Patents by Inventor Sean M. SMITH
Sean M. SMITH 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: 12034193Abstract: The copolymer includes divalent units represented by formula —[CF2—CF2]—, at least one divalent unit represented by formula (I): and at least one divalent unit independently represented by formula (II): A is —N(RFa)2 or a is non-aromatic, 5- to 8-membered, perfluorinated ring comprising one or two nitrogen atoms in the ring and optionally comprising at least one oxygen atom in the ring, each RFa is independently linear or branched perfluoroalkyl having 1 to 8 carbon atoms and optionally interrupted by at least one catenated O or N atom, each Y is independently —H or —F, with the proviso that one Y may be —CF3, h is 0, 1, or 2, each i is independently 2 to 8, and j is 0, 1, or 2. A catalyst ink and polymer electrolyte membrane including the copolymer are also provided.Type: GrantFiled: December 18, 2020Date of Patent: July 9, 2024Assignee: 3M Innovative Properties CompanyInventors: Lisa P. Chen, Gregg D. Dahlke, Denis Duchesne, Klaus Hintzer, Matthew J. Lindell, Sean M. Smith, Arne Thaler, Michael A. Yandrasits
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Patent number: 11858875Abstract: A composition includes a perfluorinated propenylamine represented by the following general formula (1): Each occurrence of Rf1 and Rf2 is: (i) independently a linear or branched perfluoroalkyl group having 1-8 carbon atoms and optionally comprises one or more catenated heteroatoms; or (ii) bonded together to form a ring structure having 4-8 carbon atoms and that optionally comprises one or more catenated heteroatoms. At least 60 wt. % of the perfluorinated propenylamine is in the form of the E isomer, based on the total weight of the perfluorinated propenylamine in the composition.Type: GrantFiled: July 27, 2022Date of Patent: January 2, 2024Assignee: 3M INNOVATIVE PROPERTIES COMPANYInventors: William M. Lamanna, Michael J. Bulinski, Sean M. Smith, Alexandre R. Monteil, Michael G. Costello, John G. Owens
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Perfluorinated Allyl Ethers and Perfluorinated Allyl Amines and Methods of Making and Using the Same
Publication number: 20230357172Abstract: Described herein is a method to synthesize a perfluorinated allyl ether compound of formula (I) or a perfluorinated allyl amine compound of formula (II) Where Rf1 and Rf2 are (i) independently selected from a perfluorinated alkyl group comprising 1-7 carbon atoms, a perfluorinated aryl group comprising a 5- or 6-membered ring, or combinations thereof, and optionally comprising one or more catenated heteroatoms selected from N or O; or (ii) bonded together to form a perfluorinated ring structure having 4-8 ring carbon atoms, optionally comprising at least one catenated O or N atom; and Rf3 is a perfluorinated alkyl group comprising 1-3 carbon atoms. The resulting perfluorinated allyl ether compounds disclosed herein may be used in polymer synthesis.Type: ApplicationFiled: February 25, 2021Publication date: November 9, 2023Inventors: Sean M. Smith, Klaus Hintzer, Markus E. Hirschberg, William M. Lamanna -
Patent number: 11773352Abstract: A composition including a compound having structural formula (I): Rf is a linear or branched perfluoroalkyl group having 1-3 atoms; n is 0-2; x is 1-3; and Rf? and Rf? are (i) independently, a linear or branched perfluoroalkyl group having 1-8 carbon atoms; or (ii) are bonded together to form a ring structure having 4-8 carbon atoms. The composition further includes a hydrocarbon contaminant.Type: GrantFiled: December 20, 2019Date of Patent: October 3, 2023Assignee: 3M INNOVATIVE PROPERTIES COMPANYInventors: Sean M. Smith, Michael J. Bulinski, Michael G. Costello, Forrest A. Coughlin, Hui Ren, Zai-Ming Qiu
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Patent number: 11673861Abstract: A perfluorinated 1-alkoxypropene represented by general Formula (I), compositions that include such compounds, and methods and systems that include such compositions are provided, wherein Formula (I) is represented by: RfO—CF?CFCF3 wherein Rf is a linear, branched, or cyclic perfluoroalkyl group having 2 to 10 carbon atoms and optionally further including 1 to 3 nitrogen and/or 1 to 4 oxygen catenary heteroatoms.Type: GrantFiled: December 12, 2018Date of Patent: June 13, 2023Assignee: 3M INNOVATIVE PROPERTIES COMPANYInventors: Sean M. Smith, Michael G. Costello, Klaus Hintzer, Markus E. Hirschberg, William M. Lamanna
