Patents by Inventor Thomas E. Wilhelm

Thomas E. Wilhelm has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 6504041
    Abstract: The present invention relates to the synthesis of highly active ruthenium and osmium carbene metathesis catalyst in good yield from readily available starting materials. The catalysts that may be synthesized are of the general formula wherein: M is ruthenium or osmium; X and X1 are independently any anionic ligand; L and L1 are any neutral electron donor ligand; and, R and R1 are each hydrogen or one of the following substituent groups: C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkyl, 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. Optionally, the substituent group may be substituted with one or more groups selected from C1-C5 alkyl, halogen, C1-C5alkoxy, and aryl. When the substitute aryl group is phenyl, it may be further substituted with one or more groups selected from a halogen, a C1-C5 alkyl, or a C1-C5 alkoxy.
    Type: Grant
    Filed: September 28, 2001
    Date of Patent: January 7, 2003
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Tomas R. Belderrain, Seth N. Brown, Thomas E. Wilhelm
  • Publication number: 20020022733
    Abstract: The present invention relates to the synthesis of highly active ruthenium and osmium carbene metathesis catalyst in good yield from readily available starting materials.
    Type: Application
    Filed: September 28, 2001
    Publication date: February 21, 2002
    Applicant: California Institute of Technology
    Inventors: Robert H. Grubbs, Tomas R. Belderrain, Seth N. Brown, Thomas E. Wilhelm
  • Patent number: 6313332
    Abstract: The present invention relates to the synthesis of highly active ruthenium and osmium carbene metathesis catalyst in good yield from readily available starting materials. The catalysts that may be synthesized are of the general formula wherein: M is ruthenium or osmium; X and X1 are independently any anionic ligand; L and L1 are any neutral electron donor ligand; and, R and R1 are each hydrogen or one of the following substituent groups: C2-C20 alkenyl, C2-C20 alkynyl, C1-C20 alkyl, 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. Optionally, the substituent group may be substituted with one or more groups selected from C1-C5 alkyl, halogen, C1-C5 alkoxy, and aryl. When the substitute aryl group is phenyl, it may be further substituted witn one or more groups selected from a halogen, a C1-C5 alkyl, or a C1-C5 alkoxy.
    Type: Grant
    Filed: September 28, 2000
    Date of Patent: November 6, 2001
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Tomas R. Belderrain, Seth N. Brown, Thomas E. Wilhelm
  • Patent number: 6153778
    Abstract: The present invention relates to the synthesis of highly active ruthenium and osmium carbene metathesis catalyst in good yield from readily available starting materials. The catalysts that may be synthesized are of the general formula ##STR1## wherein: M is ruthenium or osmium;X and X.sup.1 are independently any anionic ligand;L and L.sup.1 are any neutral electron donor ligand; and,R and R.sup.1 are each hydrogen or one of the following substituent groups: C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkyl, aryl, C.sub.1 -C.sub.20 carboxylate, C.sub.1 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 alkenyloxy, C.sub.2 -C.sub.20 alkynyloxy, aryloxy, C.sub.2 -C.sub.20 alkoxycarbonyl, C.sub.1 -C.sub.20 alkylthio, C.sub.1 -C.sub.20 alkylsulfonyl and C.sub.1 -C.sub.20 alkylsulfinyl. Optionally, the substituent group may be substituted with one or more groups selected from C.sub.1 -C.sub.5 alkyl, halogen, C.sub.1 -C.sub.5 alkoxy, and aryl.
    Type: Grant
    Filed: March 10, 2000
    Date of Patent: November 28, 2000
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Tomas R. Belderrain, Seth N. Brown, Thomas E. Wilhelm
  • Patent number: 6107420
    Abstract: The present invention generally relates to the use of certain ruthenium and osmium complexes that are substantially inactive at a first temperature (preferably about room temperature) but become progressively more active at a higher second temperature. This difference in reactivities allows the reaction mixture to be formed and manipulated at the first temperature until polymerization is desired. When appropriate, the reaction mixture is heated to a suitable temperature (preferably greater than 50.degree. C.) to activate the catalyst and to initiate polymerization. Because both the initiation and the rate of polymerization may be controlled with temperature, the inventive methods are especially suitable for ring opening metathesis polymerization ("ROMP") reactions and for molding polymer articles that require extended pot-lives.
