Electropolymerization of anilines linked with triarylamines as a redox-active function

Electrochimica Acta

Volumn 42, Issue 13-14, 1997, Pages 2019-2026

  Tanaka, Hideo ^a   Katsuura, Hiroyasu ^a   Torii, Sigeru ^a  

^a OKAYAMA UNIVERSITY   (Japan)

Author keywords

Conductive film; Electropolymerization; Polyaniline; Triarylamine

Indexed keywords

AMINES; CONDUCTIVE FILMS; CYCLIC VOLTAMMETRY; ELECTROCHEMICAL ELECTRODES; ELECTROCHEMISTRY; ELECTROLYSIS; ELECTROLYTES; ELECTROPOLYMERIZATION; REDOX REACTIONS; SOLVENTS;

POLYANILINE; TRIARYLAMINE;

AROMATIC POLYMERS;

EID: 0030679944     PISSN: 00134686     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0013-4686(97)85477-1     Document Type: Article

References (37)

1. E. M. Genies and C. Tsintavis. J. Electroanal. Chem. 200, 127 (1986); A. Kitani and J. Izumi. Bull. Chem. Soc. Japan 57, 248 (1987).
2. E. M. Genies and C. Tsintavis. J. Electroanal. Chem. 200, 127 (1986); A. Kitani and J. Izumi. Bull. Chem. Soc. Japan 57, 248 (1987).
3. A. F. Diaz and J. A. Logan, J. Electroanal. Chem. 111, 114 (1980).
4. T. Kobayashi, H. Yoneyama and H. Tamura, J. Electroanal. Chem. 161, 419 (1984); N. Koyama, H. Miyamoto and S. Ikeda, SHINSOZAI 1327 (1993).
5. T. Kobayashi, H. Yoneyama and H. Tamura, J. Electroanal. Chem. 161, 419 (1984); N. Koyama, H. Miyamoto and S. Ikeda, SHINSOZAI 1327 (1993).
6. N. Oyama and Y. Ohnuki, Chem. Lett. 1759 (1983).
7. A. Kitani, M. Kaya, and K. Sasaki, J. Electrochem. Soc. 133, 1069 (1986); F. Trinidad, M. C. Somasiri and A. G. MacDiarmid, J. Electrochem. Soc. 138, 3186 (1988); K. Okabayashi, F. Goto, K Abe and T. Yoshida, Synthetic Metals 18, 365 (1987).
8. A. Kitani, M. Kaya, and K. Sasaki, J. Electrochem. Soc. 133, 1069 (1986); F. Trinidad, M. C. Somasiri and A. G. MacDiarmid, J. Electrochem. Soc. 138, 3186 (1988); K. Okabayashi, F. Goto, K Abe and T. Yoshida, Synthetic Metals 18, 365 (1987).
9. A. Kitani, M. Kaya, and K. Sasaki, J. Electrochem. Soc. 133, 1069 (1986); F. Trinidad, M. C. Somasiri and A. G. MacDiarmid, J. Electrochem. Soc. 138, 3186 (1988); K. Okabayashi, F. Goto, K Abe and T. Yoshida, Synthetic Metals 18, 365 (1987).
10. M. Abe, A. Ohtani, Y. Umemoto, S. Akizuki, M. Ezoe, H. Higuchi, K. Nakamoto, A. Okuno and Y. Noda, J. Chem. Soc. Chem. Commun. 1736 (1986); N. Mermilliod, J. Tanguy, M. Hoclet and A. A. Syed, Synthetic Metals 18, 359 (1987); A. G. MacDiarmid, J. C. Chiang, A. F. Ritcher and A. J. Epstein, Synthetic Metals 18, 285 (1987); D.-K. Moon, M. Ezuka, T. Maruyama, K. Osakada and T. Yamamoto, Macromolecules 26, 364 (1993); N. Toshima, H. Van, Y. Gotoh and M. Ishiwatwri, Chem. Lett 2229 (1994); N. Toshima, H. Yan and M. Ishiwatwri, Bull. Chem. Soc. Japan. 67, 1947 (1994); N. Toshima and H. Yan, Bull. Chem. Soc. Japan 68, 1056. (1995).
