Poly[(dibenzylidene)tetrathiapentalene]—the first linearly extended TTF polymer

Abstract

The preparation of the first π-conjugated TTF polymer composed entirely of vinylogous, linearly fused TTF moieties has been achieved by oxidative polymerization of 2,5-di(benzylidene)-1,3,4,6-tetrathiapentalene.

References

1. (a) Y. Ueno, Y. Masuyama and M. Okawara, Chem. Lett., 1975, 603; (b) C. U. Pittman, M. Narita and Y. F. Liang, Macromolecules, 1976, 9, 360; (c) C. U. Pittman, Y. F. Liang and M. Ueda, Macromolecules, 1979, 12, 541; (d) F. B. Kaufman, A. H. Schroeder, E. M. Engler, S. R. Kramer and J. Q. Chambers, J. Am. Chem. Soc., 1979, 102, 483; (e) G. Kossmehl and M. Rohde, Macromolecules, 1982, 9, 541; (f) V. Q. Trinh, L. van Hinh, G. Schukat and E. Fanghänel, J. Prakt. Chem., 1989, 331, 826; (g) S. Frenzel, S. Arndt, R. M. Gregorius and K. Müllen, J. Mater. Chem., 1995, 5, 1529; (h) T. Yamamoto and T. Shimizu, J. Mater. Chem., 1997, 7, 1967.
2. J. R. Ferraro and J. M. Williams, Introduction to Synthetic Organic Conductors, Academic Press, 1987.
3. M. Adam and K. Müllen, Adv. Mater., 1994, 6, 439.
4. Y. Misaki, T. Ohta, N. Higuchi, H. Fujiwara, T. Yamabe, T. Mori, H. Mori and S. Tanaka, J. Mater. Chem., 1995, 5, 1571.
5. H. Müller, F. Salhi and B. Divisia-Blohorn, Tetrahedron Lett., 1997, 38, 3215.
6. Z. Yoshida, T. Kawase, H. Awaji, I. Sugimoto, T. Sugimoto and S. Yoneda, Tetrahedron Lett., 1983, 24, 3469; Y. Yamashita, M. Tomura, M. B. Zaman and K. Imeda, Chem. Commun., 1998, 1657.
7. P. Hapiot, D. Lorcy, A. Tallec and R. Carlier, J. Phys. Chem., 1996, 100, 14 823.
8. P. Hapiot, F. Salhi, B. Divisia-Blohorn and H. Müller, J. Phys. Chem., submitted for publication; F. Salhi, PhD. Thesis, Université Joseph Fourier, Grenoble, 1999.
9. E. Laviron, J. Electroanal. Chem., 1972, 39, 1; H. Fujihara, H. Nakai, M. Yoshihara and T. Maeshima, Chem. Commun., 1999, 737.
10. L. V. Hinh, G. Schukat and E. Fanghänel, J. Prakt. Chem., 1979, 321, 299.
11. R. Bozio, I. Zanon, A. Girlando and C. Pecile, J. Chem. Phys., 1979, 71, 2282.
12. L. A. Feigin and D. I. Svergun, Structure Analysis by Small-Angle X-Ray and Neutron Scattering, Plenum Press, 1987.