Functionalized poly(3-hexylthiophene)s via lithium-bromine exchange

Macromolecules

Volumn 48, Issue 1, 2015, Pages 229-235

  Koo, Byungjin ^a,b   Sletten, Ellen M ^a   Swager, Timothy M ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

^b Massachusetts Institute of Technology   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BROMINE; CARRIER MOBILITY; CONJUGATED POLYMERS; KETONES; LITHIUM; ORGANIC POLYMERS; PHOTOVOLTAIC EFFECTS;

ACTIVE MATERIAL; CLICK CHEMISTRY; ORGANIC PHOTOVOLTAICS; POLY(3-HEXYLTHIOPHENE) S; POLY-3-HEXYLTHIOPHENE; POSTPOLYMERIZATION MODIFICATIONS; SECONDARY ALCOHOLS; SINGLE POLYMER CHAINS;

FIELD EFFECT TRANSISTORS;

EID: 84921279073     PISSN: 00249297     EISSN: 15205835     Source Type: Journal    
DOI: 10.1021/ma5019044     Document Type: Article

References (44)

1. Tsumura, A.; Koezuka, H.; Ando, T. Appl. Phys. Lett. 1986, 49, 1210-1212
2. Sirringhaus, H.; Tessler, N.; Friend, R. H. Science 1998, 280, 1741-1744
3. Ohmori, Y.; Uchida, M.; Muro, K.; Yoshino, K. Jpn. J. Appl. Phys. 2 1991, 30, L1938-L1940
4. Padinger, F.; Rittberger, R. S.; Sariciftci, N. S. Adv. Funct. Mater. 2003, 13, 85-88
5. Yu, G.; Gao, J.; Hummelen, J. C.; Wudl, F.; Heeger, A. J. Science 1995, 270, 1789-1791
6. Günes, S.; Neugebauer, H.; Sariciftci, N. S. Chem. Rev. 2007, 107, 1324-1338
7. McCullough, R. D.; Lowe, R. D. J. Chem. Soc., Chem. Commun. 1992, 70-72
8. Chen, T. A.; Rieke, R. D. J. Am. Chem. Soc. 1992, 114, 10087-10088
9. Loewe, R. S.; Khersonsky, S. M.; McCullough, R. D. Adv. Mater. 1999, 11, 250-253
10. Loewe, R. S.; Ewbank, P. C.; Liu, J.; Zhai, L.; McCullough, R. D. Macromolecules 2001, 34, 4324-4333
11. Ohshimizu, K.; Takahashi, A.; Rho, Y.; Higashihara, T.; Ree, M.; Ueda, M. Macromolecules 2011, 44, 719-727
12. Richter, T. V.; Braun, C. H.; Link, S.; Scheuble, M.; Crossland, E. J. W.; Stelzl, F.; Würfel, U.; Ludwigs, S. Macromolecules 2012, 45, 5782-5788
13. Lobez, J. M.; Andrew, T. L.; Bulović, V.; Swager, T. M. ACS Nano 2012, 6, 3044-3056
14. Wang, F.; Gu, H.; Swager, T. M. J. Am. Chem. Soc. 2008, 130, 5392-5393
15. Wang, F.; Yang, Y.; Swager, T. M. Angew. Chem., Int. Ed. 2008, 47, 8394-8396
16. Yao, K.; Chen, L.; Chen, Y.; Li, F.; Wang, P. J. Mater. Chem. 2011, 21, 13780-13784
17. Miyanishi, S.; Tajima, K.; Hashimoto, K. Macromolecules 2009, 42, 1610-1618
18. Osaka, I.; McCullough, R. D. Acc. Chem. Res. 2008, 41, 1202-1214
19. Holcombe, T. W.; Woo, C. H.; Kavulak, D. F. J.; Thompson, B. C.; Fréchet, J. M. J. J. Am. Chem. Soc. 2009, 131, 14160-14161
20. Gauthier, M. A.; Gibson, M. I.; Klok, H.-A. Angew. Chem., Int. Ed. 2009, 48, 48-58
21. Benanti, T. L.; Kalaydjian, A.; Venkataraman, D. Macromolecules 2008, 41, 8312-8315
22. Zhai, L.; Pilston, R. L.; Zaiger, K. L.; Stokes, K. K.; McCullough, R. D. Macromolecules 2003, 36, 61-64
23. Rostovtsev, V. V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2596-2599
24. Tornøe, C. W.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057-3064
25. Li, Y.; Vamvounis, G.; Holdcroft, S. Macromolecules 2001, 34, 141-143
26. Li, Y.; Vamvounis, G.; Yu, J.; Holdcroft, S. Macromolecules 2001, 34, 3130-3132
27. Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483
28. Stille, J. K. Angew. Chem., Int. Ed. 1986, 25, 508-523
29. Beletskaya, I. P.; Cheprakov, A. V. Chem. Rev. 2000, 100, 3009-3066
30. Li, M. H.; Xu, P.; Yang, J. G.; Yang, S. F. J. Mater. Chem. 2010, 20, 3953-3960
31. Chen, M. Q.; Li, M. H.; Wang, H. T.; Qu, S. X.; Zhao, X. M.; Xie, L. X.; Yang, S. F. Polym. Chem. 2013, 4, 550-557
32. Li, M. H.; Xu, P.; Yang, J. G.; Ying, H.; Haubner, K.; Dunsch, L.; Yang, S. F. J. Phys. Chem. C 2011, 115, 4584-4593
33. Zhou, Z. Y.; Brusso, J. L.; Holdcroft, S. Chem. Mater. 2010, 22, 2287-2296
34. Chen, X. W.; Gholamkhass, B.; Han, X.; Vamvounis, G.; Holdcroft, S. Macromol. Rapid Commun. 2007, 28, 1792-1797
35. Economopoulos, S. P.; Chochos, C. L.; Gregoriou, V. G.; Kallitsis, J. K.; Barrau, S.; Hadziioannou, G. Macromolecules 2007, 40, 921-927
36. Zhou, Z. Y.; Chen, X. W.; Holdcroft, S. J. Am. Chem. Soc. 2008, 130, 11711-11718
37. Sletten, E. M.; Nakamura, H.; Jewett, J. C.; Bertozzi, C. R. J. Am. Chem. Soc. 2010, 132, 11799-11805
38. Thompson, C. M.; Green, D. L. C. Tetrahedron 1991, 47, 4223-4285
39. Gohier, F.; Frère, P.; Roncali, J. J. Org. Chem. 2013, 78, 1497-1503
40. Crossland, E. J. W.; Rahimi, K.; Reiter, G.; Steiner, U.; Ludwigs, S. Adv. Funct. Mater. 2011, 21, 518-524
41. Kim, J.; Swager, T. M. Nature 2001, 411, 1030-1034
42. Agard, N. J.; Prescher, J. A.; Bertozzi, C. R. J. Am. Chem. Soc. 2004, 126, 15046-15047
43. Palermo, E. F.; Darling, S. B.; McNeil, A. J. J. Mater. Chem. C 2014, 2, 3401-3406
44. Smith, P. A. S.; Rowe, C. D.; Bruner, L. B. J. Org. Chem. 1969, 34, 3430-3433