11. M. Abe, A. Ohtani, Y. Umemoto, S. Akizuki, M. Ezoe, H. Higuchi, K. Nakamoto, A. Okuno and Y. Noda, J. Chem. Soc. Chem. Commun. 1736 (1986); N. Mermilliod, J. Tanguy, M. Hoclet and A. A. Syed, Synthetic Metals 18, 359 (1987); A. G. MacDiarmid, J. C. Chiang, A. F. Ritcher and A. J. Epstein, Synthetic Metals 18, 285 (1987); D.-K. Moon, M. Ezuka, T. Maruyama, K. Osakada and T. Yamamoto, Macromolecules 26, 364 (1993); N. Toshima, H. Van, Y. Gotoh and M. Ishiwatwri, Chem. Lett 2229 (1994); N. Toshima, H. Yan and M. Ishiwatwri, Bull. Chem. Soc. Japan. 67, 1947 (1994); N. Toshima and H. Yan, Bull. Chem. Soc. Japan 68, 1056. (1995).
12. M. Abe, A. Ohtani, Y. Umemoto, S. Akizuki, M. Ezoe, H. Higuchi, K. Nakamoto, A. Okuno and Y. Noda, J. Chem. Soc. Chem. Commun. 1736 (1986); N. Mermilliod, J. Tanguy, M. Hoclet and A. A. Syed, Synthetic Metals 18, 359 (1987); A. G. MacDiarmid, J. C. Chiang, A. F. Ritcher and A. J. Epstein, Synthetic Metals 18, 285 (1987); D.-K. Moon, M. Ezuka, T. Maruyama, K. Osakada and T. Yamamoto, Macromolecules 26, 364 (1993); N. Toshima, H. Van, Y. Gotoh and M. Ishiwatwri, Chem. Lett 2229 (1994); N. Toshima, H. Yan and M. Ishiwatwri, Bull. Chem. Soc. Japan. 67, 1947 (1994); N. Toshima and H. Yan, Bull. Chem. Soc. Japan 68, 1056. (1995).
13. M. Abe, A. Ohtani, Y. Umemoto, S. Akizuki, M. Ezoe, H. Higuchi, K. Nakamoto, A. Okuno and Y. Noda, J. Chem. Soc. Chem. Commun. 1736 (1986); N. Mermilliod, J. Tanguy, M. Hoclet and A. A. Syed, Synthetic Metals 18, 359 (1987); A. G. MacDiarmid, J. C. Chiang, A. F. Ritcher and A. J. Epstein, Synthetic Metals 18, 285 (1987); D.-K. Moon, M. Ezuka, T. Maruyama, K. Osakada and T. Yamamoto, Macromolecules 26, 364 (1993); N. Toshima, H. Van, Y. Gotoh and M. Ishiwatwri, Chem. Lett 2229 (1994); N. Toshima, H. Yan and M. Ishiwatwri, Bull. Chem. Soc. Japan. 67, 1947 (1994); N. Toshima and H. Yan, Bull. Chem. Soc. Japan 68, 1056. (1995).
14. M. Abe, A. Ohtani, Y. Umemoto, S. Akizuki, M. Ezoe, H. Higuchi, K. Nakamoto, A. Okuno and Y. Noda, J. Chem. Soc. Chem. Commun. 1736 (1986); N. Mermilliod, J. Tanguy, M. Hoclet and A. A. Syed, Synthetic Metals 18, 359 (1987); A. G. MacDiarmid, J. C. Chiang, A. F. Ritcher and A. J. Epstein, Synthetic Metals 18, 285 (1987); D.-K. Moon, M. Ezuka, T. Maruyama, K. Osakada and T. Yamamoto, Macromolecules 26, 364 (1993); N. Toshima, H. Van, Y. Gotoh and M. Ishiwatwri, Chem. Lett 2229 (1994); N. Toshima, H. Yan and M. Ishiwatwri, Bull. Chem. Soc. Japan. 67, 1947 (1994); N. Toshima and H. Yan, Bull. Chem. Soc. Japan 68, 1056. (1995).
15. M. Abe, A. Ohtani, Y. Umemoto, S. Akizuki, M. Ezoe, H. Higuchi, K. Nakamoto, A. Okuno and Y. Noda, J. Chem. Soc. Chem. Commun. 1736 (1986); N. Mermilliod, J. Tanguy, M. Hoclet and A. A. Syed, Synthetic Metals 18, 359 (1987); A. G. MacDiarmid, J. C. Chiang, A. F. Ritcher and A. J. Epstein, Synthetic Metals 18, 285 (1987); D.-K. Moon, M. Ezuka, T. Maruyama, K. Osakada and T. Yamamoto, Macromolecules 26, 364 (1993); N. Toshima, H. Van, Y. Gotoh and M. Ishiwatwri, Chem. Lett 2229 (1994); N. Toshima, H. Yan and M. Ishiwatwri, Bull. Chem. Soc. Japan. 67, 1947 (1994); N. Toshima and H. Yan, Bull. Chem. Soc. Japan 68, 1056. (1995).
