Cycloolefin copolymerization method, feed composition and product
A cycloolefin copolymerization method, feed composition and product made from the feed which includes: a nonpolar cycloolefin, a polar cycloolefin and a catalyst. Preferably, the nonpolar cycloolefin is dicyclopentadiene, the catalyst comprises WCl.sub.6, the polar cycloolefin is an ester, and the composition also includes an activator.
Claims
Referenced Cited
U.S. Patent Documents
Foreign Patent Documents
Other references
| 1720929 | July 1929 | Stradinger |
| 2820778 | January 1958 | Spaenig et al. |
| 3084147 | April 1963 | Wilks |
| 3627739 | December 1971 | Devlin |
| 3652514 | March 1972 | Cesca et al. |
| 3723399 | March 1973 | Amiard |
| 3854265 | December 1974 | Hepworth |
| 3859265 | January 1975 | Hepworth |
| 3879343 | April 1975 | DeBrunner |
| 3903061 | September 1975 | Cesca et al. |
| 4002815 | January 11, 1977 | Minchak |
| 4011386 | March 8, 1977 | Matsumoto et al. |
| 4028482 | June 7, 1977 | Ueshima et al. |
| 4049616 | September 20, 1977 | Scott et al. |
| 4068063 | January 10, 1978 | Ikeda et al. |
| 4069376 | January 17, 1978 | Minchak |
| 4080491 | March 21, 1978 | Kobayashi et al. |
| 4110528 | August 29, 1978 | Minchak |
| 4136247 | January 23, 1979 | Tenney |
| 4136248 | January 23, 1979 | Tenney |
| 4138419 | February 6, 1979 | Arakawa |
| 4176739 | December 4, 1979 | Hoene et al. |
| 4239874 | December 16, 1980 | Ofstead et al. |
| 4250063 | February 10, 1981 | Kotani et al. |
| 4357449 | November 2, 1982 | Yi |
| 4380617 | April 19, 1983 | Minchak et al. |
| 4400340 | August 23, 1983 | Klosiewicz |
| 4414386 | November 8, 1983 | Lane |
| 4426502 | January 17, 1984 | Minchak |
| 4436858 | March 13, 1984 | Klosiewicz |
| 4458037 | July 3, 1984 | Leach |
| 4469809 | September 4, 1984 | Klosiewicz |
| 4481344 | November 6, 1984 | Newburg |
| 4485208 | November 27, 1984 | Klosiewicz |
| 4496668 | January 29, 1985 | Newburg |
| 4496669 | January 29, 1985 | Leach |
| 4507453 | March 26, 1985 | Tom |
| 4520181 | May 28, 1985 | Klosiewicz |
| 4535097 | August 13, 1985 | Newburg |
| 4558107 | December 10, 1985 | Evans et al. |
| 4568660 | February 4, 1986 | Klosiewicz |
| 4584425 | April 22, 1986 | Tom |
| 4598102 | July 1, 1986 | Leach |
| 4604408 | August 5, 1986 | Newburg |
| 4604447 | August 5, 1986 | Malpass, Jr. |
| 4607077 | August 19, 1986 | Silver et al. |
| 4657981 | April 14, 1987 | Klosiewicz |
| 4661357 | April 28, 1987 | Tom |
| 4689380 | August 25, 1987 | Nahm |
| 4696985 | September 29, 1987 | Martin |
| 4699963 | October 13, 1987 | Klosiewicz |
| 4701510 | October 20, 1987 | Minchak et al. |
| 4703068 | October 27, 1987 | Nguyen |
| 4729976 | March 8, 1988 | Sjardijn |
| 4751337 | June 14, 1988 | Espy |
| 4899005 | February 6, 1990 | Lane et al. |
| 84888 | August 1983 | EPX |
| 53-24400 | March 1978 | JPX |
- R. Willstatter et al., "Zur Polymerisation cyclischer Kohlenwasserstoffe VI", Justus Liebigs Annalen der Chemie, Band 504, pp. 216-257 (1933). Wilson et al., "The Chemistry and Utilization of Cyclopentadiene," Chemical Reviews, 1944, pp. 1, 13-21, 39-41, 44-50. Kirk-Othmer, Encyclopedia of Chemical Technology, 3rd Edition, vol. 7, pp. 417-429. Wassermann, Diels-Alder Reactions-Organic Background and Physico-Chemical Aspects, Elsevier Publishing Company, New York, 1965, pp. 9 and 102. H. Staudinger et al., "High-Polymeric Compounds VII on