Patents by Inventor Christopher J. Hardiman

Christopher J. Hardiman 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: 12173106
    Abstract: Polar modifier systems based on a blend of DTHFP, ETE, TMEDA, DMTHFMA and/or functionally similar compounds with BDMAEE and SMT are used to make block copolymers having high levels of pendant vinyl double bond repeat units, which is through highly selective 1,2-bond butadiene addition, low vinylcyclopentane formation, unimodal narrow molecular weight distribution, and a low level of randomized co-monomer repeat units. The block copolymers have very high levels of 1,2-vinyl content and high 3,4-vinyl bond addition of the conjugated diene monomer and low vinylcyclopentane content. The polar modifier systems provide a fast polymerization rate, with a unimodal narrow molecular weight distribution. The polar modifier systems allow operation at a higher temperature than in prior art systems, which reduces cooling requirements.
    Type: Grant
    Filed: November 15, 2022
    Date of Patent: December 24, 2024
    Assignee: Dynasol Elastómeros, S.A. de C.V.
    Inventors: Daniel Abraham Elizarrarás Maya, Christopher J. Hardiman, Sergio Corona Galván, Sergio Alberto Moctezuma Espiricueto, Luis Antonio Rodríguez Guadarrama
  • Publication number: 20230094374
    Abstract: Polar modifier systems based on a blend of DTHFP, ETE, TMEDA, DMTHFMA and/or functionally similar compounds with BDMAEE and SMT are used to make block copolymers having high levels of pendant vinyl double bond repeat units, which is through highly selective 1,2-bond butadiene addition, low vinylcyclopentane formation, unimodal narrow molecular weight distribution, and a low level of randomized co-monomer repeat units. The block copolymers have very high levels of 1,2-vinyl content and high 3,4-vinyl bond addition of the conjugated diene monomer and low vinylcyclopentane content. The polar modifier systems provide a fast polymerization rate, with a unimodal narrow molecular weight distribution. The polar modifier systems allow operation at a higher temperature than in prior art systems, which reduces cooling requirements.
    Type: Application
    Filed: November 15, 2022
    Publication date: March 30, 2023
    Applicant: Dynasol Elastómeros, S.A. de C.V.
    Inventors: Daniel Abraham Elizarrarás Maya, Christopher J. Hardiman, Sergio Corona Galván, Sergio Alberto Moctezuma Espiricueto, Luis Antonio Rodríguez Guadarrama
  • Patent number: 11542355
    Abstract: Polar modifier systems based on a blend of DTHFP, ETE, TMEDA, DMTHFMA and/or functionally similar compounds with BDMAEE and SMT are used to make block copolymers having high levels of pendant vinyl double bond repeat units, which is through highly selective 1,2-bond butadiene addition, low vinylcyclopentane formation, unimodal narrow molecular weight distribution, and a low level of randomized co-monomer repeat units. The block copolymers have very high levels of 1,2-vinyl content and high 3,4-vinyl bond addition of the conjugated diene monomer and low vinylcyclopentane content. The polar modifier systems provide a fast polymerization rate, with a unimodal narrow molecular weight distribution. The polar modifier systems allow operation at a higher temperature than in prior art systems, which reduces cooling requirements.
    Type: Grant
    Filed: January 13, 2021
    Date of Patent: January 3, 2023
    Inventors: Daniel Abraham Elizarrarás Maya, Christopher J. Hardiman, Sergio Corona Galván, Sergio Alberto Moctezuma Espiricueto, Luis Antonio Rodríguez Guadarrama
  • Publication number: 20220396654
    Abstract: The present invention provides a modified diene copolymer composition having a modified A-B-C or C-B-A copolymer comprising at least one conjugated diene monomer and at least one unsubstituted vinyl aromatic monomer and at least one substituted vinyl aromatic monomer, wherein each block or segment in the modified A-B-C or C-B-A copolymer is either a homopolymer or a copolymer comprising at least one conjugated diene monomer and/or at least one unsubstituted vinyl aromatic monomer and/or at least one substituted vinyl aromatic monomer, wherein any of the copolymers have a distribution configuration that is tapered, counter tapered, random or controlled, and wherein any of the homopolymers or the copolymers comprising at least one conjugated diene monomer and/or at least one unsubstituted vinyl aromatic monomer may be in-chain and/or chain-end modified with at least one unit of at least one substituted vinyl aromatic monomer; optionally having a block copolymer made from the modified A-B-C or C-B-A copolymer, w
    Type: Application
    Filed: November 6, 2020
    Publication date: December 15, 2022
    Applicant: Dynasol Elastómeros, S.A. de C.V.
