Lipase-catalyzed ring-opening polymerization of trimethylene carbonate

Macromolecules

Volumn 30, Issue 25, 1997, Pages 7735-7742

  Bisht, Kirpal S ^a   Svirkin, Yuri Y ^a   Henderson, Lori A ^a   Gross, Richard A ^a   Kaplan, David L ^b   Swift, Graham ^c  

^a University of Massachusetts Lowell   (United States)

^b Tufts University   (United States)

^c ROHM AND HAAS COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; ENZYMES; MOLECULAR STRUCTURE; MOLECULAR WEIGHT; MONOMERS; OLIGOMERS; REACTION KINETICS; RING OPENING POLYMERIZATION; SYNTHESIS (CHEMICAL); THERMAL EFFECTS;

DECARBOXYLATION; LIPASES; POLYTRIMETHYL CARBONATE;

POLYCARBONATES;

EID: 0031354236     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma9708858     Document Type: Article

References (36)

1. For recent reviews on enzyme catalysis, see: Schoffers, E.; Golebiowski, A.; Johnson, C. R. Tetrahedron 1996, 52, 3769. Jha, A.; Bisht, K. S.; Parmar, V. S. Proc. - Indian Acad. Sci., Chem. Sci. 1994, 106, 1191. Waldmann, H.; Sebastian, D. Chem. Rev. 1994, 94, 911.
2. For recent reviews on enzyme catalysis, see: Schoffers, E.; Golebiowski, A.; Johnson, C. R. Tetrahedron 1996, 52, 3769. Jha, A.; Bisht, K. S.; Parmar, V. S. Proc. - Indian Acad. Sci., Chem. Sci. 1994, 106, 1191. Waldmann, H.; Sebastian, D. Chem. Rev. 1994, 94, 911.
3. For recent reviews on enzyme catalysis, see: Schoffers, E.; Golebiowski, A.; Johnson, C. R. Tetrahedron 1996, 52, 3769. Jha, A.; Bisht, K. S.; Parmar, V. S. Proc. - Indian Acad. Sci., Chem. Sci. 1994, 106, 1191. Waldmann, H.; Sebastian, D. Chem. Rev. 1994, 94, 911.
4. Zaks, A.; Klibanov, A. M. J. Am. Chem. Soc. 1984, 106, 2687.
5. Wilson, W. K.; Baca, S. B.; Barber, Y. J.; Scallen, T. J.; Morrow, C. J. J. Org. Chem. 1983, 48, 3960.
6. Uyama, H.; Kobayashi, S. Chem. Lett. 1993, 1149.
7. Knani, D.; Gutman, A. L.; Kohn, D. H. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 1221.
8. MacDonald, R. T.; Pulapura, S.; Svirkin, Y. Y.; Gross, R. A.; Kaplan, D. L.; Akkara, J.; Swift, G. Macromolecules 1995, 28, 73.
9. Nobes, G. A. R.; Kazlauskas, R. J.; Marchessault, R. H. Macromolecules 1996, 29, 4829.
10. Svirkin, Y. Y.; Xu, J.; Gross, R. A.; Kaplan, D. L.; Swift, G. Macromolecules 1996, 29, 4591.
11. Namekawa, S.; Uyama, H.; Kobayashi, S. Polym. J. 1996, 28, 730.
12. Henderson, L. A.; Svirkin, Y. Y.; Gross, R. A.; Kaplan, D. L.; Swift, G. Macromolecules 1996, 29, 7759.
13. Uyama, H.; Takeya, K.; Kobayashi, S. Bull. Chem. Soc. Jpn. 1995, 68, 56.
14. Uyama, H.; Takeya, K.; Hoshi, N.; Kobayashi, S. Macromolecules 1995, 28, 7046.
15. Uyama, H.; Kikuchi, H.; Takeya, K.; Kobayashi, S. Acta Polym. 1996, 47, 357.
16. Bisht, K. S.; Henderson, L. A.; Gross, R. A.; Kaplan, D. L.; Swift, G. Macromolecules 1997, 30, 2705.
17. Kawaguchi, T.; Nakano, M.; Juni, K.; Inoue, S.; Yoshida, Y. Chem. Pharm. Bull. 1983, 31, 4157.
18. Kojima, T.; Nakano, M.; Juni, K.; Inoue, S.; Yoshida, Y. Chem. Pharm. Bull. 1984, 32, 2795.
19. Takata, T.; Matsuoka, H.; Endo T. Chem. Lett. 1991, 2091.
20. Carothers, W. H.; Van-natta, F. J. J. Am. Chem. Soc. 1930, 52, 314.
21. Albertsson, A. C.; Sjoling, M. J. Macromol. Sci., Pure Appl. Chem. 1992, A29, 43.
22. Kricheldorf, H. R.; Weenen-Schulz, B. J. Polym. Sci., Part A: Polym. Chem. 1995, 33, 2193.
23. Abramowicz, D. A.; Keese, C. R. Biotechnol. Bioeng. 1989, 33, 149.
24. Bisht, K. S.; Svirkin, Y. Y.; Gross, R. A.; Kaplan, D. L.; Graham, S. PMSE Prepr. 1997, 76, 421.
25. Matsumura, S.; Tsukada, K.; Toshima, K. Macromolecules 1997, 30, 3122.
26. Kobayashi, S.; Kikuchi, H.; Uyama, H. Macromol. Rapid Commun. 1997, 18, 575.
27. Ariga, T.; Takata, T.; Endo T. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 581.
28. Interestingly, at 70 °C in the absence of added active or thermally deactivated lipase, 74% TMC conversion was observed. This suggests that protein functionalities of Novozym-435 served to inhibit thermal-initiated TMC ring opening. The mechanism of this inhibition is presently unknown.
29. Silverstein, R. M.; Bassler, G. C.; Morill, T. C. In Spectroscopic Identification of Organic Compounds, 5th ed.; John Wiley & Sons, Inc.: New York, 1991; p 212.
30. Kricheldorf, H. R.; Weenen-schulz, B. Macromolecules 1993, 26, 5991.
31. Endo, M.; Aida, T.; Inoue, S. Macromolecules 1987, 20, 2982.
32. Odian, G. Principles of Polymerization, 3rd ed.; John Wiley & Sons, Inc.: New York, 1991.
33. Zaks, A.; Hibanov, A. M. J. Biol. Chem. 1988, 263, 3194.
34. Brokerhoff, H.; Jensen, R. G. In Lipolytic Enzymes; Academic Press: New York, 1974.
35. Kuhling, S.; Keul, H.; Hocker, H. Macromol. Chem. 1992, 193, 1207.
36. Kricheldorf, H. R.; Jenssen, J.; Saunders, I. K. Makromol. Chem. 1991, 192, 2391.