Patents Assigned to Materia, Inc.
  • Patent number: 10711090
    Abstract: The present invention is directed to addressing one or more of the aforementioned concerns and relates to thermal insulation materials and thermal insulation material compositions and methods for thermally insulating pipelines and associated equipment, structures, and objects used in offshore drilling. The present invention is directed to articles of manufacture comprising the thermal insulation materials and/or thermal insulation material compositions of the invention. More particularly the present invention relates to the use of ring opening metathesis polymerization polymers (ROMP polymers) and/or ROMP polymer composites for thermally insulating pipelines and associated equipment, structures, and objects used in offshore oil drilling.
    Type: Grant
    Filed: December 23, 2014
    Date of Patent: July 14, 2020
    Assignee: MATERIA, INC.
    Inventors: Christopher J. Cruce, Michael A. Giardello, Brian L. Conley, Anthony R. Stephen
  • Patent number: 10633484
    Abstract: A method of improving the adhesion of metathesis compositions, such as ring-opening metathesis polymerization (ROMP) compositions, to a substrate is disclosed, in which an adhesion promoter is added to a polymerizable resin composition in order to improve the adhesion of the polymerizing resin to a substrate material. The addition of the adhesion promoter has been found to provide beneficial improvements in the adhesion of metathesis, especially ROMP, compositions to substrates, particularly glass surfaces, leading to improved characteristics in ROMP materials formed therefrom. The adhesion promoter generally comprises a functionalized silane compound and a peroxide compound. A ROMP composition is further disclosed comprising a cyclic olefin, a ROMP metathesis catalyst, and the adhesion promoter.
    Type: Grant
    Filed: January 12, 2015
    Date of Patent: April 28, 2020
    Assignee: MATERIA, INC.
    Inventors: Anthony R. Stephen, Christopher J. Cruce, Mark S. Trimmer, Michael A. Giardello
  • Publication number: 20200115277
    Abstract: This invention relates to compositions and methods for improving the adhesion of resin compositions to substrate materials, pre-treating substrate materials to improve the adhesion of resin compositions to the substrate materials, and/or controlling gel formation of resin compositions. More particularly, the invention relates to compositions and methods for improving the adhesion of ring opening metathesis polymerization (ROMP) compositions to substrate materials using adhesion promoters containing isocyanate groups in a resin composition. The invention also relates to methods for improving the adhesion of resin compositions to substrate materials by pre-treating substrate materials with adhesion promoters containing isocyanate groups. The invention further relates to a method of providing a gel-modified ROMP composition, in which a hydroperoxide is added to a ROMP polymerizable resin composition in order to control gel formation of the polymerizing resin.
    Type: Application
    Filed: September 16, 2019
    Publication date: April 16, 2020
    Applicant: MATERIA, INC.
    Inventors: Li-Sheng Wang, Anthony R. Stephen, Paul W. Boothe, Tessa Schulze, Michael A. Giardello, Mark S. Trimmer, Christopher J. Cruce, Farshad J. Motamedi, Brian Edgecombe
  • Publication number: 20200071457
    Abstract: The present invention relates to compositions comprising at least one cyclic olefin, at least one metal carbene olefin metathesis catalyst, and dicumyl peroxide. The present invention relates to a method of making ROMP polymers and articles of manufacture with improved resistance to hydrocarbon fluids. Particularly the invention relates to ROMP polymer compositions with improved resistance to hydrocarbon fluids. Such ROMP polymers and ROMP polymer compositions can be used in a variety of materials and composite applications.
    Type: Application
    Filed: June 17, 2019
    Publication date: March 5, 2020
    Applicant: MATERIA, INC.
    Inventors: Daryl P. ALLEN, Christopher J. CRUCE, James J. DANFORD
  • Patent number: 10457597
    Abstract: This invention relates to compositions and methods for improving the adhesion of resin compositions to substrate materials, pre-treating substrate materials to improve the adhesion of resin compositions to the substrate materials, and/or controlling gel formation of resin compositions. More particularly, the invention relates to compositions and methods for improving the adhesion of ring opening metathesis polymerization (ROMP) compositions to substrate materials using adhesion promoters containing isocyariate groups in a resin composition. The invention also relates to methods for improving the adhesion of resin compositions to substrate materials by pre-treating substrate materials with adhesion promoters containing isocyanate groups. The invention further relates to a method of providing a gel-modified ROMP composition, in which a hydroperoxide is added to a ROMP polymerizable resin composition in order to control gel formation of the polymerizing resin.
    Type: Grant
    Filed: June 17, 2012
    Date of Patent: October 29, 2019
    Assignee: Materia, Inc.
