Reactions of 2,2′-methylenebis(4-chloro-6-isopropyl-3-methylphenol) with trimethylaluminum: Highly efficient catalysts for the ring-opening polymerization of lactones

Organometallics

Volumn 20, Issue 24, 2001, Pages 5076-5083

  Chen, Huei Ling ^a   Ko, Bao Tsan ^a   Huang, Bor Hunn ^a   Lin, Chu Chieh ^a  

^a NATIONAL CHUNG HSING UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

LACTONES; METHYLENEBISCHLOROISOPROPYLMETHYLPHENOL; TRIMETHYLALUMINUM;

CATALYSTS; DIMERS; HYDROLYSIS; REACTION KINETICS; RING OPENING POLYMERIZATION; STOICHIOMETRY; TOLUENE;

METALLORGANIC POLYMERS;

EID: 0035956467     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om010425+     Document Type: Article

References (51)

1. (a) Endo, M.; Aida, T.; Inoue, S. Macromolecules 1987, 20, 2982.
2. (b) Duda, A.; Florjanczyk, Z.; Hofman, A.; Slomkowski, S.; Penczek, S. Macromolecules 1990, 23, 1640.
3. (c) Kowalski, A.; Duda, A.; Penczek, S. Macromol. Rapid. Commun. 1998, 19, 567.
4. (d) Gan, Z.; Jim, T. F.; Jim, M.; Yuer, Z.; Wang, S.; Wu, C. Macromolecules 1999, 32, 1218.
5. (a) Chamberlain, B. M.; Sun, Y.; Hagadorn, J. R.; Hemmesch, E. W.; Young, V. G., Jr., Pink, M.; Hillmyer, M. A.; Tolman, W. B. Macromolecules 1999, 32, 2400.
6. (b) Ovitt, T. M.; Coates, G. W. J. Am. Chem. Soc. 1999, 121, 4072.
7. (c) Chen, X.; Gross, R. A. Macromolecules 1999, 32, 308.
8. (a) Fujisato, T.; Ikada, Y. Macromol. Symp. 1996, 103, 73.
9. (b) Hutchinson, F. G.; Furr, B. J. A. In High Value Polymers; Fawcett, A. H., Ed.; Royal Society of Chemistry: Cambridge, U.K., 1991.
10. (c) Swift, G. Acc. Chem. Res. 1993, 26, 105.
11. (a) Sawhney, A.; Pathak, C. P.; Hubbell, J. A. Macromolecules 1993, 26, 581.
12. (b) Zhang, X.; MacDonald, D. A.; Goosen, M. F. A.; McAuley, K. B. J. Polym. Sci. Part A: Polym. Chem. 1994, 32, 2965.
13. (c) Han, D. K.; Hubbell, J. A. Macromolecules 1996, 29, 5233.
14. (d) Vert, M. Macromol. Symp. 1986, 6, 109.
15. (a) Jedlinski, Z.; Walach, W. Makromol. Chem. 1991, 192, 2051.
16. (b) McLain, S. J.; Ford, T. M.; Drysdale, N. E. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 1992, 33, 463.
17. (c) Li, S. M.; Rashkov, I.; Espartero, L.; Manolova, N.; Vert, M. Macromolecules 1996, 29, 57.
18. (d) Stevels, W. M.; Ankone, M. T.; Dijkstra, P. J.; Feejen, J. Macromolecules 1996, 29, 6132.
19. (a) Chisholm, M. H.; Eilerts, N. W.; Huffman, J. C.; Iyer, S. S.; Pacold, M.; Phomphrai, K. J. Am. Chem. Soc. 2000, 122, 11845.
20. (b) Chamberlaine, B. M.; Cheng, M.; Moore, D. R.; Ovitt, T. M.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 2001, 123, 3229.
