A ratiometric fluorescent probe with high sensitivity and selectivity for phosgene sensing in solution and gas

Abstract

Phosgene has attracted wide attention because of its important applications and value in modern industry, agriculture, and other fields, though it easily leaks and is difficult to detect. In this work, we designed and synthesized a naphthalimide‐based fluorescent probe, which is easy to prepare, stable, and able to discriminate between phosgene, acetyl chloride, oxalyl chloride, thionyl chloride, phosphorus oxychloride, and tosyl chloride. Our results indicate that the probe can react with phosgene selectively and sensitively, showing remarkable ratiometric fluorescence changes. Furthermore, the probe can be made into test strips, which can determine phosgene in air effectively. The present work provides a novel class of naphthalimide‐based derivatives with potential application in phosgene sensing in real time simply and safely with further optimization.

Fluorescent probes for the detection of chemical warfare agents

“…Zhou et al reported the diamine-functionalized naphthalimide fluorescent probe 158 for phosgene detection. 169 Compound 158 exhibited rapid phosgene-mediated carbonylation (20 min) of each amine to form a cyclic tetrahydropyrimidin-2(1 H )-one ring. This ring formation resulted in a change in fluorescence emission from 511 to 442 nm with an LOD of 2.25 μM.…”

Design, synthesis and performance of novel fluorescent polymer microspheres tracers based on aggregation induced emission

“…The fluorescent polymer microspheres tracers prepared as 0.2 mg/L fracturing fluid suspension and heated at different temperatures (25,50,80,110, and 140 C) for 1 h, then the fluorescence emission spectra of the mixture were tested after it cooled down to room temperature. The pH of the aqueous solution was adjusted by sodium hydroxide and hydrochloric acid, and then a 0.2 mg/mL suspension of the fluorescent polymer microspheres was prepared to test the fluorescence emission spectra at different pH (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14). The suspension of fluorescent polymer microspheres was also left under natural conditions for 30 days and their fluorescence emission spectra were S C H E M E 1 Synthesis route of fluorescent microspheres tested every 5 days.…”

“…Tracers are powerful diagnostic tools in numerous scientific disciplines and in many fields of industrial technology 1–6 . Meanwhile, these had broad application prospects in the field of oil fields 7–9 .…”

“…Tracers are powerful diagnostic tools in numerous scientific disciplines and in many fields of industrial technology. [1][2][3][4][5][6] Meanwhile, these had broad application prospects in the field of oil fields. [7][8][9] The tracers can return the underground situation to the ground through signals, which can better assist in the field survey of oil reservoirs (including inter-well connections, inter-layer connections and heterogeneity).…”

A Rapid, Highly Sensitive and Selective Phosgene Sensor Based on 5,6‐Pinenepyridine

“…The main colorimetric and fluorescent sensing reactions for phosgene detection are using 1,2‐diamine type compounds in which the acylation of one amino group by phosgene and subsequent intramolecular nucleophilic attack of the second amino group lead to the formation of cyclic urea‐derivatives, resulting in an off‐on response (Scheme 1 ). [ 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 ] The fluorophores are usually BODIPY,[ 20 , 21 , 22 , 23 , 24 ] coumarins,[ 25 , 26 ] 1,8‐naphthalimide,[ 17 , 27 , 28 ] anthracene carboxyimide,[ 29 , 30 , 31 ] 2‐(2’‐hydroxyphenyl)benzothiazole (HBT) [32] or rhodamine. [12] The response rates and sensitivity of these sensors are very diverse and can be significantly slowed down due to the inactivation of the second amino group once the first one undergoes electrophilic attack from the phosgene.…”