Propylene polymerization with unbridged metallocenes: Ligand effects on the selectivity for elastomeric polypropylene

Organometallics

Volumn 16, Issue 26, 1997, Pages 5909-5916

  Maciejewski Petoff, Jennifer L ^a   Bruce, Michael D ^a   Waymouth, Robert M ^a   Masood, Athar ^a   Lal, Tapan K ^a   Quan, Roger W ^b   Behrend, Steven J ^b  

^a STANFORD UNIVERSITY   (United States)

^b BP EXPLORATION   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000795003     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om9706119     Document Type: Article

References (63)

1. Brintzinger, H. H.; Fischer, D.; Muelhaupt, R.; Rieger, B.; Waymouth, R. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 1143-70.
2. Ziegler Catalysts: Recent Scientific Innovations and Technological Improvements; Fink, G.; Muelhaupt, R.; Brintzinger, H. H., Ed.; Springer-Verlag: 1995.
3. Ewen, J. A. J. Am. Chem. Soc. 1984, 106, 6355-6364.
4. Ewen, J. A. Macromol. Symp. 1995, 89, 181-196.
5. Kaminsky, W.; Külper, K.; Brintzinger, H. H.; Wild, F. R. W. P. Angew. Chem., Int. Ed. Engl. 1985, 24, 507-508.
6. Ewen, J. A.; Elder, M. J.; Jones, R. L.; Haspeslagh, L.; Atwood, J. L.; Bott, S. G.; Robingson, K. Makromol. Chem., Macromol. Symp. 1991, 48/49, 253-295.
7. Ewen, J. A.; Haspeslagh, L.; Elder, M. J.; Atwood, J. L.; Zhang, H.; Cheng, H. N. In Transition Metals and Organometallics as Catalysts for Olefin Polymerization ; W. Kaminsky and H. Sinn, Ed.; Springer-Verlag: Berlin, 1988; pp 281-289.
8. Ewen, J. A.; Jones, R. L.; Razavi, A. J. Am. Chem. Soc. 1988, 110, 6255-5256.
9. Ewen, J. A.; Elder, M. J.; Jones, R. L.; Curtis, S.; Cheng, H. N. In Catalytic Olefin Polymerization (Stud. Surf. Sci. Catal.); T. Keii and K. Soga, Ed.; Elsevier: Tokyo, 1990; Vol. 56; pp 439-483.
10. Coates, G. W.; Waymouth, R. M. Science 1995, 267(5195), 217-19.
11. Gauthier, W. J.; Collins, S. Macromolecules 1995, 28, 3779-86.
12. Gauthier, W. J.; Corrigan, J. F.; Taylor, N. J.; Collins, S. Macromolecules 1995, 28, 3771-8.
13. Hauptman, E.; Waymouth, R. M.; Ziller, J. W. J. Am. Chem. Soc. 1995, 117, 11586-7.
14. Kaminsky, W.; Buschermohle, M. In Recent Advances in Mechanistic and Synthetic Aspects of Polymerization (NATO ASI Series. Series C: Mathematical and Physical Sciences); M. Fontanille and A. Guyot, Ed.; D. Reidel Publishing Company: Dordrecht, 1987; Vol. 215; pp 503-514.
15. Erker, G.; Aulbach, M.; Kruger, C.; Werner, S. J. Organomet. Chem. 1993, 450, 1-7.
16. Knickmeier, M.; Erker, G.; Fox, T. J. Am. Chem. Soc. 1996, 118, 9623-9630.
17. Erker, G.; Nolte, R.; Tsay, Y.-H.; Kruger, C. Angew. Chem. Int. Ed. Engl. 1989, 28, 628-629.
18. Erker, G.; Nolte, R.; Tsay, Y. H.; Krueger, C. Angew. Chem. 1989, 101, 642-4.
19. Mallin, D. T.; Rausch, M. D.; Lin, Y.-G.; Dong, S.; Chien, J. C. W. J. Am. Chem. Soc. 1990, 112, 2030-2031.
20. Chien, J. C. W.; Llinas, G. H.; Rausch, M. D.; Lin, G.-Y.; Winter, H. H. J. Am. Chem. Soc. 1991, 113, 8569-8570.
21. Llinas, G. H.; Dong, S.-H.; Mallin, D. T.; Rausch, M. D.; Lin, Y.-G.; Winter, H. H.; Chien, J. C. W. Macromolecules 1992, 25, 1242-1253.
22. Natta, G.; Mazzanti, G.; Crespi, G.; Moraglio, G. Chim. Ind. (Milan) 1957, 39, 275-283.
23. Natta, G. J. Polym. Sci. 1959, 34, 531-549.
24. Natta, G.; Crespi, G. (Montecatini) U. S. Patent 3,175,999, 1965.
25. Collette, J. W.; Tullock, C. W.; MacDonald, R. N.; Buck, W. H.; Su, A. C. L.; Harrell, J. R.; Mulhaupt, R.; Anderson, B. C. Macromolecules 1989, 22, 3851.
26. Collette, J. W.; Ovenall, D. W.; Buck, W. H.; Ferguson, R. C. Macromolecules 1989, 22, 3858-3866.
