Conjugated NDI-donor polymers: Exploration of donor size and electrostatic complementarity

Macromolecules

Volumn 46, Issue 3, 2013, Pages 718-726

  Alvey, Paul M ^a   Ono, Robert J ^a   Bielawski, Christopher W ^a   Iverson, Brent L ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CO-MONOMER; CONJUGATED DONOR-ACCEPTOR COPOLYMERS; DIIMIDE; DONOR-ACCEPTORS; ELECTRON-DEFICIENT; ELECTRON-RICH; ELECTRON-RICH AROMATICS; ETHYNYL; POLYMER CHAINS; X-RAY DIFFRACTION DATA;

ELECTRONS; POLYMERS; X RAY DIFFRACTION;

CONJUGATED POLYMERS;

EID: 84873634898     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma302340u     Document Type: Article

References (53)

1. Cheng, Y.-J.; Yang, S.-H.; Hsu, C.-S. Chem. Rev. 2009, 109, 5868
2. Murphy, A. R.; Fréchet, J. M. J. Chem. Rev. 2007, 107, 1066
3. Anthony, J. E.; Facchetti, A.; Heeney, M.; Marder, S. R.; Zhan, X. Adv. Mater. 2010, 22, 3876
4. Beaujuge, P. M.; Reynolds, J. R. Chem. Rev. 2010, 110, 268
5. Chen, J.; Cao, Y. Acc. Chem. Res. 2009, 42, 1709
6. Havinga, E. E.; Hoeve, W.; Wynberg, H. Polym. Bull. 1992, 29, 119
7. Thompson, B. C.; Kim, Y.-G.; McCarley, T. D.; Reynolds, J. R. J. Am. Chem. Soc. 2006, 128, 12714
8. Blouin, N.; Michaud, A.; Gendron, D.; Wakim, S.; Blair, E.; Neagu-Plesu, R.; Belleteîte, M.; Durocher, G.; Tao, Y.; Leclerc, M. J. Am. Chem. Soc. 2007, 130, 732
9. Abbotto, A.; Calderon, E. H.; Dangate, M. S.; De Angelis, F.; Manfredi, N.; Mari, C. M.; Marinzi, C.; Mosconi, E.; Muccini, M.; Ruffo, R.; Seri, M. Macromolecules 2010, 43, 9698
10. Roncali, J. Chem. Rev. 1997, 97, 173
11. Yan, H.; Chen, Z.; Zheng, Y.; Newman, C.; Quinn, J. R.; Dotz, F.; Kastler, M.; Facchetti, A. Nature 2009, 457, 679
12. Katz, H. E.; Lovinger, A. J.; Johnson, J.; Kloc, C.; Siegrist, T.; Li, W.; Lin, Y. Y.; Dodabalapur, A. Nature 2000, 404, 478
13. Chopin, S.; Chaignon, F.; Blart, E.; Odobel, F. J. Mater. Chem. 2007, 17, 4139
14. Chaignon, F.; Falkenstrom, M.; Karlsson, S.; Blart, E.; Odobel, F.; Hammarstrom, L. Chem. Commun. 2007, 42, 64
15. Thalacker, C.; Röger, C.; Würthner, F. J. Org. Chem. 2006, 71, 8098
16. Guo, X.; Watson, M. D. Org. Lett. 2008, 10, 5333
17. Chen, Z.; Zheng, Y.; Yan, H.; Facchetti, A. J. Am. Chem. Soc. 2008, 131, 8
18. Chen, J.; Shi, M.-M.; Hu, X.-L.; Wang, M.; Chen, H.-Z. Polymer 2010, 51, 2897
19. Durban, M. M.; Kazarinoff, P. D.; Luscombe, C. K. Macromolecules 2010, 43, 6348
20. Durban, M. M.; Kazarinoff, P. D.; Segawa, Y.; Luscombe, C. K. Macromolecules 2011, 44, 4721
21. Mohamad, K. A.; Yousuke, K.; Uesugi, K.; Fukuda, H. Jpn. J. Appl. Phys. 2011, 50, 091603
22. Piyakulawat, P.; Keawprajak, A.; Chindaduang, A.; Hanusch, M.; Asawapirom, U. Synth. Met. 2009, 159, 467