16. M. Abe, A. Ohtani, Y. Umemoto, S. Akizuki, M. Ezoe, H. Higuchi, K. Nakamoto, A. Okuno and Y. Noda, J. Chem. Soc. Chem. Commun. 1736 (1986); N. Mermilliod, J. Tanguy, M. Hoclet and A. A. Syed, Synthetic Metals 18, 359 (1987); A. G. MacDiarmid, J. C. Chiang, A. F. Ritcher and A. J. Epstein, Synthetic Metals 18, 285 (1987); D.-K. Moon, M. Ezuka, T. Maruyama, K. Osakada and T. Yamamoto, Macromolecules 26, 364 (1993); N. Toshima, H. Van, Y. Gotoh and M. Ishiwatwri, Chem. Lett 2229 (1994); N. Toshima, H. Yan and M. Ishiwatwri, Bull. Chem. Soc. Japan. 67, 1947 (1994); N. Toshima and H. Yan, Bull. Chem. Soc. Japan 68, 1056. (1995).
17. T. Kobayashi, H. Yoneyama and H. Tamura, J. Electroanal. Chem. 161, 419 (1984); B. Wang, J. Tang and F. Wang, Synthetic Metals 13, 329 (1986); W.-S. Huang, A. G. Macdiarmid and A. J. Epstein, J. Chem. Soc., Chem. Commun. 1784 (1987); W. R. Salaneck, I. Lundstrom, T. Hjertberg, C. B Duke, E. Conwell, A. Paton, A. G. Macdiaemed, N. L. D. Somasiri, W. S Huang and A. F. Ritchter, Synthetic Metals 18, 291 (1987); B. Wang, J. Tang and F. Wang, Synthetic Metals 18, 323 (1987); S. K. Dhawan, D. C. Trivedi and K. I. Vasu, Bull. Electrochem. 5, 208 (1989); B. C. Sherman, W. B. Euler and R. R. Force, Journal of Chemical Education 71, A94 (1994).
18. T. Kobayashi, H. Yoneyama and H. Tamura, J. Electroanal. Chem. 161, 419 (1984); B. Wang, J. Tang and F. Wang, Synthetic Metals 13, 329 (1986); W.-S. Huang, A. G. Macdiarmid and A. J. Epstein, J. Chem. Soc., Chem. Commun. 1784 (1987); W. R. Salaneck, I. Lundstrom, T. Hjertberg, C. B Duke, E. Conwell, A. Paton, A. G. Macdiaemed, N. L. D. Somasiri, W. S Huang and A. F. Ritchter, Synthetic Metals 18, 291 (1987); B. Wang, J. Tang and F. Wang, Synthetic Metals 18, 323 (1987); S. K. Dhawan, D. C. Trivedi and K. I. Vasu, Bull. Electrochem. 5, 208 (1989); B. C. Sherman, W. B. Euler and R. R. Force, Journal of Chemical Education 71, A94 (1994).
19. T. Kobayashi, H. Yoneyama and H. Tamura, J. Electroanal. Chem. 161, 419 (1984); B. Wang, J. Tang and F. Wang, Synthetic Metals 13, 329 (1986); W.-S. Huang, A. G. Macdiarmid and A. J. Epstein, J. Chem. Soc., Chem. Commun. 1784 (1987); W. R. Salaneck, I. Lundstrom, T. Hjertberg, C. B Duke, E. Conwell, A. Paton, A. G. Macdiaemed, N. L. D. Somasiri, W. S Huang and A. F. Ritchter, Synthetic Metals 18, 291 (1987); B. Wang, J. Tang and F. Wang, Synthetic Metals 18, 323 (1987); S. K. Dhawan, D. C. Trivedi and K. I. Vasu, Bull. Electrochem. 5, 208 (1989); B. C. Sherman, W. B. Euler and R. R. Force, Journal of Chemical Education 71, A94 (1994).
