A Benzil- and BODIPY-Based Turn-On Fluorescent Probe for Detection of Hydrogen Peroxide.

Faced with rising threats of terrorism, environmental and health risks, achieving sensitive and selective detection of peroxide-based explosives (PEs) has become a global focus. In this study, a turn-on fluorescent probe (BOD) based on benzil (H 2 O 2 -recognition element) and 4,4-difluoro-4-bora-3 a ,4 a -diaza- s -indacene (BODIPY) derivative (fluorophore) was developed to sensitively and specifically detect hydrogen peroxide (H 2 O 2 ). The synthesized BOD had a very weak fluorescence due to intramolecular donor-excited photo-induced electron transfer ( d -PET) effect; however, it could emit a strong fluorescence since H 2 O 2 selectively oxidized the benzil moiety and released free BODIPY fluorophore (BOD-COOH). As a result, the proposed BOD detected H 2 O 2 in linear detection ranged from 25 to 125 µM with a detection limit of 4.41 µM. Meanwhile, the proposed BOD showed good selectivity toward H 2 O 2 , which is not affected by other common reactive oxygen species (ROS) and ions from explosive residues. In addition, a blue shift from 508 to 498 nm was observed in the absorption spectra upon addition of H 2 O 2 . More importantly, the BOD was successfully applied for rapid detection of H 2 O 2 vapor with good sensitivity (down to 7 ppb), which holds great potential for practical use in public safety, forensic analysis and environmental monitoring.