Patents by Inventor Tilman C. Zipplies

Tilman C. Zipplies 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: 11492431
    Abstract: The copolymer includes divalent units represented by formula —[CF2—CF2]—, divalent units represented by formula; and one or more divalent units independently represented by formula: The copolymer has an —SO2X equivalent weight in a range from 300 to 2000. A polymer electrolyte membrane that includes the copolymer and a membrane electrode assembly that includes such a polymer electrolyte membrane are also provided.
    Type: Grant
    Filed: September 14, 2018
    Date of Patent: November 8, 2022
    Assignee: 3M Innovative Properties Company
    Inventors: Lisa P. Chen, Gregg D. Dahlke, Denis Duchesne, Steven J. Hamrock, Klaus Hintzer, Markus E. Hirschberg, Arne Thaler, Tilman C. Zipplies
  • Patent number: 11377510
    Abstract: The copolymer includes divalent units represented by formula —[CF2—CF2]—, divalent units represented by formula: (I), and one or more divalent units independently represented by formula: (II) When Z is hydrogen, the copolymer has an alpha transition temperature of up to 100 ?C. The copolymer has an —SO3Z equivalent weight in a range from 300 to 1400, and a variation of the copolymer in which —SO3Z is replaced with —SO2F has a melt flow index of up to 80 grams per ten minutes measured at a temperature of 265° C. and at a support weight of 5 kg. A catalyst ink or polymer electrolyte membrane including the copolymer are also provided.
    Type: Grant
    Filed: September 14, 2018
    Date of Patent: July 5, 2022
    Assignee: 3M Innovative Properties Company
    Inventors: Lisa P. Chen, Gregg D. Dahlke, Denis Duchesne, Steven J. Hamrock, Klaus Hintzer, Markus E. Hirschberg, Arne Thaler, Tilman C. Zipplies
  • Patent number: 11193037
    Abstract: An aqueous dispersion comprising a tetrafluoroethylene core-shell polymer and at least one surfactant corresponding to the general formula R10-[CH2CH20]n[R20]m-R3 wherein R1 represents a linear or branched aliphatic hydrocarbon group having at least 8 carbon atoms, preferably 8 to 18 carbon atoms, R2 represents an alkylene having 3 carbon atoms, R3 represents hydrogen, a C1-C3 alkyl group, or a C1-C3 hydroxyalkyl group, n has a value of 0 to 40, m has a value of 0 to 40 and the sum of n+m is at least 2, wherein the dispersion is free of fluorinated emulsifiers or contains them in an amount of less than 50 ppm based on the weight of the dispersion and wherein the core-shell polymer contains an outer shell of tetrafluoroethylene homopolymer. Further provided are methods of making the dispersions, coating compositions comprising the dispersions and article coated by the coating composition.
    Type: Grant
    Filed: January 29, 2015
    Date of Patent: December 7, 2021
    Assignee: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Michael C. Dadalas, Klaus Hintzer, Arnd Kurz, Tilman C. Zipplies, Kai Helmut Lochhaas
  • Patent number: 11155661
    Abstract: A method of making a copolymer is disclosed. The method includes copolymerizing components including tetrafluoroethylene and a compound represented by formula CF2?CF—O—(CF2)a—SO2X, wherein “a” is a number from 1 to 4, and X is —NZH, —NZ—SO2—(CF2)1-6—SO2X?, or —OZ, wherein Z is independently a hydrogen, an alkali metal cation, or a quaternary ammonium cation, and wherein X? is independently —NZH or —OZ. The components include at least 60 mole % of tetrafluoroethylene based on the total amount of components. A copolymer prepared by the method is also provided. A method of making a membrane using the copolymer is also provided. The present disclosure also provides a polymer electrolyte membrane that includes a copolymer made by the method and a membrane electrode assembly that includes such a polymer electrolyte membrane.
    Type: Grant
    Filed: September 22, 2016
    Date of Patent: October 26, 2021
    Assignee: 3M Innovative Properties Company
    Inventors: Gregg D. Dahlke, Denis Duchesne, Klaus Hintzer, Markus E. Hirschberg, Kai H. Lochhaas, Arne Thaler, Tilman C. Zipplies
  • Patent number: 11111326
    Abstract: Described herein is a peroxide curable, highly fluorinated elastomer derived from tetrafluoroethylene, a perfluoro ether monomer, and a compound selected from at least one of a highly fluorinated bisolefin ether and an iodine-containing perfluorinated ether.
