Benzimidazolium-Based Self-Assembled Fluorescent Aggregates for Sensing and Catalytic Degradation of Diethylchlorophosphate

The unregulated use of chemical weapons has aroused researchers to develop sensors for chemical warfare agents (CWA) and likewise to abolish their harmful effects, the degradation through catalysis has great advantage. Chemically, the CWAs are versatile; however, mostly they contain organophosphates that act on inhibition of acetyl cholinesterase. In this work, we have designed and synthesized some novel benzimidazolium based fluorescent cations and their fluorescent aggregates were fabricated using anionic surfactants (SDS and SDBS) in aqueous medium. The prepared fluorescent aggregates have shown aggregation induced emission enhancement, which was further used as detection of chemical warfare agent in aqueous medium. The aggregates (Benz-2/SDBS and Benz-3/SDBS) have shown significant changes in emission profile upon interaction with diethylchlorophosphate. Contrarily, the pure dipodal receptor Benz-4 has not shown any response in emission after interaction with organophosphate, and consequently, it was concluded that benzimidazolium cation plays a decisive role in sensing. The mechanism of sensing was fully validated using P-31 NMR spectroscopy as well as GC-MS, which highlights the transformation of diethylchlorophosphate into diethylhydrogen phosphate. The aggregates selectively interact with diethylchlorophosphate over other biological important phosphates.