Isobutene polymerization and isobutene-isoprene copolymerization catalyzed by cationic zirconocene hydride complexes

Macromolecules

Volumn 36, Issue 12, 2003, Pages 4276-4287

  Garrat, Shaun ^a   Carr, Andrew G ^a,c   Langstein, Gerhard ^b   Bochmann, Manfred ^a  

^a UNIVERSITY OF EAST ANGLIA   (United Kingdom)

^b BAYER AG   (Germany)

^c Bayer Inc   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CATALYSIS; COMPLEXATION; COPOLYMERS; HYDRIDES; HYDROGENATION; INITIATORS (CHEMICAL); MOLECULAR WEIGHT; MONOMERS; POLYBUTENES; POLYISOPRENES; STOICHIOMETRY;

CATIONIC ZIRCONOCENE HYDRIDE; CHAIN-TRANSFER AGENT; ISOBUTENE POLYMERIZATION; NUCLEOPHILICITY; PERFLUOROARYLBORATES;

CATIONIC POLYMERIZATION;

EID: 0038236398     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma034320p     Document Type: Article

References (72)

1. (a) Kennedy, J. P.; Maréchal, E. Carbocationic Polymerization; Wiley: New York, 1982.
2. (b) Kennedy, J. P.; Iván, B. Designed Polymers by Carbocationic Macromolecular Engineering: Theory and Practice; Hanser: Munich, Germany, 1991.
3. (c) Plesch, P. H. Macromol. Symp. 1994, 85, 1.
4. Nuyken, O.; Pask, S. D. In Comprehensive Polymer Science; Allen, G., Bevington, J. C., Eds.; Pergamon: Oxford, U.K., 1989; Vol. 3, p 619, and references therein.
5. (a) Kennedy, J. P. Polymer Chemistry of Synthetic Elastomers; Interscience: New York 1968, Chapter 5.
6. (b) Kennedy, J. P.; Trivedi, P. D. Adv. Polym. Sci. 1978, 28, 83.
7. (c) Kennedy, J. P.; Trivedi, P. D. Adv. Polym. Sci. 1978, 28, 115.
8. (a) Marechal, E.; Bull, L.; Nguyen, H. A. Polym. Bull. (Berlin) 1987, 17, 157.
9. (b) Balogh, L.; Wang, L.; Faust, R. Macromolecules 1994, 27, 3453.
10. (c) Balogh, L.; Fodor, Z.; Kelen, T.; Faust, R. Macromolecules 1994, 27, 4648.
11. (d) Kenndy, J. P.; Feinberg, S. C.; Huang, S. Y. J. Polym. Sci., Polym. Chem. Ed. 1978, 16, 243.
12. (e) Grattan, D. W.; Plesch, P. H. Makromol. Chem. 1980, 181, 751.
13. (a) Marek, M.; Toman, L. J. Polym. Sci., Polym. Symp. 1973, 42, 339.
14. (b) Toman, L.; Marek, M.; Jokl J. J. Polym. Sci., Part A: Polym. Chem. 1974, 12, 1897.
15. (c) Marek, M.; Toman, L.; Pilař, J. J. Polym. Sci., Part A: Polym. Chem. 1975, 13, 1565.
16. (d) Toman, L.; Marek, M. Polymer 1981, 22, 1243.
17. (e) Toman, L.; Marek, M. J. Macromol. Sci. Chem. 1981, A15, 1533.
18. (f) Marek, M.; Pecka, J.; Halaška, V. Makromol. Chem., Macromol. Symp. 1988, 13-14, 443.
19. (g) Marek, M.; Pecka, J.; Halaška, V. Macromol. Chem. Phys. 1995, 196, 2709.
20. (a) Toman, L.; Pilař, J.; Marek, M. J. Polym. Sci., Part A: Polym. Chem. 1978, 16, 371.
21. (b) Majoros, I.; Marsalkó, T. M.; Kennedy, J. P. J. Polym. Sci., Part A: Polym. Chem. 1996, 34, 1675.
22. (c) Nagy, A.; Majoros, I.; Kennedy, J. P. J. Polym. Sci., Part A: Polym. Chem. 1997, 35, 3341.
23. (d) Storey, R. F.; Shoemake, K. A.; Chisholm, B. J. J. Polym. Sci., Part A: Polym. Chem. 1996, 34, 2003.
24. (e) Fodor, Z.; Bae, Y. C.; Faust, R. Macromolecules 1998, 31, 4439.
25. (e) Mayr, H.; Roth, M.; Faust, R. J. Am. Chem. Soc. 1998, 120, 7125.
26. (g) Storey, R. F.; Curry, C. L.; Brister, L. B. Macromolecules 1998, 31, 1058.
27. (h) Storey, R. F.; Shoemake, K. A. J. Polym. Sci., Part A: Polym. Chem. 1998, 36, 471.
28. (i) Cao, X.; Faust, R. Macromolecules 1999, 32, 5487.
29. (i) Schlaad, H.; Kwon, Y.; Sipos, L.; Faust, R.; Charleux, B. Macromolecules 2000, 33, 8225.
30. (k) Storey, R. F.; Donnalley, A. B. Macromolecules 2000, 33, 53.
31. (l) Storey, R. F.; Curry, C. L.; Hendry, L. K. Macromolecules 2001, 34, 5416.
32. (m) Sipos, L.; Cao, X. Y.; Faust, R. Macromolecules 2001, 34, 456.
