Easy and Fast Detection of Hypochlorite by a Bithiophene-Based Fluorescent Turn-on Sensor and its Applications to...

We report a bithiophene-based fluorescence probe BDT (2,2'-(((1 E, 1'E)-[2,2'-bithiophene]-5,5'-diylbis(methaneylylidene))bis(azaneylylidene))bis(4-(tert-butyl)phenol)) for recognizing ClO^-. BDT selectively responded to ClO^-, leading to a blue fluorescence enhancement in a mixture of DMF/HEPES buffer (9:1, v/v). Importantly, BDT showed an ultrafast response (within 1 s) to ClO^- among the fluorescent turn-on chemosensors based on bithiophene. BDT recognized ClO^- through cleavage reaction with a low detection limit of 2.16 µM, and it had the ability to sense ClO^- across a pH range of 3-11. The recognition mechanism for ClO^- was investigated by ¹H nuclear magnetic resonance (NMR) titration, electrospray ionization mass spectrometry (ESI-MS), and density functional theory (DFT) calculations. In addition, BDT could be used to detect ClO^- using test strips as a convenient tool, allowing real-time monitoring rapidly. Practically, BDT exhibited reliable recoveries for quantifying ClO^- using a smartphone application with a spike-and-recovery method in real water samples such as drinking, tap, mineral, and river water.