公开(公告)号：US20210324137A1

公开(公告)日：2021-10-21

申请号：US17268972

申请日：2019-08-23

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Edward E. Cole ,  Tatsuo Fukushi ,  Miguel A. Guerra ,  Michael H. Mitchell ,  Sean M. Smith

IPC: C08G65/00 ,  C08L27/18 ,  C08L27/20 ,  C08K3/04 ,  C08K3/34 ,  C08K3/36 ,  C08K5/14 ,  C08K5/3492 ,  C08K5/00

Abstract: 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. Such functionalized oligomeric compounds may be used as improve the processability of highly fluorinated polymers and may improve the physical properties of the resulting cured fluoropolymer.

公开(公告)号：US10703833B2

公开(公告)日：2020-07-07

申请号：US15781163

申请日：2016-12-13

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Michael J. Bulinski ,  Michael G. Costello ,  Denis Duchesne ,  Klaus Hintzer ,  William M. Lamanna ,  Kai H. Lochhaas ,  Michael J. Parent ,  Sean M. Smith

IPC: C08F14/22 ,  C09D127/16 ,  C09D127/18 ,  C08F214/26 ,  C08F214/22 ,  C09D127/12 ,  C08F214/18 ,  C08F2/16 ,  C08F14/24 ,  C08F14/26 ,  C08F14/28 ,  C08F26/02 ,  C08F26/06 ,  C09D127/20 ,  C08F226/06 ,  C08F226/02

Abstract: Described herein is a polymer comprising: interpolymerized units of (i) a fluorinated terminal alkene monomer and (ii) a tertiary amine-containing fluorinated monomer comprising at least one of a vinyl amine, a substituted vinyl amine, an allyl amine, a substituted allyl amine, and combinations thereof; wherein the polymer can be amorphous or semi-crystalline with a melting point no greater than 325° C. Dispersions thereof and methods of making and using the same are also described.

公开(公告)号：US20180141887A1

公开(公告)日：2018-05-24

申请号：US15578278

申请日：2016-05-27

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Michael J. Bulinski ,  Michael G. Costello ,  William M. Lamanna ,  Sean M. Smith

IPC: C07C43/17 ,  C08F16/24 ,  C09K5/04 ,  C08J9/00 ,  C08J9/12

CPC classification number: C07C43/17 ,  C07C211/24 ,  C07D207/10 ,  C07D265/30 ,  C08F16/24 ,  C08G2101/00 ,  C08J9/0019 ,  C08J9/0023 ,  C08J9/0028 ,  C08J9/12 ,  C09K5/04

Abstract: A hydrofluoroolefin compound represented by the following general formula (I): where, Rh is CH═CH2 or C(CH3)═CH2; and (i) x is O; n is 1; Y is F; Rf2 is F; and Rf1 is a linear or branched fluorinated alkyl group having 1-10 carbon atoms and optionally includes one or more catenated heteroatoms selected from O, N, and S; or ({umlaut over (υ)}) x is N, n is 2, Y is F or CF3; Rf2 is F or CF3; and (a) each Rf1 is bonded to x, and is independently a linear or branched fluorinated alkyl group having 1-8 carbon atoms and optionally includes one or more catenated heteroatom selected from O, N or S; or (e) the Rf1 groups are bonded together to form a ring structure having 4 to 8 carbon atoms that optionally includes one or more catenated heteroatoms selected from O, N, or S; with the proviso that when Y═CF3, then Rf2═F.

公开(公告)号：US20230357172A1

公开(公告)日：2023-11-09

申请号：US17911567

申请日：2021-02-25

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Sean M. Smith ,  Klaus Hintzer ,  Markus E. Hirschberg ,  William M. Lamanna

IPC: C07D207/16 ,  C07C211/24 ,  C07C43/192 ,  C07D241/06 ,  C07D223/04 ,  C07C49/167 ,  C07C49/395 ,  C07C49/403 ,  C07D265/30 ,  C07D221/00 ,  C07C43/17 ,  C07D207/22

CPC classification number: C07D265/30 ,  C07C43/17 ,  C07C43/192 ,  C07C49/167 ,  C07C49/395 ,  C07C49/403 ,  C07C211/24 ,  C07D207/16 ,  C07D207/22 ,  C07D221/00 ,  C07D223/04 ,  C07D241/06

Abstract: 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.

公开(公告)号：US20230056130A1

公开(公告)日：2023-02-23

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 ,  H01M8/1004 ,  H01M4/90 ,  H01M4/88

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：US11535579B2

公开(公告)日：2022-12-27

申请号：US15733206

申请日：2018-12-12

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Sean M. Smith

IPC: C07C47/12 ,  C07C43/17 ,  C07D401/12 ,  C07D413/12 ,  C09K5/04 ,  C11D3/24

Abstract: 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. Rf—O—CH2CH═CHCH2—O—Rf  (I)

公开(公告)号：US20220380296A1

公开(公告)日：2022-12-01

申请号：US17874851

申请日：2022-07-27

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： William M. Lamanna ,  Michael J. Bulinski ,  Sean M. Smith ,  Alexandre R. Monteil ,  Michael G. Costello ,  John G. Owens

IPC: C07C209/68 ,  C07D295/067 ,  C09K5/10 ,  H01M8/04029 ,  H01M8/04701 ,  H05K7/20

Abstract: 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.

公开(公告)号：US20220056382A1

公开(公告)日：2022-02-24

申请号：US17416830

申请日：2019-12-20

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Sean M. Smith ,  Michael J. Bulinski ,  Michael G. Costello ,  Forrest A. Coughlin ,  Hui Ren ,  Zai-Ming Qiu

IPC: C11D7/50 ,  C07C43/17 ,  C07C43/172 ,  C11D7/28 ,  C11D11/00

Abstract: 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.

公开(公告)号：US20210302113A1

公开(公告)日：2021-09-30

申请号：US16496010

申请日：2018-05-15

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Sean M. Smith ,  Michael J. Bulinski

IPC: F28F23/02 ,  C07D265/30 ,  C07D207/10

Abstract: 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.

公开(公告)号：US20210284892A1

公开(公告)日：2021-09-16

申请号：US16326464

申请日：2017-08-21

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： William M. Lamanna ,  Michael J. Bulinski ,  Sean M. Smith ,  Alexandre R. Monteil ,  Michael G. Costello ,  John G. Owens

IPC: C09K5/10 ,  H01M8/04029 ,  H01M8/04701 ,  C07D295/067 ,  C07C209/68 ,  H05K7/20

Abstract: 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.