33. (n) Mayr, H.; Schimmel, H.; Kobayashi, S.; Kotami, M.; Prabakaran, T. R.; Sipos, L.; Faust, R. Macromolecules 2002, 35, 4611.
34. (a) Chen, E. Y.; Marks, T. J. Chem. Rev. 2000, 4, 1391.
35. (b) Bochmann, M. J. Chem. Soc., Dalton Trans. 1996, 255.
36. (c) Grubbs, R. H.; Coates, G. W. Acc. Chem. Res. 1996, 29, 85.
37. (d) Brintzinger, H. H.; Fischer, D.; Mülhaunt, R.; Rieger, B.; Waymouth, R. Angew. Chem., Int. Ed. Engl. 1995, 34, 1143.
38. (e) Bochmann, M. Angew. Chem., Int. Ed. Engl. 1992, 31, 1181.
39. (a) Baird, M. C. Chem. Rev. 2000, 100, 1471.
40. (b) Barsan, F.; Baird, M. C. Chem. Commun. 1995, 1065.
41. (c) Barsan, F.; Karam, A. R.; Parent, M. A.; Baird, M. C. Macromolecules 1998, 31, 8439.
42. (d) Lin, M.; Baird, M. C. J. Organomet. Chem. 2001, 619, 62.
43. (e) Kumar, K. R.; Hall, C.; Penciu, A.; Drewitt, M. J.; McInenly, P. J.; Baird, M. C. J. Polym. Sci., Part A: Polym. Chem. 2002, 40, 3302.
44. (a) Bochmann, M.; Dawson, D. M. Angew. Chem., Int. Ed. Engl. 1996, 35, 2226.
45. (b) Langstein, G.; Bochmann, M.; Dawson, D. M. US Pat. Appl. 5,703,182 (1997, to Bayer).
46. Song, X.; Thornton-Pett, M.; Bochmann, M. Organometallics 1998, 17, 7, 1004.
47. Carr, A. G.; Dawson, D. M.; Bochmann, M. Macromol. Rapid Commun. 1998, 19, 205.
48. Jacob, S.; Pi, Z. J.; Kennedy, J. P. Polym. Bull. (Berlin) 1998, 41, 503.
49. Carr, A. G.; Dawson, D. M.; Bochmann, M. Macromolecules 1998, 31, 2035.
50. (a) Shaffer, T. D.; Ashborough, J. R. J. Polym. Sci., Part A: Polym. Chem. 1997, 35, 329.
51. (b) Shaffer, T. D.; Dias, A. J.; Finkelstein, I. D.; Kurtzman, M. B. WO 95/29940 (1995, to Exxon).
52. (a) Carr, A. G.; Dawson, D. M.; Thornton-Pett, M.; Bochmann, M. Organometallics 1999, 18, 2933.
53. (b) Langstein, G.; Bochmann, M.; Dawson, D. M.; Carr, A. G.; Commander, R. German Pat Appl. DE 198 36 663 (1998, to Bayer).
54. (a) Lancaster, S. J.; Walker, D. A.; Thornton-Pett, M.; Bochmann, M. Chem. Commun. 1999, 1533.
55. (b) Zhou, J.; Lancaster, S. J.; Walker, D. A.; Beck, S.; Thornton-Pett, M.; Bochmann, M. J. Am. Chem. Soc. 2001, 123, 223.
56. Lancaster, S. J.; Rodriguez, A.; Lara-Sanchez, A.; Hannant, M. D.; Walker, D. A.; Hughes, D. H.; Bochmann, M. Organometallics 2002, 21, 451.
57. (a) Reed, C. A. Acc. Chem. Res. 1998, 31, 133.
58. (b) Kim, K. C.; Reed, C. A.; Long, G. S.; Sen, A. J. Am. Chem. Soc. 2002, 124, 7662.
59. (c) Stasko, D.; Reed, C. A. J. Am. Chem. Soc. 2002, 124, 1148.
60. (d) Reed, C. A.; Fackler, N. L. P.; Kim, K. C.; Stasko, D.; Evans, D. R.; Boyd, P. D. W.; Rickard, C. E. F. J. Am. Chem. Soc. 1999, 121, 6314.
61. White, J. L.; Shaffer, T. D.; Ruff, C. J.; Cross, J. P. Macromolecules 1995, 28, 3290.
62. 9-11,13 largely due to differences in feed gas purity.
63. 2O] results in lower polymer molecular weights and broader molecular weight distributions: Wu, Y. X.; Gu, X. L.; Qiu, Y. X.; Fan, G. Q.; Wu, G. Y. Acta Polym. Sin. 2002, 4, 498.
64. 6 g/mol at -50°C). However, Kennedy's polymerizations were performed in methyl chloride solvent and typically used small quantities of isobutene (2-3 mL). Under these conditions reaction exotherms are less likely than with our solvent-free system.
65. Sigwalt P.; Sauvet, G. Polymer 1980, 12, 651.
66. Schottek, J.; Röttger, D.; Erker, G.; Fröhlich, R. J. Am. Chem. Soc. 1998, 120, 5264.
67. Jordan, R. F.; LaPointe, R. E.; Bradley, P. K.; Baenziger, N. Organometallics 1989, 8, 2892.
68. Horton, A.; Orpen, A. G. Organometallics 1992, 11, 8.
69. 15a could not be obtained.
70. Larsonneur, A.; Choukroun, R. Organometallics 1993, 12, 3216.
71. (a) Bochmann, M.; Lancaster, S. J. J. Organomet. Chem. 1992, 434, C1.
72. (b) Bochmann, M.; Lancaster, S. J. J. Organomet. Chem. 1995, 497, 55.