Abstract
Various transition metal compounds, specifically Fe (III) and Cu (II) complexes, are shown to function both as polymerization initiators and as dopants in converting pyrrole and substituted pyrroles into electrically conducting polymers. The resulting polypyrroles are produced as black powders having conductivities ranging from 10-6 to 102 ohm-1 cm-1 depending upon the specific reaction conditions. The FeCl3/pyrrole system is examined in some detail with respect to the critical reaction parameters which include reactant stoichiometry, temperature and the reaction medium. Mechanistic implications are discussed with respect to the role of a solvent-FeCl3pyrrole intermediate.
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References
D. MacInnes, Jr., M. A. Druy, P. J. Nigrey, D. P. Nairns, A. G. MacDiarmid and A. J. Heeger, J. Chem. Soc. Chem. Comm. 317 (1981).
G. B. Street, T. C. Clarke, M. Krounbi, K. K. Kanazawa, V. Y. Lee, P. Pfluger, J. C. Scott and G. Weiser, Mol. Cryst. Liq. Cryst.83, 253(1982).
P. Pfluger, M. Krounbi, G. B. Street and G. Weiser, J. Chem. Phys.78, 3212 (1983).
A. F. Diaz and B. Hall, IBM J. Res. Develop.27, 342 (July 1983).
F. Hautiere-Cristofini, D. Kuffer and L. T. Yu, C. R. Acad. Sci. Ser. C,277, 1323 (1973).
M. Salmon, K. K. Kanazawa, A. F. Diaz and M. Krounbi, J. Polym. Sci. Polym. Lett. Ed.20, 187 (1982).
M. Dennstedt and J. Zimmermann, Chem. Ber.20, 857 (1887).
A. Angeli and L. Alessandri, Gazz. Chim. Ital.46, 283 (1916).
A. Quilico, Gazz. Chim. Ital.62, 823 (1932).
G. Pratessi, Gazz. Chim. Ital.67, 188, 199 (1937).
R. B. Bjorklund and I. Lundstrom, J. Electron. Mater.13, 211 (1984).
H. Naarmann, Ber. Bunsenges. Phys. Chem.83, 427 (1979).
K. Yoshino, S. Hayashi and R. Sugimoto, Jpn. J. Appl. Phys. Part 2,23, L899 (1984).
A. M. van Leusen, H. Siderius, B. E. Hoogenboom and D. van Leusen, Tet. Lett.52, 5337 (1972).
R. E. Myers, unpublished results.
A. Diaz, Chem. Scripta17, 145 (1981).
C. K. Chiang, S. C. Gau, G. R. Fincher, Jr., Y. W. Park, A. G. MacDiarmid and A. J. Heeger, Appl. Phys. Lett.33, 18 (1978).
E. Buhks and I. Hodge, Bulletin of the Am. Phys. Soc.30, 606 (March 1985); submitted to J. Chem. Phys.
A. F. Diaz, K. K. Kanazawa and G. P. Gardini, J. Chem. Soc. Chem. Comm. 635 (1979).
A. Pron, D. Billaud, I. Kulszewicz, C. Budrowski, J. Przyluski and J. Suwalski, Mat. Res. Bull.16, 1229 (1981).
J. Przyluski, M. Zagorska, K. Conder and A. Pron, Polymer23, 1872 (1982).
C. C. Yin and A. J. Deeming, J. Chem. Soc. Dalton Trans., 2563 (1982).
J. R. Reynolds, J. C. W. Chien, F. E. Karasz, C. P. Lillya and D. J. Curran, J. Chem. Soc. Chem. Comm. 1358 (1982).
D. W. Meek and R. S. Drago, J. Am. Chem. Soc.83, 4322 (1961).
R. S. Drago and K. F. Purcell, in “Non-Aqueous Solvent Systems,” T. C. Waddington, Ed., 244, Academic Press (1965).
A. S. N. Murthy, S. Pal and K. S. Reddy, J. Mater. Sci. Lett.3, 745 (1984).
P. Burgmayer and R. W. Murray, J. Phys. Chem.88, 2515 (1984).
M. Ogasawara, K. Funahashi and K. Iwata, Mol. Cryst. Liq. Cryst.118, 159 (1985).
L. S. Benner and C. A. Root, Inorg. Chem.11, 652 (1972).
R. J. Kern, J. Inorg. Nucl. Chem.24, 1105 (1962).
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Myers, R.E. Chemical oxidative polymerization as a synthetic route to electrically conducting polypyrroles. J. Electron. Mater. 15, 61–69 (1986). https://doi.org/10.1007/BF02649904
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DOI: https://doi.org/10.1007/BF02649904