Abstract
Poly(p-phenylene/pyrrole) (PPP-PPY) films were electrochemically synthesised on transparent indium-tin-oxide-covered glass (ITO) electrodes. The presence of two monomers, p-phenylene and pyrrole, in the polymerisation medium facilitated the synthesis process, yielding electroactive, uniform and stable films. In order to obtain materials with improved quality, PPP, PPY and PPP-PPY films were prepared in a mild, dry atmosphere. The morphological, electrochemical and optical properties were compared for different films obtained by varying the number of cycles with and without controlling humidity.
References
Aeiyach, S., & Lacaze, P. C. (1989). Electropolymerization of benzene and biphenyl in organic media: Influence of different parameters (solvent, water, acidity, salt) on the formation of polyparaphenylene films (PPP). Journal of Polymer Science Part A: Polymer Chemistry, 27, 515-526. DOI: 10.1002/pola.1989.080270212.10.1002/pola.1989.080270212Search in Google Scholar
Arslan, A., & Hur, E. (2014). Electrochemical storage properties of polyaniline-, poly(N-methylaniline)-, and poly(Nethylaniline)- coated pencil grafite electrodes. Chemical Papers, 68, 504-515. DOI: 10.2478/s11696-013-0475-9.10.2478/s11696-013-0475-9Search in Google Scholar
Brédas, J. L., Chance, R. R., Silbey, R., Nicolas, G., & Durand, P. (1982). Valence effective hamiltonian study of the electronic structure of poly(p-phenylene) and poly(p-phenylene sulfide). The Journal of Chemical Physics, 77, 371-378. DOI: 10.1063/1.443615.10.1063/1.443615Search in Google Scholar
Descroix, S., Hallias, G., Lagrost, C., & Pinson, J. (2013). Regular poly(para-phenylene) films bound to gold surfaces through the electrochemical reduction of diazonium salts followed by electropolymerization in an ionic liquid. Electrochimica Acta, 106, 172-180. DOI: 10.1016/j.electacta. 2013.05.063.Search in Google Scholar
Fauvarque, J. F., Petit, M. A., Pfluger, F., Jutand, A., Chevrot, C., & Troupel, M. (1983). Preparation of poly(1,4- phenylene) by nickel(0) complex catalyzed electropolymerization. Macromolecular Rapid Communications, 4, 455-457. DOI: 10.1002/marc.1983.030040703.10.1002/marc.1983.030040703Search in Google Scholar
Goldenberg, L. M., Aeiyach, S., & Lacaze, P. C. (1992a). Electropolymerization of benzene in a two-phase benzene/acid system: comparative study in strong proton acid and superacid media. Journal of Electroanalytical Chemistry, 327, 173-184. DOI: 10.1016/0022-0728(92)80145-t.10.1016/0022-0728(92)80145-TSearch in Google Scholar
Goldenberg, L. M., Aeiyach, S., & Lacaze, P. C. (1992b). Electropolymerization of benzene in a two-phase strong proton acid-benzene system. Synthetic Metals, 51, 343-348. DOI: 10.1016/0379-6779(92)90289-u.10.1016/0379-6779(92)90289-USearch in Google Scholar
Kovacic, P., & Oziomek, J. (1964). p-Polyphenyl from benzene- Lewis acid catalyst-oxidant. Reaction scope and investigation of the benzene-aluminum chloride-cupric system. The Journal of Organic Chemistry, 29, 100-104. DOI: 10.1021/jo01024a023.10.1021/jo01024a023Search in Google Scholar
Lee, H. J., Cui S. Y., & Park, S. M. (2001). Electrochemistry of conductive polymers. XXV. Electrochemical preparation and characterization of poly(p-phenylenes) from biphenyl and p-terphenyl. Journal of the Electrochemical Society, 148, D139-D145. DOI: 10.1149/1.1401080.10.1149/1.1401080Search in Google Scholar
