An anthracene/porphyrin dimer fluorescence energy transfer sensing system for picric acid.

The fluorescence energy transfer between anthracene (donor) and 5-p-[[4-(10'15'20'-triphenyl-5'-porphinato) phenyloxyl]-1-butyloxyl] phenyl-10,15,20-triphenyl-porphyrin (DTPP as acceptor) and an optical fiber sensor for the determination of picric acid based on this theory were studied. Because the emission spectrum of anthracene was largely overlapped with the absorption spectrum of the DTPP, the phenomenon of energy transfer occurred when anthracene and DTPP were immobilized in a PVC membrane. The membrane based on anthracene and DTPP contacting with picric acid showed much stronger fluorescence quenching comparing to membranes containing only anthracene or DTPP. The use of DTPP as acceptor was compared with 5,10,15,20-tetraphenylporphyrin (TPP). Both porphyrin compounds can be used as the acceptor, with DTPP clearly preferred. Under optimum conditions, picric acid in a sample solution can be determined from 3.0x10(-7) to 2.0x10(-3)moll(-1) with a detection limit of 1.5x10(-7)moll(-1). The proposed optical fiber sensor shows satisfactory characteristics including good reproducibility, reversibility and selectivity as well as a short response time. The recovery tests of picric acid in industrial wastewaters were satisfactory.

[1]  A. Adler,et al.  A simplified synthesis for meso-tetraphenylporphine , 1967 .

[2]  M. Godejohann,et al.  Determination of nitrophenols, nitrobenzoic acids and polar explosives by HPLC-diode array detection in ground water samples of former ammunition plants , 1996 .

[3]  Richard A Mathies,et al.  Homogeneous immunoassay for detection of TNT and its analogues on a microfabricated capillary electrophoresis chip. , 2003, Analytical chemistry.

[4]  Guo-Li Shen,et al.  An optical fiber chemical sensor for mercury ions based on a porphyrin dimer. , 2002, Analytical chemistry.

[5]  T. F. Jenkins,et al.  A Field Method for Quantifying Ammonium Picrate and Picric Acid in Soil , 1997 .

[6]  E. Regulska,et al.  Extractive-spectrophotometric determination of some phenothiazines with dipicrylamine and picric acid. , 2002, Journal of pharmaceutical and biomedical analysis.

[7]  Wei-Qi Lin,et al.  Covalently immobilized aminonaphthalimide as fluorescent carrier for the preparation of optical sensors , 2002, Analytical and bioanalytical chemistry.

[8]  Jianzhong Lu,et al.  A reusable optical sensing layer for picric acid based on the luminescence quenching of the Eu-thenoyltrifluoroacetone complex , 1996 .

[9]  J. Karpińska,et al.  ANALYTICAL STUDY OF THE REACTION OF PHENOTHIAZINES WITH SOME OXIDANTS, METAL IONS, AND ORGANIC SUBSTANCES (REVIEW ARTICLE) , 2001 .

[10]  M. El-Mammli,et al.  Spectrophotometric determination of flucloxacillin in pharmaceutical preparations using some nitrophenols as a complexing agent. , 2003, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[11]  D. Xiao,et al.  Development of an iodine sensor based on fluorescence energy transfer , 2000 .

[12]  G. Shen,et al.  Picric acid sensitive optode based on a fluorescence carrier covalently bound to membrane. , 2001, The Analyst.

[13]  R. Yu,et al.  Development of an optrode membrane for the determination of picric acid based on fluorescence energy transfer , 1994 .

[14]  Th. Förster.  Zwischenmolekulare Energiewanderung und Fluoreszenz , 1948 .

[15]  E. Diamandis,et al.  Analytical study of a new picrate-selective membrane electrode , 1977 .

[16]  S. Qureshi,et al.  Sensitive and selective ion exchange test for microgram detection and spectrophotometric determination of picric acid , 1981 .

[17]  Michael J Sailor,et al.  Detection of TNT and Picric Acid on Surfaces and in Seawater by Using Photoluminescent Polysiloles. , 2001, Angewandte Chemie.

[18]  R. Yu,et al.  A reversible optode membrane for picric acid based on the fluorescence quenching of pyrene. , 1993, Talanta.