Patents Assigned to Firestone Polymers, LLC
  • Publication number: 20210340286
    Abstract: A process for preparing a stabilized diene copolymer which is modified by reaction with an imine-group containing hydrocarbyloxy silane and subsequently stabilized with a hydrocarbyl hydrocarbyloxy silane.
    Type: Application
    Filed: October 10, 2019
    Publication date: November 4, 2021
    Applicant: Firestone Polymers, LLC
    Inventors: Brian P. Askey, Takahiro Yoshizawa, Terrence E. Hogan
  • Patent number: 10865292
    Abstract: A vulcanizable composition for preparing bead filler, the composition comprising a vulcanized rubber; and a vinyl aromatic-containing block copolymer compound, where the vinyl aromatic-containing copolymer is defined by the formula II d-Vo-D-V?-???II where each V is independently a polyvinyl aromatic block, D is a polydiene block, w is a hydrogen atom, a functional group, or a polymeric segment or block, and where d is a polydiene block, and where the overall vinyl content of the block copolymer is greater than 65%.
    Type: Grant
    Filed: August 29, 2017
    Date of Patent: December 15, 2020
    Assignees: Bridgestone Americas Tire Operations, LLC, Firestone Polymers, LLC
    Inventors: Paul N. Hamilton, Amy M. Randall, Terrence E. Hogan, Benjamin C. Galizio, Steven R. Reynolds
  • Publication number: 20200172639
    Abstract: Embodiments of the present disclosure are directed to methods of preparing an alkoxysilane functionalized polymer, the method comprising: introducing an anionic polymerization initiator to a reactor comprising a reactive mixture including conjugated diolefin monomer and solvent to form a living polymer via anionic polymerization; introducing alkoxysilane to the reactor to mix with the living polymer to form an alkoxysilane functionalized polymer; adding at least one aliphatic carboxylic acid having at least 10 carbons to the alkoxysilane functionalized polymer; and removing solvent from the alkoxysilane functionalized polymer.
    Type: Application
    Filed: December 21, 2017
    Publication date: June 4, 2020
    Applicant: Firestone Polymers, LLC
    Inventors: Terrence E. HOGAN, Gabrielle L. McINTYRE, Wei ZHAO
  • Patent number: 10400089
    Abstract: A method of making a polymer with stable Mooney viscosity and molecular weight is described. A conjugated diolefin is reacted in a hydrocarbon solvent in the presence of an initiator to form a polymer. After forming the polymer, alkoxy silane terminal functionalizing groups are bonded to the polymer. A stabilizing agent having the formula (R)4-nSi(OH)n wherein R is a C1 to C18 alkyl, C1 to C18 alkyl group containing a heteroatom such as nitrogen or oxygen, C4 to C8 cycloalkyl, or C6 to C18 aromatic group is then added to the polymer, optionally in the presence of hydrocarbon oil. The polymer is then desolvatizing, resulting in a polymer with stable Mooney viscosity and molecular weight, even over prolonged periods of time. Compositions and articles containing the polymer are also described.
    Type: Grant
    Filed: June 5, 2013
    Date of Patent: September 3, 2019
    Assignee: Firestone Polymers, LLC
    Inventors: Mark N. DeDecker, Joseph P. Padolewski, James H. Pawlow
  • Patent number: 10400056
    Abstract: A method for the preparation of block copolymers including at least one high vinyl segment, the method comprising (i) charging into a reactor a diene monomer in a hydrocarbon solvent, a catalytically effective amount of anionic initiator, and an oligomeric oxolanyl propane, whereby the reactor is optionally cooled; (ii) allowing the diene monomer to polymerize at a peak polymerization temperature of at least about 18° C. and less than about 60° C. to form a first block where the vinyl content is at least about 50 percent by weight; (iii) after step (ii), charging into the reactor a vinyl aromatic monomer, whereby the reactor is optionally heated to a temperature up to about 60° C.; (iv) allowing the vinyl aromatic monomer to polymerize to form a second block; and (v) optionally charging into the reactor a quenching agent.