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Patent number: 11629133Abstract: Described herein is a perfluorinated aminoolefin compound of general formula (I): CFY?CXN(Rf)CF2Rf? where: (a) Rf and Rf? are (i) independently selected from a linear or branched perfluoroalkyl group having 1-8 carbon atoms, optionally comprising at least one catenated O or N atom, or (ii) bonded together to form a perfluorinated ring structure having 4-8 ring carbon atoms, optionally comprising at least one catenated O atom; and (b) X and Y are (i) independently selected from a perfluoroalkyl group having 1-4 carbon atoms, or (ii) bonded together to form a perfluorinated ring structure having 5-6 ring carbon atoms. Such compounds may be used in heat transfer, foam blowing or immersion cooling applications, or as a working fluid in a Rankine cycle, a coating or lubricant, or as a dielectric fluid. Also disclosed herein is a method for making such compounds.Type: GrantFiled: May 10, 2019Date of Patent: April 18, 2023Assignee: 3M Innovative Properties CompanyInventors: Sean M. Smith, Michael J. Bulinski, Michael G. Costello, Klaus Hintzer, Markus E. Hirscherg, William M. Lamanna
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Publication number: 20230056130Abstract: The copolymer includes divalent units represented by formula —[CF2—CF2]—, at least one divalent unit represented by formula (I): and at least one divalent unit independently represented by formula (II): A is —N(RFa)2 or a is non-aromatic, 5- to 8-membered, perfluorinated ring comprising one or two nitrogen atoms in the ring and optionally comprising at least one oxygen atom in the ring, each RFa is independently linear or branched perfluoroalkyl having 1 to 8 carbon atoms and optionally interrupted by at least one catenated O or N atom, each Y is independently —H or —F, with the proviso that one Y may be —CF3, h is 0, 1, or 2, each i is independently 2 to 8, and j is 0, 1, or 2. A catalyst ink and polymer electrolyte membrane including the copolymer are also provided.Type: ApplicationFiled: December 18, 2020Publication date: February 23, 2023Inventors: Lisa P. Chen, Gregg D. Dahlke, Denis Duchesne, Klaus Hintzer, Matthew J. Lindell, Sean M. Smith, Arne Thaler, Michael A. Yandrasits
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Publication number: 20230021799Abstract: An immersion cooling system includes a housing having an interior space; a heat-generating component disposed within the interior space; and a working fluid liquid disposed within the interior space such that the heat-generating component is in contact with the working fluid liquid. The working fluid comprises a compound having Structural Formula (IA) Each Rf1 and Rf2 is, independently, (i) a linear or branched perhalogenated acyclic alkyl group having 1-6 carbon atoms and optionally contains one or more catenated heteroatoms selected from O or N; or (ii) a perhalogenated 5-7 membered cyclic alkyl group having 3-7 carbon atoms and optionally contains one or more catenated heteroatoms selected from O or N.Type: ApplicationFiled: August 4, 2022Publication date: January 26, 2023Inventors: Michael J. Bulinski, Phillip E. Tuma, Michael G. Costello, William M. Lamanna, Sean M. Smith
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Patent number: 11551827Abstract: A dielectric fluid (i.e., dielectric composition) that includes a perfluorinated 1-alkoxypropene compound represented by the following general Formula (I): RfO—CF?CFCF3 wherein Rf is CF3— or CF3CF2—. Such dielectric fluids may be useful in various electrical devices.Type: GrantFiled: December 12, 2018Date of Patent: January 10, 2023Assignee: 3M INNOVATIVE PROPERTIES COMPANYInventors: Sean M. Smith, Michael G. Costello, Klaus Hintzer, Markus E. Hirschberg, William M. Lamanna, John G. Owens
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Patent number: 11535579Abstract: A hydrofluoroolefin ether represented by the general Formula (I), compositions that include such compounds, and apparatuses and methods for use that include such compositions and compounds, wherein Formula (I) is represented by: Rf—O—CH2CH?CHCH2—O—Rf (I) wherein each Rf group is independently a linear, branched, and/or cyclic perfluoroalkyl group having 2 to 9 carbon atoms and optionally further including 1 to 3 nitrogen and/or oxygen catenary heteroatoms.Type: GrantFiled: December 12, 2018Date of Patent: December 27, 2022Assignee: 3M INNOVATIVE PROPERTIES COMPANYInventor: Sean M. Smith
