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Microchimica Acta

, 186:398 | Cite as

Polypyrrole nanotubes for electrochemically controlled extraction of atrazine, caffeine and progesterone

  • Adriana C. de Lazzari
  • Débora P. Soares
  • Naiara M. F. M. Sampaio
  • Bruno J. G. Silva
  • Marcio VidottiEmail author
Original Paper
  • 13 Downloads

Abstract

Polypyrrole (PPy) was electrochemically synthesized with charge control on the surface of a steel mesh. Two different morphologies (globular and nanotubular) were created and characterized by scanning electron microscopy (SEM) and transmission electron microscopy (TEM). The modified electrodes were used as extraction phases in solid-phase extraction (SPE) and electrochemically controlled solid-phase extraction (EC-SPE) of atrazine, caffeine and progesterone. Raman spectroscopy was employed for the structural characterization of PPy after long exposure to the analytes. The electrochemical behavior was studied by cyclic voltammetry which revealed the higher capacitive behavior of polypyrrole nanotubes because of the huge superficial area, also no electrocatalytical behavior was observed evidencing the strong adsorption of the analytes on the PPy surface. The effects of the PPy oxidation state on the extraction performance were evaluated by in-situ electrochemical sorption experiments. The sorption capacity was evaluated by gas chromatography coupled to mass spectrometry (GC-MS). The method displays good stability, repeatability and reproducibility. The limits of detection range between 1.7–16.7 μg L−1. Following the extraction of river water samples, it was possible to identify the presence of other endogenous organic compounds besides the analytes of interest. This indicates the potential of the method and material developed in this work.

Graphical abstract

Schematic representation of a steel mesh electrode covered with polypyrrole nanotubes used as extraction phase for separation of contaminants from aqueous samples. The oxidation level of polypyrrole was electrochemically tuned by which the adsorption of analytes is deeply affected.

Keywords

Electrosynthesis Extraction phase Electrochemical control Contaminants of emerging concern GC-MS detection Adsorption on nanostructures 

Notes

Acknowledgments

The authors thank the Brazilian agencies Fundação Araucária, Coordenação de Aperfeiçoamento de Pessoal de Nível Superior – CAPES (Finance Code 001) and Conselho Nacional de Desenvolvimento Científico e Tecnológico – CNPq (442541/2014-7) for financial support, Centro de Microscopia Eletrônica (CME-UFPR) and INCT in Bioanalytics (FAPESP grant no. 2014/50867-3 and CNPq grant no. 465389/2014-7).

Compliance with ethical standards

The author(s) declare that they have no competing interests.

Supplementary material

604_2019_3545_MOESM1_ESM.docx (2.9 mb)
ESM 1 (DOCX 2947 kb)

