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).
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Patent number: 12173106Abstract: 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: GrantFiled: November 15, 2022Date of Patent: December 24, 2024Assignee: 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
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Publication number: 20230094374Abstract: 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: ApplicationFiled: November 15, 2022Publication date: March 30, 2023Applicant: 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
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Patent number: 11542355Abstract: 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: GrantFiled: January 13, 2021Date of Patent: January 3, 2023Inventors: Daniel Abraham Elizarrarás Maya, Christopher J. Hardiman, Sergio Corona Galván, Sergio Alberto Moctezuma Espiricueto, Luis Antonio Rodríguez Guadarrama
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Publication number: 20220396654Abstract: 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, wType: ApplicationFiled: November 6, 2020Publication date: December 15, 2022Applicant: 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
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Patent number: 11180639Abstract: 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: GrantFiled: July 2, 2019Date of Patent: November 23, 2021Assignee: Industrias Negromex, S.A. de C.V.Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
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Patent number: 11098169Abstract: 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: GrantFiled: August 31, 2017Date of Patent: August 24, 2021Assignee: 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
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Publication number: 20210171696Abstract: 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: ApplicationFiled: January 13, 2021Publication date: June 10, 2021Applicant: 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
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Patent number: 10899864Abstract: 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: GrantFiled: September 8, 2017Date of Patent: January 26, 2021Assignee: 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
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Publication number: 20200048393Abstract: 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: ApplicationFiled: September 8, 2017Publication date: February 13, 2020Applicant: 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
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Publication number: 20190322841Abstract: 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: ApplicationFiled: July 2, 2019Publication date: October 24, 2019Applicant: Industrias Negromex, S.A. de C.V.Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
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Publication number: 20190263979Abstract: 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: ApplicationFiled: August 31, 2017Publication date: August 29, 2019Applicant: 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
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Patent number: 10344146Abstract: 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: GrantFiled: July 20, 2017Date of Patent: July 9, 2019Assignee: Industrias Negromex, S.A. de C.V.Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
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Publication number: 20170313857Abstract: 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: ApplicationFiled: July 20, 2017Publication date: November 2, 2017Applicant: Industrias Negromex, S.A. de C.V.Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
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Patent number: 9738776Abstract: 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: GrantFiled: February 19, 2015Date of Patent: August 22, 2017Assignee: Industrias Negromex, S.A. de C.V.Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
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Publication number: 20150252176Abstract: 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: ApplicationFiled: February 19, 2015Publication date: September 10, 2015Applicant: Industrias Negromex, S.A. de C.V.Inventors: Christopher J. Hardiman, Xuan Fu, Robert J. Scribner, Julian Maldonado Valenzuela
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Patent number: 8865799Abstract: 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: GrantFiled: January 22, 2013Date of Patent: October 21, 2014Assignees: Industrias Negromex, S.A. de C.V., Cooper Tire & Rubber CompanyInventors: Peter J. Wallen, Christopher J. Hardiman, Howard A. Colvin, Gregory C. Bowman, Jose Eduardo Rojas Reyna
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Publication number: 20140083598Abstract: 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: ApplicationFiled: January 22, 2013Publication date: March 27, 2014Inventors: Peter J. Wallen, Christopher J. Hardiman, Howard A. Colvin, Gregory C. Bowman, Jose Eduardo Rojas Reyna
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Publication number: 20130192746Abstract: 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: ApplicationFiled: January 22, 2013Publication date: August 1, 2013Inventors: Peter J. Wallen, Christopher J. Hardiman, Howard A. Colvin, Gregory C. Bowman, Jose Eduardo Rojas Reyna
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Patent number: 8357733Abstract: 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: GrantFiled: July 23, 2009Date of Patent: January 22, 2013Assignees: Industrias Negromex, S.A. de C.V., Cooper Tire & Rubber CompanyInventors: Peter J. Wallen, Gregory C. Bowman, Howard A. Colvin, Christopher J. Hardiman, José Eduardo Rojas Reyna
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Publication number: 20120077916Abstract: 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: ApplicationFiled: September 28, 2011Publication date: March 29, 2012Applicant: INDUSTRIAS NEGROMEX, S.A. DE C.VInventors: José Maria Islas Manzur, Christopher J. Hardiman, Enrique Alejandro Rodríguez Resendiz