    Inventors: Sergio Alberto Moctezuma Espiricueto, Gabriela Elizabeth Blanco Reyes, Jesús Eduardo Ibarra Rodríguez, Gabriel Hernández Zamora, Jose Luis García Vidales, Luis Antonio Rodríguez Guadarrama, Sergio Corona Galván, Luis Serrano Avilés, Christopher J. Hardiman
  • Patent number: 11180639
    Abstract: The present invention provides a process for making a silica masterbatch that contains hydrophobated silica, solution-made rubber and emulsion-made rubber. Hydrophobated silica is mixed into a latex emulsion. Solution-rubber crumb in an aqueous suspension is mixed into the latex emulsion, which is coagulated, and a crumb is recovered, further homogenized, dried and baled to yield the silica masterbatch. A well-dispersed mixture of hydrophobated silica and emulsion-made rubber is added into a steam distillation step of a solution-rubber process from which a silica masterbatch is recovered. The emulsion-made rubber can be omitted to make a silica masterbatch of solution rubber and silica without emulsion rubber. The silica masterbatch has physical properties similar to those found in a comparable dry-mixed composition, but the silica masterbatch can be incorporated more easily and less expensively into tires and other rubber products than the dry-mixed composition.
    Type: Grant
    Filed: July 2, 2019
    Date of Patent: November 23, 2021
    Assignee: Industrias Negromex, S.A. de C.V.
    Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
  • Patent number: 11098169
    Abstract: A process is provided for making a silica masterbatch, that contains silica and solution-made rubber. The silica masterbatch has physical properties similar to those found in a comparable dry-mixed composition, but the silica masterbatch can be incorporated more easily and less expensively into tires and other rubber products than the dry-mixed composition. A process is also provided for making a masterbatch of silica, a solution-made rubber and an emulsion-made rubber.
    Type: Grant
    Filed: August 31, 2017
    Date of Patent: August 24, 2021
    Assignee: Dynasol Elastómeros, S.A. de C.V.
    Inventors: Christopher J. Hardiman, Xuan Fu, Sergio Alberto Moctezuma Espiricueto, John Kounavis, Gabriela Elizabeth Blanco Reyes, Julian Maldonado Valenzuela, José María Islas Manzur, Gabriel Hernández Zamora
  • Publication number: 20210171696
    Abstract: Polar modifier systems based on a blend of DTHFP, ETE, TMEDA, DMTHFMA and/or functionally similar compounds with BDMAEE and SMT are used to make block copolymers having high levels of pendant vinyl double bond repeat units, which is through highly selective 1,2-bond butadiene addition, low vinylcyclopentane formation, unimodal narrow molecular weight distribution, and a low level of randomized co-monomer repeat units. The block copolymers have very high levels of 1,2-vinyl content and high 3,4-vinyl bond addition of the conjugated diene monomer and low vinylcyclopentane content. The polar modifier systems provide a fast polymerization rate, with a unimodal narrow molecular weight distribution. The polar modifier systems allow operation at a higher temperature than in prior art systems, which reduces cooling requirements.
    Type: Application
    Filed: January 13, 2021
    Publication date: June 10, 2021
    Applicant: Dynasol Elastómeros, S.A. de C.V.
    Inventors: Daniel Abraham Elizarrarás Maya, Christopher J. Hardiman, Sergio Corona Galván, Sergio Alberto Moctezuma Espiricueto, Luis Antonio Rodríguez Guadarrama
  • Patent number: 10899864
    Abstract: Polar modifier systems based on a blend of DTHFP, ETE, TMEDA, DMTHFMA and/or functionally similar compounds with BDMAEE and SMT are used to make block copolymers having high levels of pendant vinyl double bond repeat units, which is through highly selective 1,2-bond butadiene addition, low vinylcyclopentane formation, unimodal narrow molecular weight distribution, and a low level of randomized co-monomer repeat units. The block copolymers have very high levels of 1,2-vinyl content and high 3,4-vinyl bond addition of the conjugated diene monomer and low vinylcyclopentane content. The polar modifier systems provide a fast polymerization rate, with a unimodal narrow molecular weight distribution. The polar modifier systems allow operation at a higher temperature than in prior art systems, which reduces cooling requirements.
