One-step synthesis of donor - Acceptor type conjugated polymers from ferrocene-containing poly(aryleneethynylene)s

Macromolecules

Volumn 42, Issue 16, 2009, Pages 5903-5905

  Michinobu, Tsuyoshi ^a,b   Kumazawa, Hiroe ^c   Noguchi, Keiichi ^c   Shigehara, Kiyotaka ^c  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

^c TOKYO UNIVERSITY OF AGRICULTURE AND TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE GROUPS; CHARGE-TRANSFER; D-D TRANSITIONS; DICHLOROETHANE; DONOR GROUPS; DONOR-ACCEPTOR POLYMERS; DONOR-ACCEPTORS; FERROCENES; MAIN CHAINS; ONE STEP SYNTHESIS; POLY(ARYLENEETHYNYLENE)S (PAES); PRECURSOR MONOMER; VISIBLE REGION;

ACETYLENE; ADDITION REACTIONS; CONJUGATED POLYMERS; IRON COMPOUNDS; MONOMERS;

AROMATIC HYDROCARBONS;

EID: 68949189050     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma9013324     Document Type: Article

References (31)

1. (a) Neuse, E. W.; Bednarik, L. Macromolecules 1979, 12, 187.
2. (b) Sanechika, K.; Yamamoto, T.; Yamamoto, A. Polym, J. 1981, 13, 255.
3. (c) Stanton, C. E.; Lee, T. R.; Grubbs, R. H.; Lewis, N. S. Macro-molecules 1995, 28, 8713.
4. (d) Yamamoto, T.; Morikita, T.; Maruyama, T.; Kubota, K.; Katada, M. Macromolecules 1997, 30, 5390.
5. (e) Heo, R. W.; Somoza, F. B.; Lee, T. R. J. Am. Chem. Soc. 1998, 120, 1621.
6. (f) Naka, K.; Uemura, T.; Chujo, Y. Macromolecules 2000, 33, 6965.
7. (g) Park, P.; Lough, A. J.; Foucher, D. A. Macromolecules 2002, 35, 3810.
8. (h) Morisaki, Y.; Chujo, Y Macromolecules 2003, 36, 9319.
9. (i) Shi, J.; Tong, B.; Li, Z.; Shen, J.; Zhao, W.; Fu, H.; Zhi, J.; Dong, Y.; Haussler, M.; Lam, J. W. Y.; Tang, B. Z. Macromolecules 2007, 40, 8195.
10. (j) Masson, G.; Lough, A. J.; Manners, I. Macromolecules 2008, 41, 539.
11. Shirakawa, H.; Louis, E. J.; MacDiarmid, A. G.; Chiang, C. K.; Heeger, A. J. J. Chem. Soc, Chem. Commun. 1977, 578.
12. (a) Cowan, D.O.; Park, J.; Pittman, C. U. Jr; Sasaki, Y.; Mukherjee, T. K.; Diamond, N. A. J. Am. Chem. Soc. 1972, 94, 5110.
13. (b) Pittman, C. U. Jr.; Surynarayanan, B. J. Am. Chem. Soc. 1974, 96, 7916.
14. (c) Pittman, C. U. Jr.; Sasaki, Y. Chem. Lett. 1975, 383.
15. (d) Yamamoto, T.; Sanechika, K.-L.; Yamamoto, A. Inorg. Chim. Acta 1983, 73, 75.
16. (a) Michinobu, T.; May, J. C.; Lim, J. H.; Boudon, C.; Gisselbrecht, J.-P.; Seiler, P.; Gross, M.; Biaggio, I.; Diederich, F. Chem. Commun. 2005, 737.
17. (b) Michinobu, T.; Boudon, C.; Gisselbrecht, J.-P.; Seiler, P.; Frank, B.; Moonen, N. N. P.; Gross, M.; Diederich, F. Chem. - Eur, J. 2006, 12, 1889.
18. (c) Kivala, M.; Boudon, C.; Gisselbrecht, J.-P.; Seiler, P.; Gross, M.; Diederich, F. Chem. Commun. 2007, 4731.
19. (d) Kivala, M.; Diederich, F. Acc. Chem. Res. 2009, 42, 235.
20. (a) Kivala, M.; Boudon, C.; Gisselbrecht, J.-P.; Seiler, P.; Gross, M.; Diederich, F. Angew. Chem., Int. Ed. 2007, 46, 6357.
21. (b) Alonso-Gómez, J. L.; Schanen, P.; Rivera-Fuentes, P.; Seiler, P.; Diederich, F. Chem. - Eur, J. 2008, 14, 10564.
22. (c) Kivala, M.; Boudon, C.; Gisselbrecht, J.-P.; Enko, B.; Seiler, P.; Muller, LB.; Langer, N.; Jarowski, P. D.; Gescheidt, G.; Diederich, F. Chem. - Eur, J. 2009, 15, 4111.
23. Michinobu, T. J. Am. Chem. Soc. 2008, 130, 14074.
24. For some reported reactions of alkynes in poly(aryleneethynylene)s, see: (a) Marshall, A. R.; Bunz, U. H. F. Macromolecules 2001, 34, 4688.
25. (b) Beck, J. B.; Kokil, A.; Ray, D.; Rowan, S. J.; Weder, C. Macromolecules 2002, 35, 590.
26. (c) Ricks, H. L.; Choudry, U. H.; Marshall, A. R.; Bunz, U. H. F. Macromolecules 2003, 36, 1424.
27. (d) Scholz, S.; Leech, P. J.; Englert, B. C.; Sommer, W.; Weck, M.; Bunz, U. H. F. Adv. Mater. 2005, 17, 1052.
28. For the previous report on the reaction of TCNE with ethynylferrocene derivatives, see: Mochida, T.; Yamazaki, S. J. Chem. Soc, Dalton Trans. 2002, 3559.
29. (a) Morikita, T.; Maruyama, T.; Yamamoto, T.; Kubota, K.; Katada, M. Inorganic. Chim. Acta 1998, 269, 310.
30. (b) Plenio, H.; Hermann, J.; Sehring, A. Chem.-Eur, J. 2000, 6, 1820.
31. (c) Morikita, T.; Yamamoto, T. J. Organomet. Chem. 2001, 637-639, 809.