    Type: Grant
    Filed: November 26, 2014
    Date of Patent: September 7, 2021
    Assignee: 3M Innovative Properties Company
    Inventors: Klaus Hintzer, Florian D. Jochum, Harald Kaspar, Kai H. Lochhaas, Tilman C. Zipplies
  • Publication number: 20210230328
    Abstract: Method of reducing the amount of a fluorinated acid or its salts from a fluoropolymer, the method comprises: (i) providing a composition containing particles of the fluoropolymer, (ii) contacting the fluoropolymer particles with a treatment composition comprising at least one organic liquid; and, optionally, further comprising (iii) isolating, washing and subjecting the fluoropolymer to drying treatment, and wherein the fluoropolymer contains units derived from tetrafluoroethene (TFE) and is selected from the group of fluoroelastomers and the group of fluoropolymers having a melting point of less than 150° C. Also provided are fluoropolymer and compositions containing such polymers that are essentially free of fluorinated acids and their salts.
    Type: Application
    Filed: May 8, 2019
    Publication date: July 29, 2021
    Inventors: Klaus Hintzer, Florian D. Jochum, Herbert Koenigsmann, Jens Schrooten, Tilman C. Zipplies, Karl D. Weilandt
  • Publication number: 20210189031
    Abstract: Described herein is a fluorothermoplast with long chain branching and a method of making such a polymer using a modifier of the formula: F2C?CF(CF2)a(O)RfH wherein a is 0 or 1 and Rf is a linear or branched fluorinated alkylene group comprising 1 to 5 carbon atoms and optionally comprising at least one ether linkage and optionally comprising 1 or 2 hydrogen atoms. This fluorothermoplast may be processed through polymer melt processes, such as blow molding, injection molding, film extrusion, and wire extrusion. Preferably, said polymer contains structural units derived from tetrafluoroethylene and a perfluorinated olefin or ether, and comprises chain branching.
    Type: Application
    Filed: October 23, 2018
    Publication date: June 24, 2021
    Inventors: Klaus Hintzer, Harald Kaspar, Kai Helmut Lochhaas, Jens Schrooten, Helmut Traunspurger, Tilman C. Zipplies
  • Patent number: 11028198
    Abstract: A copolymer having tetrafluoroethylene units and second polymerized monomer units in a range from 0.2 to 1 percent by weight, based on the total weight of the copolymer. Rf is a linear or branched perfluoroalkyl group having from 1 to 8 carbon atoms and optionally interrupted by one or more —O— groups, n is independently from 1 to 6, and z is 0, 1, or 2. The copolymer has a melt flow index in a range from 0.02 grams per 10 minutes to 19.4 grams per 10 minutes. The copolymer can be extruded to make articles, such as insulated cables. A method of making the copolymer is also disclosed.
    Type: Grant
    Filed: August 1, 2017
    Date of Patent: June 8, 2021
    Assignee: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Harald Kaspar, Klaus Hintzer, Markus E. Hirschberg, Herbert Koenigsmann, Karl D. Weilandt, Tilman C. Zipplies
  • Publication number: 20210155790
    Abstract: A tetrafluoroethene copolymer having a melting point of from about 240° C. to 325° C., a melt flow index (MFI at 372° C. and 5 kg load) of 0.5-80 grams/10 minutes and having at least 70% by weight of units derived from tetrafluoroethene and further comprising units derived from at least one perfluorinated alkyl allyl ether (PAAE) comonomer corresponding to the general formula: CF2?CF—CF2—O—Rf (I) where Rf is a perfluorinated alkyl residue having from 1 to 10 carbon atoms and wherein the alkyl chain of the residue may be interrupted once or more than once by an oxygen atom and further, optionally, comprising units derived from perfluoromethyl vinyl ether (PMVE), perfluoroethyl vinyl ether (PEVE) and a combination thereof and wherein the content of units CA derived PAAEs and, optionally, PMVE, PEVE or a combination thereof, is at least 1.0% by weight.
    Type: Application
    Filed: February 15, 2019
    Publication date: May 27, 2021
    Inventors: Klaus Hintzer, Harald Kaspar, Jens Schrooten, Tilman C. Zipplies, Florian Jochum, Michael C. Dadalas, Tatsuo Fukushi, Naiyong Jing, Karl D. Weilandt
  • Patent number: 10954318
    Abstract: Described herein is a polymerizable composition substantially free of an organic emulsifier, methods of making, and articles thereof. The polymerizable composition comprises: a continuous phase; a polymerizable monomer; an initiator; and inorganic nanoparticles, wherein the inorganic nanoparticles are substantially free of groups that will copolymerize with the polymerizable monomer.
