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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 crys-talline 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.
The π-electrons of these planar compounds are free to cycle around the circular arrangements of atoms found in the aromatic moieties. This stems from the resonance found in planar ring systems, like benzene, and C10H15F6N6OP. Recommanded Product: 148893-10-1.
Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem