Conjugated polymers of fused bithiophenes with enhanced π-electron derealization for photovoltaic applications

Macromolecules

Volumn 41, Issue 15, 2008, Pages 5688-5696

  Xiao, Shengqiang ^a   Zhou, Huaxing ^a   You, Wei ^a  

^a University of North Carolina at Chapel Hill   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALTERNATING COPOLYMERS; BAND GAPS; BITHIOPHENE; BITHIOPHENES; BULK HETEROJUNCTION; CONJUGATED MOLECULES; ELECTRON DEREALIZATION; ELECTRON-DEFICIENT; NITROGEN ATOMS; PHOTOVOLTAIC APPLICATIONS; PHOTOVOLTAIC DEVICES; QUINOXALINE;

COPOLYMERIZATION; COPOLYMERS; CRYSTAL DEFECTS; HETEROJUNCTIONS; NITROGEN; NONMETALS; ORGANIC POLYMERS; PHOTOVOLTAIC EFFECTS; PLASTIC PRODUCTS; POLYMERS;

CONJUGATED POLYMERS;

EID: 50249125412     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma800776q     Document Type: Article

References (38)

1. Ma, W. L.; Yang, C. Y.; Gong, X.; Lee, K.; Heeger, A. J. Adv. Funct. Mater. 2005, 15, 1617-1622.
2. Li, G.; Shrotriya, V.; Huang, J. S.; Yao, Y.; Moriarty, T.; Emery, K.; Yang, Y. Nat. Mater. 2005, 4, 864-868.
3. Thompson, B. C.; Fréchet, J. M. J. Angew. Chem., Int. Ed. 2008, 47, 58-77.
4. Scharber, M. C.; Wuhlbacher, D.; Koppe, M.; Denk, P.; Waldauf, C.; Heeger, A. J.; Brabec, C. L. Adv. Mater. 2006, 18, 789-794.
5. Brabec, C. J.; Winder, C.; Sariciftci, N. S.; Hummelen, J. C.; Dhanabalan, A.; van Hal, P. A.; Janssen, R. A. J. Adv. Funct. Mater. 2002, 12, 709-712.
6. Muhlbacher, D.; Scharber, M.; Morana, M.; Zhu, Z. G.; Waller, D.; Gaudiana, R.; Brabec, C. Adv. Mater. 2006, 18, 2884-2889.
7. Peet, J.; Kim, J. Y.; Coates, N. E.; Ma, W. L.; Moses, D.; Heeger, A. J.; Bazan, G. C. Nat. Mater. 2007, 6, 497-500.
8. Zhang, F. L.; Jespersen, K. G.; Bjorstrom, C.; Svensson, M.; Andersson, M. R.; Sundstrom, V.; Magnusson, K.; Moons, E.; Yartsev, A.; Inganas, O. Adv. Funct. Mater. 2006, 16, 667-674.
9. Andersson, L. M.; Zhang, F. L.; Inganas, O. Appl. Phys. Lett. 2007, 91, 071108/1-071108/3.
10. Slooff, L. H.; Veenstra, S. C.; Kroon, J. M.; Moet, D. J. D.; Sweelssen, J.; Koetse, M. M. Appl. Phys. Lett. 2007, 90, 143506/1-143506/3.
11. Wienk, M. M.; Turbiez, M. G. R.; Struijk, M. P.; Fonrodona, M.; Janssen, R. A. J. Appl. Phys. Lett. 2006, 88, 153511/1-153511/3.
12. Yao, Y.; Shi, C. J.; Li, G.; Shrotriya, V.; Pei, Q. B.; Yang, Y. Appl. Phys. Lett. 2006, 89, 153507/1-153507/3.
13. Ashraf, R. S.; Shahid, M.; Klemm, E.; Al-Ibrahim, M.; Sensfuss, S. Macromol. Rapid Commun. 2006, 27, 1454-1459.
