Observation of optical activity in polythiourethane obtained by the controlled cationic ring-opening polymerization of chiral cyclic thiourethane derived from serine

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 43, Issue 8, 2005, Pages 1554-1561

  Nagai, Atsushi ^a   Ochiai, Bungo ^a   Endo, Takeshi ^a  

^a YAMAGATA UNIVERSITY   (Japan)

Author keywords

Cationic polymerization; Chiral; Hydrogen bonding; L serine; Polythiourethane; Ring opening polymerization

Indexed keywords

CATIONIC POLYMERIZATION; HYDROGEN BONDS; MOLECULAR STRUCTURE; OPTICAL PROPERTIES; POSITIVE IONS; RING OPENING POLYMERIZATION; SPECTROSCOPIC ANALYSIS;

CHIRAL; HYDROGEN BONDING; L-SERINE; POLYTHIOURETHANE;

POLYURETHANES;

EID: 17644389168     PISSN: 0887624X     EISSN: None     Source Type: Journal    
DOI: 10.1002/pola.20624     Document Type: Article

References (25)

1. Okamoto, Y.; Suzuki, K.; Ohota, K.; Hatada, K.; Yuki, H. J Am Chem Soc 1979, 101, 4763.
2. (a) Kamer, P. C. J.; Notle, R. J. M.; Drenth, W. J. J Am Chem Soc 1988, 110, 6818;
3. (b) Deming, T. J.; Novak, B. M. J Am Chem Soc 1993, 115, 9101.
4. (a) Mawatari, Y.; Tabata, M.; Sone, T.; Ito, K.; Sadahiro, Y. Macromolecules 2001, 34, 3776;
5. (b) Nomura, R.; Tabei, J.; Nishiura, S.; Masuda, T. Macromolecules 2003, 36, 561;
6. (c) Nomura, R.; Nishiura, S.; Tabei, J.; Sanda, F.; Masuda, T. Macromolecules 2003, 36, 5076;
7. (d) Nomura, R.; Tabei, J.; Masuda, T. J Am Chem Soc 2001, 123, 8430;
8. (e) Yashima, E.; Huang, S.; Matsushima, T.; Okamoto, Y. Macromolecules 1995, 28, 4184;
9. (f) Morino, K.; Maeda, K.; Yashima, E. Macromolecules 2003, 36, 1480.
10. (a) Aravinda, S.; Shamala, N.; Bandyopadhyay, A.; Balaram, P. J Am Chem Soc 2003, 125, 15065;
11. (b) Gratias, R.; Konat, R.; Kessler, H.; Crisma, M.; Valle, G.; Polese, A.; Formaggio, F.; Toniolo, C.; Broxterman, Q. B.; Kamphuis, J. J Am Chem Soc 1998, 120, 4763;
12. (c) Banerjee, A.; Datta, S.; Pramanik, A.; Shamala, N.; Balaram, P. J Am Chem Soc 1996, 118, 9477;
13. (d) Deming, T. J. Nature (London) 1997, 390, 386;
14. (e) Higashi, F.; Sano, K.; Kakinoki, H. J Polym Sci Polym Chem Ed 1980, 18, 1841;
15. (f) Kritzer, J. A.; Lear, J. D.; Hodsdon, M. E.; Schepartz, A. J Am Chem Soc 2004, 126, 9468;
16. (g) Wu, Y. D.; Wang, D. P. J Am Chem Soc 1999, 121, 9352;
17. (h) Gruner, S. A. W.; Truffault, V.; Voll, G.; Locardi, E.; Stockle, M.; Kessler, H. Chem - Eur J 2002, 8, 4366;
18. (i) Zanuy, D.; Aleman, C.; Munoz-Guerra, S. Macromol Theory Simul 2000, 9, 543.
19. (a) Nakahira, T.; Lin, F.; Boon, C. T.; Karato, T.; Annaka, M.; Yoshikuni, M.; Iwabuchi, S. Polym J 1997, 29, 704;
20. (b) Nakahira, T.; Fan, L.; Boon, C. T.; Fukuda, Y.; Karato, T.; Annaka, M.; Yoshikuni, M. Polym J 1998, 30, 910.
21. (a) Kudo, H.; Nagai, A.; Ishikawa, J.; Endo, T. Macromolecules 2001, 34, 5355;
22. (b) Nagai, A.; Ishikawa, J.; Kudo, H.; Endo, T. J Polym Sci Part A: Polym Chem 2004, 42, 1143.
23. Nagai, A.; Miyagawa, T.; Kudo, H.; Endo, T. Macromolecules 2003, 25, 9335;
24. (b) Nagai, A.; Ochiai, B.; Endo, T. Chem Commun 2003, 3018.
25. 3/TFA (1/1) was observed at 228 and 247 nm, respectively.