초록 |
Naphthalimide–phenyl-benzothiazole conjugate (NBTZ) connected through C-C single bond and cinnamonitrile was designed, synthesized, and fully characterized by 1H NMR, 13C NMR, DEPT, HSQC, high–resolution mass spectrometry and single crystal X-ray structure. NBTZ showed two–mode aggregation–induced emission (AIE) in THF–H2O mixtures. In a 30:70 THF–H2O (v/v) mixture, the maximum AIE was observed at 430 nm (blue) because of the rotation of the C–C bond between the naphthalimide ring and the phenyl ring was restricted. In 10:90 THF–H2O (v/v), a new red–shifted AIE appeared at 490 nm (cyan), due to the extended π–conjugation induced by restriction of rotation of the C=C bond between the benzothiazole and naphthalimide rings. NBTZ exhibited turn–on fluorescence in the presence of CN− with high selectivity and detection limit for CN− was found to be 3.35 × 10−8 M in THF. |