Controllable silane water-cross-linking kinetics and curability of ethylene-propylene copolymer by amine compounds

Industrial and Engineering Chemistry Research

Volumn 47, Issue 6, 2008, Pages 1812-1819

  Adachi, Kenta ^a   Hirano, Tomoyuki ^a  

^a Matsumura Oil Research Corporation   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; AMINATION; AMINES; AROMATIC HYDROCARBONS; COLLOIDS; COMPUTER NETWORKS; CONDENSATION; COPOLYMERIZATION; ELECTRON RESONANCE; ELECTRON SPIN RESONANCE SPECTROSCOPY; ETHYLENE; FOURIER TRANSFORM INFRARED SPECTROSCOPY; GELATION; GELS; HYDROLYSIS; KINETICS; MIXTURES; MOLECULAR ORBITALS; MOLECULES; ORGANIC COMPOUNDS; PARAMAGNETIC RESONANCE; PHOTOACOUSTIC EFFECT; PLASTIC PRODUCTS; POLYMERS; PROPYLENE; QUANTUM THEORY; RATE CONSTANTS; REACTION KINETICS; SILANES; SILICATES; TELLURIUM COMPOUNDS; XYLENE;

ALKOXY SILANE; AMERICAN CHEMICAL SOCIETY (ACS); AMINE COMPOUNDS; ATR FT-IR; CATALYTIC EFFECTS; CATALYTIC MECHANISMS; CROSS LINKING KINETICS; CROSS LINKING PROCESS; CROSS-LINKING REACTIONS; ETHYLENE PROPYLENE (EP) COPOLYMERS; HYDROLYSIS AND CONDENSATION; IN ORDER; INITIAL RATE; MOLECULAR ORBITAL (MO) METHOD; PRIMARY AMINES; REACTION INTERMEDIATES; SEMI-EMPIRICAL; SOL-GEL REACTIONS; TERTIARY AMINES; VINYL TRIMETHOXYSILANE (VTMOS);

CONDENSATION REACTIONS;

EID: 45749107641     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie0708069     Document Type: Article

References (64)

