公开(公告)号：US11155661B2

公开(公告)日：2021-10-26

申请号：US15762267

申请日：2016-09-22

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Gregg D. Dahlke ,  Denis Duchesne ,  Klaus Hintzer ,  Markus E. Hirschberg ,  Kai H. Lochhaas ,  Arne Thaler ,  Tilman C. Zipplies

IPC: C08F214/26 ,  C08F8/22 ,  H01M8/1039 ,  C09D127/24 ,  C09D127/18 ,  H01M4/86 ,  H01M8/1004 ,  H01M8/1018

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.

公开(公告)号：US09187630B2

公开(公告)日：2015-11-17

申请号：US14364871

申请日：2012-12-11

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Claude Lavallée ,  Gregg D. Dahlke ,  Denis Duchesne ,  Tatsuo Fukushi ,  Werner M. A. Grootaert ,  Miguel A. Guerra ,  Zai-Ming Qiu

IPC: C08L27/12 ,  C08L23/08 ,  C08L23/06 ,  C08F214/22

CPC classification number: C08F214/22 ,  C08L23/06 ,  C08L27/12 ,  C08L27/16 ,  C08L2205/03 ,  C08L2205/06 ,  C08L2207/066 ,  C08F214/28 ,  C08F228/02

Abstract: Described herein is a melt-processible polymer composition comprising: a non-fluorinated melt-processible polymer; and a fluoropolymer derived from the polymerization of a monomer and a sulfinate-containing molecule, wherein the sulfinate-containing molecule is selected from the group consisting of: (a) CX1X3═CX2—(R)p—CZ1Z2—SO2M Formula (I) (b) Formula (II); and (c) combinations thereof, wherein X1, X2, and X3 are each independently selected from H, F, Cl, a C1 to C4 alkyl group, and a C1 to C4 fluorinated alkyl group; R is a linking group; Z1 and Z2 are independently selected from F, CF3, and a perfluoroalkyl group; R1 and R2 are end-groups; p is 0 or 1; m is at least 2; and M is a cation.

Abstract translation: 本文描述的是可熔融加工的聚合物组合物，其包含：非氟化的可熔融加工的聚合物; 和衍生自单体和含亚磺酸酯的分子的聚合的含氟聚合物，其中所述含亚磺酸酯的分子选自：（a）CX1X3 = C2-（R）p-CZ1Z2-SO2M式（I） （b）式（II）; 和（c）其组合，其中X 1，X 2和X 3各自独立地选自H，F，Cl，C1至C4烷基和C1至C4氟化烷基; R是连接基团; Z 1和Z 2独立地选自F，CF 3和全氟烷基; R1和R2是端基; p为0或1; m至少为2; 而M是阳离子。

公开(公告)号：US12034193B2

公开(公告)日：2024-07-09

申请号：US17782193

申请日：2020-12-18

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Lisa P. Chen ,  Gregg D. Dahlke ,  Denis Duchesne ,  Klaus Hintzer ,  Matthew J. Lindell ,  Sean M. Smith ,  Arne Thaler ,  Michael A. Yandrasits

IPC: H01M8/1039 ,  H01M4/88 ,  H01M4/90 ,  H01M8/1004

CPC classification number: H01M8/1039 ,  H01M4/881 ,  H01M4/9008 ,  H01M8/1004 ,  H01M2300/0082

Abstract: 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.

