Electrosynthesis of a low band gap π-conjugated polymer from a multibridged dithienylethylene

Journal of Organic Chemistry

Volumn 63, Issue 20, 1998, Pages 7107-7110

  Blanchard, Philippe ^a   Riou, Amédée ^a   Roncali, Jean ^a  

^a UNIVERSITÉ D'ANGERS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001631539     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980778r     Document Type: Article

References (34)

1. (a) Katz, H. E. J. Mater. Chem. 1997, 7, 369.
2. (b) Garnier, F.; Hajlaoui, R.; Yassar, A.; Srivastava, P. Science 199-1, 265, 1684.
3. (c) Dodabalapur, A.; L. Torsi, L.; Katz, H. E. Science 1995, 268, 270.
4. (a) Marder, S. R.; Perry, J. W. Adv. Mater. 1993, 5, 804.
5. (b) Long, N. J. Angew. Chem., Int. Ed. Engl. 1995, 34, 21.
6. (c) Nalwa, H. S. Adv. Mater. 1993, 5, 341.
7. (d) Marder, S. R.; Torruellas, W. E.; BlanchardDesce, M.; Ricci, V.; Stegeman, G. L; Gilmour, S.; Bredas, J. L.; Li, J.; Bublitz, G. U.; Boxer, S. G. Science 1997, 276, 1233.
8. (a) Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burn, P. L.; Holmes, A. B. Nature 1990, 347, 539.
9. (b) Burn, P. L.; Holmes, A. B.; Kraft, A.; Bradley, D. D. C.; Brown, A. R.; Friend, R. H.; Gymer, R. W. Nature 1992, 356, 47.
10. Roncali, J. Chem. Rev. 1997, 97, 173.
11. Wudl, F.; Kobayashi M.; Heeger, A. J. J. Org. Chem. 1984, 49, 3382.
12. (a) Lambert, T. L.; Ferraris, J. P. J. Chem. Soc., Chem. Commun. 1991, 752.
13. (b) Karikomi, M.; Kitamura, C.; Tanaka, S.; Yamashita, Y. J. Am. Chem. Soc. 1995, 117, 6791.
14. (c) Havinga, E. E.; Ten Hoeve, W.; Wynberg, H. Synth. Met. 1993, 55-57, 299.
15. (d) Ho, H. A.; Brisset, H.; Frère, P.; Roncali, J. J. Chem. Soc., Chem. Commun. 1995, 2309.
16. (e) Brisset, H.; Elandaloussi, E.; Frère, P.; Roncali, J. Adv. Mater. 1996, 8, 990.
17. (a) Brisset, H.; Thobie-Gautier, C.; Gorgues, A.; Jubault, M.; Roncali, J. J. Chem. Soc., Chem. Commun. 1994, 1305.
18. (b) Brisset, H.; Thobie-Gautier, C.; Gorgues, A.; Jubault, M.; Roncali, J. J. Chem. Soc., Chem. Commun. 1994, 1765.
19. Roncali, J.; Thobie-Gautier, C. Adv. Mater. 1994, 6, 846.
20. Roncali, J.; Thobie-Gautier, C.; Elandaloussi, E. H.; Frère, P. J. Chem. Soc., Chem. Commun. 1994, 2249.
21. (a) Brisset, H.; Blanchard, P.; Illien, B.; Riou, A.; Roncali, J. Chem. Commun. 1997, 569.
22. (b) Blanchard, P.; Brisset, H.; Illien, B.; Riou, A.; Roncali, J. J. Org. Chem. 1997, 62, 2401.
23. Verlhac, P.; Blanchard, P.; Brisset, H.; Roncali, J. J. Chim. Phys. 1998, 95, 1274.
24. March, J. Advanced Organic Chemistry, 4th ed.; Wiley & Sons: New York, 1992; p 1069.
25. -3; λ(Mo Ka) = 0.710 73 A; 2750 reflections (2.5 < 0 < 30°) were collected at 298 K from which 949 were independent with 7 3o(I), 118 refined parameters; R = 0.065, fiw = 0.069.
26. McMurry, J. E. Chem. Rev. 1989, 89, 1513.
27. (a) Parker, V. D. J. Am. Chem. Soc. 1976, 98, 98.
28. (b) Lyons, L. E. Aust. J. Chem. 1980, 33, 1717.
29. (c) Loutfy, R. O.; Cheng, Y. C. J. Chem. Phys. 1980, 73, 2902.
30. Kaufman, J.; Chung, T. C.; Hccger, A. J. Solid State Commun. 1983, 47, 585.
31. Roncali, J.; Carreau, R.; Gamier, F.; Lemaire, M. J. Chem. Soc., Chem. Commun. 1987, 1500.
32. (a) Roncali, J.; Carreau, R.; Gamier; Lemaire, M. Synth. Met. 1987, 18, 139.
33. (b) Zotti, G.; Schiavon, G. Synth. Met. 1990, 39, 183.
34. (c) Roncali, J.; Jubault, M.; Gorgues, A. Chem. Mater. 1993, 5, 1456.