23. Polander, L. E.; Tiwari, S. P.; Pandey, L.; Seifried, B. M.; Zhang, Q.; Barlow, S.; Risko, C.; Brédas, J.-L.; Kippelen, B.; Marder, S. R. Chem. Mater. 2011, 23, 3408
24. Wei, Y.; Zhang, Q.; Jiang, Y.; Yu, J. Macromol. Chem. Phys. 2009, 210, 769
25. Kudla, C. J.; Dolfen, D.; Schottler, K. J.; Koenen, J.-M.; Breusov, D.; Allard, S.; Scherf, U. Macromolecules 2010, 43, 7864
26. Piyakulawat, P.; Keawprajak, A.; Wlosnewski, J.; Forster, M.; Asawapirom, U. Synth. Met. 2011, 161, 1238
27. Lokey, S. R.; Iverson, B. L. Nature 1995, 375, 303
28. Gabriel, G. J.; Sorey, S.; Iverson, B. L. J. Am. Chem. Soc. 2005, 127, 2637
29. Bradford, V. J.; Iverson, B. L. J. Am. Chem. Soc. 2008, 130, 1517
30. Reczek, J. J.; Iverson, B. L. Macromolecules 2006, 39, 5601
31. Reczek, J. J.; Villazor, K. R.; Lynch, V.; Swager, T. M.; Iverson, B. L. J. Am. Chem. Soc. 2006, 128, 7995
32. Alvey, P. M.; Reczek, J. J.; Lynch, V.; Iverson, B. L. J. Org. Chem. 2010, 75, 7682
33. Mori, T.; Kijima, M. Opt. Mater. 2007, 30, 545
34. Wheeler, S. E. J. Am. Chem. Soc. 2011, 133, 10262
35. Shao, H.; Gao, M.; Kim, S.-H.; Jaroniec, C. P.; Parquette, J. R. Chem.-Eur. J. 2011, 17, 12882
36. Liu, K.; Yao, Y.; Wang, C.; Liu, Y.; Li, Z.; Zhang, X. Chem.-Eur. J. 2012, 18, 8622
37. Shao, H.; Parquette, J. R. Chem. Commun. 2010, 46, 4285
38. Tomasulo, M.; Naistat, D. M.; White, A. J. P.; Williams, D. J.; Raymo, F. M. Tetrahedron Lett. 2005, 46, 5695
39. Avinash, M. B.; Govindaraju, T. Adv. Funct. Mater. 2011, 21, 3875
40. Cardona, C. M.; Li, W.; Kaifer, A. E.; Stockdale, D.; Bazan, G. C. Adv. Mater. 2011, 23, 2367
41. Thomas, H.; Stuhr-Hansen, N.; Westerlund, F.; Laursen, B. W.; Magnussen, M.; Sørensen, H. O.; Bjørnholm, T.; Christensen, J. B. Tetrahedron Lett. 2009, 50, 7374
42. Wheeler, A. S.; Ergle, D. R. J. Am. Chem. Soc. 1930, 52, 4872
43. Martinez, C. R.; Iverson, B. L. Chem. Sci. 2012, 3, 2191
44. Jiang, W.; Han, M.; Zhang, H.-Y.; Zhang, Z.-J.; Liu, Y. Chem.-Eur. J. 2009, 15, 9938
45. Kymissis, I. Organic Field Effect Transistors: Theory, Fabrication and Characterization; Springer Science+Business Media, LLC: New York, 2009.
46. Letizia, J. A.; Salata, M. R.; Tribout, C. M.; Facchetti, A.; Ratner, M. A.; Marks, T. J. J. Am. Chem. Soc. 2008, 130, 9679
47. Jones, S.; Atherton, J. C. C. Synth. Commun. 2001, 31, 1799
48. Zhao, Z.; Yu, S.; Xu, L.; Wang, H.; Lu, P. Tetrahedron 2007, 63, 7809
49. Würthner, F.; Suraru, S.-L. Synthesis 2009, 2009, 1841
50. Guo, X.; Watson, M. D. Macromolecules 2011, 44, 6711
51. Avila-Ortega, A.; Vázquez-Torres, H. J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 1993
52. Ahmed, E.; Ren, G.; Kim, F. S.; Hollenbeck, E. C.; Jenekhe, S. A. Chem. Mater. 2011, 23, 4563
53. Alp, S.; Erten, S.; Karapire, C.; Köz, B.; Doroshenko, A. O.; Icli, S. J. Photochem. Photobiol., A 2000, 135, 103