and Photobiology A: Chemistry. 2021-01, vol. 404, p. 112857 (9 p.)
Elsevier
English Abstract
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 ...Read more >
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.Read less <
English Keywords
Aggregation induced emission (AIE)
Solid state luminescence enhancement (SLE)
Photoluminescence
Benzoxazole
Nanoparticle
Crystal
ANR Project
Synthèse de nanocristaux organiques fluorescents en milieu fluide supercritique: une approche numérique et expérimentale complémentaire - ANR-17-CE07-0029
Origin
Hal imported