Living anionic polymerization of styrene derivatives para-substituted with π-conjugated oligo(fluorene) moieties

Macromolecules

Volumn 42, Issue 12, 2009, Pages 4053-4062

  Sugiyama, Kenji ^a   Hirao, Akira ^a   Hsu, Jung Ching ^b   Tung, Yi Chih ^b   Chen, Wen Chang ^b  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

^b NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

BLOCK COPOLYMERIZATION; DIBLOCK COPOLYMER; FLUORENE; GLASS TRANSITION TEMPERATURE; INTRINSIC VISCOSITY; LIVING ANIONIC POLYMERIZATION; LUMINESCENCE SPECTRUM; NARROW MOLECULAR WEIGHT DISTRIBUTIONS; OPTICAL ABSORPTION; PEAK MAXIMA; POLYFLUORENE; POLYMERIZATION BEHAVIOR; PREDICTABLE MOLECULAR WEIGHT; SEQUENTIAL ADDITION; STYRENE DERIVATIVES; STYRENE MONOMER; TERT-BUTYLBENZENE; VIBRONIC STRUCTURE;

AROMATIC HYDROCARBONS; BLOCK COPOLYMERS; CHAIN LENGTH; CONJUGATED POLYMERS; COPOLYMERIZATION; EMISSION SPECTROSCOPY; GLASS TRANSITION; LIVING POLYMERIZATION; LUMINESCENCE; MOLECULAR WEIGHT DISTRIBUTION; ORGANIC POLYMERS; POLYMER FILMS; POLYMERS; STYRENE;

ANIONIC POLYMERIZATION;

EID: 67649226457     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma900486m     Document Type: Article

References (48)

1. Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burns, P. L.; Holmes, A. B. Nature 1990, 347, 539.
2. Kraft, A.; Grimsdale, A. C.; Holmes, A. B. Angew. Chem., Int. Ed. 1998, 37, 402-428.
3. Liu, M.S.; Niu, Y. H.; Luo, J.; Chen, B.; Kim, T. D.; Bardecker, J.; Jen, A. K. Y. J. Macromol. Sci., Part C: Polym. Rev. 2006, 46, 7.
4. Chua, L. L.; Zaumseil, J.; Chang, J. F.; Ou, E. C.-W.; Ho, P. K.-H.; Sirringhaus, H.; Friend, R. H. Nature 2005, 434, 194.
5. Lin, M. M.; Bao, Z. Chem. Mater. 2004, 16, 4824.
6. Allard, S.; Foster, M.; Souharce, B.; Thiem, H.; Scherf, U. Angew. Chem., Int. Ed. 2008, 47, 4070.
7. Yu, G.; Gao, J.; Hummelen, J. C.; Wudl, F.; Heeger, A. J. Science 1995, 270, 1789.
8. Scharber, M. C.; Muhlbacher, D.; Koppe, M.; Denk, P.; Waldauf, C.; Heeger, A. J.; Brabec, C. J. Adv. Mater. 2006, 18, 789.
9. Li, G.; Shrotriya, V.; Huang, J.; Yao, Y.; Moriarty, T.; Emery, K.; Yang, Y. Nat. Mater. 2005, 4, 864.
10. Lin, Q. D.; Liaw, D. J.; Zhu, C.; Chan, D. S. H.; Kang, E. T.; Neoh, K. G. Prog. Polym. Sci. 2008, 33, 917.
11. Ebisawa, A.; Kanbe, E.; Shirai, S.; Shinkai, M. Organic electroluminescent devices with good durability for displays. Jpn. Kokai Tokkyo Koho 2004.
12. Inoue, T.; Ito, M.; Ikeda, H.; Iwakuma, T.; Hosokawa, C. Coordination metal compound, material for organic electroluminescence device, material for luminescent coating formation and organic electroluminescence device. PCT Int. Appl., 2005.
13. Fujita, T.; Organic electroluminescent devices comprising polymer hosts and conjugated oligomers as luminescent dopants. U.S. Pat. Appl. Publ., 2008.
14. Neher, D. Macromol. Rapid Commun. 2001, 22, 1365.
15. Scherf, U.; List, E. J. W. Adv. Mater. 2002, 14, 477.
16. Lin, W. J.; Chen, W. C.; Wu, W. C.; Niu, Y. H.; Jen, A. K. Y. Macromolecules 2004, 37, 2335.
17. Kanibolotsky, A. L.; Berridge, R.; Skabara, P. J.; Perepichka, I. F.; Bradley, D. D. C.; Koeberg, M. J. Am. Chem. Soc. 2004, 126, 13695.
18. Kuo, C. C.; Lin, C. H.; Chen, W. C. Macromolecules 2007, 40, 6959.
19. Liu, Q.; Qu, Y.; Geng, Y.; Wang, F. Macromolecules 2008, 41, 5964.
20. Tang, S.; Liu, M.; Lu, P.; Cheng, G.; Zeng, M.; Xie, Z.; Xu, H.; Wang, H.; Yang, B.; Ma, Y.; Yan, D. Org. Electron. 2008, 9, 241.
21. Jiang, H. J.; Wang, H. Y.; Feng, J. C.; Wang, C. M.; Fan, Q. L.; Wei, W.; Huang, W. J. Polym. Sci. Polym. Chem. 2006, 44, 4346.
22. Chi, C.; Wegner, G. Macromol. Rapid Commun. 2005, 26, 1532.
23. Geng, Y.; Trajkovska, A.; Katsis, D.; Ou, J. J.; Culligan, S. W.; Chen, S. H. J. Am. Chem. Soc. 2002, 124, 8337.
24. Boiteau, L.; Moroni, M.; Hilberer, A.; Werts, M.; de Boer, B.; Hadziioannou, G. Macromolecules 2002, 35, 1543.
25. Behl, M.; Zentel, R. Macromol. Chem. Phys. 2004, 205, 1633.
26. Melucci, M.; Barbarella, G.; Zambianchi, M.; Benzi, M.; Biscarini, F.; Cavalline, M.; Bongini, A.; Fabbroni, S.; Mazzeo, M.; Anni, M.; Gigli, G. Macromolecules 2004, 37, 5692.
27. Tian, Y.; Chen, C. Y.; Haller, M. A.; Tucker, N. M.; Ka, J. W.; Luo, J.; Huang, S.; Jen, A. K. Y. Macromolecules 2007, 40, 97.
28. Lee, K. W.; Lin, H. C. J. Polym. Sci. Polym. Chem. 2007, 45, 4564.
29. Suzuki, M.; Tokito, S.; Sato, F.; Igarashi, T.; Kondo, K.; Koyama, T.; Yamaguchi, T. Appl. Phys. Lett. 2005, 86, 103507.
30. Deng, L.; Furuta, P. T.; Garon, S.; Li, J.; Kavulak, D.; Thompson, M. E.; Fréchet, J. M. J. Chem. Mater. 2006, 18, 386.
31. Sommer, M.; Lindner, S. M.; Thelakkat, M. Adv. Funct. Mater. 2007, 17, 1493.
32. Ma, B.; Kim, B. J.; Deng, L.; Poulsen, D. A.; Thompson, M. E.; Frechet, J. M. J. Macromolecules 2007, 40, 8156.
33. Yeh, K. M.; Chen, Y. J. Polym. Sci. Polym. Chem. 2007, 45, 2259.
34. Lindner, S. M.; Hutter, S.; Chiche, A.; Thelakkat, M.; Krausch, G. Angew. Chem., Int. Ed. 2006, 45, 3364.
35. Jenekhe, S. A.; Alam, M. M.; Zhu, Y.; Jiang, S.; Shevade, A. V. Adv. Mater. 2007, 19, 536.
36. Barik, S.; Valiyaveettil, S. Macromolecules 2008, 41, 6376.
37. Tao, Y.; Ma, B.; Selgalman Macromolecules 2008, 41, 7152.
38. Nakahama, S.; Hirao, A. Prog. Polym. Sci. 1990, 15, 299.
39. Hirao, A.; Nakahama, S. Prog. Polym. Sci. 1992, 17, 283.
40. Hirao, A. Trends Polym. Sci. 1994, 2, 267.
41. Hirao, A.; Loykulnant, S.; Ishizone, T. Prog. Polym. Sci. 2002, 27, 1399.
42. Hirao, A.; Hayashi, M.; Loykulnant, S.; Sugiyama, K.; Ryu, S. W.; Haraguchi, N.; Matsuo, A.; Higashihara, T. Prog. Polym. Sci. 2005, 30, 111.
43. Morton, M.; Rembaum, A. A.; Hall, J. L. J. Polym. Sci. 1963, 1, 461.
44. The block copolymerization system showed gray-orange color that is rather different from polystyryllithium. Although the reason is not clear at the present time, trace amount of impurities originated from fluorine moieties maybe reacted with propagating chain end anion to color.
45. Grell, M.; Bradeley, D. D. C.; Ungar, G.; Hill, J.; Whitehead, K. S. Macromolecules 1999, 32, 5810.
46. Tsoi, W. C.; Charas, A.; Cadby, A. J.; Khalil, G.; Adawi, A. M.; Iraqi, A.; Hunt, B.; Morgado, J.; Lidzey, D. G. Adv. Funct. Mater. 2008, 18, 600.
47. Kulkarni, A. P.; Jenekhe, S. A. Macromolecules 2003, 36, 5285.
48. Kulkarni, A. P.; Zhu, Y.; Jenekhe, S. A. Macromolecules 2005, 38, 1553.