    Type: Grant
    Filed: June 9, 2011
    Date of Patent: March 23, 2021
    Assignee: 3M Innovative Properties Company
    Inventors: Jimmie R. Baran, Jr., Duane D. Fansler, Klaus Hintzer, William J. Hunt, Harald Kaspar, Tilman C. Zipplies
  • Patent number: 10875948
    Abstract: Curable fluoropolymer containing repeating units derived from VDF and TFE and at least one other fluorinated comonomer and further containing —CF2CH2I end groups and branching sites derived from one or more perfluorinated bisolefinic ether(s) used as modifier(s), wherein the one or more perfluorinated bisolefinic ether(s) used as modifier(s) correspond to the general formula: CF2?CF—(CF2)n—O—(R1)—O—(CF2)mCF?CF2 wherein n and m are independent from each other either 1 or 0 and wherein R1 represents a perfluorinated linear or branched, cyclic or acyclic aliphatic or aromatic hydrocarbon residue that may be interrupted by one or more oxygen atoms and comprises up to 30 carbon atoms. Further provided are methods of making the curable fluoropolymers and for making an article containing the curable polymers.
    Type: Grant
    Filed: February 22, 2016
    Date of Patent: December 29, 2020
    Assignee: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Florian D. Jochum, Klaus Hintzer, Kai Helmut Lochhaas, Harald Kaspar, Tilman C. Zipplies, Helmut Traunspurger
  • Patent number: 10844152
    Abstract: A copolymer having tetrafluoroethylene units and units independently represented by formula (I) in a range from 0.02 to 2 mole percent, based on the total amount of the copolymer. Rf is a linear or branched perfluoroalkyl group having from 1 to 8 carbon atoms and optionally interrupted by one or more —0— groups, n is independently from 1 to 6, and z is 0, 1, or 2. The copolymer has a melt flow index in a range from 20 grams per 10 minutes to 40 grams per 10 minutes. The copolymer can be extruded to make articles, such as insulated cables. A method of making the copolymer is also disclosed.
    Type: Grant
    Filed: February 12, 2016
    Date of Patent: November 24, 2020
    Assignee: 3M Innovative Properties Company
    Inventors: Klaus Hintzer, Harald Kaspar, Kai H. Lochhaas, Jens Schrooten, Tilman C. Zipplies, Denis Duchesne
  • Publication number: 20200303755
    Abstract: The copolymer includes divalent units represented by formula —[CF2-CF2]—, divalent units represented by formula: (I), and one or more divalent units independently represented by formula: (II) When Z is hydrogen, the copolymer has an alpha transition temperature of up to 100 ?C. The copolymer has an —SO3Z equivalent weight in a range from 300 to 1400, and a variation of the copolymer in which —SO3Z is replaced with —SO2F has a melt flow index of up to 80 grams per ten minutes measured at a temperature of 265° C. and at a support weight of 5 kg. A catalyst ink or polymer electrolyte membrane including the copolymer are also provided.
    Type: Application
    Filed: September 14, 2018
    Publication date: September 24, 2020
    Inventors: Lisa P. Chen, Gregg D. Dahlke, Denis Duchesne, Steven J. Hamrock, Klaus Hintzer, Markus E. Hirschberg, Arne Thaler, Tilman C. Zipplies
  • Patent number: 10766990
    Abstract: A copolymer having tetrafluoroethylene units, hexafluoropropylene units, and units independently represented by formula in a range from 0.02 to 2 mole percent, based on the total amount of the copolymer. Rf is a linear or branched perfluoroalkyl group having from 1 to 8 carbon atoms and optionally interrupted by one or more —O— groups, n is from 1 to 6, and m is 0 or 1. The copolymer has a melt flow index in a range from 25 grams per 10 minutes to 35 grams per 10 minutes and has up to 50 unstable end groups per 106 carbon atoms. The copolymer can be extruded to make articles, such as insulated cables. A method of making the copolymer is also disclosed.
    Type: Grant
    Filed: February 12, 2016
    Date of Patent: September 8, 2020
    Assignee: 3M Innovative Properties Company
    Inventors: Denis Duchesne, Klaus Hintzer, Harald Kaspar, Kai H. Lochhaas, Per M. Nelson, Jens C. Schrooten, Karl D. Weilandt, Tilman C. Zipplies
  • Publication number: 20200277420
    Abstract: The copolymer includes divalent units represented by formula —[CF2—CF2]—, divalent units represented by formula: and one or more divalent units independently represented by formula: The copolymer has an —SO2X equivalent weight in a range from 300 to 2000. A polymer electrolyte membrane that includes the copolymer and a membrane electrode assembly that includes such a polymer electrolyte membrane are also provided.