    Type: Grant
    Filed: September 8, 2017
    Date of Patent: January 26, 2021
    Assignee: Dynasol Elastómeros, S.A. de C.V.
    Inventors: Daniel Abraham Elizarrarás Maya, Christopher J. Hardiman, Sergio Corona Galván, Sergio Alberto Moctezuma Espiricueto, Luis Antonio Rodríguez Guadarrama
  • Publication number: 20200048393
    Abstract: Polar modifier systems based on a blend of DTHFP, ETE, TMEDA, DMTHFMA and/or functionally similar compounds with BDMAEE and SMT are used to make block copolymers having high levels of pendant vinyl double bond repeat units, which is through highly selective 1,2-bond butadiene addition, low vinylcyclopentane formation, unimodal narrow molecular weight distribution, and a low level of randomized co-monomer repeat units. The block copolymers have very high levels of 1,2-vinyl content and high 3,4-vinyl bond addition of the conjugated diene monomer and low vinylcyclopentane content. The polar modifier systems provide a fast polymerization rate, with a unimodal narrow molecular weight distribution. The polar modifier systems allow operation at a higher temperature than in prior art systems, which reduces cooling requirements.
    Type: Application
    Filed: September 8, 2017
    Publication date: February 13, 2020
    Applicant: Dynasol Elastómeros, S.A. de C.V.
    Inventors: Daniel Abraham Elizarrarás Maya, Christopher J. Hardiman, Sergio Corona Galván, Sergio Alberto Moctezuma Espiricueto, Luis Antonio Rodríguez Guadarrama
  • Publication number: 20190322841
    Abstract: The present invention provides a process for making a silica masterbatch that contains hydrophobated silica, solution-made rubber and emulsion-made rubber. Hydrophobated silica is mixed into a latex emulsion. Solution-rubber crumb in an aqueous suspension is mixed into the latex emulsion, which is coagulated, and a crumb is recovered, further homogenized, dried and baled to yield the silica masterbatch. A well-dispersed mixture of hydrophobated silica and emulsion-made rubber is added into a steam distillation step of a solution-rubber process from which a silica masterbatch is recovered. The emulsion-made rubber can be omitted to make a silica masterbatch of solution rubber and silica without emulsion rubber. The silica masterbatch has physical properties similar to those found in a comparable dry-mixed composition, but the silica masterbatch can be incorporated more easily and less expensively into tires and other rubber products than the dry-mixed composition.
    Type: Application
    Filed: July 2, 2019
    Publication date: October 24, 2019
    Applicant: Industrias Negromex, S.A. de C.V.
    Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
  • Publication number: 20190263979
    Abstract: A process is provided for making a silica masterbatch, that contains silica and solution-made rubber. The silica masterbatch has physical properties similar to those found in a comparable dry-mixed composition, but the silica masterbatch can be incorporated more easily and less expensively into tires and other rubber products than the dry-mixed composition. A process is also provided for making a masterbatch of silica, a solution-made rubber and an emulsion-made rubber.
    Type: Application
    Filed: August 31, 2017
    Publication date: August 29, 2019
    Applicant: Dynasol Elastómeros, S.A. de C.V.
    Inventors: Christopher J. Hardiman, Xuan Fu, Sergio Alberto Moctezuma Espiricueto, John Kounavis, Gabriela Elizabeth Blanco Reyes, Julian Maldonado Valenzuela, José María Islas Manzur, Gabriel Hernández Zamora
  • Patent number: 10344146
    Abstract: The present invention provides a process for making a silica masterbatch that contains hydrophobated silica, solution-made rubber and emulsion-made rubber. Hydrophobated silica is mixed into a latex emulsion. Solution-rubber crumb in an aqueous suspension is mixed into the latex emulsion, which is coagulated, and a crumb is recovered, further homogenized, dried and baled to yield the silica masterbatch. A well-dispersed mixture of hydrophobated silica and emulsion-made rubber is added into a steam distillation step of a solution-rubber process from which a silica masterbatch is recovered. The emulsion-made rubber can be omitted to make a silica masterbatch of solution rubber and silica without emulsion rubber. The silica masterbatch has physical properties similar to those found in a comparable dry-mixed composition, but the silica masterbatch can be incorporated more easily and less expensively into tires and other rubber products than the dry-mixed composition.