20. T. Kobayashi, H. Yoneyama and H. Tamura, J. Electroanal. Chem. 161, 419 (1984); B. Wang, J. Tang and F. Wang, Synthetic Metals 13, 329 (1986); W.-S. Huang, A. G. Macdiarmid and A. J. Epstein, J. Chem. Soc., Chem. Commun. 1784 (1987); W. R. Salaneck, I. Lundstrom, T. Hjertberg, C. B Duke, E. Conwell, A. Paton, A. G. Macdiaemed, N. L. D. Somasiri, W. S Huang and A. F. Ritchter, Synthetic Metals 18, 291 (1987); B. Wang, J. Tang and F. Wang, Synthetic Metals 18, 323 (1987); S. K. Dhawan, D. C. Trivedi and K. I. Vasu, Bull. Electrochem. 5, 208 (1989); B. C. Sherman, W. B. Euler and R. R. Force, Journal of Chemical Education 71, A94 (1994).
21. T. Kobayashi, H. Yoneyama and H. Tamura, J. Electroanal. Chem. 161, 419 (1984); B. Wang, J. Tang and F. Wang, Synthetic Metals 13, 329 (1986); W.-S. Huang, A. G. Macdiarmid and A. J. Epstein, J. Chem. Soc., Chem. Commun. 1784 (1987); W. R. Salaneck, I. Lundstrom, T. Hjertberg, C. B Duke, E. Conwell, A. Paton, A. G. Macdiaemed, N. L. D. Somasiri, W. S Huang and A. F. Ritchter, Synthetic Metals 18, 291 (1987); B. Wang, J. Tang and F. Wang, Synthetic Metals 18, 323 (1987); S. K. Dhawan, D. C. Trivedi and K. I. Vasu, Bull. Electrochem. 5, 208 (1989); B. C. Sherman, W. B. Euler and R. R. Force, Journal of Chemical Education 71, A94 (1994).
22. T. Kobayashi, H. Yoneyama and H. Tamura, J. Electroanal. Chem. 161, 419 (1984); B. Wang, J. Tang and F. Wang, Synthetic Metals 13, 329 (1986); W.-S. Huang, A. G. Macdiarmid and A. J. Epstein, J. Chem. Soc., Chem. Commun. 1784 (1987); W. R. Salaneck, I. Lundstrom, T. Hjertberg, C. B Duke, E. Conwell, A. Paton, A. G. Macdiaemed, N. L. D. Somasiri, W. S Huang and A. F. Ritchter, Synthetic Metals 18, 291 (1987); B. Wang, J. Tang and F. Wang, Synthetic Metals 18, 323 (1987); S. K. Dhawan, D. C. Trivedi and K. I. Vasu, Bull. Electrochem. 5, 208 (1989); B. C. Sherman, W. B. Euler and R. R. Force, Journal of Chemical Education 71, A94 (1994).
23. T. Kobayashi, H. Yoneyama and H. Tamura, J. Electroanal. Chem. 161, 419 (1984); B. Wang, J. Tang and F. Wang, Synthetic Metals 13, 329 (1986); W.-S. Huang, A. G. Macdiarmid and A. J. Epstein, J. Chem. Soc., Chem. Commun. 1784 (1987); W. R. Salaneck, I. Lundstrom, T. Hjertberg, C. B Duke, E. Conwell, A. Paton, A. G. Macdiaemed, N. L. D. Somasiri, W. S Huang and A. F. Ritchter, Synthetic Metals 18, 291 (1987); B. Wang, J. Tang and F. Wang, Synthetic Metals 18, 323 (1987); S. K. Dhawan, D. C. Trivedi and K. I. Vasu, Bull. Electrochem. 5, 208 (1989); B. C. Sherman, W. B. Euler and R. R. Force, Journal of Chemical Education 71, A94 (1994).
24. A. Kitani, J. Yano and K. Sasaki, Chem. Lett. 1565 (1984); A. Kitani, J. Yano, R. E. Vasquez and K. Sasaki, Nippon Kagaku Kaishi 1124 (1985).
25. A. Kitani, J. Yano and K. Sasaki, Chem. Lett. 1565 (1984); A. Kitani, J. Yano, R. E. Vasquez and K. Sasaki, Nippon Kagaku Kaishi 1124 (1985).
26. M. Sato, S. Yamanaka, J. Nakaya and K. Hyodo, J. Chem. Soc., Chem. Commun. 650 (1991); M. Sato, I Fushimi, K. Takahashi and J. Nakaya, J. Chem. Soc., Chem. Commun. 2373 (1994).