    Type: Application
    Filed: September 14, 2018
    Publication date: September 3, 2020
    Inventors: Lisa P. Chen, Gregg D. Dahlke, Denis Duchesne, Steven J. Hamrock, Klaus Hintzer, Markus E. Hirschberg, Arne Thaler, Tilman C. Zipplies
  • Patent number: 10744497
    Abstract: Provided are methods for removing a perfluorinated alkanoic acid from solutions containing the perfluorinated alkanoic acid and a fluorinated alkoxy acid. These methods include contacting the first solution with an anion-exchange resin to produce a second solution and a resultant anion-exchange resin having perfluorinated alkanoic acid adsorbed thereto, wherein the perfluorinated alkanoic acid is present in the first solution at a first concentration and is present in the second solution at a second concentration which is lower than the first concentration, and separating the second solution from the resultant anion-exchange resin.
    Type: Grant
    Filed: March 2, 2017
    Date of Patent: August 18, 2020
    Assignee: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Tilman C. Zipplies, Klaus Hintzer, Helmut Traunspurger, Karl D. Weilandt
  • Patent number: 10730980
    Abstract: A copolymer having tetrafluoroethylene units, hexafluoropropylene units, and units independently represented by formula in a range from 0.02 to 2 mole percent, based on the total amount of the copolymer. Rf is a linear or branched perfluoroalkyl group having from 1 to 8 carbon atoms and optionally interrupted by one or more —O— groups, z is 1 or 2, each n is independently from 1 to 6, and m is 0 or 1. The copolymer has a melt flow index in a range from 25 grams per 10 minutes to 35 grams per 10 minutes and has a combined number of unstable end groups and —CF2H end groups in a range from 25 per 106 carbon atoms up to 120 per 106 carbon atoms. The copolymer can be extruded to make articles, such as insulated cables. A method of making the copolymer is also disclosed.
    Type: Grant
    Filed: February 12, 2016
    Date of Patent: August 4, 2020
    Assignee: 3M Innovative Properties Company
    Inventors: Denis Duchesne, Klaus Hintzer, Harald Kaspar, Kai H. Lochhaas, Per M. Nelson, Jens C. Schrooten, Karl D. Weilandt, Tilman C. Zipplies
  • Patent number: 10717795
    Abstract: A copolymer having tetrafluoroethylene units, hexafluoropropylene units, and units independently represented by formula in a range from 0.001 to 2 mole percent, based on the total amount of the copolymer. In these units, a is 0 or 1, each b is independently from 1 to 4, c is 0 to 4, d is 0 or 1, and e is 1 to 6. In the —SO2X groups, X is independently —F, —NH2, —OH, or —OZ, wherein Z is independently a metallic cation or a quaternary ammonium cation. The copolymer has a melt flow index in a range from 20 grams per 10 minutes to 40 grams per 10 minutes. The copolymer can be extruded to make articles, such as insulated cables. A method of making the copolymer is also disclosed.
    Type: Grant
    Filed: February 12, 2016
    Date of Patent: July 21, 2020
    Assignee: 3M Innovative Properties Company
    Inventors: Denis Duchesne, Klaus Hintzer, Harald Kaspar, Kai H. Lochhaas, Jens Schrooten, Tilman C. Zipplies
  • Publication number: 20200199259
    Abstract: The fluoropolymer dispersion includes a copolymer having divalent units represented by formula —[CF2—CF2]—, divalent units represented by formula: [Formula should be inserted here], and one or more divalent units independently represented by formula: [Formula should be inserted here] dispersed in at least one of water or organic solvent. Methods of making the fluoropolymer dispersion and methods of using the fluoropolymer to make a at least one of a catalyst ink or polymer electrolyte membrane are also provided.
    Type: Application
    Filed: September 14, 2018
    Publication date: June 25, 2020
    Inventors: Lisa P. Chen, Gregg D. Dahlke, Denis Duchesne, Steven J. Hamrock, Klaus Hintzer, Markus E. Hirschberg, Arne Thaler, Tilman C. Zipplies
  • Patent number: 10676591
    Abstract: A composition of solid particles comprising substantially inorganic, electronically conductive particles and fluoropolymer particles, wherein the fluoropolymer is melt-processable and has a melting point between 100° C. and 325° C. and a melt flow index at 372° C. and at 5 kg load (MFI 372/5) of at least 0.1 and up to 100 g/10 min, and wherein the fluoropolymer particles have a particle size of less than 500 nm and wherein the particles comprising the substantially inorganic, electronically conductive material is present in the form of particles having a particle size of less than 15,000 ?m, and methods for producing such compositions and articles containing such compositions.
    Type: Grant
    Filed: October 21, 2016
    Date of Patent: June 9, 2020
    Assignee: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Michael H. Mitchell, Tatsuo Fukushi, Muhammad Z. Nawaz, Michael C. Dadalas, Klaus Hintzer, Tilman C. Zipplies, Denis Duchesne