    Inventors: Li-Sheng Wang, Anthony R. Stephen, Paul W. Boothe, Tessa Schulze, Michael A. Giardello, Mark S. Trimmer, Christopher J. Cruce, Farshad J. Motamedi, Brian Edgecombe
  • Patent number: 10344118
    Abstract: The present invention relates to compositions comprising at least one cyclic olefin, at least one metal carbene olefin metathesis catalyst, and dicumyl peroxide. The present invention relates to a method of making ROMP polymers and articles of manufacture with improved resistance to hydrocarbon fluids. Particularly the invention relates to ROMP polymer compositions with improved resistance to hydrocarbon fluids. Such ROMP polymers and ROMP polymer compositions can be used in a variety of materials and composite applications.
    Type: Grant
    Filed: February 11, 2016
    Date of Patent: July 9, 2019
    Assignee: MATERIA, INC.
    Inventors: Daryl P. Allen, Christopher J. Cruce, James J. Danford
  • Patent number: 10239965
    Abstract: This invention relates to compositions and methods for improving the impact properties of polymer-matrix composites and to improving the adhesion of resin compositions to substrate materials. More particularly, the invention relates to compositions and methods for improving the impact properties of ring opening metathesis polymerization (ROMP) polymer-matrix composites and to improving the adhesion of ROMP compositions to substrate materials using adhesion promoters containing at least two isocyanate groups and functional elastomers comprising a maleic anhydride grafted styrene-ethylene/butylene-styrene hydrogenated copolymer in a resin composition. The polymer products produced via ROMP reactions of the invention may be utilized for a wide range of materials and composite applications. The invention has utility in the fields of polymer and materials chemistry and manufacture.
    Type: Grant
    Filed: February 11, 2016
    Date of Patent: March 26, 2019
    Assignee: MATERIA, INC.
    Inventors: Christopher J. Cruce, Mark S. Trimmer, Jason L. Moore
  • Patent number: 10059857
    Abstract: A method of improving the adhesion of metathesis compositions, such as ring-opening metathesis polymerization (ROMP) compositions, to a substrate is disclosed, in which an adhesion promoter is added to a polymerizable resin composition in order to improve the adhesion of the polymerizing resin to a substrate material. The addition of the adhesion promoter has been found to provide beneficial improvements in the adhesion of metathesis, especially ROMP, compositions to substrates, particularly glass surfaces, leading to improved characteristics in ROMP materials formed therefrom. The adhesion promoter generally comprises a functionalized silane compound and a peroxide compound. A ROMP composition is further disclosed comprising a cyclic olefin, a ROMP metathesis catalyst, and the adhesion promoter. Polymer products produced via metathesis (ROMP) reactions of the invention may be utilized to provide a wide range of materials and in a variety of composite applications.
    Type: Grant
    Filed: January 24, 2017
    Date of Patent: August 28, 2018
    Assignee: MATERIA, INC.
    Inventors: Anthony R. Stephen, Christopher J. Cruce, Mark S. Trimmer, Michael A. Giardello
  • Publication number: 20180237581
    Abstract: A method of improving the adhesion of metathesis compositions, such as ring-opening metathesis polymerization (ROMP) compositions, to a substrate is disclosed, in which an adhesion promoter is added to a polymerizable resin composition in order to improve the adhesion of the polymerizing resin to a substrate material. The addition of the adhesion promoter has been found to provide beneficial improvements in the adhesion of metathesis, especially ROMP, compositions to substrates, particularly glass surfaces, leading to improved characteristics in ROMP materials formed therefrom. The adhesion promoter generally comprises a functionalized silane compound and a peroxide compound. A ROMP composition is further disclosed comprising a cyclic olefin, a ROMP metathesis catalyst, and the adhesion promoter. Polymer products produced via metathesis (ROMP) reactions of the invention may be utilized to provide a wide range of materials and in a variety of composite applications.
    Type: Application
    Filed: April 18, 2018
    Publication date: August 23, 2018
    Applicant: MATERIA, INC.
    Inventors: Anthony R. STEPHEN, Christopher J. CRUCE, Mark S. TRIMMER, Michael A. GIARDELLO
  • Patent number: 9803046
    Abstract: The present invention relates to in-mold coating of a cyclic olefin polymer. More particularly, the present invention relates to methods and compositions for in-mold coating cyclic olefin polymers prepared by ring opening metathesis polymerization (ROMP) reactions and the manufacture of polymer articles via ROMP. Polymer products produced via the metathesis reactions of the invention may be utilized for a wide range of materials and composite applications. The invention has utility in the fields of polymer and material chemistry and manufacture.
    Type: Grant
    Filed: March 14, 2014
    Date of Patent: October 31, 2017
    Assignee: MATERIA, INC.