Dicyclopentadiene and Further Polymeric Cyclopentadienes," Justus Liebigs Annalen Der Chemie, 447, 97-110 (1926) and English Translation. H. Staudinger et al., "on the Construction of Dicyclopentadiene," Helvetica Chimica Acta, VII, 23-31 (1924)--English Translation only. K. Nakagawa et al., ".sup.13 C-NMR Spectra of Thermal Oligomers of Cyclopentadiene," Bull. Chem Soc. Jpn., 50 2391-2395 (1977), and English Translation. Encyclopedia of Polymer Science and Technology, vol. 4, John Wiley & Sons, Inc., 1966, pp. 565-568. B. Raistrick et al., "Liquid-Phase Reaction at High Presures," Part V, The Polymerization of Cyclopentadiene and .alpha.-Dicyclopentadiene, Journ. of the Chem. Soc., 1939, pp. 1761-1769. W. H. Carmody et al., "synthetic Resins from Coal-Tar Hydrocarbon," Industrial an Engineering Chemistry vol. 30, No. 3, pp. 245-251, Jan. 1938. R. Willstatter et al., "Zur Polymerisation cyclischer Kolenwasserstoffe IV," Justus Leibigs Annalen der Chemie, Band 501, pp. 247-294, 1933 and Chemical. R. Willstatter vet al., "Zur Polymerisation cyclischer Kohlenwaserstoffe V," Justus Liebigs Annalen der Chemie, Band 504, pp. 205-215, 1933. R. Willstatter et al., "Zur Polymerisation cyclischer Kohlenwasserstoffe II, " Justus Liebigs Annalen der Chemie, Band 496, pp. 197-203, 1932. R. Willstatter et al., "Zur Polymerisation cyclischer Kohlenwasserstoffe III," Justus Liebigs Annalen der Chemie, Band 496, pp. 204-251, 1932. O. Wallach et al., "Zur Polymerisation cyclischer Kohlenwasserstoffe," Justus Liebigs Annalen der Chemie, Band 485, pp. 223-246, 1931. A. Panunzi et al., "Resolution of Endo-Dicyclopentadiene and Interaction of DL-sec-Butyl Alcohol with Enantiomeric endo-Dicyclopentadiene in Platinum and Palladium Chloride Complexes," Inorganic Chimica Acta, 1:3, Dec., 1967, pp. 475-478. B. Bosnich et al., "The Circular Dichroism Absolute Configuration of endo-Dicyclopentadiene," Inorganic Chimica Acta, vol. 3, No. 2, Jun. 1969, pp. 175-178. The Encyclopedia of Polymer Science and Engineering, Second Edition, vol. 10, pp. 191-203. Comprehensive Polymer Science, vol. 1, Permagon Press (1989), Chapter 1, pp. 17 and 18. IUPAC Basic Definitions of Terms Relating to Polymers, Pure Appl. Chem. 40, pp. 478-491 (1974). Principles of Polymer Chemistry, P.J. Flory, Cornell University Press, 1953, pp. 36-37. Chemical Abstracts vol. 29, p. 2516, "The Thermal Polymerization of Cyclopentadiene", Kurt Alder and Stein, Angew. Chem., 47, 837-842, (1934).
Patent History
Patent number: RE35717
Type: Grant
Filed: Sep 17, 1993
Date of Patent: Jan 20, 1998
Assignee: Metton America, Inc. (Abingdon, VA)
Inventor: Steven H. Nahm (Wilmington, DE)
Primary Examiner: Edward J. Smith
Law Firm: Fitzpatrick, Cella, Harper & Scinto
Application Number: 8/122,176
Type: Grant
Filed: Sep 17, 1993
Date of Patent: Jan 20, 1998
Assignee: Metton America, Inc. (Abingdon, VA)
Inventor: Steven H. Nahm (Wilmington, DE)
Primary Examiner: Edward J. Smith
Law Firm: Fitzpatrick, Cella, Harper & Scinto
Application Number: 8/122,176
Classifications
Current U.S. Class:
Group Iva (ge, Sn, Pb) Or Group Va (as, Sb, Bi) Metal Is Bonded To Hydrogen Or Carbon Atom (526/166);
Transition Metal Is Group Vb, Vib Or Viii Metal (526/169);
Bridged Monomer (526/281);
Compound Containing Dicyclopentadiene Moiety (526/283)
International Classification: C08F23204; C08F23208;
International Classification: C08F23204; C08F23208;