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Journal of Solid State Electrochemistry

, Volume 23, Issue 1, pp 251–258 | Cite as

Electrochemical synthesis of polypyrrole in powder form

  • Olga I. IstakovaEmail author
  • Dmitry V. Konev
  • Artem T. Glazkov
  • Tatiana O. Medvedeva
  • Ekaterina V. Zolotukhina
  • Mikhail A. Vorotyntsev
Original Paper
  • 41 Downloads

Abstract

Novel approach to synthesis of conjugated oligomers/polymers is proposed. This approach combines all advantages of electrochemical methods: variation of the oxidation potential in wide range with high precision, direct control of the process rate and product yield, variation of both the doping anion/cation nature and the composition of polymerization medium, absence of chemical oxidative reagents in reaction mixture. Contrary to the conventional use of this synthetic method, it has been exploited in our study for generation of polymeric products outside the electrode surface. This goal has been implemented via oxidation of the monomer at porous electrode with simultaneous pumping of the polymerization medium (monomer in background electrolyte solution) through porous electrode with a certain rate. It leads to electrochemical generation of active intermediates (cation radicals) at the electrode surface with their recombination and subsequent accumulation of the products not only as film on the electrode surface but also as a colloid in solution outside the porous medium. Since this reaction path toward bulk solution products should evidently be favored by slow steps in the course of the polymer formation, this approach has been tested for pyrrole oxidation (both in its pure monomer solution and in the presence of the bromide redox mediator) since this monomer is known of its high rate of polymer chain formation.

Keywords

Electroactive materials Electropolymerization Conjugated polymer Porous electrodes Flow through Powders 

Notes

Funding information

The study was carried out with financial support of the Russian Foundation of Basic Research, RFBR, project number is 16-03-00916 А.

Supplementary material

10008_2018_4129_MOESM1_ESM.docx (1 mb)
ESM 1 (DOCX 1057 kb)

References

  1. 1.
    Heinze J (1990) In: Steckhan E (ed) Topics in current chemistry. Vol. 152. Springer, BerlinGoogle Scholar
  2. 2.
    Heinze J, Frontana-Uribe BA, Ludwigs S (2010) Electrochemistry of conducting polymers - persistent models and new concepts. Chem Rev 110(8):4724–4771CrossRefGoogle Scholar
  3. 3.
    Vorotyntsev MA, Zinovyeva VA, Konev DV (2010) In: Cosnier S, Karyakin AA (eds) Electropolymerization: concepts, materials and applications. Wiley-VCH, WeinheimGoogle Scholar
  4. 4.
    Kanazawa KK, Diaz AF, Gill WD, Grant PM, Street GB, Gardini GP, Kwak JF (1980) Polypyrrole: an electrochemically synthesized conducting organic polymer. Synth Met 1(3):329–336CrossRefGoogle Scholar
  5. 5.
    Diaz AF, Castillo JI, Logan JA, Lee WY (1981) Electrochemistry of conducting polypyrrole films. J Electroanal Chem 129(1-2):115–132CrossRefGoogle Scholar
  6. 6.
    Machida S, Miyata S, Techagumpuch A (1989) Chemical synthesis of highly electrically conductive polypyrrole. Synth Met 31(3):311–318CrossRefGoogle Scholar
  7. 7.
    Kang ET, Neoh KG, Ong YK, Tan KL, Tan BTG (1991) X-ray photoelectron spectroscopic studies of polypyrrole synthesized with oxidative iron (III) salts. Macromolecules 24(10):2822–2828CrossRefGoogle Scholar
  8. 8.
    Saafan SA, El-Nimr MK, El-Ghazzawy EH (2006) Study of dielectric properties of polypyrrole prepared using two different oxidizing agents. J Appl Polym Sci 99(6):3370–3379CrossRefGoogle Scholar
  9. 9.
    Groenendaal L, Bruining MJ, Hendrickx EH, Persoons A, Vekemans JA, Havinga EE, Meijer EW (1998) Synthesis and (non) linear optical properties of a series of donor−oligopyrrole−acceptor molecules. Chem Mater 10(1):226–234CrossRefGoogle Scholar
  10. 10.
    Zhou M, Heinze J (1999) Electropolymerization of pyrrole and electrochemical study of polypyrrole. 3. Nature of “water effect” in acetonitrile. J Phys Chem B 103(40):8451–8457CrossRefGoogle Scholar
  11. 11.
    Heinze J, Rasche A, Pagels M, Geschke B (2007) On the origin of the so-called nucleation loop during electropolymerization of conducting polymers. J Phys Chem B 111(5):989–997CrossRefGoogle Scholar
  12. 12.
    Zotti G, Martina S, Wegner G, Schlüter AD (1992) Well-defined pyrrole oligomers: electrochemical and UV/vis studies. Adv Mater 4(12):798–801CrossRefGoogle Scholar
  13. 13.
    Konev DV, Istakova OI, Sereda OA, Shamraeva MA, Devillers CH, Vorotyntsev MA (2015) In situ UV-visible spectroelectrochemistry in the course of oxidative monomer electrolysis. Electrochim Acta 179:315–325CrossRefGoogle Scholar
  14. 14.
    Beck F, Oberst M (1992) Electrocatalytic deposition of polypyrrole in the presence of bromide. J Appl Electrochem 22(4):332–340CrossRefGoogle Scholar
  15. 15.
    Van Haare J, Groenendaal L, Havinga EE, Janssen RAJ, Meijer EW (1996) π-Dimers of end-capped oligopyrrole cation radicals. Angew Chem Int Ed 35(6):638–640CrossRefGoogle Scholar
  16. 16.
    Street GB, Lindsey SE, Nazzal AI, Wynne KJ (1985) The structure and mechanical properties of polypyrrole. Mol Cryst Liq Cryst 118(1):137–148CrossRefGoogle Scholar
  17. 17.
    Street B (1986) Handbook of conducting polymer. vol. 1. Dekker, New YorkGoogle Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  • Olga I. Istakova
    • 1
    • 2
    Email author
  • Dmitry V. Konev
    • 1
    • 2
  • Artem T. Glazkov
    • 2
  • Tatiana O. Medvedeva
    • 3
  • Ekaterina V. Zolotukhina
    • 1
    • 3
  • Mikhail A. Vorotyntsev
    • 1
    • 2
    • 3
    • 4
  1. 1.Institute for Problems of Chemical PhysicsRussian Academy of SciencesChernogolovkaRussia
  2. 2.D. I. Mendeleev University of Chemical Technology of RussiaMoscowRussia
  3. 3.M. V. Lomonosov Moscow State UniversityMoscowRussia
  4. 4.ICMUB, UMR 6302 CNRS-Université de Bourgogne-Franche-ComtéDijonFrance

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