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.
Similar content being viewed by others
References
Bobacka J, Ivaska A, Lewenstam A (2003) Electroanalysis 15:366
Cadogan A, Gao Z, Lewenstam A, Ivaska A (1992) Anal Chem 64:2496
Vázquez M, Bobacka J, Ivaska A, Lewenstam A (2004) Talanta 62:57
Suzuki H (2000) Mater Sci Eng C 12:55
Migdalski J, Blaz T, Lewenstam A (1996) Anal Chim Acta 322:141
Bobacka J (1999) Anal Chem 71:4932
Vázquez M, Bobacka J, Ivaska A, Lewenstam A (2002) Sens Actuators B 82:7
Mandolini L, Ungaro R (eds) (2000) Calixarenes in action. Imperial College Press, London
Shinkai S (1993) Tetrahedron 49:8933
Bidan G, Niel M-A (1997) Synth Met 84:255
Kaneto K, Bidan G (1998) Thin Solid Films 331:272
Davey JM, Too CO, Ralph SF, Kane-Maguire LAP, Wallace GG, Partridge AC (2000) Macromolecules 33:7044
Kazakova EK, Makarova NA, Ziganshina AU, Muslinkina LA, Muslinkin AA, Habicher WD (2000) Tetrahedron Lett 41:10111
Umezawa Y, Umezawa K, Sato H (1995) Pure Appl Chem 67:507
Koryta J, Dvorak J, Kavan L (eds) (1993) Principles of electrochemistry, 2nd edn. Wiley, Chichester, p 38
Mäkinen M, Vainiotalo P, Nissinen M, Rissanen K (2003) J Am Soc Mass Spectrom 14:143
Van der Veen NJ, Egberink RJM, Engbersen JFJ, van Veggel FJCM, Reinhoudt DN (1999) Chem Commun 8:681
Bobacka J, Alaviuhkola T, Hietapelto V, Koskinen H, Lewenstam A, Lämsä M, Pursiainen J, Ivaska A (2002) Talanta 58:341
Ragoisha GA, Jovanović VM, Avramov-Ivić MA, Atanasoski RT, Smyrl WH (1991) J Electroanal Chem 319:373
Dekanski A, Stevanović J, Stevanović R, Jovanović VM (2001) Carbon 39:1207
Bühlmann P, Pretsch E, Bakker E (1998) Chem Rev 98:1593
Bobacka J, Väänänen V, Lewenstam A, Ivaska A (2004) Talanta 63:135
Lebedev MY, Lauritzen MV, Curzon AE, Holdcroft S (1998) Chem Mater 10:156
Zhang AQ, Cui CQ, Lee JY, Loh FC (1995) J Electrochem Soc 142:1097
Pałys BJ, Skompska M, Jackowska K (1997) J Electroanal Chem 433:41
Pickup NL, Shapiro JS, Wong DKY (1998) Anal Chim Acta 364:41
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.
Author information
Authors and Affiliations
Corresponding author
Additional information
Dedicated to Professor György Horányi on the occasion of his 70th birthday in recognition of his outstanding contributions to electrochemistry
Rights and permissions
About this article
Cite this article
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
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10008-004-0597-7