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WO2024178338A1 - Composés fluoroélastomères pour éléments d'étanchéité - Google Patents

Composés fluoroélastomères pour éléments d'étanchéité Download PDF

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Publication number
WO2024178338A1
WO2024178338A1 PCT/US2024/017089 US2024017089W WO2024178338A1 WO 2024178338 A1 WO2024178338 A1 WO 2024178338A1 US 2024017089 W US2024017089 W US 2024017089W WO 2024178338 A1 WO2024178338 A1 WO 2024178338A1
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WO
WIPO (PCT)
Prior art keywords
fluoro
filler
polymer
fluoroelastic
fluoroelastomer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2024/017089
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English (en)
Inventor
Joseph Incavo
Ming Huang
Nusrat Farzana
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hydril USA Distribution LLC
Original Assignee
Hydril USA Distribution LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hydril USA Distribution LLC filed Critical Hydril USA Distribution LLC
Priority to CN202480014368.5A priority Critical patent/CN120936636A/zh
Publication of WO2024178338A1 publication Critical patent/WO2024178338A1/fr
Priority to NO20250964A priority patent/NO20250964A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/02—Elements
    • C08K3/04—Carbon
    • C08K3/042—Graphene or derivatives, e.g. graphene oxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/02—Elements
    • C08K3/04—Carbon
    • C08K3/041—Carbon nanotubes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
    • C08F214/18—Monomers containing fluorine
    • C08F214/22—Vinylidene fluoride
    • C08F214/222—Vinylidene fluoride with fluorinated vinyl ethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
    • C08F214/18—Monomers containing fluorine
    • C08F214/26—Tetrafluoroethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
    • C08F214/18—Monomers containing fluorine
    • C08F214/26—Tetrafluoroethene
    • C08F214/262—Tetrafluoroethene with fluorinated vinyl ethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/011—Nanostructured additives