公开(公告)号：US20230090482A1

公开(公告)日：2023-03-23

申请号：US17908265

申请日：2021-04-09

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Arne Thaler ,  Andreas Rosin ,  Mark W. Muggli ,  Klaus Hintzer ,  Patrick K. Heimerdinger ,  Thorsten Gerdes ,  Denis Duchesne ,  Gregg D. Dahlke

IPC: H01M8/1039 ,  H01M8/1004 ,  H01M4/88

Abstract: A composite includes a fluorinated polymer and nanoparticles of a metal salt. The metal salt has a solubility product of not more than 1×10−4. The fluorinated polymer includes a fluorinated polymer backbone chain and a plurality of groups represented by formula —SO2X, in which each X is independently —NZH, —NZSO2(CF2)1-6SO2X′, —NZ[SO2(CF2)dSO2NZ]1-10SO2(CF2)dSO2X′ or —OZ, and Z is independently a hydrogen, an alkali-metal cation, or a quaternary ammonium cation, X′ is independently —NZH or —OZ, and each d is independently 1 to 6. A polymer electrolyte membrane, an electrode, and a membrane electrode assembly including the composite are also provided.

公开(公告)号：US11499032B2

公开(公告)日：2022-11-15

申请号：US17626215

申请日：2020-08-18

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Michael H. Mitchell ,  Benjamin J. Anderson ,  Gregg D. Dahlke ,  Tatsuo Fukushi

IPC: C08K5/372 ,  C08K5/3477 ,  C08F214/26 ,  C08K5/14 ,  C08K5/06 ,  C08K5/29

Abstract: Described herein are fluoropolymer compositions comprising a compound of Formula (I) wherein X1 is selected from O or S; L is a divalent linking group comprising at least one aromatic ring; O and X2 comprises a carbon-carbon double bond. In one embodiment, the phthalonitrile-containing compound is added to a composition comprising (i) a fluorinated elastomeric gum, wherein the fluorinated elastomeric gum comprises a fluoropolymer having a cure-site and (ii) a peroxide curing system.

公开(公告)号：US20200277420A1

公开(公告)日：2020-09-03

申请号：US16645882

申请日：2018-09-14

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Lisa P. Chen ,  Gregg D. Dahlke ,  Denis Duchesne ,  Steven J. Hamrock ,  Klaus Hintzer ,  Markus E. Hirschberg ,  Arne Thaler ,  Tilman C. Zipplies

IPC: C08F214/18 ,  C08F214/26 ,  C09D11/52 ,  C08F8/44 ,  H01M8/1039 ,  H01M8/1004

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.

公开(公告)号：US20190027769A1

公开(公告)日：2019-01-24

申请号：US16082721

申请日：2017-03-06

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Gregg D. Dahlke ,  Denis Duchesne ,  Klaus Hintzer ,  Kai Helmut Lochhaas ,  Arne Thaler ,  Tilman C. Zipplies

IPC: H01M8/1039 ,  H01M4/62 ,  H01M8/1032 ,  C08F214/26

Abstract: The copolymer includes divalent units represented by formula: (I), one or more independently selected fluorinated divalent units, and —SO2X end groups. In this formula, b is 2 to 8, c is 0 to 2, and e is 1 to 8. In each SO2X, X is independently F, —NZH, —NZSO2(CF2)1−6SO2X′, —NZ[SO2(CF2)aSO2NZ]1−10SO2X′, or —OZ, wherein Z is a hydrogen, an alkali-metal cation or a quaternary ammonium cation, X′ is independently —NZH or —OZ, and each a is independently 1 to 6. The copolymer has an —SO2X equivalent weight of up to 1000. The method includes copolymerizing components including fluorinated olefin and a compound represented by formula CF2═CF—CF2(O—CbF2b)c—O—(CeF2e)—SO2X′, wherein b, c, and e are as defined above. A method of making a membrane using the copolymer or ionomer is also provided. A polymer electrolyte membrane that includes the copolymer or the ionomer and a membrane electrode assembly that includes such a polymer electrolyte membrane are also provided.

