Abstract: The invention provides a method for converting a less active or slower to initiate system to a higher activity system so that at the end of a polymerization the most active species is present in the system. The invention generally relates to a process for converting a less active or slower to initiate catalyst system to a higher activity catalyst system wherein the process comprises contacting a protected N-heterocyclic carbene with a metathesis catalyst and an olefin in the presence of energy. One of the benefits of the invention is that the amount of catalyst required is less than or lowered in the presence of the protected N-heterocyclic carbene as compared to the amount of catalyst required in the absence of the protected N-heterocyclic carbene. The protected N-heterocyclic carbene can be unsaturated or saturated. In addition, the invention describes novel ruthenium initiators and methods of making the same.
Type:
Grant
Filed:
March 25, 2002
Date of Patent:
January 4, 2005
Assignees:
Cymetech, LLC, California Institute of Technology
Inventors:
Andrew Bell, Robert H. Grubbs, John P Morgan, Jason L. Moore
Abstract: The invention discloses a method for dispersing a metathesis catalyst in an olefin to produce a catalyst-monomer mixture having a desired catalyst:monomer ratio comprising dispersing the catalyst within a solvent and mixing the dispersed catalyst with an olefin monomer. In preferred embodiments, the catalyst is of the formula
wherein M is ruthenium or osmium; X and X1 are either the same or different and are any anionic ligand; L and L1 are either the same or different and are neutral electron donor; R and R1 are either the same or different and are each independently hydrogen or a substituent selected from the group consisting of C1-C20 alkyl, C2-C20 alkenyl, C2-C20 alkynyl, aryl, C1-C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl and C1-C20 alkylsulfinyl, wherein each of the substituents is substituted or unsubstituted.
Type:
Grant
Filed:
February 4, 2000
Date of Patent:
June 24, 2003
Assignee:
Cymetech, LLC
Inventors:
Michael J. Giardello, Christopher J. Cruce, Ronald M. Thibault, George R. Eakin
Abstract: Thermosetting resin pipes and pipe fittings are provided which are prepared by polymerizing a cyclic olefin monomer in the presence of a ruthenium or osmium metathesis polymerization catalyst. These articles may be prepared by various methods, such as centrifugal casting. Reinforced articles may also be prepared by filament winding.
Type:
Application
Filed:
May 20, 2002
Publication date:
November 21, 2002
Applicant:
Cymetech, LLC and A.O. Smith Corporation
Inventors:
Mark M. Warner, Steven D. Drake, Larry L. Cagle, Charles S. Woodson
Abstract: The present invention relates to the post-polymerization fluorination methods of polymers produced via ring-opening metathesis polymerization. Unlike prior art methods that result in low product yields and generally involve chemically aggressive reagents, the inventive methods produce fluorinated polymers in quantitative yields and under mild conditions. In preferred embodiments, a source of difluorocarbene is reacted with the desired polydiene to form a fluorinated polymer product. In preferred embodiments, the source of difluorocarbene is hexafluoropropylene oxide and the polydiene is poly-dicyclopentadiene (“poly-DCPD”). Fluorination and the concomitant removal of unsaturated bonds result in polymers having improved physical properties such as improved strength characteristics, enhanced oxidative and chemical stability, and low surface energies.
Type:
Grant
Filed:
December 2, 1999
Date of Patent:
August 13, 2002
Assignees:
Regents of the University of Minnesota, Cymetech, LLC
Inventors:
Charles S. Woodson, Marc A. Hillmyer, Robert H. Grubbs, Timothy P. Lodge, Yu Ren
Abstract: Thermosetting resin pipes and pipe fittings are provided which are prepared by polymerizing a cyclic olefin monomer in the presence of a ruthenium or osmium metathesis polymerization catalyst. These articles may be prepared by various methods, such as centrifugal casting. Reinforced articles may also be prepared by filament winding.
Type:
Grant
Filed:
September 4, 1998
Date of Patent:
June 25, 2002
Assignees:
A.O. Smith Corp., Cymetech, LLC
Inventors:
Mark W. Warner, Steven D. Drake, Larry L. Cagle, Charles S. Woodson
Abstract: Compositions including fibers, fillers, reinforcing agents or other property-enhancing agents added to a polymeric matrix formed from DCPD monomer or related compounds such as norbornene and norbornadiene are disclosed. The composition has a mechanically forgiving matrix due to the polymer with the inherent strength and other physical properties of the enhancement agent according to the invention. Enhancement agents according to the invention generally include inorganic, organic and metallic substances in a variety of forms.
Type:
Grant
Filed:
August 7, 1998
Date of Patent:
October 30, 2001
Assignee:
Cymetech, LLC
Inventors:
Charles S. Woodson, Jr, Robert H. Grubbs