27. M. Sato, S. Yamanaka, J. Nakaya and K. Hyodo, J. Chem. Soc., Chem. Commun. 650 (1991); M. Sato, I Fushimi, K. Takahashi and J. Nakaya, J. Chem. Soc., Chem. Commun. 2373 (1994).
28. J.-Y. Bergeron, J.-W. Chevalier and L. H. Dao, J. Chem. Soc., Chem. Commun. 180 (1990); S.-A. Chen and G.-W. Hwang, J. Am. Chem. Soc. 116, 7939 (1994).
29. J.-Y. Bergeron, J.-W. Chevalier and L. H. Dao, J. Chem. Soc., Chem. Commun. 180 (1990); S.-A. Chen and G.-W. Hwang, J. Am. Chem. Soc. 116, 7939 (1994).
30. S. C. Ng, H. S. O. Chan, H. H. Huang and P. K. H. Ho, J. Chem. Soc., Chem. Commun. 1327 (1995).
31. K. A. Macor, Y. O. Su, L. A. Miller and T. G. Spiro, Inorg. Chem. 26, 2594 (1987); A. Bettelheim, B. A. White, S. A. Raybuck and R. W. Murray, Inorg. Chem. 26, 1009 (1987).
32. K. A. Macor, Y. O. Su, L. A. Miller and T. G. Spiro, Inorg. Chem. 26, 2594 (1987); A. Bettelheim, B. A. White, S. A. Raybuck and R. W. Murray, Inorg. Chem. 26, 1009 (1987).
33. M. Morita, H. Takase, M. Ishikawa and Y. Matsuda, Bull. Chem. Soc. Japan 68, 2207 (1995).
34. Steckhan and his group reported that the cation radicals of triarylamines are stable and hence useful as redox catalysts for indirect electrooxidations: W. Schmidt and E. Steckhan, Angew. Chem. 90, 717 (1978); M. Platen and E. Steckhan, Tetrahedron Lett. 21, 511 (1980); K. H. Grosse Brinkhaus, E. Steckhan and W. Schmidt, Acta Chem. Scand. B37, 499 (1983); K. H. Grosse Brinkhaus, E. Steckhan and D. Degner, Tetrahedron 42, 533 (1986).
35. Steckhan and his group reported that the cation radicals of triarylamines are stable and hence useful as redox catalysts for indirect electrooxidations: W. Schmidt and E. Steckhan, Angew. Chem. 90, 717 (1978); M. Platen and E. Steckhan, Tetrahedron Lett. 21, 511 (1980); K. H. Grosse Brinkhaus, E. Steckhan and W. Schmidt, Acta Chem. Scand. B37, 499 (1983); K. H. Grosse Brinkhaus, E. Steckhan and D. Degner, Tetrahedron 42, 533 (1986).
36. Steckhan and his group reported that the cation radicals of triarylamines are stable and hence useful as redox catalysts for indirect electrooxidations: W. Schmidt and E. Steckhan, Angew. Chem. 90, 717 (1978); M. Platen and E. Steckhan, Tetrahedron Lett. 21, 511 (1980); K. H. Grosse Brinkhaus, E. Steckhan and W. Schmidt, Acta Chem. Scand. B37, 499 (1983); K. H. Grosse Brinkhaus, E. Steckhan and D. Degner, Tetrahedron 42, 533 (1986).
37. Steckhan and his group reported that the cation radicals of triarylamines are stable and hence useful as redox catalysts for indirect electrooxidations: W. Schmidt and E. Steckhan, Angew. Chem. 90, 717 (1978); M. Platen and E. Steckhan, Tetrahedron Lett. 21, 511 (1980); K. H. Grosse Brinkhaus, E. Steckhan and W. Schmidt, Acta Chem. Scand. B37, 499 (1983); K. H. Grosse Brinkhaus, E. Steckhan and D. Degner, Tetrahedron 42, 533 (1986).