Mailhe-Randolph, C., & Desilvestro, J. (1989). Morphology of electropolymerized aniline films modified by paraphenylenediamine. Journal of Electroanalytical Chemistry, 262, 289-295. DOI: 10.1016/0022-0728(89)80030-0.10.1016/0022-0728(89)80030-0Search in Google Scholar
Mazurkiewicz, J. H., Innis, P. C., Wallace, G. G., MacFarlane, D. R., & Forsyth, M. (2003). Conducting polymer electrochemistry in ionic liquids. Synthetic Metals, 135-136, 31-32. DOI: 10.1016/s0379-6779(02)00688-4.10.1016/S0379-6779(02)00688-4Search in Google Scholar
Rault-Berthelot, J., & Tahri-Hassani, J. (1996). Anodic oxidation of biphenyl and p-terphenyl in dry CH2Cl2 + 0.2 M Bu4 NF4. Towards poly(p-phenylene) possessing stable and reversible p- and n- doping processes. Journal of Electroanalytical Chemistry, 408, 247-256. DOI: 10.1016/0022-0728(95)04452-3.10.1016/0022-0728(95)04452-3Search in Google Scholar
Soares, J. C., Foschini, M., Eiras, C., Sanches, E. A., & Gon¸calves, D. (2014). Electrosynthesis and optical characterization of poly(p-phenylene), polypyrrole and poly(pphenylene)- polypyrrole films. Materials Research, 17, 332-337. DOI: 10.1590/s1516-14392014005000008.10.1590/S1516-14392014005000008Search in Google Scholar
Soubiran, P., Aeiyach, S., & Lacaze, P. C. (1991). Formation of polyparaphenylene (PPP) films by electrooxidation of biphenyl in CH2Cl2: A study of nucleation process at platinum electrode. Journal of Electroanalytical Chemistry, 303, 125-137. DOI: 10.1016/0022-0728(91)85120-e.10.1016/0022-0728(91)85120-ESearch in Google Scholar
Stejskal, J. (2013). Conducting polymer-silver composites. Chemical Papers, 67, 814-848. DOI: 10.2478/s11696-012-0304-6.10.2478/s11696-012-0304-6Search in Google Scholar
Talipov, M. R., Boddeda, A., Timerghazin, Q. K., & Rathore, R. (2014). Key role of end-capping groups in optoelectronic properties of poly-p-phenylene cation radicals. The Journal of Physical Chemistry C, 118, 21400-21408. DOI: 10.1021/jp5082752.10.1021/jp5082752Search in Google Scholar PubMed PubMed Central
Viau, L., Hihn, J. Y., Lakard, S., Moutarlier, V., Flaud, V., & Lakard, B. (2014). Full characterization of polypyrrole thin films electrosynthesized in room temperature ionic liquids, water or acetonitrile. Electrochimica Acta, 137, 298-310. DOI: 10.1016/j.electacta.2014.05.143.10.1016/j.electacta.2014.05.143Search in Google Scholar
Yamamoto, T., Hayashi, Y., & Yamamoto, A. (1978). A novel type of polycondensation utilizing metal-catalyzed C-C coupling. I. Preparation of thermostable polyphenylene type polymers. Bulletin of the Chemical Society of Japan, 51, 2091-2097. DOI: 10.1246/bcsj.51.2091.10.1246/bcsj.51.2091Search in Google Scholar
Yoshida, A., Mori, Y., Watanabe, M., & Naito, S. (2014). Hydrogen storage materials comprising conjugated hydrocarbon polymers with LiH: Comparison of cyclic durability between LiH-polyacetylene, -poly(p-phenylene), and -poly(diphenylacetylene) and mechanistic investigation upon LiH-poly(p-phenylene). The Journal of Physical Chemistry C, 118, 19683-19687. DOI: 10.1021/jp507802b.10.1021/jp507802bSearch in Google Scholar
Zhou, W., Xu, J., Du, Y., & Yang, P. (2010). Electrochemical polymerization of p-terphenyl in mixed electrolyte of boron trifluoride diethyl etherate and CH2Cl2. Journal of Applied Polymer Science, 117, 2688-2694. DOI: 10.1002/app.30927.10.1002/app.30927Search in Google Scholar
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