    Type: Grant
    Filed: June 14, 2018
    Date of Patent: September 3, 2019
    Assignee: Firestone Polymers, LLC
    Inventors: Christine M. Rademacher, Daniel F. Graves
  • Patent number: 10150869
    Abstract: A method for producing a functionalized polymer, the method comprising the steps of polymerizing conjugated diene monomer, optionally together with a copolymerizable monomer, within a solvent to produce a polymerization mixture including a polymer having a reactive terminus, coupling a portion of the polymer having a reactive terminus with a hydrocarbyloxysiloxane to produce a polymerization mixture including polymer coupled with the hydrocarbyloxysiloxane and residual polymer having a reactive terminues, reacting the residual polymer having a reactive terminus with a functionalizing agent having at least one hydrocarbyloxy functionality to produce a polymerization mixture including a functionalized polymer and the polymer coupled with the hydrocarbyloxysiloxane, and desolventizing the polymerization mixture including the functionalized polymer and the polymer coupled with the hydrocarbyloxysiloxane.
    Type: Grant
    Filed: December 12, 2014
    Date of Patent: December 11, 2018
    Assignee: Firestone Polymers, LLC
    Inventors: Terrence E. Hogan, Mark N. Dedecker, Jessica C. Kurasch, Gabrielle L. Mcintyre, Karen Maglione, Christine M. Rademacher
  • Patent number: 10073067
    Abstract: Methods are described for determining the quality of dioctyltin bisoctylmaleate and selectively screening its use as a component or modifying agent in a polymer production process. The quality of dioctyltin bisoctylmaleate is determined by measuring the presence and intensity of by products or impurities contained in the dioctyltin bisoctylmaleate. The detected impurities are resolved by comparison to a baseline, such as a solubility limit, to make a decision if the dioctyltin bisoctylmaleate supply is within acceptable limits. Selectively using certain supplies of dioctyltin bisoctylmaleate having suitable limits of impurities, such as the solubility limit of dioctyltin maleate, polymer production efficiency, time and costs can be improved.
    Type: Grant
    Filed: May 27, 2015
    Date of Patent: September 11, 2018
    Assignee: Firestone Polymers, LLC
    Inventor: Waruna C. B. Kiridena
  • Patent number: 9840619
    Abstract: A process for producing a styrene-butadiene diblock copolymer-containing blend that is not an agglomeration, that involves mixing a styrene-butadiene multiblock thermoplastic elastomer solution with a styrene-butadiene diblock copolymer solution. Blends comprising a styrene-butadiene diblock copolymer and a styrene-butadiene multiblock thermoplastic elastomer, which blends are not an agglomeration.
    Type: Grant
    Filed: April 14, 2015
    Date of Patent: December 12, 2017
    Assignee: Firestone Polymers, LLC
    Inventors: Daniel F. Graves, Peter W. Boerner, John R. Schreffler, Christine M. Rademacher
  • Patent number: 9718931
    Abstract: A method of making a polymer with stable Mooney viscosity and molecular weight is described. A conjugated diolefin is reacted in a hydrocarbon solvent in the presence of an initiator to form a polymer. After forming the polymer, alkoxy silane terminal functionalizing groups are bonded to the polymer. A dialkoxysilane stabilizing agent is then added to the polymer in combination with a base material. The polymer is then desolvatizing, resulting in a polymer with stable Mooney viscosity and molecular weight, even over prolonged periods of time. Compositions and articles containing the polymer are also described.
    Type: Grant
    Filed: June 5, 2013
    Date of Patent: August 1, 2017
    Assignee: Firestone Polymers, LLC
    Inventors: Kenji Nakatani, Mark N. DeDecker, Joseph P. Padolewski, James H. Pawlow
  • Patent number: 9708429
    Abstract: Methods of making polymers by polymerizing conjugated diolefin in a hydrocarbon solvent in the presence of an initiator are described. Trialkyl or triaryl siloxy iminosilane functionalizing agents are reacted with the polymer, followed by desolvatizing the polymer. The resulting polymer not only has good filler interaction and processability, but results in a polymer with stable Mooney viscosity. A polymer made by the process of the present invention, including silica, and carbon black fillers, and rubber compositions, and tires containing side walls and treads containing the polymers are also described.
    Type: Grant
    Filed: June 5, 2013
    Date of Patent: July 18, 2017
    Assignee: Firestone Polymers, LLC
    Inventor: James H. Pawlow
  • Patent number: 9611364
    Abstract: A method of making a polymer with stable Mooney viscosity is described. A conjugated diolefin is reacted in a hydrocarbon solvent in the presence of an initiator to form a polymer. After forming the polymer, alkoxysilane terminal functionalizing groups are bonded to the polymer. An alkoxysilane stabilizing agent is then added to the polymer in the presence of hydrocarbon oil. The polymer is then desolvatized, resulting in a polymer with stable Mooney viscosity, even over prolonged periods of time. Compositions and articles containing the polymer are also described.
