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A Long Wavelength Excitable Fluorophore; Chloro Phenyl Imino Propenyl Aniline (CPIPA) for Selective Sensing of Hg (II)

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Abstract

In this study, a very sensitive and highly selective irreversible optical chemical sensor (optode) for mercury ions was described. The sensing scheme was based on the interaction of Hg (II) with a newly synthesized fluoroionophore; chloro phenyl imino propenyl aniline (CPIPA) in plasticized PVC membrane. The sensor membranes were tested for the determination of mercury ion in aqueous solutions by batch and flow-through methods. The optodes allow determination of Hg (II) in the working range of 1.0 × 10−9–1.0 × 10−5 M with a detection limit of 4.3 ppb. The sensor exhibited excellent selectivity for Hg (II) with respect to several common alkali, alkaline earth and transition metal ions. The association constant of the 1:1 complex formation for Hg (II) was found to be Ka = 1.86 × 105 M−1. The CPIPA exhibited high fluorescence quantum yield, long excitation and emission wavelength and high Stokes’ shift values in the solid matrix which makes it compatible with solid state optics.

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References

  1. Costley CT, Mossop KF, Dean JR, Garden LM, Marshall J, Carroll J (2000) Determination of mercury in environmental and biological samples using pyrolysis atomic absorption spectrometry with gold amalgamation. Anal Chim Acta 405:179–183

    Article  CAS  Google Scholar 

  2. Clevenger WL, Smith BW, Winefordner JD (1997) Trace determination of mercury: a review. Crit Rev Anal Chem 27:1–26

    Article  CAS  Google Scholar 

  3. Ros-Lis JV, Martinez R, Rurack K, Sancenon F, Soto J, Spieles M (2004) Highly selective chromogenic signaling of Hg2+ in aqueous media at nanomolar levels employing a squaraine-based reporter. Inorg Chem 43(17):5183

    Article  CAS  PubMed  Google Scholar 

  4. Chiang CK, Huang CC, Liu CW, Chang HT (2008) Oligonucleotide-based fluorescence probe for sensitive and selective detection of mercury(II) in aqueous solution. Anal Chem 80(10):3716–3721

    Article  CAS  PubMed  Google Scholar 

  5. Lerchi M, Reitter E, Simon W, Pretsch B, Chowdhury DA, Kamata S (1994) Bulk optodes based on neutral dithiocarbamate ionophores with high selectivity and sensitivity for silver and mercury cations. Anal Chem 66:1713–1717

    Article  CAS  Google Scholar 

  6. Murkovic I, Wolfbeis OS (1997) Fluorescence-based sensor membrane for mercury (II) detection. Sens Actuators B 39:246–251

    Article  Google Scholar 

  7. Coskun A, Yilmaz MD, Akkaya EU (2007) Bis(2-pyridyl)-substituted boratriazaindacene as an NIR-emitting chemosensor for Hg (II). Org Lett 9:607–609

    Article  CAS  PubMed  Google Scholar 

  8. Huang CC, Chang HT (2006) Selective gold-nanoparticle-based Turn-On fluorescent sensors for detection of mercury (II) in aqueous solution. Anal Chem 78:8332–8338

    Article  CAS  PubMed  Google Scholar 

  9. Coskun A, Akkaya EU (2006) Signal ratio amplification via modulation of resonance energy transfer: proof of principle in a novel emission ratiometric Hg(II) sensor. J Am Chem Soc 128:14474–14475

    Article  CAS  PubMed  Google Scholar 

  10. Yang Y, Jiang J, Shen G, Yu R (2009) An optical sensor for mercury ion based on the fluorescence quenching of tetra(p-dimethylaminophenyl)porphyrin. Anal Chim Acta 636:83–88

    Article  CAS  PubMed  Google Scholar 

  11. Guo L, Zhang W, Xie Z, Lin X, Chen G (2006) An organically modified sol–gel membrane for detection of mercury ions by using 5, 10, 15, 20-tetraphenylporphyrin as a fluorescence indicator. Sens Actuators B 119:209–214