21. (c) Chisholm, M. H.; Huffman, J. C.; Phomphrai, K. J. Chem. Soc., Dalton Trans. 2001, 222.
22. Cheng, M.; Attygalle, A. B.; Lobkovsky, E. B.; Coates, G. W. J. Am. Chem. Soc. 1999, 121, 11583.
23. (a) Yoldas, B. E. J. Mater. Sci. 1975, 10, 1856.
24. (a) Barron, A. R. Comments Inorg. Chem. 1993, 14, 123.
25. (c) Mole, T.; Jeffery, E. A. Organoaluminum Compounds; Elsevier Amsterdam, 1972.
26. (d) Robinson, G. H. Coordination Chemistry of Aluminum; VCH: New York, 1993.
27. (e) Oliver, J. P. Adv. Organomet. Chem. 1970, 8, 167.
28. (a) Ooi, T.; Takahashi, M.; Maruoka, K. J. Am. Chem. Soc. 1996, 118, 11307.
29. (b) Akamanchi, K. G.; Noorani, V. R. Tetrahedron Lett. 1995, 36, 5085.
30. (c) Konishi, K.; Makita, K.; Aida, T.; Inoue, S. J. Chem. Soc., Chem. Commun. 1988, 643.
31. (d) Namy, J. L.; Scouppe, J.; Collin, J.; Kagon, H. B. J. Org. Chem. 1984, 49, 2045.
32. (e) Pindur, U.; Lutz, G.; Otto, C. Chem. Rev. 1993, 93, 741.
33. (f) Renaud, P.; Bourquard, T.; Gerster, M.; Moufid, N. Angew. Chem., Int. Ed. Engl. 1994, 33, 1601.
34. (a) Isoda, M.; Sugimoto, H.; Aida, T.; Inoue, S. Macromolecules 1997, 30, 57.
35. (b) Akatsuka, M.; Aida, T.; Inoue, S. Macromolecules 1995, 28, 1320.
36. (c) Ko, B. T.; Lin, C. C. Macromolecules 1999, 32, 8296 and references therein.
37. (a) Webster, O. W. Science 1991, 251, 887.
38. (b) Aida, T.; Inoue, S. Acc. Chem. Res. 1996, 29, 39.
39. (c) Aida, T. Prog. Polym. Sci. 1994, 19, 469.
40. Lin, C. H.; Yan, L. F.; Wang, F. C.; Sun, Y. L.; Lin, C. C. J. Organomet. Chem. 1999, 587, 151.
41. Ko, B. T.; Wu, C. C.; Lin, C. C. Organometallics 2000, 19, 1864.
42. (a) Yu, T. L.; Huang, C. H.; Yang, L. F.; Ko, B. T.; Lin, C. C. J. Chin. Chem. Soc. 2000, 47, 1185.
43. (b) Huang, C. H.; Wang, F. C.; Ko B. T.; Yu, T. L.; Lin, C. C. Macromolecules 2001, 34, 356.
44. Rantsordas, S.; Perrin, M.; Thozet, A. Acta Crystallogr., Sect. B 1978, 34, 1198.
45. (a) Liu, Y. C.; Ko, B. T.; Lin, C. C. Macromolecules 2001, 34, 6196.
46. (b) Ko, B. T.; Chao, Y. C.; Lin, C. C. Inorg. Chem. 2000, 39, 1463.
47. (a) Shreve, A. P.; Mulhaupt, R.; Fultz, W.; Calabrese, J.; Robbins, W.; Ittel, S. D. Organometallics 1988, 7, 409.
48. (b) Healy, W. D.; Wierda, D. A.; Barron, A. R. Organometallics 1988, 7, 2543.
49. (c) Healy, M. D.; Ziller, J. W.; Barron, A. R. J. Am. Chem. Soc. 1990, 112, 2949.
50. (d) Schulz, S.; Roesky, H. W.; Noltemeyer, M.; Schmidt, H. G. J. Chem. Soc., Dalton Trans. 1995, 177.
51. McLain, S. J.; Drysdale, N. E. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 1992, 33, 174.