14. Blouin, N.; Michaud, A.; Leclerc, M. Adv. Mater. 2007, 19, 2295-2300.
15. Blouin, N.; Michaud, A.; Gendron, D.; Wakim, S.; Blair, E.; NeaguPlesu, R.; Belletete, M.; Durocher, G.; Tao, Y.; Leclerc, M. J. Am. Chem. Soc. 2008, 130, 732-742.
16. Roncali, J. Chem. Rev. 1997, 97, 173-205.
17. Tovar, J. D.; Rose, A.; Swager, T. M. J. Am. Chem. Soc. 2002, 124, 7762-7769.
18. Tovar, J. D.; Swager, T. M. Adv. Mater. 2001, 13, 1775-1780.
19. Polycyclic Hydrocarbons I and II; Gar, E., Ed.; Academic Press: London, 1964.
20. Watson, M. D.; Fechtenkotter, A.; Müllen, K. Chem. Rev. 2001, 101, 1267-1300.
21. Shklyarevskiy, I. O.; Jonkheijm, P.; Stutzmann, N.; Wasserberg, D.; Wondergem, H. J.; Christianen, P. G M.; Schenning, A.; de Leeuw, D. M.; Tomovic, Z.; Wu, J. S.; Müllen, K.; Maan, J. G J. Am. Chem. Soc. 2005, 127, 16233-16237.
22. Miura, M.; Satoh, T.; Watanabe, H.; Ueda, M. WO/2007/105638, 2007.
23. Watanabe, H.; Kumagai, J.; Tsurugi, H.; Satoh, T.; Miura, M. Chem. Lett. 2007 36, 1336-1337.
24. Jayasuriya, N.; Kagan, J.; Owens, J. E.; Kornak, E. P.; Perrine, D. M. J. Org. Chem. 1989, 54, 4203-4205.
25. Nicolas, Y.; Blanchard, P.; Levillain, E.; Allain, M.; Mercier, N.; Roncali, J. Org. Lett. 2004, 6, 273-276.
26. Pommerehne, J.; Vestweber, H.; Guss, W.; Maint, R. F.; Bassler, H.; Porsch, M.; Daub, J. Adv. Mater. 1995, 7, 551-554.
27. Zhan, X. W.; Liu, Y. Q.; Wu, X.; Wang, S. A.; Zhu, D. B. Macromolecules 2002, 35, 2529-2537.
28. Arkhipov, V. I.; Bassler, H. Phys. Status Solidi A 2004, 201, 1152-1187.
29. Melzer, C.; Koop, E. J.; Mihailetchi, V. D.; Blom, P. W. M. Adv. Funct. Mater. 2004, 14, 865-870.
30. Mihailetchi, V. D.; Koster, L. J. A.; Blom, P. W. M.; Melzer, C.; de Boer, B.; van Duren, J. K. J.; Janssen, R. A. J. Adv. Funct Mater. 2005, 15, 795-801.
31. Mihailetchi, V. D.; Blom, P. W. M.; Hummelen, J. C.; Rispens, M. T. J. Appl. Phys. 2003, 94, 6849-6854.
32. Coppo, P.; Cupertino, D. C.; Yeates, S. G.; Turner, M. L. J. Mater. Chem. 2002, 12, 2597-2599.
33. Wynberg, H.; Sinnige, H. J. M. Recl. Trav. Chim. 1969, 88, 1244-1245.
34. Ohnishi, H.; Kozaki, M.; Okada, K. Synth. Met. 2003, 135, 85-86.
35. Goodman, A. M.; Rose, A. J. Appl. Phys. 1971, 42, 2823-2830.
36. Goh, C.; Kline, R. J.; McGehee, M. D.; Kadnikova, E. N.; Freenet, J. M. J. Appl. Phys. Lett. 2005, 86, 122110-122113.
37. Popp, F. D. J. Heterocycl Chem. 1974, 11, 79-82.
38. Zhou, Q.; Carroll, P. J.; Swager, T. M. J. Org. Chem. 1994, 59, 1294-1301.