公开(公告)号：US09803039B2

公开(公告)日：2017-10-31

申请号：US14433005

申请日：2013-09-30

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Steven G. Corveleyn ,  Gregg D. Dahlke ,  Rudolf J. Dams ,  Werner M. A. Grootaert ,  Miguel A. Guerra ,  Anthony P. Manzara ,  Tom Opstal

IPC: C08G65/333 ,  C08G65/332 ,  C08K3/36 ,  C08G18/50 ,  C08G18/80 ,  C08G65/325 ,  C08F122/38 ,  C08G65/00 ,  C08K3/16 ,  C09K3/10 ,  C08K5/00 ,  C08K5/28

CPC classification number: C08F122/38 ,  C08G18/5015 ,  C08G18/807 ,  C08G65/00 ,  C08G65/007 ,  C08G65/325 ,  C08G65/332 ,  C08G65/333 ,  C08G65/33365 ,  C08K3/16 ,  C08K3/36 ,  C08K5/0025 ,  C08K5/28 ,  C09K3/1009 ,  C09K2003/1053

Abstract: A curable precursor composition for a fluoroelastomers, methods of making fluoroelastomers, shaped articles and methods of making shaped articles.

公开(公告)号：US20160032087A1

公开(公告)日：2016-02-04

申请号：US14883690

申请日：2015-10-15

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Claude Lavallée ,  Gregg D. Dahlke ,  Denis Duchesne ,  Tatsuo Fukushi ,  Werner M.A. Grootaert ,  Miguel A. Guerra ,  Zai-Ming Qiu

IPC: C08L23/06

CPC classification number: C08F214/22 ,  C08L23/06 ,  C08L27/12 ,  C08L27/16 ,  C08L2205/03 ,  C08L2205/06 ,  C08L2207/066 ,  C08F214/28 ,  C08F228/02

Abstract: Described herein is a melt-processible polymer composition comprising: a non-fluorinated melt-processible polymer; and a fluorine-containing polymer comprising an end-group having a structures from group consisting of: and combinations thereof; wherein X1, X2, and X3 are each independently selected from H, F, Cl, a C1 to C4 alkyl group, and a C1 to C4 fluorinated alkyl group; R7 is a linking group comprising at least 2 or more catenary atoms; and Z1 and Z2 are independently selected from F, CF3, and a perfluoroalkyl group.

Abstract translation: 本文描述的是可熔融加工的聚合物组合物，其包含：非氟化的可熔融加工的聚合物; 和包含具有以下结构的端基的含氟聚合物及其组合： 其中X 1，X 2和X 3各自独立地选自H，F，Cl，C1-C4烷基和C1-C4氟化烷基; R7是包含至少2个或更多个链状原子的连接基团; Z 1和Z 2独立地选自F，CF 3和全氟烷基。

公开(公告)号：US20150259450A1

公开(公告)日：2015-09-17

申请号：US14433005

申请日：2013-09-30

Applicant: Steven G. CORVELEYN ,  Gregg D. DAHLKE ,  Rudolf J. DAMS ,  Werner M.A. GROOTAERT ,  Miguel A. GUERRA ,  Anthony P. MANZARA ,  Tom OPSTAL ,  3M INNOVATIVE PROPERTIES COMPANY

Inventor： Steven G. Corveleyn ,  Gregg D. Dahlke ,  Rudolf J. Dams ,  Werner M.A. Grootaert ,  Miguel A. Guerra ,  Anthony P. Manzara ,  Tom Opstal

IPC: C08F122/38 ,  C09K3/10 ,  C08K3/16 ,  C08G65/00 ,  C08K3/36

CPC classification number: C08F122/38 ,  C08G18/5015 ,  C08G18/807 ,  C08G65/00 ,  C08G65/007 ,  C08G65/325 ,  C08G65/332 ,  C08G65/333 ,  C08G65/33365 ,  C08K3/16 ,  C08K3/36 ,  C08K5/0025 ,  C08K5/28 ,  C09K3/1009 ,  C09K2003/1053

Abstract: A curable precursor composition for a fluoroelastomers, methods of making fluoroelastomers, shaped articles and methods of making shaped articles.

Abstract translation: 用于含氟弹性体的可固化前体组合物，制备含氟弹性体的方法，成形制品以及制造成型制品的方法。