Aliphatic poly(urethane-amine)s synthesized by copolymerization of aziridines and supercritical carbon dioxide

Macromolecules

Volumn 38, Issue 15, 2005, Pages 6429-6434

  Ihata, Osamu ^a   Kayaki, Yoshihito ^a   Ikariya, Takao ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; COPOLYMERIZATION; POLYURETHANES; SOLUTIONS; SUPERCRITICAL FLUIDS; SYNTHESIS (CHEMICAL); THERMAL EFFECTS;

AMINE UNITS; CRITICAL SOLUTION TEMPERATURE; POLYAMINES; SUPERCRITICAL CARBON DIOXIDE;

AMINES;

EID: 23744476108     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma050549o     Document Type: Article

References (44)

1. (a) Jessop, P. G.; Ikariya, T.; Noyori, R. Science 1995, 269, 1065-1069.
2. (b) Jessop, P. G.; Ikariya, T.; Noyori, R. Chem. Rev. 1995, 95, 259-272.
3. (c) Oakes, R. S.; Clifford, A. A.; Rayner, C. M. J. Chem. Soc., Perkin Trans, 1 2001, 917-941.
4. (d) Wells, S. L.; DeSimone, J. Angew. Chem., Int. Ed. 2001, 40, 518-527.
5. (e) Chemical Synthesis Using Supercritical Fluids; Jessop, P. G., Leitner, W., Eds.; Wiley-VCH: Weinheim, 1999.
6. Green Chemistry Using Liquid and Supercritical Carbon Dioxide; DeSimone, J. M., Tumas, W., Eds.; Oxford University Press: New York, 2003.
7. (a) Sargent, D. E. US Patent US 2,462,680, 1949;
8. (b) Buckley, G. D.; Ray, N. H. US Patent US 2,550,767, 1951.
9. (c) Darensbourg, D. J.; Stafford, N. W.; Katsurao, T. J. Mol. Catal. 1995, 104, L1-L4.
10. (d) Super, M.; Berluche, E.; Costello, C.; Beckman, E. Macromolecules 1997, 30, 368-372.
11. (e) Mang, S.; Cooper, A. I.; Colclough, M. E.; Chauhan, N.; Holmes, A. B. Macromolecules 2000, 33, 303-308.
12. (a) Darensbourg, D. J.; Mackiewicz, R. M.; Phelps, A. L.; Billodeaux, D. R. Acc. Chem. Res. 2004, 37, 836-844.
13. (b) Coates, G. W.; Moore, D. R. Angew. Chem., Int. Ed. 2004, 43, 6618-6639.
14. (a) Stevens, H. C. US Patent US 3,248,415, 1966.
15. (b) Inoue, S.; Koinuma, H.; Tsuruta, T. J. Polym. Sci., Polym. Lett. Ed. 1969, 7, 287-292.
16. (a) Darensbourg, D. J.; Holtcamp, M. W.; Struck, G. E.; Zimmer, M. S.; Niezgoda, S. A.; Rainey, P.; Robertson, J. B.; Draper, J. D.; Reibenspies, J. H. J. Am. Chem. Soc. 1999, 121, 107-116.
17. (b) Cheng, M.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 1998, 120, 11018-11019.
18. (c) Darensbourg, D. J.; Yarbrough, J. C. J. Am. Chem. Soc. 2002, 124, 6335-6342.
19. (d) Qin, Z.; Thomas, C. M.; Lee, S.; Coates, G. W. Angew. Chem., Int. Ed. 2003, 42, 5484-5487.
20. Soga, K.; Chiang, W. Y.; Ikeda, S. J. Polym. Sci., Polym. Chem. Ed. 1974, 12, 121-131.
21. (a) Ihata, O.; Kayaki, Y.; Ikariya, T. Angew. Chem., Int. Ed. 2004, 43, 717-719.
22. (b) Ihata, O.; Kayaki, Y.; Ikariya, T. Chem. Commun. 2005, 2268-2270.
23. Ihata, O.; Kayaki, Y.; Ikariya, T. Kobunshi Ronbunshu 2005, 62, 196-199.
24. (a) Okano, T.; Bae, Y. H.; Jacobs, H.; Kim, S. W. J. Controlled Release 1990, 11, 255-265.
25. (b) Bromberg, L. E.; Ron, E. S. Adv. Drug Deliv. Rev. 1998, 31, 197-221.
26. (c) Chilkoti, A.; Dreher, M. R.; Meyer, D. E.; Raucher, D. Adv. Drug Deliv. Rev. 2002, 54, 613-630.
27. Harmon, M. E.; Tang, M.; Frank, C. W. Polymer 2003, 44, 4547-4556.
28. (a) Yokoyama, M. Drug Discov. Today 2002, 7, 426-432.
29. (b) Twaites, B. R.; Alarcón, C. D. L. H.; Cunliffe, D.; Lavigne, M.; Pennadam, S.; Smith, J. R.; Górecki, D. C.; Alexander, C. J. Controlled Release 2004, 97, 551-566.
30. Cairns, T. L. J. Am. Chem. Soc. 1941, 63, 871-872.
31. Kayaki, Y.; Suzuki, T.; Noguchi, Y.; Sakurai, S.; Imanari, M.; Ikariya, T. Chem. Lett. 2002, 424-425.
32. Soga, K.; Hosoda, S.; Nakamura, H.; Ikeda, S. J. Chem. Soc., Chem. Commun. 1976, 617.
33. Neffgen, S.; Keul, H.; Höcker, H. Macromol. Rapid Commun. 1996, 17, 373-382.
34. Tsukahara, T.; Kayaki, Y.; Ikariya, T.; Ikeda, Y. Angew. Chem., Int. Ed. 2004, 43, 3719-3722.
35. Kweon, J.-O.; Lee, Y.-K.; Noh, S.-T. J. Polym. Sci., Part A: Polym. Chem. 2001, 39, 4129-4138.
36. (a) Fischer, H.; Gyllenhaal, O.; Vessman, J.; Albert, K. Anal. Chem. 2003, 75, 622-626.
37. (b) Carretti, E.; Dei, L.; Baglioni, P.; Weiss, R. G. J. Am. Chem. Soc. 2003, 125, 5121-5129.
38. (a) Penny, D. E.; Ritter, T. J. J. Chem. Soc., Faraday Trans. 1 1983, 79, 2103-2109.
39. (b) McGhee, W.; Riley, D.; Christ, K.; Pan, Y.; Parnas, B. J. Org. Chem. 1995, 60, 2820-2830.
40. (c) Aresta, M.; Quaranta, E. Tetrahedron 1992, 48, 1515-1530.
41. (a) Heskins, M.; Guillet, J. E. J. Macromol. Sci., Chem. Ed. 1968, A2, 1441-1445.
42. (b) Bae, Y. H.; Okano, T.; Kim, S. W. J. Polym. Sci., Polym. Phys. Ed. 1990, 28, 923-936.
43. Feil, H.; Bae, Y. H.; Feijen, J.; Kim, S. W. Macromolecules 1993, 26, 2496-2500.
44. van Vliet, R. E.; Hoefsloot, H. C. J.; Iedema, P. D. Polymer 2003, 44, 1757-1763.