کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5222899 | 1383470 | 2010 | 4 صفحه PDF | دانلود رایگان |
This paper reports that mechanofluorochromism is found for a series of benzofuro[2,3-c]oxazolo[4,5-a]carbazole-type fluorophores (1a–5a) with different p-substituted phenyl groups as acceptor and dibutylamino groups as donor. Grinding of as-recrystallized dyes 1a–3a with strong electron-accepting group induces a fluorescent color change with an enhanced quantum yield and the fluorescent color is recovered by heating or exposure to solvent vapor. On the basis of experimental results and semi-empirical molecular orbital calculations (AM1 and INDO/S), we clarified that the mechanofluorochromism is attributed to a reversible switching between crystalline and amorphous states with changes of dipole–dipole interaction and intermolecular π–π interaction by changes of the densities of the solids before and after grinding.
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Journal: Tetrahedron - Volume 66, Issue 36, 4 September 2010, Pages 7268–7271