The highly conjugated imides, 9‐diphenyl‐aminobenzo[k]fluoranthene imide and N‐phenylcarbazo[2,3‐k]fluoranthene imide, were produced by Buchwald‐Hartwig reaction of N‐octyl‐9,10‐dibromobenzo[k]fluoranthene imide with diphenylamine. In a similar manner, reaction of the N‐ethylhexyl‐9,10‐dibromo derivative with carbazole leads to formation of 9‐(N‐carbazoyl)benzo[k]fluoranthene imide. All the benzo[k]fluoranthene imide (BFI) derivatives in solution show remarkable solvatofluorochromism. Diphenylamino and 9‐(N‐carbazoyl) derivatives, having twisted structures, exhibit fluorescence bands at short wavelengths in highly polar solvents, and they emit dual fluorescence in acetone. Moreover, the 9‐(N‐carbazoyl) derivative displays aggregation‐induced emission in highly aqueous acetone solutions. The results of density functional theory calculations demonstrate that a considerable spatial separation exists between the HOMO and LUMO coefficients of the N‐arylamine substituted BFIs. The results indicate that the ground‐to‐excited state transitions of these compounds have intramolecular charge transfer character.
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