Stereoselective ring-opening polymerization of rac-lactide with a single-site, racemic aluminum alkoxide catalyst: Synthesis of stereoblock poly(lactic acid)

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 38, Issue SUPPL., 2000, Pages 4686-4692

  Ovitt, Tina M ^a   Coates, Geoffrey W ^a  

^a Department of Molecular Biology and Genetics   (United States)

Author keywords

Isotactic; Lactide; Poly(lactic acid); Ring opening polymerization; Stereoblock

Indexed keywords

BLOCK COPOLYMERS; CATALYSTS; CRYSTALLIZATION; MICROSTRUCTURE; MONOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC ACIDS; RING OPENING POLYMERIZATION; SYNTHESIS (CHEMICAL);

MICROSTRUCTURAL ANALYSIS; POLYMER EXCHANGE PATHWAY; RACEMIC ALUMINUM ALKOXIDE CATALYST; STEREOBLOCK POLYLACTIC ACID; STEREOSELECTIVE RING OPENING POLYMERIZATION;

ORGANIC POLYMERS;

EID: 0034429967     PISSN: 0887624X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0518(200012)38:1+<4686::aid-pola80>3.0.co;2-0     Document Type: Article

References (33)

1. Coates, G. W. Chem Rev 2000, 100, 1223-1252.
2. For some recent leading references concerning single-site catalysts for epoxide and lactone polymerization, see refs. 3-15.
3. Ovitt, T. M.; Coates, G. W. J Am Chem Soc 1999, 121, 4072-4073.
4. Cheng, M.; Attygalle, A. B.; Lobkovsky, E. B.; Coates, G. W. J Am Chem Soc 1999, 121, 11583-11584.
5. Cheng, M.; Ovitt, T. M.; Hustad, P. D.; Coates, G. W. Polymer Preprints 1999, 40(1), 542-543.
6. Spassky, N.; Wisniewski, M.; Pluta, C.; Le Borgne, A. Macromol Chem Phys 1996, 197, 2627-2637.
7. Chisholm, M. H.; Eilerts, N. W. Chem Commun 1996, 853-854.
8. Kruper, W. J.; Dellar, D. V. J Org Chem 1995, 60, 725-727.
9. Mang, S.; Cooper, A. I.; Colclough, M. E.; Chauhan, N.; Holmes, A. B. Macromolecules 2000, 33, 303-308.
10. Aida, T.; Inoue, S. Acc Chem Res 1996, 29, 39-48.
11. Ko, B. T.; Lin, C. C. Macromolecules 1999, 32, 8296-8300.
12. Beckerle, K.; Hultzsch, K. C.; Okuda, J. Macromol Chem Phys 1999, 200, 1702-1707.
13. Chamberlain, B. M.; Sun, Y. P.; Hagadorn, J. R.; Hemmesch, E. W.; Young, V. G.; Pink, R.; Hillmyer, M. A.; Tolman, W. B. Macromolecules 1999, 32, 2400-2402.
14. Takeuchi, D.; Aida, T.; Endo, T. Macromol Rapid Commun 1999, 20, 182-184.
15. Yasuda, H.; Ihara, E. Adv Polym Sci 1997, 133, 53-101.
16. Chiellini, E.; Solaro, R. Adv Mater 1996, 8, 305-313.
17. Dubois, P.; Jacobs, C.; Jérôme, R.; Tessié, P. Macromolecules 1991, 24, 2266-2270.
18. Kowalski, A.; Duda, A.; Penczek, S. Macromolecules 1998, 31, 2114-2122.
19. Kowalski, A.; Duda, A.; Penczek, S. Macromolecules 2000, 33, 689-695.
20. Bero, M.; Dobrzynski, P.; Kasperczyk, J. J Polym Sci Part A: Polym Chem 1999, 37, 4038-4042.
21. Kasperczyk, J. E. Macromolecules 1995, 28, 3937-3939.
22. (a) Spinu, M.; Jackson, C.; Keating, M. Y.; Gardner, K. H. J Macromol Sci Pure Appl Chem 1996, 33, 1497-1530;
23. (b) Yui, N.; Dijkstra, P. J.; Feijen, J. Makromol Chem 1990, 191, 481-488.
24. Tsuji, H.; Ikada, Y. Polymer 1999, 40, 6699-6708.
25. Ikada, Y.; Jamshidi, K.; Tsuji, H.; Hyon, S. H. Macromolecules 1987, 20, 904-906.
26. Loomis, G. L.; Murdoch, J. R. U.S. Patent 4,719,246, 1988.
27. Loomis, G. L.; Murdoch, J. R. U.S. Patent 4,800,219, 1989.
28. Radano, C. P.; Baker, G. L.; Smith, M. R. J Am Chem Soc 2000, 122, 1552-1553.
29. Thakur, K. A. M.; Kean, R. T.; Hall, E. S.; Kolstad, J. J.; Lindgren, T. A.; Doscotch, M. A.; Siepmann, J. I.; Munson, E. J. Macromolecules 1997, 30, 2422-2428.
30. Thakur, K. A. M.; Kean, R. T.; Hall, E. S.; Kolstad, J. J.; Munson, E. J. Macromolecules 1998, 31, 1487-1494.
31. Thakur, K. A. M.; Kean, R. T.; Zell, M. T.; Padden, B. E.; Munson, E. J. Chem Commun 1998, 1913-1914.
32. The site-control selectivity parameter, α, is equal to the rate constant for the polymerization of the S,S-monomer by the S-catalyst divided by the sum of the rate constants for the polymerization of the S,S-monomer and R,R-monomer by the S-catalyst. The stereochemistry of the polymer chain end is not included in this treatment. Further details will be provided in a future article.
33. Bernardo, K. D.; Robert, A.; Dahan, F.; Meunier, B. New J Chem 1995, 19, 129-131.