    Type: Grant
    Filed: July 26, 1999
    Date of Patent: August 22, 2000
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Thomas E. Wilhelm
  • Patent number: 6048993
    Abstract: The present invention relates to the synthesis of highly active ruthenium and osmium carbene metathesis catalyst in good yield from readily available starting materials. The catalysts that may be synthesized are of the general formula ##STR1## wherein: M is ruthenium or osmium;X and X.sup.1 are independently any anionic ligand;L and L.sup.1 are any neutral electron donor ligand; and,R and R.sup.1 are each hydrogen or one of the following substituent groups: C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkyl, aryl, C.sub.1 -C.sub.20 carboxylate, C.sub.1 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 alkenyloxy, C.sub.2 -C.sub.20 alkynyloxy, aryloxy, C.sub.2 -C.sub.20 alkoxycarbonyl, C.sub.1 -C.sub.20 alkylthio, C.sub.1 -C.sub.20 alkylsulfonyl and C.sub.1 -C.sub.20 alkylsulfinyl. Specific synthetic protocols for vinyl alkylidene catalysts wherein R is hydrogen and R.sup.1 is --CHCR.sup.12 R.sup.13 and non-vinyl alkylidene catalysts are also disclosed.
    Type: Grant
    Filed: February 19, 1999
    Date of Patent: April 11, 2000
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Tomas R. Belderrain, Seth N. Brown, Thomas E. Wilhelm
  • Patent number: 5917071
    Abstract: The present invention relates to the synthesis of highly active ruthenium and osmium vinyl alkylidene catalysts. In one embodiment, the invention may be summarized by the following reaction scheme ##STR1## wherein n is 1 or 2;X and X.sup.1 are each anionic ligands;L and L.sup.1 are each neutral electron donors andR.sup.17 which is hydrogen, aryl or C.sub.1 -C.sub.18 alkyl; and,R.sup.12 and R.sup.13 are each hydrogen or one of the following substituent groups: C.sub.1 -C.sub.18 alkyl, C.sub.2 -C.sub.18 alkenyl, C.sub.2 -C.sub.18 alkynyl, aryl, C.sub.1 -C.sub.18 carboxylate, C.sub.1 -C.sub.18 alkoxy, C.sub.2 -C.sub.18 alkenyloxy, C.sub.2 -C.sub.18 alkynyloxy, aryloxy, C.sub.2 -C.sub.18 alkoxycarbonyl, C.sub.1 -C.sub.18 alkylthio, C.sub.1 -C.sub.18 alkylsulfonyl and C.sub.1 -C.sub.18 alkylsulfinyl.
    Type: Grant
    Filed: November 7, 1997
    Date of Patent: June 29, 1999
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Tomas R. Belderrain, Seth N. Brown, Thomas E. Wilhelm
  • Patent number: RE38676
    Abstract: The present invention generally relates to the use of certain ruthenium and osmium complexes that are substantially inactive at a first temperature (preferably about room temperature) but becomes progressively more active at a higher second temperature. This difference in reactivities allows the reaction mixture to be formed and manipulated at the first temperature until polymerization is desired. When appropriate, the reaction mixture is heated to a suitable temperature (preferably greater than 50° C.) to activate the catalyst and to initiate polymerization. Because both the initiation and the rate of polymerization may be controlled with temperature, the inventive methods are especially suitable for ring opening metathesis polymerization (“ROMP”) reactions and for molding polymer articles that require extended pot-lives.
    Type: Grant
    Filed: August 21, 2002
    Date of Patent: December 21, 2004
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Thomas E. Wilhelm