Triple hydrogen bonding for stereospecific radical polymerization of a DAD monomer and simultaneous control of tacticity and molecular weight

Macromolecules

Volumn 39, Issue 20, 2006, Pages 6882-6886

  Wan, Decheng ^a,b   Satoh, Kotaro ^a   Kamigaito, Masami ^a  

^a NAGOYA UNIVERSITY   (Japan)

^b TONGJI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

FREE RADICAL POLYMERIZATION; HYDROGEN BONDS; MOLECULAR WEIGHT; STEREOCHEMISTRY;

ACRYLAMIDE; ATACTIC POLYMERS; HYDROGEN BONDING INTERACTION; SYNDIOTACTIC POLYMERS;

MONOMERS;

EID: 33750357259     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma0615654     Document Type: Article

References (42)

1. (a) Lehn, J.-M. Supramolecular Chemistry: Concepts and Perspectives; VCH: New York, 1995.
2. (b) Lehn, J.-M. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 4763-4768.
3. (a) Supramolecular Polymers, 2nd ed.; Ciferri, A., Ed.; Taylor & Francis: Boca Raton, FL, 2005.
4. (b) Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sibesma, R. P. Chem. Rev. 2001, 101, 4071-4097.
5. (c) Prins, L. J.; Reinhoudt, D. N.; Timmerman, P. Angew. Chem., Int. Ed. 2001, 40, 2382-2426.
6. (d) Sherrington, D. C.; Taskinen, K. A. Chem. Soc. Rev. 2001, 30, 83-93.
7. (e) Percec, V.; Dulcey, A. E.; Peterca, M.; Hies, M.; Nummelin, S.; Sienkowska, M. J.; Heiney, P. A. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 2518-2523.
8. Habaue, S.; Okamoto, Y. Chem. Rec. 2001, 1, 46-52.
9. Yamada, K.; Nakano, T.; Okamoto, Y. Macromolecules 1998, 31, 7598-7605.
10. Isobe, Y.; Yamada, K.; Nakano, T.; Okamoto, Y. Macromolecules 1999, 32, 5979-5981.
11. Hirano, T.; Ishii, S.; Kitajima, H.; Seno, M.; Sato, T. J. Polym. Sci., Part A: Polym. Chem. 2005, 43, 50-62.
12. Hirano, T.; Miki, H.; Seno, M.; Sato, T. Polymer 2005, 46, 3693-3699.
13. Hirano, T.; Okumura, Y.; Kitajima, H.; Seno. M-.; Sato, T. J. Polym. Sci., Part A: Polym. Chem. 2006, 44, 4450-4460.
14. Shibata, T.; Satoh, K.; Kamigaito, M.; Okamoto, Y. J. Polym. Sci., Part A: Polym. Chem. 2006, 44, 3609-3615.
15. (a) Akashi, M.; Inaki, Y.; Takemoto, K. Makromol. Chem. 1977, 178, 353-364.
16. (b) Inaki, Y. Prog. Polym. Sci. 1992, 17, 517-570.
17. (c) Khan, A.; Haddleton, D. A.; Hannon, M. J.; Kukuli, D.; Marsh, A. Macromolecules 1999, 32, 6560-6564.
18. (a) Serizawa, T.; Hamada, K.; Akashi, M. Nature (London) 2004, 429, 52-55.
19. (b) Serizawa, T.; Akashi, M. Polym. J. 2006, 38, 311-328.
20. (a) Molecularly Imprinted Materials; Yan, M.; Ramström, O., Eds.; Marcel Dekker: New York, 2005.
21. (b) Yano, K.; Tanabe, K.; Takeuchi, T.; Matsui, J.; Ikebukuro, K.; Karube, I. Anal. Chim. Acta 1998, 363, 111-117.
22. Chiefari, J.; Mayadunne, R. T. A.; Moad, G.; Rizzardo, E.; Thang, S. H. PCT Int. Appl. WO 99/31144.
23. (a) Bernstein, J.; Stearns, B.; Shaw, E.; Lott, W. A. J. Am. Chem. Soc. 1947, 69, 1151-1158.
24. (b) Manesiotis, P.: Hall, A. J.; Sellegren, B. J. Org. Chem. 2005, 70, 2729-2738.
25. (a) Isobe, Y.; Fujioka, D.; Habaue, S.; Okamoto, Y. J. Am. Chem. Soc. 2001, 123, 7180-7181.
26. (b) Habaue, S.; Isobe, Y.; Okamoto, Y. Tetrahedron 2002, 58, 8205-8209.
27. (c) Okamoto, Y.; Habaue, S.; Isobe, Y. ACS Symp. Ser. 2003, 854, 59-71.
28. Moad, G.; Solomon, D. H. The Chemistry of Radical Polymerization, Second fully revised edition; Pergamon: Oxford, U.K., 1994; p 174.
29. (a) Kamigaito, M.; Satoh, K.; Wan, D.; Koumura, K.; Shibata, T.; Okamoto, Y. ACS Symp. Ser. 2006, 944, 26-39.
30. (b) Kamigaito, M.; Satoh, K. J. Polym. Sci., Part A: Polym. Chem., in press.
31. (a) Ray, B.; Isobe, Y.; Morioka, K.; Habaue, S.; Okamoto, Y.; Kamigaito, M.; Sawamoto, M. Macromolecules 2003, 36, 543-545.
32. (b) Ray, B.; Isobe, Y.; Matsumoto, K.; Habaue, S.; Okamoto, Y.; Kamigaito, M.; Sawamoto, M. Macromolecules 2004, 37, 1702-1710.
33. (c) Ray, B.; Okamoto, Y.; Kamigaito, M.; Sawamoto, M.; Seno, K.; Kanaoka, S.; Aoshima, S. Polym. J. 2005, 37, 234-237.
34. (a) Lutz, J.-F.; Neugebauer, D.; Matyjaszewski, K. J. Am. Chem. Soc. 2003, 125, 6986-6993.
35. (b) Lutz, J.-F.; Jakubowski, W.; Matyjaszewski, K. Macromol. Rapid Commun. 2004, 25, 486-492.
36. (a) Miura, Y.; Satoh, T.; Narumi, A.; Nishizawa, O.; Okamoto, Y.; Kakuchi, T. Macromolecules 2005, 38, 1041-1403.
37. (b) Miura, Y.; Satoh, T.; Narumi, A.; Nishizawa, O.; Okamoto, Y.; Kakuchi, T. J. Polym. Sci., Part A: Polym. Chem. 2006, 44, 1436-1446.
38. Mori, H.; Sutoh, K.; Endo, T. Macromolecules 2005, 38, 9055-9065.
39. Sugiyama, Y.; Satoh, K.; Kamigaito, M.; Okamoto, Y. J. Polym. Sci., Part A: Polym. Chem. 2006, 44, 2086-2098.
40. Wan, D.; Satoh, K.; Kamigaito, M.; Okamoto, Y. Macromolecules 2005, 38, 10397-10405.
41. Koumura, K.; Satoh, K.; Kamigaito, M.; Okamoto, Y. Macromolecules 2006, 39, 4054-4061.
42. Chiefari, J.; Chong, Y. K.; Ercole, F.; Krstina, J. Jeffery, K.; Tam, P. T. Le.; Mayadunne, R. T. A.; Meijs, G. F.; Moad, C. L.; Moad, G.; Rizzardo, E.; Thang, S. H. Macromolecules 1998, 31, 5559-5562.