A Naphthalimide‐Based Fluorescent Turn‐On Sensor for the Selective Detection of Diethyl Chlorophosphate

Abstract

A naphthalimide derivative, named 4-(2-aminophenoxy)-N-(2ethylhexyl)-naphthalimide (AEN), was synthesized and characterized by NMR and ESI-MS. The photophysical behaviors of AEN toward diethyl chlorophosphate (DCP) were investigated by fluorescence spectrometry. Moreover, the detection mechanism of AEN for DCP was evaluated by 1 H, 31 P NMR and ESI-MS spectroscopy. These results show that the fluorescence intensity of AEN significantly increased with the augment of DCP concentration. No obvious interference with the DCP detection was observed in the presence of other common solvents (e. g. tetrahydrofuran, dimethyl sulfoxide, n-hexane, N,N-dimethylformamide, and isopropanol), phosphorus-containing reagents (e. g. dimethyl methylphosphonate, and triethyl phosphate), brominated compounds (1-bromobutane) and chlorinated compounds (e. g. 1,2-dichloroethane, chlorobenzene, carbon tetrachloride), indicating that AEN possesses satisfactory selectivity and sensitivity for the detection of DCP.

A highly sensitive fluorescence probe for on-site detection of nerve agent mimic diethylchlorophosphonate DCP

“…S20 †) have been synthesized to detect DCP using various reaction sites such as oxime, 26,27 hydroxyl, 28,29 and pyridine. 30,31 However, most of these chemodosimeters have some limitations such as the lack of specicity or low sensitivity (Table S1 †), [32][33][34][35][36][37] which also limit the application of these uorescent probes. Hence, there is still demand for the development of uorescent probes with high sensitivity and selectivity, as well as portability to determine DCP in the eld.…”

1,8‐Naphthalimide‐Based Chemosensors: A Promising Strategy for Detection of Metal Ions in Environmental and Biological Systems

“…Amongst these structural motifs, 1,8‐napthalimide possesses remarkable properties and was found to be chemically stable. It exhibits excellent optical, electrochemical, photophysical, and thermal properties which marks the basis for its synthesis and designing of novel fluorescent probes [21–24] . The property of high two‐photon absorption cross‐section displayed by 1,8‐naphthalimide is a uniquely beneficial property for the imaging of analytes in bio‐organism by offering less interference from background fluorescence, photobleaching, light scattering, etc.…”

“…It exhibits excellent optical, electrochemical, photophysical, and thermal properties which marks the basis for its synthesis and designing of novel fluorescent probes. [21][22][23][24] The property of high two-photon absorption cross-section displayed by 1,8-naphthalimide is a uniquely beneficial property for the imaging of analytes in bio-organism by offering less interference from background fluorescence, photobleaching, light scattering, etc. thereby causing less injury to tissue with enhanced three-dimensional spatial localization, resolution, observation time and penetration depth.…”

A Potassium Ion-Exchanged Glass Optical Waveguide Sensor Locally Coated with a Crystal Violet-SiO2 Gel Film for Real-Time Detection of Organophosphorus Pesticides Simulant

“…Instrumental analyses such as chromatography [4,5], ion migration spectrometry [6,7,8], Raman [9,10,11], etc., are frequently applied, but these approaches show at least one of the following limitations: high-cost, pre-treatment, and operational complexity. Fluorescent [12,13,14] and colorimetric [15,16] methods have also been developed. Normally, they have not yet met the demands of sensitive, real-time, and quantitative detection of gaseous analytes.…”