    Type: Grant
    Filed: July 20, 2017
    Date of Patent: July 9, 2019
    Assignee: Industrias Negromex, S.A. de C.V.
    Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
  • Publication number: 20170313857
    Abstract: The present invention provides a process for making a silica masterbatch that contains hydrophobated silica, solution-made rubber and emulsion-made rubber. Hydrophobated silica is mixed into a latex emulsion. Solution-rubber crumb in an aqueous suspension is mixed into the latex emulsion, which is coagulated, and a crumb is recovered, further homogenized, dried and baled to yield the silica masterbatch. A well-dispersed mixture of hydrophobated silica and emulsion-made rubber is added into a steam distillation step of a solution-rubber process from which a silica masterbatch is recovered. The emulsion-made rubber can be omitted to make a silica masterbatch of solution rubber and silica without emulsion rubber. The silica masterbatch has physical properties similar to those found in a comparable dry-mixed composition, but the silica masterbatch can be incorporated more easily and less expensively into tires and other rubber products than the dry-mixed composition.
    Type: Application
    Filed: July 20, 2017
    Publication date: November 2, 2017
    Applicant: Industrias Negromex, S.A. de C.V.
    Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
  • Patent number: 9738776
    Abstract: The present invention provides a process for making a silica masterbatch that contains hydrophobated silica, solution-made rubber and emulsion-made rubber. Hydrophobated silica is mixed into a latex emulsion. Solution-rubber crumb in an aqueous suspension is mixed into the latex emulsion, which is coagulated, and a crumb is recovered, further homogenized, dried and baled to yield the silica masterbatch. A well-dispersed mixture of hydrophobated silica and emulsion-made rubber is added into a steam distillation step of a solution-rubber process from which a silica masterbatch is recovered. The emulsion-made rubber can be omitted to make a silica masterbatch of solution rubber and silica without emulsion rubber. The silica masterbatch has physical properties similar to those found in a comparable dry-mixed composition, but the silica masterbatch can be incorporated more easily and less expensively into tires and other rubber products than the dry-mixed composition.
    Type: Grant
    Filed: February 19, 2015
    Date of Patent: August 22, 2017
    Assignee: Industrias Negromex, S.A. de C.V.
    Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
  • Publication number: 20150252176
    Abstract: The present invention provides a process for making a silica masterbatch that contains hydrophobated silica, solution-made rubber and emulsion-made rubber. Hydrophobated silica is mixed into a latex emulsion. Solution-rubber crumb in an aqueous suspension is mixed into the latex emulsion, which is coagulated, and a crumb is recovered, further homogenized, dried and baled to yield the silica masterbatch. A well-dispersed mixture of hydrophobated silica and emulsion-made rubber is added into a steam distillation step of a solution-rubber process from which a silica masterbatch is recovered. The emulsion-made rubber can be omitted to make a silica masterbatch of solution rubber and silica without emulsion rubber. The silica masterbatch has physical properties similar to those found in a comparable dry-mixed composition, but the silica masterbatch can be incorporated more easily and less expensively into tires and other rubber products than the dry-mixed composition.
    Type: Application
    Filed: February 19, 2015
    Publication date: September 10, 2015
    Applicant: Industrias Negromex, S.A. de C.V.
    Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
  • Patent number: 8865799
    Abstract: The present invention provides a process for making silica-filled rubber masterbatch using silica hydrophobated with a trimethoxy silane coupling agent that is soluble in an alcohol-water solution containing at least about 70 wt % water. One embodiment uses a mixture of trimethoxy silanes, one or more of which react with rubber to bond the silica to the rubber, and one or more of which do not react with rubber, but do hydrophobate the silica. Hydrophobated silica is mixed with latex polymer and incorporated into rubber during coagulation of the latex, which is preferably coagulated with calcium chloride. The present invention further provides a process for making the trimethoxy silane coupling agents. Preferred trimethoxy silane coupling agents include bis-(3-trimethoxysilylpropyl)-disulfide and bis-(3-trimethoxysilylpropyl)-tetrasulfide.
