公开(公告)号：US11479525B2

公开(公告)日：2022-10-25

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: 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：US20210070686A1

公开(公告)日：2021-03-11

申请号：US16955618

申请日：2018-12-19

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Markus E. Hirschberg ,  Klaus Hintzer ,  William M. Lamanna ,  Sean M. Smith ,  Gerd-Volker Röschenthaler ,  Romana Pajkert ,  Sergey N. Tverdomed

IPC: C07C51/31 ,  C07F13/00 ,  C07C41/02

Abstract: A method of making a polyfunctional polyfluorinated compound includes combining first components that include a polyfluorinated cyclic compound having 4 to 7 ring carbon atoms and at least one of osmium tetroxide, ruthenium tetroxide or a precursor thereof and forming a polyfluorinated dicarboxylic acid. Two of the ring carbon atoms of the polyfluorinated cyclic compound form a double bond or an epoxide. The precursor reacts with an oxidant to form ruthenium tetroxide. Methods also include converting the polyfluorinated dicarboxylic acid to a polyfluorinated dicarboxylic acid halide and converting the polyfluorinated dicarboxylic acid halide to other polyfunctional polyfluorinated compounds.

公开(公告)号：US20200071258A1

公开(公告)日：2020-03-05

申请号：US16323623

申请日：2017-08-08

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

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

IPC: C07C211/24 ,  C09K5/10 ,  C07D295/067 ,  C07C227/02 ,  C07C209/70 ,  C07C209/78 ,  C07C43/17 ,  C07C41/30 ,  C07C67/42 ,  C07C41/28 ,  C11D3/24 ,  C11D3/43 ,  H01M10/0567 ,  H01M10/0569 ,  C23G5/028

Abstract: The present invention relates to an unsaturated fluorinated ether or amine compound of formula (I) with low global warming potential and method of making the compound (I), where RH1 is and RH2 are independently selected from H or CH3, wherein when RH1 is CH3 then RH2 is H and when RH2 is CH3, then RH1 is H; X is O or N and when X is O, then n is 1 and Rf is a linear or branched perfluorinated alkyl group comprising 1-10 carbon atoms and optionally comprising at least one catenated O or N atom; X is N, then n is 2 and (i) each Rf is independently selected from a linear or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated O or N atom, or (ii) the two Rf's are bonded together to form a ring structure optionally comprising at least one catenated O or N atom, wherein the ring of the ring structure consists of 5-7 atoms, no more than 10 carbon atoms, and is perfluorinated. The applications of the compound include solvent cleaning, electrolyte solvents or additives, heat transfer, and vapour phase soldering.

公开(公告)号：US20180312478A1

公开(公告)日：2018-11-01

申请号：US15770289

申请日：2016-11-28

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

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

IPC: C07D265/30 ,  C07C211/24 ,  C07C43/17 ,  C07D241/04 ,  C07D207/10 ,  C09K5/10

Abstract: Described herein is an unsaturated fluorinated compound of formula (I) where X is O or N; Y is F or H; Z is F or CF3; and A is F or CF3 wherein when X is O, then n is 1, Y is H, Z is F, A is F, and Rf is a linear or branched perfluorinated alkyl group comprising 1 to 10 carbon atoms and optionally comprising at least one catenated O or N; and when X is N, then n is 2 and each Rf group are (i) independently selected from a linear or branched perfluorinated alkyl group comprising 1 to 8 carbon atoms and optionally comprising at least one catenated O or N; or (ii) bonded together to form a ring structure comprising 4 to 8 carbon atoms and optionally comprising at least one catenated O or N with the proviso that when Z is CF3 then A is F and when A is CF3 then Z is F and methods of making and using the same.

公开(公告)号：US11858875B2

公开(公告)日：2024-01-02

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

CPC classification number: C07C209/68 ,  C07D295/067 ,  C09K5/10 ,  H01M8/04029 ,  H01M8/04701 ,  H05K7/20218

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：US20200291144A1

公开(公告)日：2020-09-17

申请号：US16889857

申请日：2020-06-02

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

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：US20200207727A1

公开(公告)日：2020-07-02

申请号：US16634707

申请日：2018-08-23

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

Inventor： Sean M. Smith

IPC: C07D265/32 ,  C07C231/14 ,  C07D207/24

Abstract: Described herein is an hydrofluorocarboximidate of formula (I) where: RH is a linear or branched alkyl group comprising 1 or 2 carbon atoms and (a) Rf1 and Rf2 are independent-selected from a linear or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated atom selected from oxygen, nitrogen, or combinations thereof; or (b) Rf1 and Rf2 are connected to form a ring structure comprising a total of 4-8 carbon atoms and in addition to the nitrogen atom from the carboximidate the ring structure may optionally comprises at least one catenated atom selected from oxygen, nitrogen, or combinations thereof. A method of making the hydrofluorocarboximidate with improved yield is described as well as various uses for the hydrofluorocarboximidate of Formula (I).

公开(公告)号：US10266472B2

公开(公告)日：2019-04-23

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 ,  C07C211/24 ,  C07D265/30 ,  C07D207/10 ,  C08G101/00

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：US20230021799A1

公开(公告)日：2023-01-26

申请号：US17880768

申请日：2022-08-04

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

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

IPC: H05K7/20 ,  C07C21/18 ,  C07C211/24 ,  C09K5/04 ,  C09K5/10

Abstract: 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.

公开(公告)号：US11452238B2

公开(公告)日：2022-09-20

申请号：US16620118

申请日：2018-05-24

Applicant: 3M INNOVATIVE PROPERTIES COMPANY

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

IPC: C09K5/10 ,  H05K7/20 ,  C07C21/18 ,  C07C211/24 ,  C09K5/04

Abstract: 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.