Preparation and Application of Novel Fluorescence Chemical Sensor for Determining Trace Levels of Picronitric Acid Based on Water Soluble Conjugated Polymer

doi:10.7503/cjcu20170272

Abstract

Abstract:

A water soluble conjugated polymer{poly[2,5-bis(sodium 4-oxybutyrate)-1,4-phenylethyny-lene-alt-1,4-phenyleneethynylene], PPE-OBS}, was synthesized for the detection of picronitric acid(PA). PPE-OBS was characterized by means of mass spectrometry, NMR spectroscopy, infrared spectroscopy(IR), and so on. The experiment conditions and detection performance of PPE-OBS were systematically studied. The results show that the fluorescent quenching of PPE-OBS is the most efficient when the reaction time between PPE-OBS and PA is 20 min in the boric acid-sodium hydroxide buffer solution(pH=9.5). The results demonstrate that PPE-OBS as a sensor for PA has a good linear range from 1.0 to 60 μmol/L with the calculated limit of detection(LOD) to be 0.831 μmol/L. Meanwhile, PPE-OBS paper was applied to rapidly detecting PA in environmental water samples.

Key words: Water soluble fluorescence conjugated polymer, Nitrobenzene explosive, Chemical sensor, Fluorescence quenching

CLC Number:

O657

TrendMD:

LIU Jilin, MI Hongyu, GUAN Mingming, HUAN Yanfu, FEI Qiang, ZHANG Zhiquan, FENG Guodong. Preparation and Application of Novel Fluorescence Chemical Sensor for Determining Trace Levels of Picronitric Acid Based on Water Soluble Conjugated Polymer[J]. Chem. J. Chinese Universities, 2017, 38(12): 2163.

Figures/Tables 9

Scheme 1 Synthetic routes of PPE-OBSa. Dimethyl sulfoxide, potassium hydroxide, refluxing 24 h, argon, 25 ℃(yield 83%); b. ethanol, concentrated sulfuric acid, potassium iodate, iodine, tetrakis(triphenylphosphine)palladium, refluxing 48 h, argon, 60 ℃(yield 80%); c. chloroform, triethylamine, isopropylamine, 1,4-diacetylene benzene, water bath stirring 24 h, 50 ℃(yield 76%); d. tetrahydrofuran, methanol, NaOH, reflux for 24 h, 50 ℃(yield 88%).

Fig.1 Fluorescence emission spectrum of PPE-OBS(a), excitation spectra of PPE-OBS(b) and PPE-OBS+PA(c)(A) and images of the color changes of PPE-OBS(a, c) and PPE-OBS+PA(b, d) under a UV-lamp with visible light(a, b) and wavelength of 365 nm(c, d)(B)

Fig.2 Electron transfer mechanism of PPE-OBS with picric acid

Fig.3 Fluorescence intensity of PPE-OBS(0.05 mmol/L) assay system without(a) and with picric acid(0.1 mmol/L)(b) at different pH values(b)

Fig.4 Effects of different buffer solutions on the fluorescence intensity of PPE-OBSa. NaHCO3+Na2CO3; b. NH3+NH4Cl; c. H3BO3+NaOH; d. glycine+NaOH.

Fig.5 Fluorescence intensity of PPE-OBS(0.05 mmol/L) assay system with PA or several nitrobenzene compounds(0.1 mmol/L)(red bar) and the interference of coexisting several nitrobenzene compounds(0.1 mmol/L) on the determination of PA(black bar)a. Blank; b. PA; c. 3-MNT; d. 2-MNT; e. 4-MNT; f. 3-NA; g. 4-CNB; h. NB; i. 4-NBA.

Fig.6 Effect of reaction time on the fluorescence intensity of PPE-OBS with picric acid

Fig.7 Linear relationship between fluorescence quenching efficiency and concentration of picric acid

Fig.8 Determination of picric acid in tap water using PPE-OBS fluorescence test paper

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