    Article  Google Scholar 

  12. Kuswandi B, Narayanaswamy R (2001) Selective pool optode for mercury ion sensing in aqueous solution. Sens Actuators B 74:131–137

    Article  Google Scholar 

  13. Nolan EM, Lippard SJ (2007) Turn-on and ratiometric mercury sensing in water with a red-emitting probe. J Am Chem Soc 129:5910–5918

    Article  CAS  PubMed  Google Scholar 

  14. Yusof NA, Kadir WARWA (2009) Optical test strip for trace Hg(II) based on doped sol–gel film. Spectrochim Acta Part A 72:32–35

    Article  Google Scholar 

  15. Dolci LS, Marzocchi E, Montalti M, Prodi L, Monti D, Natale CD, D’Amico A, Paolesse R (2006) Amphiphilic porphyrin film on glass as a simple and selective solid-state chemosensor for aqueous Hg2+. Biosens Bioelectron 22:399–404

    Article  CAS  PubMed  Google Scholar 

  16. Shamsipur M, Hosseini M, Alizadeh K, Alizadeh N, Yari A, Caltagirone C, Lippolis V (2005) Novel fluorimetric bulk optode membrane based on a dansylamidopropyl pendant arm derivative of 1-aza-4, 10-dithia-7-oxacyclododecane ([12]aneNS2O) for selective subnanomolar detection of Hg(II) ions. Anal Chim Acta 533(1):17–24

    Article  CAS  Google Scholar 

  17. Cano-Raya C, Fernandez-Ramos MD, Gomez-Sanchez J, Capitan-Vallvey LF (2006) Irreversible optical sensor for mercury determination based on tetraarylborate decompositon. Sens Actuators B 117:135–142

    Article  Google Scholar 

  18. Ensafi AA, Fouladgar M (2009) A sensitive and selective bulk optode for determination of Hg(II) based on hexathiacyclooctadecane and chromoionophore V. Sens Actuators B: Chemical. doi:10.1016/j.snb.2008.12.029

  19. Ensafi AA, Far AK, Meghdadi S (2008) Highly selective optical sensor for mercury assay based on covalent immobilization of 4-hydroxy salophen on a triacetylcellulose membrane. Sens Actuators B 133:84–90

    Article  Google Scholar 

  20. Derinkuyu S, Ertekin K, Oter O, Denizalti S, Cetinkaya E (2007) Fiber optic pH sensing with long wavelength excitable schiff bases in the pH range of 7.0–12.0. Anal Chim Acta 588:42–49

    Article  CAS  PubMed  Google Scholar 

  21. Oter O, Ertekin K, Kirilmis C, Koca M (2007) Spectral characterization of a newly synthesized fluorescent semicarbazone derivative and its usage as a selective fiber optic sensor for copper (II). Anal Chim Acta 584:308–314

    Article  CAS  PubMed  Google Scholar 

  22. Lakowicz JR (1999) Principles of fluorescence spectroscopy. Kluwer Academic/Plenum, New York

    Google Scholar 

  23. Connors KA (1987) Binding constants: the measurement of molecular complex stability. Wiley, New York

    Google Scholar 

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Acknowledgements

The work was done in the laboratories of Dokuz Eylul University, Department of Chemistry, Faculty of Arts and Science and supported by the project of 2007 KB Fen 024. We also thank to the Scientific and Technological Research Council of Turkey (TUBITAK).

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Correspondence to Kadriye Ertekin.

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Ertekin, K., Oter, O., Ture, M. et al. A Long Wavelength Excitable Fluorophore; Chloro Phenyl Imino Propenyl Aniline (CPIPA) for Selective Sensing of Hg (II). J Fluoresc 20, 533–540 (2010). https://doi.org/10.1007/s10895-009-0577-5

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  • DOI: https://doi.org/10.1007/s10895-009-0577-5

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