References

  1. 1.
    Fatta D, Achilleos A, Nikolaou A, Meriç S (2007) Analytical methods for tracing pharmaceutical residues in water and wastewater. TrAC - Trends Anal Chem 26:515–533CrossRefGoogle Scholar
  2. 2.
    Azzouz A, Kailasa SK, Lee SS, Rascón AJ, Ballesteros E, Zhang M, Kim K-H (2018) Review of nanomaterials as sorbents in solid-phase extraction for environmental samples. TrAC - Trends Anal Chem 108:347–369CrossRefGoogle Scholar
  3. 3.
    Huck CW, Bonn GK (2000) Recent developments in polymer-based sorbents for solid-phase extraction. J Chromatogr A 885:51–72CrossRefPubMedGoogle Scholar
  4. 4.
    Chen Y, Guo Z, Wang X, Qiu C (2008) Sample preparation. J Chromatogr A 1184:191–219CrossRefPubMedGoogle Scholar
  5. 5.
    Speltini A, Sturini M, Maraschi F, Mandelli E, Vadivel D, Dondi D, Profumo A (2016) Preparation of silica-supported carbon by Kraft lignin pyrolysis, and its use in solid-phase extraction of fluoroquinolones from environmental waters. Microchim Acta 183:2241–2249CrossRefGoogle Scholar
  6. 6.
    Fontanals N, Marcé RM, Borrull F (2005) New hydrophilic materials for solid-phase extraction. TrAC - Trends Anal Chem 24:394–406CrossRefGoogle Scholar
  7. 7.
    Augusto F, Carasek E, Silva RGC, Rivellino SR, Batista AD, Martendal E (2010) New sorbents for extraction and microextraction techniques. J Chromatogr A 1217:2533–2542CrossRefPubMedGoogle Scholar
  8. 8.
    Qi F, Li X, Yang B, Rong F, Xu Q (2015) Disks solid phase extraction based polypyrrole functionalized core-shell nanofibers mat. Talanta 144:129–135CrossRefPubMedGoogle Scholar
  9. 9.
    Efimov ON (2007) Polypyrrole: a conducting polymer; its synthesis, properties and applications. Russ Chem Rev 66:443–457Google Scholar
  10. 10.
    Mehdinia A, Bashour F, Roohi F, Jabbari A (2012) A strategy to enhance the thermal stability of a nanostructured polypyrrole-based coating for solid phase microextraction. Microchim Acta 177:301–308CrossRefGoogle Scholar
  11. 11.
    Eun J, Lee P, Tatsumi I (2015) Preparation and electrochemical properties of sulfur-polypyrrole composite cathodes for electric vehicle applications. Electrochim Acta 176:887–892CrossRefGoogle Scholar
  12. 12.
    Zhou H, Zhai H, Zhi X (2018) Enhanced electrochemical performances of polypyrrole/carboxyl graphene/carbon nanotubes ternary composite for supercapacitors. Electrochim Acta 290:1–11CrossRefGoogle Scholar
  13. 13.
    Panero S, Prosperi P, Scrosati B (1992) Properties of electrochemically synthesized polymer electrodes - IX. The effects of surfatants on polypyrrole films. Electrochim Acta 37:419–423CrossRefGoogle Scholar
  14. 14.
    Castagno KRL, Dalmoro V, Azambuja DS (2011) Characterization and corrosion of polypyrrole/sodium dodecylbenzene sulfonate electropolymerised on aluminum alloy 1100. Mater Chem Phys 130:721–726CrossRefGoogle Scholar
  15. 15.
    Stejskal J, Trchová M (2018) Conducting polypyrrole nanotubes: a review. Chem Pap 72:1563–1595CrossRefGoogle Scholar
  16. 16.
    Sapurina I, Li Y, Alekseeva E, Bober P, Trchová M, Morávková Z, Stejskal J (2017) Polypyrrole nanotubes: the tuning of morphology and conductivity. Polym 113:247–258CrossRefGoogle Scholar
  17. 17.
    Linnan X, Xiaoyue Q, Xianjiang L, Yu B, Huwei L (2016) Recent advances in applications of nanomaterials for sample preparation. Talanta 146:714–726CrossRefGoogle Scholar
  18. 18.
    Hryniewicz BM, Lima RV, Wolfart F, Vidotti M (2019) Influence of the pH on the electrochemical synthesis of polypyrrole nanotubes and the supercapacitive performance evaluation. 293: 447–457Google Scholar
  19. 19.
    Devasurendra AM, Palagama DSW, Rohanifar A, Isailovic D, Kirchhoff JR, Anderson JL (2018) Solid-phase extraction, quantification, and selective determination of microcystins in water with a gold-polypyrrole nanocomposite sorbent material. J Chromatogr A 1560:1–9CrossRefPubMedGoogle Scholar
  20. 20.
    Ahmadi F, Akbar A, Rahimi-nasrabadi M (2008) Automated extraction and preconcentration of multiresidue of pesticides on a micro-solid-phase extraction system based on polypyrrole as sorbent and off-line monitoring by gas chromatography – flame ionization detection. J Chromatogr A 1193:26–31CrossRefPubMedGoogle Scholar
  21. 21.
