A chemodosimetric chemosensor for the ratiometric detection of nerve agent-mimic DCP in solution and vapor phases

Abstract

Nerve agents are among the most deadly and lethal chemical warfare agents (CWAs). Rapid identification is crucial for specialized individuals to take action against dangerous drugs. This paper describes the synthesis and characterisation of a probe (MNFZ) based on the methoxy naphthalene-furoic hydrazide group. The probe rapidly (100 s) detects and quantifies the nerve-agent simulant diethyl chlorophosphate (DCP) in both solution and vapor phases. This sensor uses a new recognition center, furoic hydrazide, where the nitrogen atom of the imine group (CN) attacks the electrophilic core phosphorus atom of DCP, followed by the hydrolysis of the imine group in the acetonitrile (ACN) solution to produce the corresponding aldehyde MNPA. The development of ICT character resulted in a distinct red-shifted ratiometric fluorescence response to DCP, with a very low limit of detection (12.2 nM). The probe is an efficient chemosensor due to its high selectivity over other organophosphorus compounds as well as its chemical stability across a wide pH range. DFT calculations, ¹H NMR and HRMS were performed to finalize the sensing mechanism. Lastly, the as-designed sensor was successfully used to build a highly sensitive portable kit in test strips and a cotton biopolymer for simple and safe real-time monitoring of DCP.