A comparison of neodymium versatate, neodymium neopentanolate and neodymium bis(2-ethylhexyl)phosphate in ternary ziegler type catalyst systems with regard to their impact on the polymerization of 1,3-butadiene

Journal of Macromolecular Science - Pure and Applied Chemistry

Volumn 42 A, Issue 7, 2005, Pages 839-851

  Friebe, Lars ^a,b   Nuyken, Oskar ^a   Obrecht, Werner ^c  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b UNIVERSITY OF TORONTO   (Canada)

^c LANXESS DEUTSCHLAND GMBH   (Germany)

Author keywords

Alcoholate; Carboxylate; Diene polymerization; Living polymerization; Neodymium; Phosphate; Polybutadiene; Rubber; Ziegler catalysis

Indexed keywords

ACTIVATION ANALYSIS; BUTADIENE; CATALYSIS; CATALYSTS; CRYSTALLIZATION; LIVING POLYMERIZATION; MICROSTRUCTURE; PHOSPHATES; SOLUBILITY; STRAIN;

ALCOHOLATE; CARBOXYLATE; DIENE POLYMERIZATION; POLYBUTADIENE; ZIEGLER CATALYSIS;

NEODYMIUM COMPOUNDS;

EID: 23044445343     PISSN: 10601325     EISSN: None     Source Type: Journal    
DOI: 10.1081/MA-200063118     Document Type: Article

References (41)