    Bagheri H, Banihashemi S, Zandian FK (2016) Microextraction of antidepressant drugs into syringes packed with a nanocomposite consisting of polydopamine, silver nanoparticles and polypyrrole. Microchim Acta 183:195–202CrossRefGoogle Scholar
  22. 22.
    Silva BJG, Lanças FM, Queiroz MEC (2009) Determination of fluoxetine and norfluoxetine enantiomers in human plasma by polypyrrole-coated capillary in-tube solid-phase microextraction coupled with liquid chromatography-fluorescence detection. J Chromatogr A 1216:8590–8597CrossRefPubMedGoogle Scholar
  23. 23.
    Noronha BV, Bergamini MF, Marcolino Junior LH, Silva BJG (2018) Cellulose membrane modified with polypyrrole as an extraction device for the determination of emerging contaminants in river water with gas chromatography–mass spectrometry. J Sep Sci 41:2697–2864CrossRefGoogle Scholar
  24. 24.
    Petrie B, Barden R, Kasprzyk-Hordern B (2014) A review on emerging contaminants in wastewaters and the environment: current knowledge, understudied areas and recommendations for future monitoring. Water Res 72:3–27CrossRefPubMedGoogle Scholar
  25. 25.
    Bolong N, Ismail AF, Salim MR, Matsuura T (2009) A review of the effects of emerging contaminants in wastewater and options for their removal. Desalination 238:229–246CrossRefGoogle Scholar
  26. 26.
    Wu J, Mullett WM, Pawliszyn J (2002) Electrochemically controlled solid-phase microextraction based on conductive polypyrrole films. Anal Chem 74:4855–4859CrossRefPubMedGoogle Scholar
  27. 27.
    Tian T, Zhang C, Hu W, Kang X, Yang J, Gu Z (2013) Polypyrrole nanotubes for electrochemically controlled solid-phase extraction of anions and cations. Anal Methods 5:7066–7071CrossRefGoogle Scholar
  28. 28.
    Paisal R, Martínez R, Padilla J, Romero AJF (2011) Electrosynthesis and properties of the polypyrrole/dodecylbenzene sulfonate polymer. Influence of structural micellar changes of sodium dodecylbenzene sulfonate at high concentrations. Electrochim Acta 56:6345–6351CrossRefGoogle Scholar
  29. 29.
    Ehsani A, Mahjani MG, Jafarian M, Naeemy A (2012) Electrosynthesis of polypyrrole composite film and electrocatalytic oxidation of ethanol. Electrochim Acta 71:128–133CrossRefGoogle Scholar
  30. 30.
    Terzopoulou E, Voutsa D, Kaklamanos G (2015) A multi-residue method for determination of 70 organic micropollutants in surface waters by solid-phase extraction followed by gas chromatography coupled to tandem mass spectrometry. Environ Sci Pollut Res 22:1095–1112CrossRefGoogle Scholar
  31. 31.
    Ide AH, Osawa RA, Marcante LO, Pereira JC, Azevedo JCR (2017) Occurrence of pharmaceutical products, female sex hormones and caffeine in a subtropical region in Brazil. Clean – Soil, Air Water 45:1–9CrossRefGoogle Scholar
  32. 32.
    Sghaier RB, Net S, Ghorbel-Abid I, Bessadok S, Coz ML, Hassan-Chehimi DB, Trabelsi-Ayadi M, Tackx M, Ouddane B (2017) Simultaneous detection of 13 endocrine disrupting chemicals in water by a combination of SPE-BSTFA derivatization and GC-MS in transboundary rivers (France-Belgium). Water Air Soil Pollut 228:1–14CrossRefGoogle Scholar
  33. 33.
    Santos MJL, Brolo AG, Girotto EM (2007) Study of polaron and bipolaron states in polypyrrole by in situ Raman spectroelectrochemistry. Electrochim Acta 52:6141–6145CrossRefGoogle Scholar
  34. 34.
    Li P, Song Y, Wang S, Tao Z, Yu S, Liu Y (2015) Enhanced decolorization of methyl orange using zero-valent copper nanoparticles under assistance of hydrodynamic cavitation. Ultrason Sonochem 22:132–138CrossRefPubMedGoogle Scholar
  35. 35.
    Liu K, Li Y, Zhang H, Liu Y (2018) Synthesis of the polypyrrole encapsulated copper nanowires with excellent oxidation resistance and temporal stability. Appl Surf Sci 439:226–231CrossRefGoogle Scholar
  36. 36.
    Kasisomayajula S, Jadhav N, Gelling VJ (2016) Conductive polypyrrole and acrylate nanocomposite coatings : mechanistic study on simultaneous photopolymerization. Prog Org Coatings 101:440–454CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Austria, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Grupo de Pesquisa em Macromoléculas e Interfaces - Departamento de QuímicaUniversidade Federal do ParanáCuritibaBrazil
  2. 2.Grupo de Cromatografia e Técnicas de Microextração - Departamento de QuímicaUniversidade Federal do ParanáCuritibaBrazil

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