Screening of aggregation-induced emission and multi-response acrylonitrile-bridging fluorescent molecules tailored for rapid turn-on detection of HClO as well as ratiometric visualizing of extreme basicity.

Abstract

Realizing the rapid and sensitive tracing of multiple analysis indicators using single molecular probe through structural designing is urgently desired for exploring novel multi-response chemosensors. Herein, a series of acrylonitrile-bridging organic small molecules have been rationally designed. Among these donor-π-acceptor (D-π-A) compounds with efficient aggregation-induced emission (AIE) characteristics, a unique derivative, 2-(1H-benzo[d]imidazole-2-yl)-3-(4-(methylthio)phenyl) acrylonitrile, named MZS, has been screened out for multifunctional utilizing. First, probe MZS can respond to hypochlorous acid (HClO) through specific oxidation reaction, showing a marked fluorescence turn-on signal (I495). This special sensing reaction is ultra-fast with a rather low detection limit (LOD=13.6nM). Next, versatile MZS is also sensitive to the extreme pH fluctuation, displaying an intriguing ratiometric signal variation (I540/I450), facilitating the real-time and naked-eye visualizing, which is even stable and reversible. Furthermore, probe MZS has been used for the monitoring of HClO in real water and commercially available disinfectant spray samples with satisfactory results. We envision that probe MZS would be a flexible and powerful tool for monitoring of environmental toxicity and industrial operations under realistic scenarios.