3m Innovative Properties Company

Sean M Smith

Michael G Costello

William M Lamanna

Michael J Bulinski

Klaus Hintzer

John G Owens

Denis Duchesne

Markus E Hirschberg

Nicholas A Toso

Alexandre R Monteil

Zai-Ming Qiu

Kai Helmut Lochhaas

Michael Andrew Yandrasits

Gregg D Dahlke

Michael J Parent

Lisa P Chen

Phillip E Tuma

Arne Thaler

Gerd-Volker Röschenthaler

Hui Ren

Kiah A Smith

Romana Pajkert

Matthew J Lindell

Sergey N Tverdomed

Forrest A Coughlin

Markus E Hirscherg

Wiliam M Lamanna

The copolymer includes divalent units represented by formula —[CF—CF]—, at least one divalent unit represented by formula (I): and at least one divalent unit independently represented by formula (II): A is —N(RF)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 —CF, 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.

Fluorinated copolymer and compositions and articles including the same

A composition includes a perfluorinated propenylamine represented by the following general formula (1):

Propenylamines and methods of making and using same

A composition including a compound having structural formula (I): Ris a linear or branched perfluoroalkyl group having 1-3 atoms; n is 0-2; x is 1-3; and Rand Rare (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.

Hydrochlorofluoroolefins and methods of using same

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: RO&#x2014;CF&#x2550;CFCFwherein Ris 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.

Perfluorinated 1-alkoxypropenes, compositions, and methods and apparatuses for using same

Described herein is a perfluorinated aminoolefin compound of general formula (I): CFY&#x2550;CXN(R)CFR' where: (a) Rand R&#x2032; 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.

Perfluoroaminoolefins and methods of making and using the same

A dielectric fluid (i.e., dielectric composition) that includes a perfluorinated 1-alkoxypropene compound represented by the following general Formula (I): RO&#x2014;CF&#x2550;CFCFwherein Ris CF&#x2014; or CFCF&#x2014;. Such dielectric fluids may be useful in various electrical devices.

Perfluorinated 1-alkoxypropenes in dielectric fluids and electrical devices

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: R&#x2014;O&#x2014;CHCH&#x2550;CHCH&#x2014;O&#x2014;R(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.R&#x2014;O&#x2014;CHCH&#x2550;CHCH&#x2014;O&#x2014;R&#x2003;&#x2003;(I)

Hydrofluoroolefin ethers, compositions, apparatuses and methods for using same

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. 

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 Rand Ris, 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.

Fluids for immersion cooling

Described herein is an hydrofluorocarboximidate of formula (I) where: Ris a linear or branched alkyl group comprising 1 or 2 carbon atoms and (a) R1 and R2 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) R1 and R2 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). 

Hydrofluorocarboximidate and methods of making and using the same

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 Ris and Rare independently selected from H or CH, wherein when Ris CHthen Ris H and when Ris CH, then Ris H; X is O or N and when X is O, then n is 1 and Ris 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 Ris 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 R'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.

Nitrogen and/or oxygen-containing hydrofluoroolefins and methods of making and using the same

A hydrofluoroolefin compound is represented by the following general formula (I): where Ris a linear or branched perfluorinated alkyl group containing 2-10 carbon atoms and optionally contains (i) at least one catenated heteroatom selected from O or N; or (ii) a ring structure having 3 to 6 ring carbon atoms that optionally contains one or more catentated heteroatoms selected from O or N. 

Hydrofluoroolefins and methods of using same

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&#xb0; C. Dispersions thereof and methods of making and using the same are also described.

Amine-containing polymers, dispersions thereof and methods of making and using the same

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 CFthen A is F and when A is CFthen Z is F and methods of making and using the same. 

Allylic terminally unsaturated hydrofluoroamine and allylic terminally unsaturated hydrofluoroether compounds and methods of using the same

An acyclic fluorinated compound of formula (I) is amine-containing acyclic hydrofluoroethers. The acyclic fluorinated compound is useful as heat transfer, solvent cleaning, fire extinguishing agents and electrolyte solvents and additives. 

Growing community of inventors

Woodbury, MN, United States of America

Sean M Smith