1. Datta, S.; Lohse, D. J. Polymeric Compatibilizers: Uses and Benefit in Polymer Blend; Hanser Publishers: New York, 1996.
2. Reactive modifiers for polymers; Al-Malaika, S., Ed.; Blackie Academic and Professional: London, 1997.
3. Reactive extrusion; Xanthos, M., Ed.; Hanser Publishers: New York, 1992.
4. Boaen, N. K.; Hillmyer, M. A. Post-polymerization functionalization of polyolefins. Chem. Soc. Rev. 2005, 34, 267.
5. Plueademann, E. P. Silane Coupling Agents; Springer: Heidelberg, 2003.
6. Borisov, S. N. Organosilicon heteropolymers and heterocompounds (Monographs in inorganic chemistry; Plenum Press: New York, 1970.
7. Adachi, K.; Hirano, T.; Fukuda, K.; Nakamae, K. Accelerated Silane Water-Crosslinking Kinetics of Ethylene-Propylene Copolymer by Boron Trifluoride Complexes. Macromol. React. Eng. 2007, 1, 313.
8. Parent, J. S.; Parodi, R.; Wu, W. Radical mediated graft modification of polyolefins: Vinyltriethoxysilane addition dynamics and yields. Polym. Eng. Sci. 2006, 46, 1754.
9. Sirisinha, K.; Chimdist, S. Comparison of techniques for determining crosslinking in silane-water crosslinked materials. Polym. Test. 2006, 25, 518.
10. Bengtsson, M.; Oksman, K. The use of silane technology in crosslinking polyethylene/wood flour composites. Composites A 2006, 37, 752.
11. Wang, Z.; Wu, X.; Gui, Z.; Hu, Y.; Fan, W. Thermal and crystallization behavior of silane-crosslinked polypropylene. Polym. Int. 2005, 54, 442.
12. Jiao, C.; Wang, Z.; Gui, Z.; Hu, Y. Silane grafting and crosslinking of ethylene-octene copolymer. Eur. Polym. J. 2005, 41, 1204.
13. Cetin, N. S.; Özmen, N.; Tingaut, P.; Sebe, G. New transesterification reaction between acetylated wood and tetramethoxysilane: A feasibility study. Eur. Polym. J. 2005, 41, 2704.
14. Pape, P. G. Moisture crosslinking process. for foamed polymers. J. Vinyl Addition Technol. 2000, 6, 49.
15. Nachtigall, S. M. B.; Stedile, F. C; Felix, A. H. O.; Mauler, R. S. Polypropylene functionalization with vinyltriethoxysilane. J. Appl. Polym. Sci. 1999, 72, 1313.
16. Chodok, I. Properties of crosslinked polyolefin-based materials. Prog. Polym. Sci. 1995, 20, 1165.
17. Palmlö;f, M.; Hjertberg, T.; Sultan, B.-A. Crosslinking reactions of ethylene vinyl silane copolymers at processing temperatures. J. Appl. Polym. Sci. 1991, 42, 1193.
18. Shieh, Y.-T.; Chuang, H.-C.; Liu, C.-M. Water crosslinking reactions of silane-grafted polyolefin blends. J. Appl. Polym. Sci. 2001, 81, 1799.
19. Sen, A. K.; Mukherjee, B.; Bhattacharyya, A. S.; De, P. P.; Bhowmick, A. K. Kinetics of silane grafting and moisture crosslinking of polyethylene and ethylene propylene rubber. J. Appl. Polym. Sci. 1992, 44, 1153.
20. Toynbee, J. Silane crosslinking of polyolefms: observations on the tin catalyst employed. Polymer 1994, 35, 438.
21. van der Weij, F. W. The action of Tin compounds in condensation-type RTV silicone rubbers. Makromol. Chem. 1980, 181, 2541.
22. Torry, S. A.; Campbell, A.; Cunliffe, A. V.; Tod, D. A. Kinetic analysis of organosilane hydrolysis and condensation. Int. J. Adhesion Adhesives 2006, 26, 40.
23. Spencer, M.; Parenta, J. S.; Whitney, R. A. Composition distribution in poly(ethylene-graft-vinyltrimethoxysilane). Polymer 2003, 44, 2015.
24. Turri, S.; Trombetta, T.; Levi, M. Catalyst effect on the crosslinking kinetics of a fluorine containing polyurethane network. Macromol. Mater. Eng. 2000, 283, 144.
25. Palmlöf, M.; Hjertberg, T. Catalysis of the crosslinking reactions of ethylene vinyl silane copolymers using carboxylic acids and DBTDL. J. Appl. Polym. Sci. 1999, 72, 521.
26. Fent, K. Ecotoxicology of organotin compounds. Crit. Rev. Toxicol. 1996, 26, 1.
27. Cledón, M.; Theobald, N.; Gerwinski, W.; Penchaszadeh, P. E. Imposex and organotin compounds in marine gastropods and sediments from the Mar del Plata coast, Argentina. J. Mar. Biol. Assoc. U.K. 2006, 86, 751.
28. Doering, D. D.; Steckelbroeck, S.; Doering, T.; Klingmüller, D. Effects of butyltins on human 5alpha-reductase type 1 and type 2 activity. Steroids 2002, 67, 859.
29. Socrates, G. Infrared and Raman Characteristic Group Frequencies: Tables and Charts, 3rd ed.; John Wiley & Sons: New York, 2001.
30. Silverstein, R. M.; Bassler, G. C.; Morrill, T. C. Spectrometric Identification of Organic Compounds, 5th ed.; John Wiley & Sons: New York, 1991.