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Publication number: 20220380296Abstract: A composition includes a perfluorinated propenylamine represented by the following general formula (1): Each occurrence of Rf1 and Rf2 is: (i) independently a linear or branched perfluoroalkyl group having 1-8 carbon atoms and optionally comprises one or more catenated heteroatoms; or (ii) bonded together to form a ring structure having 4-8 carbon atoms and that optionally comprises one or more catenated heteroatoms. At least 60 wt. % of the perfluorinated propenylamine is in the form of the E isomer, based on the total weight of the perfluorinated propenylamine in the composition.Type: ApplicationFiled: July 27, 2022Publication date: December 1, 2022Inventors: William M. Lamanna, Michael J. Bulinski, Sean M. Smith, Alexandre R. Monteil, Michael G. Costello, John G. Owens
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Patent number: 11479525Abstract: A composition includes a perfluorinated propenylamine represented by the following general formula (1): Each occurrence of Rf1 and Rf2 is: (i) independently a linear or branched perfluoroalkyl group having 1-8 carbon atoms and optionally comprises one or more catenated heteroatoms; or (ii) bonded together to form a ring structure having 4-8 carbon atoms and that optionally comprises one or more catenated heteroatoms. At least 60 wt. % of the perfluorinated propenylamine is in the form of the E isomer, based on the total weight of the perfluorinated propenylamine in the composition.Type: GrantFiled: August 21, 2017Date of Patent: October 25, 2022Assignee: 3M INNOVATIVE PROPERTIES COMPANYInventors: William M. Lamanna, Michael J. Bulinski, Sean M. Smith, Alexandre R. Monteil, Michael G. Costello, John G. Owens
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Patent number: 11452238Abstract: An immersion cooling system includes a housing having an interior space; a heat-generating component disposed within the interior space; and a working fluid liquid disposed within the interior space such that the heat-generating component is in contact with the working fluid liquid. The working fluid comprises a compound having Structural Formula (IA) Each Rf1 and Rf2 is, independently, (i) a linear or branched perhalogenated acyclic alkyl group having 1-6 carbon atoms and optionally contains one or more catenated heteroatoms selected from O or N; or (ii) a perhalogenated 5-7 membered cyclic alkyl group having 3-7 carbon atoms and optionally contains one or more catenated heteroatoms selected from O or N.Type: GrantFiled: May 24, 2018Date of Patent: September 20, 2022Assignee: 3M INNOVATIVE PROPERTIES COMPANYInventors: Michael J. Bulinski, Phillip E. Tuma, Michael G. Costello, William M. Lamanna, Sean M. Smith
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Publication number: 20220056382Abstract: A composition including a compound having structural formula (I): Rf is a linear or branched perfluoroalkyl group having 1-3 atoms; n is 0-2; x is 1-3; and Rf? and Rf? are (i) independently, a linear or branched perfluoroalkyl group having 1-8 carbon atoms; or (ii) are bonded together to form a ring structure having 4-8 carbon atoms. The composition further includes a hydrocarbon contaminant.Type: ApplicationFiled: December 20, 2019Publication date: February 24, 2022Inventors: Sean M. Smith, Michael J. Bulinski, Michael G. Costello, Forrest A. Coughlin, Hui Ren, Zai-Ming Qiu
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Publication number: 20220041532Abstract: A hydrofluoroolefin compound represented by the following general formula (II): Formula (II) where Rf is a linear, branched, or cyclic perfluoroalkyl group having 1-6 carbon atoms, and optionally comprises at least one catenated heteroatom selected from nitrogen or oxygen; n is 0 or 1; X is Cl or Br; with the following proviso: when Rf is CF3, then n is 1.Type: ApplicationFiled: December 19, 2019Publication date: February 10, 2022Inventors: Sean M. Smith, Michael G. Costello, Michael J. Bulinski, Hui Ren, Forrest A. Coughlin
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Publication number: 20210324137Abstract: Described herein is a functionalized oligomeric compound, which can be polymerized into a peroxide curable highly fluorinated polymer. The functionalized oligomeric compound is at least one of a monofunctional compound of formula (I) R-L-X having a number average molecular weight of 1000-16,000 g/mol; or a difunctional compound of formula (II) is R1-(L-X1)2 having a number average molecular weight of 1000-6000 g/mol; where: X comprises at least one of: —CH?CH2, —CH2CH?CH2, —OCH?CH2, —OCH2CH?CH2, —OCH2C(CH3)?CH2, —C(CH3)?CH2, and —OCF?CF2; X1 comprises at least one of: —CH?CH2, —CH2CH?CH2, —OCH?CH2, —OCH2CH?CH2, —OCH2C(CH3)?CH2, and —C(CH3)?CH2; L comprises at least one of a bond, —CH2OC(?O)—, —CH2OC(?O)NHCH2CH2OC(?O)—, and —C(?O)NHCH2CH2OC(?O)—; R is a monovalent perfluoro polyether alkyl group; and R1 is a divalent perfluoro polyether alkylene group.Type: ApplicationFiled: August 23, 2019Publication date: October 21, 2021Inventors: Edward E. Cole, Tatsuo Fukushi, Miguel A. Guerra, Michael H. Mitchell, Sean M. Smith