    Inventors: Anthony R. Stephen, Christopher J. Cruce, Mark S. Trimmer, Michael A. Giardello
  • Patent number: 9796889
    Abstract: The invention discloses an adhesion agent composition comprising at least one C3-C200 olefin compound having at least one metathesis active double bond, wherein the olefin is substituted or unsubstituted; and at least one compatibilizing functionality for interacting with a substrate surface. The substrate surface can be any surface, for example, silicate glasses, silicate minerals, metals, metal alloys, ceramics, natural stones, plastics, carbon, silicon, and semiconductors. The invention also discloses articles of manufacture utilizing these adhesion agents as well as methods for adhering a polyolefin to a substrate surface.
    Type: Grant
    Filed: October 29, 2015
    Date of Patent: October 24, 2017
    Assignee: MATERIA, INC.
    Inventors: Michael A. Giardello, Christopher M. Haar, Brian Edgecombe, Anthony R. Stephen, Li-Sheng Wang, Diana Stoianova
  • Patent number: 9758445
    Abstract: The present invention relates to compositions comprising alkene benzenes or alkene benzene sulfonates or alkylbenzenes or alkylbenzene sulfonates; methods for making alkene benzenes or alkene benzene sulfonates or alkylbenzenes or alkylbenzene sulfonates; where the benzene ring is optionally substituted with one or more groups designated R*, where R* is defined herein. More particularly, the present invention relates to compositions comprising 2-phenyl linear alkene benzenes or 2-phenyl linear alkene benzene sulfonates or 2-phenyl linear alkylbenzenes or 2-phenyl linear alkylbenzene sulfonates; methods for making 2-phenyl alkene benzenes or 2-phenyl alkene benzene sulfonates or 2-phenyl alkylbenzenes or 2-phenyl alkylbenzene sulfonates; where the benzene ring is optionally substituted with one or more groups designated R*, where R* is defined herein.
    Type: Grant
    Filed: October 7, 2015
    Date of Patent: September 12, 2017
    Assignee: MATERIA, INC.
    Inventors: Adam M. Johns, Richard L. Pederson, Rosemary Conrad Kiser
  • Patent number: 9751975
    Abstract: The present invention relates to methods and compositions for olefin metathesis. More particularly, the present invention relates to methods and compositions for ring opening metathesis polymerization (ROMP) reactions and the manufacture of polymer articles and/or polymer composite articles via ROMP Polymer products produced via the metathesis reactions of the invention may be utilized in a wide range of materials and composite applications. The invention has utility in the fields of polymer and materials chemistry and manufacture.
    Type: Grant
    Filed: July 3, 2014
    Date of Patent: September 5, 2017
    Assignee: MATERIA, INC.
    Inventors: Christopher J. Cruce, Michael A. Giardello, Mark S. Trimmer, Anthony R. Stephen, Paul W. Boothe, Brian Edgecombe, Jason L. Moore
  • Publication number: 20170233876
    Abstract: Articles of manufacture possessing corrosion resistance characteristics are described, in particular for use in the chlor-alkali and other industries. The articles are formed from a resin composition, e.g., a cyclic olefin composition, polymerized with a Group 8 olefin metathesis catalyst. In particular aspects, an electrolytic cell component, such as a cell cover for use in the electrolysis of brine, may be formed from the resin composition. Among other benefits, such articles provide improved corrosion resistance compared to articles molded from other resin compositions, such as fiberglass reinforced polyesters and vinyl esters, and two-component dicyclopentadiene (DCPD) resins comprising molybdenum or tungsten pre-catalysts.
    Type: Application
    Filed: December 9, 2016
    Publication date: August 17, 2017
    Applicant: MATERIA, INC.
    Inventors: Michael A. GIARDELLO, Mark S. TRIMMER, Christopher J. CRUCE, Anthony R. STEPHEN, Stuart A. M. TONER, Albert E. PAPPANO
  • Patent number: 9663459
    Abstract: The present invention relates to compositions comprising alkene benzenes or alkene benzene sulfonates or alkylbenzenes or alkylbenzene sulfonates; methods for making alkene benzenes or alkene benzene sulfonates or alkylbenzenes or alkylbenzene sulfonates; where the benzene ring is optionally substituted with one or more groups designated R*, where R* is defined herein. More particularly, the present invention relates to compositions comprising 2-phenyl linear alkene benzenes or 2-phenyl linear alkene benzene sulfonates or 2-phenyl linear alkylbenzenes or 2-phenyl linear alkylbenzene sulfonates; methods for making 2-phenyl alkene benzenes or 2-phenyl alkene benzene sulfonates or 2-phenyl alkylbenzenes or 2-phenyl alkylbenzene sulfonates; where the benzene ring is optionally substituted with one or more groups designated R*, where R* is defined herein.
