Hydrogen-bond-assisted syndiotactic-specific radical polymerization of N,N-dimethylacrylamide in the presence of tartrates

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 46, Issue 9, 2008, Pages 3145-3149

  Hirano, Tomohiro ^a   Masuda, Shuhei ^a   Sato, Tsuneyuki ^a  

^a UNIVERSITY OF TOKUSHIMA   (Japan)

Author keywords

Hydrogen bond; N,N dimethylacrylamide; Radical polymerization; Stereospecific polymers; Syndiotactic; Tartrates

Indexed keywords

FREE RADICAL POLYMERIZATION; HYDROGEN BONDS; MOLECULAR WEIGHT; SULFURIC ACID;

N,N-DIMETHYLACRYLAMIDE; STEREOSPECIFIC POLYMERS;

AMIDES;

EID: 42549092196     PISSN: 0887624X     EISSN: 10990518     Source Type: Journal    
DOI: 10.1002/pola.22643     Document Type: Article

References (37)

1. (a) Yuki, H.; Hatada, K.; Niinomi, Y.; Kikuchi, Y. Polym J 1970, 1, 36-45;
2. (b) Nakano, T.; Matsuda, A.; Okamoto, Y. Polym J 1996, 28, 556-558;
3. (c) Nakano, T.; Shikisai, Y.; Okamoto, Y. Polym J 1996, 28, 51-60.
4. (a) Isobe, Y.; Yamada, K.; Nakano, T.; Okamoto, Y. Macromolecules 1999, 32, 5979-5981;
5. (b) Isobe, Y.; Yamada, K.; Nakano, T.; Okamoto, Y. J Polym Sci Part A: Polym Chem 2000, 38, 4693-4703.
6. (a) Miura, Y.; Satoh, T.; Narumi, A.; Nishizawa, O.; Okamoto, Y.; Kakuchi, T. Macromolecules 2005, 38, 1041-1043;
7. (b) Miura, Y.; Satoh, T.; Narumi, A.; Nishizawa, O.; Okamoto, Y.; Kakuchi, T. J Polym Sci Part A: Polym Chem 2006, 44, 1436-1446.
8. Yamada, K.; Nakano, T.; Okamoto, Y. Macromolecules 1998, 31, 7598-7605.
9. (a) Porter, N. A.; Allen, T. R.; Breyer R. A. J Am Chem Soc 1992, 114, 7676-7683;
10. (b) Wu, W.-X.; McPhail, A. T.; Porter, N. A. J Org Chem 1994, 59, 1302-1308.
11. Liu, W; Nakano, T.; Okamoto, Y. Polym J 2000, 32, 771-777.
12. (a) Isobe, Y.; Fujioka, D.; Habaue, S.; Okamoto, Y. J Am Chem Soc 2001, 123, 7180-7181;
13. (b) Habaue, S.; Isobe, Y.; Okamoto, Y. Tetrahedron 2002, 58, 8205-8209.
14. (a) Ray, B.; Isobe, Y.; Morioka, K.; Habaue, S.; Okamoto, Y.; Kamigaito, M.; Sawamoto, M. Macromolecules 2003, 36, 543-545;
15. (b) Ray, B.; Isobe, Y.; Matsumoto, K.; Habaue, S.; Okamoto, Y.; Kamigaito, M.; Sawamoto, M. Macromolecules 2004, 37, 1702-1710.
16. (a) Lutz, J.-F.; Neugebauer, D.; Matyjaszewski, K. J Am Chem Soc 2003, 125, 6986-6993;
17. (b) Lutz, J.-F.; Jakubowski, W.; Matyjaszewski, K. Macromol Rapid Commun 2004, 25, 486-492.
18. (a) Hoshikawa, N.; Hotta, Y.; Koamoto, Y. J Am Chem Soc 2003, 125, 12380-12381;
19. (b) Azam, A. K. M. F.; Kamigaito, M.; Okamoto, Y. Polym J 2006, 38, 1035-1042;
20. (c) Azam, A. K. M. E; Kamigaito, M.; Okamoto, Y. J Polym Sci Part A: Polym Chem 2007, 45, 1304-1315.
21. (a) Hirano, T.; Miki, H.; Seno, M.; Sato, T. J Polym Sci Part A: Polym Chem 2004, 42, 4404-4408;
22. (b) Hirano, T.; Miki, H.; Seno, M.; Sato, T. Polymer 2005, 46, 3693-3699;
23. (c) Hirano, T.; Miki, H.; Seno, M.; Sato, T. Polymer 2005, 46, 5501-5505.
24. (a) Hirano, T.; Ishii, S.; Kitajima, H.; Seno, M.; Sato, T. J Polym Sci Part A: Polym Chem 2005, 43, 50-62;
25. (b) Hirano, T.; Kitajima, H.; Ishii, S.; Seno, M.; Sato, T. J Polym Sci Part A: Polym Chem 2005, 43, 3899-3908;
26. (c) Hirano, T.; Kitajima, H.; Seno, M.; Sato, T. Polymer 2006, 47, 539-546.
27. Hirano, T.; Ishizu, H.; Seno, M.; Sato, T. Polymer 2005, 46, 10607-10610.
28. (a) Hirano, T.; Okumura, Y.; Kitajima, H.; Seno, M.; Sato, T. J Polym Sci Part A: Polym Chem 2006, 44, 4450-4460;
29. (b) Hirano, T.; Kamikubo, T.; Okumura, Y; Sato, T. Polymer 2007, 48, 4921-4925.
30. Wan, D.; Satoh, K.; Kamigaito, M. Macromolecules 2006, 39, 6882-6886.
31. Wan, D.; Satoh, K.; Kamigaito, M.; Okamoto, Y. Macromolecules 2005, 38, 10397-10405.
32. Hirano, T.; Okumura, Y.; Seno, M.; Sato, T. Eur Polym J 2006, 42, 2114-2124.
33. (a) Xie, X.; Hogen-Esch, T. E. Macromolecules 1996, 29, 1746-1752;
34. (b) Kobayashi, M.; Okuyama, S.; Ishizone, T.; Nakahama, S. Macromolecules 1999, 32, 6466-6477;
35. (c) Kobayashi, M.; Ishizone, T.; Nakahama, S. Macromolecules 2000, 33, 4411-4416.
36. Zhang, Z.; Chung, T. C. M. Macromolecules 2006, 39, 5187-5189.
37. 8 at -60°C, exhibited almost the same downfield shift with the addition of equimolar amounts of L-EtTar (0.25 mol/L) and rac-EtTar (0.25 mol/L). This result indicates that there are no predominant interactions between the added tartrates.