    Type: Grant
    Filed: June 6, 2013
    Date of Patent: April 4, 2017
    Assignee: Firestone Polymers, LLC
    Inventors: Mark N. DeDecker, James H. Pawlow, Joseph P. Padolewski, Kenji Nakatani
  • Publication number: 20160312028
    Abstract: A method for producing a functionalized polymer, the method comprising the steps of polymerizing conjugated diene monomer, optionally together with a copolymerizable monomer, within a solvent to produce a polymerization mixture including a polymer having a reactive terminus, coupling a portion of the polymer having a reactive terminus with a hydrocarbyloxysiloxane to produce a polymerization mixture including polymer coupled with the hydrocarbyloxysiloxane and residual polymer having a reactive terminues, reacting the residual polymer having a reactive terminus with a functionalizing agent having at least one hydrocarbyloxy functionality to produce a polymerization mixture including a functionalized polymer and the polymer coupled with the hydrocarbyloxysiloxane, and desolventizing the polymerization mixture including the functionalized polymer and the polymer coupled with the hydrocarbyloxysiloxane.
    Type: Application
    Filed: December 12, 2014
    Publication date: October 27, 2016
    Applicant: Firestone Polymers, LLC
    Inventors: Terrence E. Hogan, Mark N. Dedecker, Jessica C. Kurasch, Gabrielle L. Mcintyre, Karen Maglione, Christine M. Rademacher
  • Patent number: 9255167
    Abstract: A method of making a polymer with stable Mooney viscosity and molecular weight is described. A conjugated diolefin is reacted in a hydrocarbon solvent in the presence of an initiator to form a polymer. After forming the polymer, alkoxy silane terminal functionalizing groups are bonded to the polymer. A mixture of at least one of a first stabilizing agent having the formula (R)4-nSi(OH)n wherein R is a C1 to C18 alkyl, C1 to C18 alkyl group containing a heteroatom such as nitrogen or oxygen, C4 to C8 cycloalkyl, or C6 to C18 aromatic group, and a at least one of a second stabilizing agents having the formula (R)2Si(OH)2 wherein R is an aryl group, is then added to the polymer, optionally in the presence of hydrocarbon oil. The polymer is then desolvatized, resulting in a polymer with stable Mooney viscosity and molecular weight, even over prolonged periods of time. Compositions and articles containing the polymer are also described.
    Type: Grant
    Filed: December 4, 2014
    Date of Patent: February 9, 2016
    Assignee: Firestone Polymers, LLC
    Inventors: James H. Pawlow, Mark N. DeDecker
  • Patent number: 9187645
    Abstract: A modified-asphalt composition prepared by introducing a diene end-capped block copolymer with a molten asphalt composition, where the block copolymer is defined by the formula ?-(D-V-d)X where each D is independently a polydiene block, each V is independently a vinyl aromatic block, each d is a polydiene end cap, ? is a coupling moiety, and x is an integer from 2 to 10.
    Type: Grant
    Filed: November 7, 2014
    Date of Patent: November 17, 2015
    Assignees: Firestone Polymers, LLC, Heritage Research Group
    Inventors: Herb Wissel, Peter Boerner, Daniel Graves, Christine Rademacher, Timothy Reece
  • Publication number: 20150240016
    Abstract: A method of making a polymer with stable Mooney viscosity and molecular weight is described. A conjugated diolefin is reacted in a hydrocarbon solvent in the presence of an initiator to form a polymer. After forming the polymer, alkoxy silane terminal functionalizing groups are bonded to the polymer. A mixture of at least one of a first stabilizing agent having the formula (R)4-nSi(OH)n wherein R is a C1 to C18 alkyl, C1 to C18 alkyl group containing a heteroatom such as nitrogen or oxygen, C4 to C8 cycloalkyl, or C6 to C18 aromatic group, and a at least one of a second stabilizing agents having the formula (R)2Si(OH)2 wherein R is an aryl group, is then added to the polymer, optionally in the presence of hydrocarbon oil. The polymer is then desolvatized, resulting in a polymer with stable Mooney viscosity and molecular weight, even over prolonged periods of time. Compositions and articles containing the polymer are also described.