    Type: Grant
    Filed: April 9, 2014
    Date of Patent: May 30, 2017
    Assignee: MATERIA, INC.
    Inventors: Adam M. Johns, Richard L. Pederson, Rosemary Conrad Kiser
  • Patent number: 9663440
    Abstract: This invention describes processes to make products by cross metathesis of functionalized or non-functionalized olefins with poly-branched poly-olefins such as terpenes (e.g., farnesene(s), ?-farnesene, ?-farnesene, ?-myrcene, etc.) and compositions made by such methods.
    Type: Grant
    Filed: April 9, 2014
    Date of Patent: May 30, 2017
    Assignee: MATERIA, INC.
    Inventors: Adam M. Johns, Richard L. Pederson, Rosemary Conrad Kiser, Andrew Nickel
  • Publication number: 20170130089
    Abstract: A method of improving the adhesion of metathesis compositions, such as ring-opening metathesis polymerization (ROMP) compositions, to a substrate is disclosed, in which an adhesion promoter is added to a polymerizable resin composition in order to improve the adhesion of the polymerizing resin to a substrate material. The addition of the adhesion promoter has been found to provide beneficial improvements in the adhesion of metathesis, especially ROMP, compositions to substrates, particularly glass surfaces, leading to improved characteristics in ROMP materials formed therefrom. The adhesion promoter generally comprises a functionalized silane compound and a peroxide compound. A ROMP composition is further disclosed comprising a cyclic olefin, a ROMP metathesis catalyst, and the adhesion promoter. Polymer products produced via metathesis (ROMP) reactions of the invention may be utilized to provide a wide range of materials and in a variety of composite applications.
    Type: Application
    Filed: January 24, 2017
    Publication date: May 11, 2017
    Applicant: MATERIA, INC.
    Inventors: Anthony R. STEPHEN, Christopher J. CRUCE, Mark S. TRIMMER, Michael A. GIARDELLO
  • Patent number: 9598531
    Abstract: This invention relates to olefin metathesis catalysts and methods for controlling olefin metathesis reactions. More particularly, the present invention relates to methods and compositions for catalyzing and controlling ring opening metathesis polymerization (ROMP) reactions and the manufacture of polymer articles via ROMP. This invention also relates to olefin metathesis catalyst compositions comprising at least two metal carbene olefin metathesis catalysts, wherein the at least two metal carbene olefin metathesis catalysts are structurally different, are chemically different, are distinct compounds, are not isomers, are not structural isomers, are not diastereoisomers, are not stereoisomers, are not enantiomers, or are not cis/trans isomers of each other, or any combinations thereof.
    Type: Grant
    Filed: September 2, 2015
    Date of Patent: March 21, 2017
    Assignee: MATERIA, INC.
    Inventors: Anthony R. Stephen, Christopher J. Cruce, Michael A. Giardello
  • Patent number: 9527982
    Abstract: This invention relates to compositions and methods for improving the adhesion of resin compositions to substrate materials. More particularly, the invention relates to compositions and methods for improving the adhesion of ROMP compositions to substrate materials using an adhesion promoter composition, where the adhesion promoter composition comprises a pre-reacted mixture comprising at least one compound containing at least two isocyanate groups and at least one compound comprising a heteroatom-containing functional group and a metathesis active olefin, where the adhesion promoter composition possesses in-resin storage stability when added to a resin composition, particularly a cyclic olefin resin composition, such as a ROMP composition. The polymer products produced via ROMP reactions of the invention may be utilized for a wide range of materials and composite applications. The invention has utility in the fields of polymer and materials chemistry and manufacture.
    Type: Grant
    Filed: December 19, 2013
    Date of Patent: December 27, 2016
    Assignee: MATERIA, INC.
    Inventors: Christopher J. Cruce, Brian Edgecombe, Paul W. Boothe, Michael A. Giardello
  • Patent number: 9504997
    Abstract: Chelating ligand precursors for the preparation of olefin methathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various methathesis reactions efficiently, which can be recovered from the reaction mixture and reused. Internal olefin compounds, specifically beta-substituted styrenes, are used as ligand precursors. Compared to terminal olefin compounds such as unsubstituted styrenes, the beta-substituted styrenes are easier and less costly to prepare, and more stable since they are less prone to spontaneous polymerization. Methods of preparing chelating-carbene methathesis catalysts without the use of CuCl are disclosed. This eliminates the need for CuCl by replacing it with organic acids, mineral acids, mild oxidants or even water, resulting in high yields of Hoveyda-type methathesis catalysts.
    Type: Grant
    Filed: May 8, 2014
    Date of Patent: November 29, 2016
    Assignee: MATERIA, INC.
    Inventors: Richard L. Pederson, Jason K. Woertink, Christopher M. Haar, David E. Gindelberger, Yann Schrodi