    Type: Grant
    Filed: January 22, 2013
    Date of Patent: October 21, 2014
    Assignees: Industrias Negromex, S.A. de C.V., Cooper Tire & Rubber Company
    Inventors: Peter J. Wallen, Christopher J. Hardiman, Howard A. Colvin, Gregory C. Bowman, Jose Eduardo Rojas Reyna
  • Publication number: 20140083598
    Abstract: The present invention provides a process for making silica-filled rubber masterbatch using silica hydrophobated with a trimethoxy silane coupling agent that is soluble in an alcohol-water solution containing at least about 70 wt % water. One embodiment uses a mixture of trimethoxy silanes, one or more of which react with rubber to bond the silica to the rubber, and one or more of which do not react with rubber, but do hydrophobate the silica. Hydrophobated silica is mixed with latex polymer and incorporated into rubber during coagulation of the latex, which is preferably coagulated with calcium chloride. The present invention further provides a process for making the trimethoxy silane coupling agents. Preferred trimethoxy silane coupling agents include bis-(3-trimethoxysilylpropyl)-disulfide and bis-(3-trimethoxysilylpropyl)-tetrasulfide.
    Type: Application
    Filed: January 22, 2013
    Publication date: March 27, 2014
    Inventors: Peter J. Wallen, Christopher J. Hardiman, Howard A. Colvin, Gregory C. Bowman, Jose Eduardo Rojas Reyna
  • Publication number: 20130192746
    Abstract: The present invention provides a process for making silica-filled rubber masterbatch using silica hydrophobated with a trimethoxy silane coupling agent that is soluble in an alcohol-water solution containing at least about 70 wt % water. One embodiment uses a mixture of trimethoxy silanes, one or more of which react with rubber to bond the silica to the rubber, and one or more of which do not react with rubber, but do hydrophobate the silica. Hydrophobated silica is mixed with latex polymer and incorporated into rubber during coagulation of the latex, which is preferably coagulated with calcium chloride. The present invention further provides a process for making the trimethoxy silane coupling agents. Preferred trimethoxy silane coupling agents include bis-(3-trimethoxysilylpropyl)-disulfide and bis-(3-trimethoxysilylpropyl)-tetrasulfide.
    Type: Application
    Filed: January 22, 2013
    Publication date: August 1, 2013
    Inventors: Peter J. Wallen, Christopher J. Hardiman, Howard A. Colvin, Gregory C. Bowman, Jose Eduardo Rojas Reyna
  • Patent number: 8357733
    Abstract: The present invention provides a process for making silica-filled rubber masterbatch using silica hydrophobated with a trimethoxy silane coupling agent that is soluble in an alcohol-water solution containing at least about 70 wt % water. One embodiment uses a mixture of trimethoxy silanes, one or more of which react with rubber to bond the silica to the rubber, and one or more of which do not react with rubber, but do hydrophobate the silica. Hydrophobated silica is mixed with latex polymer and incorporated into rubber during coagulation of the latex, which is preferably coagulated with calcium chloride. The present invention further provides a process for making the trimethoxy silane coupling agents. Preferred trimethoxy silane coupling agents include bis-(3-trimethoxysilylpropyl)-disulfide and bis-(3-trimethoxysilylpropyl)-tetrasulfide.
    Type: Grant
    Filed: July 23, 2009
    Date of Patent: January 22, 2013
    Assignees: Industrias Negromex, S.A. de C.V., Cooper Tire & Rubber Company
    Inventors: Peter J. Wallen, Gregory C. Bowman, Howard A. Colvin, Christopher J. Hardiman, José Eduardo Rojas Reyna
  • Publication number: 20120077916
    Abstract: An emulsion polymerization copolymer comprising 59-77 phr butadiene, 10-16 phr styrene; 10-16 phr acrylonitrile; and from 3-9 phr methacrylic acid is soluble in acetone for U.S. EPA-exempt, low-VOC emissions, while also soluble in toluene. The composition is formulated with a tackifying resin; a plasticizer oil; and a U.S. EPA-exempt solvent, preferably acetone, to make an adhesive. The formulation is particularly useful as a pressure sensitive adhesive for tape and for making shoes.
    Type: Application
    Filed: September 28, 2011
    Publication date: March 29, 2012
    Applicant: INDUSTRIAS NEGROMEX, S.A. DE C.V
    Inventors: José Maria Islas Manzur, Christopher J. Hardiman, Enrique Alejandro Rodríguez Resendiz