31. Barton, A. F. M. Handbook of Solubility Parameters and Other Cohesion Parameters; CRC Press: Boca Raton, FL, 1983.
32. Barton, A. F. M. Applications of solubility parameters and other cohesion parameters in polymer science and technology. Pure Appl. Chem. 1985, 57, 905.
33. Stewart, J. J. P. MOPAC2002; Fujitsu Ltd.: Tokyo, Japan, 2002.
34. West, J. K. Theoretical analysis of hydrolysis of polydimethylsi-loxane (PDMS). J. Biomed. Mater. Res. 1997, 35, 505.
35. West, J. K.; Hench, L. L. Silica fracture Part I. A ring contraction mode. J. Mater. Sci. 1994, 29, 3601.
36. West, J. K.; Hench, L. L. Silica fracture Part II. A ring opening model via hydrolysis. J. Mater. Sci. 1994, 29, 5808.
37. West, J. K.; Hench, L. L. Silica fracture Part III. Five- and sixfold ring contraction models. J. Mater. Sci. 1995, 30, 6281.
38. Brandrup, J.; Immergut, E. H. (eds.) Polymer Handbook, 3rd ed.; John Wiley & Sons: New York, 1989.
39. Hjertberg, T.; Palmlof, M.; Sultan, B.-A. Chemical reactions in crosslinking of copolymers of ethylene and vinyltrimethoxy silane. J. Appl. Polym. Sci. 1991,42, 1185.
40. Gazel, A.; Lemaire, J.; Laurenson, P.; Roche, G. Photooxidation of silane crosslinked polyethylene. Makromol. Chem. Rapid Commun. 1985, 6, 235.
41. Spencera, M.; Parenta, J. S.; Whitney, R. A. Composition distribution in poly(ethylene-graft-vinyltrimethoxy silane). Polymer 2003, 44, 2015.
42. ACD-Lab software for calculating the referred physicochemical parameters; www.acdlabs.com.
43. Narkis, M.; Tzur, A.; Vaxman, A.; Fritz, H. G. Some properties of silane-grafted moisture-crosslinked polyethylene. Polym. Eng. Sci. 1985, 25, 857.
44. Shieh, Y.-T.; Liau, J.-S.; Chen, T.-K. An investigation of water crosslinking reactions of silane-grafted LDPE. J. Appl. Polym. Sci. 2001, 81, 186.
45. Perrin, D. D. Dissociation Constants of Organic Bases in Aqueous Solution; Butterworths: London, 1965.
46. Serjeant, E. P.; Dempsey, B. Ionization Constants of Organic Acids in Aqueous Solution; Pergamon: Oxford, 1979.
47. Physical Methods in Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic Press: New York, 1963.
48. CRC Handbook of Biochemistry; Sober, H. A., Ed.; CRC Press: Cleveland, OH, 1968.
49. a Prediction for Organic Acids and Bases; Chapman & Hall: London, 1981.
50. Dawson, R. M. C.; Elliot, D. C.; Elliot, W. H.; Jones, K. M. Data for Biochemical Research; Oxford Science Publications: Oxford, 1986.
51. Flory, P. J. Principles of Polymer Chemistry; Cornell University Press: New York, 1953.
52. Hench, L. L.; West, J. K. The Sol-Gel Process. Chem. Rev. 1990, 90, 33.
53. Lerouge, F.; Cerveau, G.; Corriu, R. J. P. Supramolecular self-organization in non-crystalline hybrid organic-inorganic nanomaterials induced by van der Waals interactions. New J. Chem. 2006, 30, 1364.
54. Jiang, H.; Zheng, Z.; Li, Z.; Wang, X. Effects of Temperature and Solvent on the Hydrolysis of Alkoxysilane under Alkaline Conditions. Ind. Eng. Chem. Res. 2006, 45, 8617.
55. 29Si NMR. J Non-Cryst. Solids 2004, 343, 61.
56. Judeinstein, P.; Sanchez, C. Hybrid organic-inorganic materials: a land of multidisciplinarity. J. Mater. Chem. 1996, 6, 511.
57. 29Si NMR Kinetic Study of Tetraethoxysilane and Ethyl-Substituted Ethoxysilane Polymerization in Acidic Conditions. Ind. Eng. Chem. Res. 1996, 35, 117.
58. Chen, S.-L.; Dong, P.; Yang, G.-H.; Yang, J.-J. Kinetics of Formation of Monodisperse Colloidal Silica Particles through the Hydrolysis and Condensation of Tetraethylorthosilicate. Ind. Eng. Chem. Res. 1996, 35, 4487.
59. Mehrotra, R. C. Synthesis and reactions of metal alkoxides. J. Non-Cryst. Solids 1988, 100, 1.
60. Pouxviel, J. C.; Boilot, J. P. Kinetic simulations and mechanisms of the sol-gel polymerization. J. Non-Cryst. Solids 1987, 94, 374.
61. McNeil, K. J.; DiCaprio, J. A.; Walsh, D. A.; Pratt, R. F. Kinetics and mechanism of hydrolysis of a silicate triester, tris(2-methoxyethoxy)- phenylsilane. J. Am. Soc. Chem. 1980, 102, 1859.
62. Iler, R. K. The Chemistry of Silica; John Wiley & Sons: New York, 1979.
63. Keefer, K. D. In Silicon Based Polymer Science: A Comprehensive Resource; Zeigler, J. M., Fearon, F. W. G., Eds.; American Chemical Society: Washington, DC, 1990; pp 227-240.
64. Okumoto, S.; Fujita, N.; Yamabe, S. Theoretical Study of Hydrolysis and Condensation of Silicon Alkoxides. J. Phys. Chem. A 1998, 102, 3991.