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Article
Electrochemical synthesis of PEDOT derivatives bearing imidazolium-ionic liquid moieties
Article first published online: 7 MAY 2009
DOI: 10.1002/pola.23384
Copyright © 2009 Wiley Periodicals, Inc.
Issue
Journal of Polymer Science Part A: Polymer Chemistry
Volume 47, Issue 12, pages 3010–3021, 15 June 2009
Additional Information
How to Cite
Döbbelin, M., Pozo-Gonzalo, C., Marcilla, R., Blanco, R., Segura, J. L., Pomposo, J. A. and Mecerreyes, D. (2009), Electrochemical synthesis of PEDOT derivatives bearing imidazolium-ionic liquid moieties. Journal of Polymer Science Part A: Polymer Chemistry, 47: 3010–3021. doi: 10.1002/pola.23384
Publication History
- Issue published online: 8 MAY 2009
- Article first published online: 7 MAY 2009
- Manuscript Accepted: 3 MAR 2009
- Manuscript Received: 22 JAN 2009
- Abstract
- Article
- References
- Cited By
Keywords:
- conducting polymers;
- conjugated polymers;
- electroactive polymers;
- electrochemistry;
- functional PEDOT;
- functionalization of polymers;
- ionic liquids;
- poly(3,4-ethylenedioxythiophene);
- responsive surfaces
Graphical Abstract
Novel poly(3,4-ethylenedioxythiophene) (PEDOT) polymers bearing imidazolium-ionic liquid moieties were synthesized by electrochemical polymerization. The polymers could be dissolved in a range of polar organic solvents such as dimethylformamide, propylene carbonate, and dimethyl sulfoxide making them interesting candidates for wet processing methods. Interestingly, the hydrophobic character of electropolymerized films could be modified depending on the anion type. The hydrophobicity followed the trend PF
> (CF3SO2)2N− > BF
> pure PEDOT as determined by water contact angle measurements. [Color figure can be viewed in the online issue, which is available at www.interscience.wiley.com.].
Abstract
Novel poly(3,4-ethylenedioxythiophene) (PEDOT) polymers bearing imidazolium-ionic liquid moieties were synthesized by electrochemical polymerizations. For this purpose, new functional monomers were synthesized having an 3,4-ethylenedioxythiophene (EDOT) unit and an imidazolium-ionic liquid with different anions such as tetrafluoroborate (BF
), bis(trifluoromethane)sulfonimide ((CF3SO2)2N−), and hexafluorophosphate (PF
). Next, polymer films were obtained by electrochemical synthesis in dicholoromethane solutions. Obtained polymers were characterized, revealing the characteristics of PEDOT in terms of electrochemical and spectroelectrochemical properties, FTIR, 1H NMR, and AFM microscopy. Interestingly, the hydrophobic character of electropolymerized films could be modified depending on the anion type. The hydrophobicity followed the trend PF
> (CF3SO2)2N− > BF
> pure PEDOT as determined by water contact angle measurements. Furthermore, the polymers could be dissolved in a range of polar organic solvents such as dimethylformamide, propylene carbonate, and dimethyl sulfoxide making these polymers interesting candidates for wet processing methods. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 3010–3021, 2009