1. Ullmann's Encyclopedia of Industrial Chemistry, 5th Ed.; VCH: Weinheim, Germany, 1993; Vol. A4, 221, 261.
2. Taube, R. and Sylvester, G. (1996) Stereospecific polymerization of butadiene or isoprene. In Applied Homogeneous Catalysis with Organometallic Compounds, 1st Ed.; Cornils, B. and Herrmann, W.A., eds.; Wiley-VCH: Weinheim, Germany; Vol. 280.
3. Osakada, K. and Takeuchi, D. (2004) Coordination Polymerization of Dienes, Allenes, and Methylenecycloalkanes. Adv. Polym. Sci., 171: (Polymer Synthesis), 137-194.
4. Bruzzone, M. and Gordini, S. (1991) Lanthanide catalysts for diene polymerization: some peculiarities and unresolved questions, Meeting of the ACS Rubber Division, October 8-11, Detroit, Michigan.
5. Sylvester, G. and Stollfuß, B. (1988) Meeting of the ACS Rubber Division, April 19-22, Dallas, Texas Paper No. 32.
6. Wu, X., Wu, Z., Liu, H., Yin, J., Mo, K., and Qiao, S. (2002) The performance of cis-polybutadiene with Nd coordinate polymerization catalyst. J. Polym. Mater., 19 (3): 329-333.
7. Jenkins, D.K. (1985) Butadiene polymerization with a rare earth compound using a magnesium alkyl cocatalyst. Polymer, 26 (1): 152-158.
8. Wilson, D.J. and Jenkins, D.K. (1992) Butadiene polymerization using ternary neodymium-based catalyst systems. The effect of catalyst component addition order. Polym. Bull., 27 (4): 407-411.
9. Pross, A., Marquardt, P., Reichert, K.H., Nentwig, W., and Knauf, T. (1993) Modelling the polymerization of 1,3-butadiene in solution with a neodymium catalyst. Angew. Makromol. Chem., 211: 89-111.
10. 4 as halide source. Polym. Int., 49 (7): 751-756.
11. Kwag, G., Lee, H., and Kim, S. (2001) First in situ observation of pseudo-living character and active site of Nd-based catalyst for 1,3-butadiene polymerization using synchrotron X-ray absorption and UV-visible spectroscopies. Macromolecules, 34 (16): 5367-5369.
12. Friebe, L., Nuyken, O., Windisch, H., and Obrecht, W. (2002) Polymerization of 1,3-butadiene initiated by neodymium versatate/diisobutylaluminum hydride/ethylaluminum sesquichloride: Kinetics and conclusions about the reaction mechanism. Macromol. Chem. Phys., 203 (8): 1055-1064.
13. Sylvester, G.; Witte, J.; Marwede, G.. Catalyst for solution polymerization of butadiene. Ger. Patent 2830080, Jan 17, 1980.
14. Throckmorton, M.C. Molecular weight modifier for use with lanthanide and actinide catalysts. US Patent 4663405, May 05, 1987.
15. 3 catalyst system. Plaste Kautsch., 41 (5): 213-216.
16. Gehrke, K., Krueger, G., Gebauer, U., and Lechner, M.D. (1996) Polymerization of butadiene with the catalyst system neodymium tris(2-ethylhexanoate)/diisobutylaluminum chloride/ triisobutylaluminum. Kautsch. Gummi Kunstst., 49 (11): 760-765.
17. Ricci, G., Boffa, G., and Porri, L. (1986) Polymerization of 1,3-dialkenes with neodymium catalysts. Some remarks on the influence of the solvent. Makromol. Chem., Rapid Commun., 7 (6): 355-359.
18. Ricci, G., Italia, S., Cabassi, F., and Porri, L. (1987) Neodymium catalysts for 1,3-diene polymerization: influence of the preparation conditions on activity. Polym. Commun., 28 (8): 223-226.
19. Oehme, A., Gebauer, U., Gehrke, K., Beyer, P., Hartmann, B., and Lechner, M.D. (1994) The influence of the catalyst preparation on the homo- and copolymerization of butadiene and isoprene. Macromol. Chem. Phys., 195 (12): 3773-3781.
20. Nickaf, J.B., Burford, R.P., and Chaplin, R.P. (1995) Kinetics and molecular weights distribution study of neodymium-catalyzed polymerization of 1,3-butadiene. J. Polym. Sci., Part A: Polym. Chem., 33 (7): 1125-1132.
21. Oehme, A., Gebauer, U., Gehrke, K., and Lechner, M.D. (1996) The influence of ageing and polymerization conditions on the polymerization of butadiene using a neodymium catalyst system. Angew. Makromol. Chem., 235: 121-130.
22. Shen, Z., Ouyang, J., Wang, F., Hu, Z., Fu, Y., and Qian, B. (1980) The characteristics of lanthanide coordination catalysts and the cis-polydienes prepared therewith. J. Polym. Sci.: Polym. Chem. Ed., 18 (12): 3345-3357.
23. Wilson, D.J. and Jenkins, D.K. (1995) Butadiene polymerization using ternary neodymium-based catalyst systems: the effect of Nd:halide ratio and halide type. Polym. Bull., 34 (3): 257-264.
24. Fischbach, A., Perdih, F., Sirsch, P., Scherer, W., and Anwander, R. (2002) Rare-earth Ziegler-Natta catalysts: Carboxylate-alkyl interchange. Organometallics, 21 (22): 4569-4571.
25. Andreussi, P., Lauretti, E., and Miani, B. (1994) Europrene Neocis: Improved cis-1,4-Polybutadiene by Neodymium Catalyst, June 6-10, Stepol, Milano, Italy.
26. Pedretti, U., Lugli, G., Poggio, S., and Mazzei, A. Catalyst and method for the polymerization and copolymerization of diolefins. Ger. Patent 2833721, Feb 08, 1979.
27. Carbonaro, A., Ferraro, D., and Bruzzone, M. (1993) Polymerizing conjugate diolefins. Eur. Patent 76535, Apr 13.
28. Carbonaro, A., and Ferraro, D. Polymerization of conjugate diolefins. Eur. Patent 92270, Oct 26, 1983.
29. Biagini, P., Lugli, G., Garbassi, F., and Andreussi, P. (1998) Catalytic system and process for the production of polydiolefins. Eur. Patent 667357, Aug 16.
30. Dong, W. and Masuda, T. (2003) Homogeneous neodymium iso-propoxide/modified methylaluminoxane catalyst for isoprene polymerization. Polymer, 44 (5): 1561-1567.
31. Dong, W., Endo, K., and Masuda, T. (2003) Effect of tert-butyl chloride on the isoprene polymerization with neodymium isopropoxide/diisobutylaluminum hydride and neodymium isopropoxide/methylaluminoxane catalysts. Macromol. Chem. Phys., 204 (1): 104-110.
32. Laubry, P. (2002) Method for obtaining a polyisoprene with high cis-1,4 configuration. PCT Int. Appl. 2002048218, June 20.
33. Laubry, P. (2002) Synthetic polyisoprene and their preparation method. PCT Int. Appl. 2002038635, May 16.
34. Laubry, P. (2002) Catalytic system and method for preparing elastomers using same. PCT Int. Appl. 2002038636, May 16.
35. Laubry, P. (2003) Method for preparing butadiene-isoprene copolymers and resulting copolymers. PCT Int. Appl. 2003048221, June 12.
36. Wilson, D.J. (1993) A rare earth catalyst system for the polymerization of 1,3-butadiene: the effect of different carboxylates. Polymer, 34 (16): 3504-3508.
37. Kobayashi, E., Hayashi, N., Aoshima, S., and Furukawa, J. (1998) Homo- and copolymerization of butadiene and styrene with neodymium tricarboxylate catalysts. J. Polym. Sci., Part A: Chem. Ed., 36 (2): 241-247.
38. 12 (Ln = La, Nd). J. Am. Chem. Soc., 115 (18): 8461-8462.
39. Herzog, S. and Dehnert, J. (1964) A systematic anaerobic working method. Z. Chem., 4 (1): 1-11.
40. Friebe, L., Nuyken, O., Windisch, H., and Obrecht, W. (2004) Polymerization of 1,3-butadiene initiated by neodymium versatate/triisobutylaluminum/ethylaluminum sesquichloride: Impact of the alkylaluminum cocatalyst component. J. Macromol. Sci., Pure Appl. Chem., A41 (3): 245-256.
41. Thorn-Csanyi, E. and Luginsland, H.D. (1997) Quantitative determination of the microstructure and composition of crosslinked rubber blends. Rubber Chem. Technol., 70 (2): 222-230.