27. Luke, W. D.; Streitweiser, A. J. J. Am. Chem. Soc. 1981, 103, 3241-3243.
28. Erker, G.; Nolte, R.; Krueger, C.; Schlund, R.; Benn, R.; Grondey, H.; Mynott, R. J. Organomet. Chem. 1989, 364, 119-32.
29. Erker, G.; Temme, B. JACS 1992, 114, 4004-4006.
30. Kruger, C.; Lutz, F.; Nolte, M.; Erker, G.; Aulbach, M. J. Organomet. Chem. 1993, 452, 79-86.
31. Erker, G.; Aulbach, M.; Knickmeier, M.; Wingbermuhle, D.; Kruger, C.; Nolte, M.; Werner, S. J. Am. Chem. Soc. 1993, 115, 4590-4601.
32. Okuda, J. J. Organomet. Chem. 1988, 356, C43-C46.
33. Kruger, C.; Nolte, M.; Erker, G.; Thiele, S. Z. Naturforsch 1992, 47b, 995-999.
34. Resconi, L.; Abis, L.; Franciscono, G. Macromolecules 1992, 25, 6814-6817.
35. Pietsch, M. A.; Rappe, A. K. J. Am. Chem. Soc. 1996, 118, 10908-10909.
36. Conia, J.-M.; Leriverend, M.-L. Bull. Soc. Chim. Fr. 1970, 1981.
37. Welch, S. C.; Assercq, J.-M.; Loh, J.-P.; Glase, S. A. J. Org. Chem. 1987, 52, 1440.
38. Tamao, K.; Sumitani, K.; Kumada, M. J. Am. Chem. Soc 1972, 94, 4405-4407.
39. McEwen, I.; Ronnqvist, M.; Ahlberg, P. J. Am. Chem. Soc. 1993, 115, 3989-3996.
40. Waymouth, R. M.; Bangerter, F.; Pino, P. Inorg. Chem. 1988, 27, 758-759.
41. Tagge, C.; Waymouth, R. M., Unpublished results.
42. Chandra, G.; Lappert, M. F. J. Chem. Soc. (A) 1968, 1940-1945.
43. Burger, P.; Diebold, J.; Gutmann, S.; Hund, H.-U.; Brintzinger, H. H. Organometallics 1992, 11, 1319-1327.
44. For random polypropylene [mmmm] = 6%, for highly isotactic polypropylene, [mmmm] = 100%
45. Luongo, J. P. J. Appl. Polym. Sci. 1960, 3, 302-309.
46. Aryl stacking is defined as an electrostatic interaction between the partially positive a framework of an aromatic system and the negatively charged π cloud of a nearby neighbor.
47. Hunter, C. A.; Sanders, J. K. M. J. Am. Chem. Soc. 1990, 112, 5525-5534.
48. Close inspection reveals that the two structures are related via pseudo-translational symmetry.
49. Stehling, U.; Diebold, J.; Kirsten, R.; Roll, W.; Hans-Herbert, B.; Jungling, S.; Muelhaupt, R. Organometallics 1994, 13, 964-970.
50. Shriver, D. F.; Drezdzon, M. A. The Manipulation of Air-Sensitive Compounds; John Wiley & Sons: New York, 1986.
51. In Inorganic Syntheses ; J. P. J. Fackler, Ed.; John Wiley & Sons: New York, 1982; Vol. XXI; pp 136.
52. Coates, G. W. Ph.D. Thesis, Stanford University, May 1994.
53. Diamond, G. M.; Rodewald, S.; Jordan, R. F. Organometallics 1995, 14, 5-7.
54. The ligand quickly decomposes at elevated temperature to give a sticky red solid. At room temperature, decomposition occurs over several hours.
55. Jungling, S.; Muelhaupt, R. J. Organomet. Chem. 1993, 460, 191-195.
56. Halterman, R. L.; Ramsey, T. M. J. Organomet. Chem. 1994, 465, 175-179.
57. See experimental preparation of 4 for details regarding lithium salt generation.
58. Busico, V.; Brita, D.; Caporaso, L.; Cipullo, R.; Vacatello, M. Macromolecules 1997, 30, 3971-3977.
59. Formula and Formula Weight values count both molecules in the asymmetric unit and the disordered toluene molecule that is present.
60. SMART: Area-Detector Software Package; Siemens Industrial Automation, Inc.: Madison, WI, (1995).
61. SHELXS-86: Sheldrich, G. (1986).
62. DIRDIF92: Beurskens, P. T., Admiraal, G., Beurskens, G., Bosnian, W. P., Garcia-Granda, S., Gould, R. O., Smits, J. M. M. and Smykalla, C. (1992). The DIRDIF program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands, 1992.
63. teXsan: Crystal Structure Analysis Package, Molecular Structure Corporation (1985 & 1992).