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Potentiometric sensors based on poly(3,4-ethylenedioxythiophene) (PEDOT) doped with sulfonated calix[4]arene and calix[4]resorcarenes

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Abstract

Potentiometric ion sensors have been prepared by galvanostatic electrosynthesis of the conducting polymer poly(3,4-ethylenedioxythiophene) (PEDOT) doped with p-sulfonated calix[4]arene (C[4]S) and p-methylsulfonated calix[4]resorcarenes (R n [4]S) with alkyl substituents of different chain length (R1=CH3; R2=C2H5; R3=C6H13). The bowl-shape of these doping ions makes them suitable as ionic recognition sites, and their bulky character is expected to prevent them from leaching out of the conducting polymer membrane. For comparison, sensors based on PEDOT doped with poly(styrene sulfonate) (PSS) and poly(vinyl sulfonate) (PVS) were also constructed. The resulting GC/PEDOT electrodes were conditioned in 0.01 mol L−1 AgNO3 and their performance as Ag+ ion-selective electrodes (ISEs) studied. Results reveal that selectivity and lifetime of the electrodes is affected by the doping anion structure, although all electrodes show selectivity towards Ag+ ions. Interaction of Ag+ with sulfur atoms present in the conducting polymer backbone is considered to be the main reason for this behavior. A second set of electrodes was constructed and conditioned in 0.1 mol L−1 KCl. These electrodes were tested in chloride solutions of quaternary ammonium cations, showing that C[4]S and R2[4]S exhibit significant sensitivity towards pyridinium.

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References

  1. Bobacka J, Ivaska A, Lewenstam A (2003) Electroanalysis 15:366

    Article  CAS  Google Scholar 

  2. Cadogan A, Gao Z, Lewenstam A, Ivaska A (1992) Anal Chem 64:2496

    CAS  Google Scholar 

  3. Vázquez M, Bobacka J, Ivaska A, Lewenstam A (2004) Talanta 62:57

    Article  Google Scholar 

  4. Suzuki H (2000) Mater Sci Eng C 12:55

    Article  Google Scholar 

  5. Migdalski J, Blaz T, Lewenstam A (1996) Anal Chim Acta 322:141

    Article  CAS  Google Scholar 

  6. Bobacka J (1999) Anal Chem 71:4932

    Article  CAS  Google Scholar 

  7. Vázquez M, Bobacka J, Ivaska A, Lewenstam A (2002) Sens Actuators B 82:7

    Article  Google Scholar 

  8. Mandolini L, Ungaro R (eds) (2000) Calixarenes in action. Imperial College Press, London

    Google Scholar 

  9. Shinkai S (1993) Tetrahedron 49:8933

    Article  CAS  Google Scholar 

  10. Bidan G, Niel M-A (1997) Synth Met 84:255

    Article  CAS  Google Scholar 

  11. Kaneto K, Bidan G (1998) Thin Solid Films 331:272

    Article  CAS  Google Scholar 

  12. Davey JM, Too CO, Ralph SF, Kane-Maguire LAP, Wallace GG, Partridge AC (2000) Macromolecules 33:7044

    Article  CAS  Google Scholar 

  13. Kazakova EK, Makarova NA, Ziganshina AU, Muslinkina LA, Muslinkin AA, Habicher WD (2000) Tetrahedron Lett 41:10111

    Article  CAS  Google Scholar 

  14. Umezawa Y, Umezawa K, Sato H (1995) Pure Appl Chem 67:507

    Google Scholar 

  15. Koryta J, Dvorak J, Kavan L (eds) (1993) Principles of electrochemistry, 2nd edn. Wiley, Chichester, p 38

    Google Scholar 

  16. Mäkinen M, Vainiotalo P, Nissinen M, Rissanen K (2003) J Am Soc Mass Spectrom 14:143

    Article  PubMed  Google Scholar 

  17. Van der Veen NJ, Egberink RJM, Engbersen JFJ, van Veggel FJCM, Reinhoudt DN (1999) Chem Commun 8:681

    Article  Google Scholar 

  18. Bobacka J, Alaviuhkola T, Hietapelto V, Koskinen H, Lewenstam A, Lämsä M, Pursiainen J, Ivaska A (2002) Talanta 58:341

    Article  CAS  Google Scholar 

  19. Ragoisha GA, Jovanović VM, Avramov-Ivić MA, Atanasoski RT, Smyrl WH (1991) J Electroanal Chem 319:373

    Article  CAS  Google Scholar 

  20. Dekanski A, Stevanović J, Stevanović R, Jovanović VM (2001) Carbon 39:1207

    Article  CAS  Google Scholar 

  21. Bühlmann P, Pretsch E, Bakker E (1998) Chem Rev 98:1593

    Article  PubMed  Google Scholar 

  22. Bobacka J, Väänänen V, Lewenstam A, Ivaska A (2004) Talanta 63:135

    Article  CAS  Google Scholar 

  23. Lebedev MY, Lauritzen MV, Curzon AE, Holdcroft S (1998) Chem Mater 10:156

    Article  CAS  Google Scholar 

  24. Zhang AQ, Cui CQ, Lee JY, Loh FC (1995) J Electrochem Soc 142:1097

    CAS  Google Scholar 

  25. Pałys BJ, Skompska M, Jackowska K (1997) J Electroanal Chem 433:41

    Article  Google Scholar 

  26. Pickup NL, Shapiro JS, Wong DKY (1998) Anal Chim Acta 364:41

    Article  CAS  Google Scholar 

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Acknowledgments

The authors are grateful to the ERASMUS exchange student Jens Künnemeyer for experimental assistance. Financial support from the National Technology Agency (TEKES) and the Academy of Finland are gratefully acknowledged. This work is part of the activities at the Åbo Akademi Process Chemistry Centre within the Finnish Centre of Excellence Programme (2000–2005) by the Academy of Finland.

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Correspondence to Johan Bobacka.

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Dedicated to Professor György Horányi on the occasion of his 70th birthday in recognition of his outstanding contributions to electrochemistry

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Vázquez, M., Bobacka, J., Luostarinen, M. et al. Potentiometric sensors based on poly(3,4-ethylenedioxythiophene) (PEDOT) doped with sulfonated calix[4]arene and calix[4]resorcarenes. J Solid State Electrochem 9, 312–319 (2005). https://doi.org/10.1007/s10008-004-0597-7

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  • DOI: https://doi.org/10.1007/s10008-004-0597-7

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