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Publication number: 20210302113Abstract: Described herein is a fluorinated diaminoolefin of formula (I) (Rf1CF2)(Rf2)NCH2CH?CHCH2N(Rf4)(CF2Rf3) where: Rf1 and Rf3, are independently selected from F, a linear or branched perfluorinated alkyl group comprising 1-7 carbon atoms, or a linear or branched perfluorinated alkyl group comprising 1-7 carbon atoms comprising at least one catenated atom selected from O, N, S or combinations thereof; and Rf2 and Rf4 are independently selected from a linear or branched perfluorinated alkyl group comprising 1-7 carbon atoms, or a linear or branched perfluorinated alkyl group comprising 1-7 carbon atoms comprising at least one catenated atom selected from O, N, S or combinations thereof or at least one of (i) Rf1CF2 and Rf2 and (ii) Rf3CF2 and Rf4 are bonded together to form a fluorinated ring structure comprising 4-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, S or combinations thereof.Type: ApplicationFiled: May 15, 2018Publication date: September 30, 2021Inventors: Sean M. Smith, Michael J. Bulinski
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Publication number: 20210284892Abstract: A composition includes a perfluorinated propenylamine represented by the following general formula (1): Each occurrence of Rf1 and Rf2 is: (i) independently a linear or branched perfluoroalkyl group having 1-8 carbon atoms and optionally comprises one or more catenated heteroatoms; or (ii) bonded together to form a ring structure having 4-8 carbon atoms and that optionally comprises one or more catenated heteroatoms. At least 60 wt. % of the perfluorinated propenylamine is in the form of the E isomer, based on the total weight of the perfluorinated propenylamine in the composition.Type: ApplicationFiled: August 21, 2017Publication date: September 16, 2021Inventors: William M. Lamanna, Michael J. Bulinski, Sean M. Smith, Alexandre R. Monteil, Michael G. Costello, John G. Owens
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Publication number: 20210246886Abstract: A foamable composition includes a blowing agent, a foamable polymer or a precursor composition thereof, and a nucleating agent. The nucleating agent includes a compound having structural formula (I) R1SO2R2(SO2R3)n (I) where R1, R2, and R3 are each independently a fluoroalkyl group having from 1 to 10 carbon atoms that is linear, branched, or cyclic and optionally contain at least one catenated ether oxygen atom or a trivalent nitrogen atom, and n is 0 or 1.Type: ApplicationFiled: April 23, 2019Publication date: August 12, 2021Inventors: William M. Lamanna, Sean M. Smith, Michael G. Costello, Michael J. Bulinski, John G. Owens, Markus E. Hirschberg, Klaus Hintzer, Bamidele O. Fayemi, Philip E. Tuma, Nicholas S. Johnson, Forrest A. Coughlin, Jay R. Nierengarten
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Publication number: 20210221776Abstract: Described herein is a perfluorinated aminoolefin compound of general formula (I): CFY?CXN(Rf)CF2Rf? where: (a) Rf and Rf? are (i) independently selected from a linear or branched perfluoroalkyl group having 1-8 carbon atoms, optionally comprising at least one catenated O or N atom, or (ii) bonded together to form a perfluorinated ring structure having 4-8 ring carbon atoms, optionally comprising at least one catenated O atom; and (b) X and Y are (i) independently selected from a perfluoroalkyl group having 1-4 carbon atoms, or (ii) bonded together to form a perfluorinated ring structure having 5-6 ring carbon atoms. Such compounds may be used in heat transfer, foam blowing or immersion cooling applications, or as a working fluid in a Rankine cycle, a coating or lubricant, or as a dielectric fluid. Also disclosed herein is a method for making such compounds.Type: ApplicationFiled: May 10, 2019Publication date: July 22, 2021Inventors: Sean M. Smith, Michael J. Bulinski, Michael G. Costello, Klaus Hintzer, Markus E. Hirscherg, William M. Lamanna