    Type: Application
    Filed: December 4, 2014
    Publication date: August 27, 2015
    Applicant: Firestone Polymers, LLC
    Inventors: James H. Pawlow, Mark N. DeDecker
  • Publication number: 20150166737
    Abstract: A method of making a polymer with stable Mooney viscosity and molecular weight is described. A conjugated diolefin is reacted in a hydrocarbon solvent in the presence of an initiator to form a polymer. After forming the polymer, alkoxy silane terminal functionalizing groups are bonded to the polymer. A dialkoxysilane stabilizing agent is then added to the polymer in combination with a base material. The polymer is then desolvatizing, resulting in a polymer with stable Mooney viscosity and molecular weight, even over prolonged periods of time. Compositions and articles containing the polymer are also described.
    Type: Application
    Filed: June 5, 2013
    Publication date: June 18, 2015
    Applicant: Firestone Polymers, LLC
    Inventors: Kenji Nakatani, Mark N. DeDecker, Joseph P. Padolewski, James H. Pawlow
  • Publication number: 20150166700
    Abstract: Methods of making polymers by polymerizing conjugated diolefin in a hydrocarbon solvent in the presence of an initiator are described. Trialkyl or triaryl siloxy iminosilane functionalizing agents are reacted with the polymer, followed by desolvatizing the polymer. The resulting polymer not only has good filler interaction and processability, but results in a polymer with stable Mooney viscosity. A polymer made by the process of the present invention, including silica, and carbon black fillers, and rubber compositions, and tires containing side walls and treads containing the polymers are also described.
    Type: Application
    Filed: June 5, 2013
    Publication date: June 18, 2015
    Applicant: Firestone Polymers, LLC
    Inventor: James H. Pawlow
  • Publication number: 20150166738
    Abstract: A method of making a polymer with stable Mooney viscosity and molecular weight is described. A conjugated diolefin is reacted in a hydrocarbon solvent in the presence of an initiator to form a polymer. After forming the polymer, alkoxy silane terminal functionalizing groups are bonded to the polymer. A stabilizing agent having the formula (R)4-nSi(OH)n wherein R is a C1 to C18 alkyl, C1 to C18 alkyl group containing a heteroatom such as nitrogen or oxygen, C4 to C8 cycloalkyl, or C6 to C18 aromatic group is then added to the polymer, optionally in the presence of hydrocarbon oil. The polymer is then desolvatizing, resulting in a polymer with stable Mooney viscosity and molecular weight, even over prolonged periods of time. Compositions and articles containing the polymer are also described.
    Type: Application
    Filed: June 5, 2013
    Publication date: June 18, 2015
    Applicant: Firestone Polymers LLC
    Inventors: Mark N. DeDecker, Joseph P. Padolewski, James H. Pawlow
  • Publication number: 20150133601
    Abstract: A method of making a polymer with stable Mooney viscosity is described. A conjugated diolefin is reacted in a hydrocarbon solvent in the presence of an initiator to form a polymer. After forming the polymer, alkoxysilane terminal functionalizing groups are bonded to the polymer. An alkoxysilane stabilizing agent is then added to the polymer in the presence of hydrocarbon oil. The polymer is then desolvatized, resulting in a polymer with stable Mooney viscosity, even over prolonged periods of time. Compositions and articles containing the polymer are also described.
    Type: Application
    Filed: June 6, 2013
    Publication date: May 14, 2015
    Applicant: Firestone Polymers, LLC
    Inventors: Mark N. DeDecker, James H. Pawlow, Joseph P. Padolewski, Kenji Nakatani
  • Patent number: 8895645
    Abstract: A modified-asphalt composition prepared by introducing a diene end-capped block copolymer with a molten asphalt composition, where the block copolymer is defined by the formula ?-(D-V-d)x where each D is independently a polydiene block, each V is independently a vinyl aromatic block, each d is a polydiene end cap, ? is a coupling moiety, and x is an integer from 2 to 10.
    Type: Grant
    Filed: November 8, 2013
    Date of Patent: November 25, 2014
    Assignees: Firestone Polymers, LLC, Heritage Research Group
    Inventors: Christine Rademacher, Timothy Reece, Herb Wissel, Daniel Graves, Peter Boerner