Abstract
A novel two-site chemodosimeter (SWJT-4) based on fluorescein skeleton to detect diethyl chlorophosphate (DCP) was designed and synthesized. It is a turn-on fluorescent probe for DCP with good selectivity and obvious color change in aqueous solution. Interestingly, the two oxime groups of SWJT-4 as dual response sites initiated different reactions with DCP to form a cyano group and an isoxazole ring, respectively. The corresponding mechanism was confirmed by 1H NMR, MS and DFT calculation. Moreover, SWJT-4 could be used as a fluorescent test paper to detect DCP vapor.
Highlights
Organophosphate nerve agents refer to a class of chemical substances composed of organophosphorus compounds (OPs)
To obtain specific recognition of diethyl chlorophosphate (DCP), an organophosphate nerve agent mimic, some fluorescence probes were designed as chemodosimeters based on organic reaction [7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24,25,26,27,28,29,30]
In order to further study the fluorescence responses of SWJT-4 with DCP and the influence of different solvent media on the absorption and emission, the B3LYP/6-31g method was conducted by Gaussian simulation (DFT) [49,50,51]
Summary
Organophosphate nerve agents refer to a class of chemical substances composed of organophosphorus compounds (OPs). To obtain specific recognition of diethyl chlorophosphate (DCP), an organophosphate nerve agent mimic, some fluorescence probes were designed as chemodosimeters based on organic reaction [7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24,25,26,27,28,29,30]. A novel fluorescent probe SWJT-4 with two response sites was designed and synthesized for selective detection of DCP. It has good photochemical stability in an aqueous solution. These results were in good agreement with the stoichiometry between chemodosimeter and DCP
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