Phenothiazine-based oligomers as novel fluorescence probes for detecting vapor-phase nitro compounds.
To meet the need for rapid and low-cost chemical sensing of explosive, new fluorescence chemosensors based on oligophenothiazines for probing vapor-phase nitro compounds have been developed. The phenothiazine-based trimer P3 and pentamer P5 have been synthesized via Heck and Wittig reactions by convergent approach. It was found that they can detect the vapors of nitro compounds, including p-nitrotoluene (p-NT), 2,4-dinitrotoluene (DNT), 2,4,6-trinitrotoluene (TNT) with good sensitivity and reversibility. And the sensor of P3 film gave a linear fluorescence quenching response to 7-800 ppb TNT with the detection limit of 4 ppb. For DNT vapor, a linear working range of the sensor was 2-24 ppm with the detection limit of 40 ppb. Meanwhile, the interferents, including common organic solvents, p-nitrophenol and 2,4-dinitrophenylhydrazine cannot lead to obvious fluorescence quenching, meaning that the film based on oligophenothiazines exhibited good specificity of fluorescence response to explosive. Based on the fluorescence lifetime and UV-vis absorption measurements, we suggested that the fluorescence quenching of oligophenothiazine-based films exposed to the vapors of nitro compounds was due to the formation of non-fluorescent charge-transfer complex between oligophenothiazine and nitro compounds.
Zhang
Xiaofei
X
State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, PR China.
Qiu
Xianping
X
Lu
Ran
R
Zhou
Huipeng
H
Xue
Pengchong
P
Liu
Xingliang
X
D002138:Calibration; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D057230:Limit of Detection; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009574:Nitro Compounds / Q000032:analysis* / Q000737:chemistry; D044367:Phase Transition; D010640:Phenothiazines / Q000138:chemical synthesis / Q000737:chemistry*; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D012996:Solutions; D013050:Spectrometry, Fluorescence / Q000379:methods; D014835:Volatilization
C555362:10-octyl-3-(2-(10-octyl-10H-phenothiazin-3-yl)vinyl)-7-(2-(10-octyl-3-(2-(10-octyl-3-(2-(10-octyl-10H-phenothiazin-7-yl)vinyl)-10H-phenothiazin-7-yl)vinyl)-10H-phenothiazin-7-yl)vinyl)-10H-phenothiazine; C555361:10-octyl-3-(2-(10-octyl-3-(2-(10-octyl-10H-phenothiazin-7-yl)vinyl)-10H-phenothiazin-7-yl)vinyl)-10H-phenothiazine; D005456:Fluorescent Dyes; D009574:Nitro Compounds; D010640:Phenothiazines; D011108:Polymers; D012996:Solutions; C031637:phenothiazine