Definitions

  • Fluoroelastomers are often used to make sealing elements and other elements in industrial applications due to their thermal resistance, chemical resistance, strength, and other material properties.
  • the term “fluoroelastomer” is generally used to refer to synthetic rubbers that contain fluorine in its molecular structure. Fluoroelastomer materials are commonly made with monomers of vinylidene fluoride (VDF), hexafluoropropylene (HFP), perfluoromethylvinylether (PMVE), tetrafluoroethylene (TFE), propylene (P), and/or others.
  • VDF vinylidene fluoride
  • HFP hexafluoropropylene
  • PMVE perfluoromethylvinylether
  • TFE tetrafluoroethylene
  • P propylene
  • fluoroelastic materials used in components of hydrocarbon recovery systems may include VDF-based copolymers such as Fluorine Kautschuk Material (FKM), TFE/P polymers (FEPM), and perfluoroelastomers (FFKM), to name a few.
  • VDF-based copolymers such as Fluorine Kautschuk Material (FKM), TFE/P polymers (FEPM), and perfluoroelastomers (FFKM), to name a few.
  • Fluoroelastomers have been used in components of hydrocarbon recovery systems, such as in packer elements, blow out preventer elements, O-rings, gaskets, electrical insulators, pressure sealing elements for fluids, and in many other oilfield and downhole elements.
  • the polymers may be exposed to hostile environments, such as hostile chemical and mechanical subterranean environments, that tend to unacceptably decrease the life and reliability of the polymers.
  • fluoroelastomers may provide some amount of base resistance and high- temperature resistance in sour environments (having hydrogen sulfide (H2S)), fluoroelastomer components may be one of the first to fail under high levels of dynamic stresses.
  • embodiments disclosed herein relate to fluoroelastomer composites that are made of a fluoroelastic matrix of a fluoroelastomer and an amount of fluoro-filler material dispersed in the fluoroelastic matrix, wherein the fluoro-filler material includes a fluorinated carbon-based molecule.
  • embodiments disclosed herein relate to polymer components that are made, at least in part, of fluoroelastomer composites made of a fluoro-filler material dispersed in a fluoroelastic matrix.
  • Figure 1 shows a drilling system having at least one component according to embodiments of the present disclosure.
  • Figure 2 shows an example of an annular blowout preventer with an annular seal according to embodiments of the present disclosure.
  • Figure 3 shows an example of a variable bore seal according to embodiments of the present disclosure.
  • Figure 4 shows an example of a packer sealing element according to embodiments of the present disclosure.
  • Figure 5 shows an example of an O-ring according to embodiments of the present disclosure.
  • Figure 6 shows an example fluoroelastomer composite according to embodiments of the present disclosure.
  • Embodiments of the present disclosure relate generally to fluoroelastomer composites and components made therefrom.
  • Components made from fluoroelastomer composites according to embodiments of the present disclosure may include sealing elements, such as those used in hydrocarbon recovery systems, and other components subject to harsh environments.
  • sealing elements such as those used in hydrocarbon recovery systems
  • components used in hydrogen sulfide-rich environments sour environments
  • fluoroelastomer composites described herein may be made with fluoroelastomer composites described herein.
  • fluoroelastomer composites according to embodiments of the present disclosure may be used to make polymer components in other industries, such as in the automotive industry (e.g., for seals used in automobiles), and for hose applications.
  • fluoroelastomer composites may include fluoro-fillers dispersed in a fluoroelastic matrix.
  • a fluoro-filler refers to a filler material that has been modified to include fluorine (F). Examples of fluoroelastic matrix material and fluoro-fillers are described below.
  • Fluoroelastic matrix materials include fluoroelastomers made of fluorinated carbon-based monomers.
  • monomers that may be used to form a fluoroelastic matrix include, but is not limited to, ethylene (E), hexafluoropropylene (HFP), perfluoromethylvinylether (PMVE), propylene (P), tetrafluoroethylene (TFE), and vinylidene fluoride (VDF).
  • E ethylene
  • HFP hexafluoropropylene
  • PMVE perfluoromethylvinylether
  • P propylene
  • TFE tetrafluoroethylene
  • VDF vinylidene fluoride
  • the chemical composition e.g., type of monomer used
  • fluorine content e.g., degree of fluorination
  • cross-linking mechanism of the fluoroelastic matrix may be varied to provide varying overall material properties.
  • fluoroelastic matrix material used to form fluoroelastic composites for components of hydrocarbon recovery systems may include VDF-based copolymers such as fluoroelastomers classified as “FKM” under ASTM D1418 (fluoro rubbers of polymethylene type that utilizes vinylidene fluoride as a comonomer and has substituent fluoro, allyl, perfluoroalkyl or perfluoroalkoxy groups on the polymer chain), TFE/P polymers (FEPM), and perfluoroelastomers (FFKM).
  • VDF-based copolymers such as fluoroelastomers classified as “FKM” under ASTM D1418 (fluoro rubbers of polymethylene type that utilizes vinylidene fluoride as a comonomer and has substituent fluoro, allyl, perfluoroalkyl or perfluoroalkoxy groups on the polymer chain), TFE/P polymers (FEPM), and perfluoroelast
  • FKM fluoroelastic base material may be selected from the five types classified under ASTM D1418, including, dipolymers of VDF and HFP (Type 1), terpolymers of VDF, HFP, and TFE (Type 2), terpolymers of VDF, TFE, and a fluorinated vinyl ether (Type 3), terpolymers of P, TFE, and VDF (Type 4), and pentapolymers of VDF, HFP, TFE, E, and a fluorinated vinyl ether (Type 5).
  • Tetrafluoroethylene propylene is a partially fluorinated polymer that is composed of both propylene and tetrafluoroethylene monomers, which can be crosslinked using a variety of curatives such as peroxides.
  • the condensed polymer structure of FEPM is shown below.
  • FFKM Perfluoroelastomers
  • PTFE polytetrafluoroethylene
  • FFKM includes copolymers of tetrafluoroethylene and a perfluorinated ether such as perfluoromethylvinylether (PMVE).
  • the backbone of FFKM includes oxygen atoms that are part of the ether groups, which provide elasticity.
  • the fluorine content in FFKM may vary.
  • CSM cross-linkable monomer
  • fluoro-fillers may include a carbon-based starter filler material that has been modified to include fluorine (F).
  • F fluorine
  • carbon-based molecules such as carbon black, graphene, and carbon nanotubes may be fluorinated to have a fluorine atom compounded thereto.
  • starter filler material may be nano-scale carbon-based molecules, which may range in size, for example, between 1 and 500 nm in diameter.
  • a starter filler material may be fluorinated by treating or reacting the starter filler material with a fluorinating agent, e.g., gaseous fluorine (F ), xenon difluoride (XeF2), hydrofluoric acid (HF), tetrafluoromethane (CF4), Terbium(IV) fluoride (TbF4), etc., using direct fluorination, indirect fluorination, or plasma-assisted fluorination methods.
  • a fluorinating agent e.g., gaseous fluorine (F ), xenon difluoride (XeF2), hydrofluoric acid (HF), tetrafluoromethane (CF4), Terbium(IV) fluoride (TbF4), etc.
  • nano-sized starter filler material may be fluorinated using direct gaseous fluorination, where the fluoro-filler is synthesized in a gas atmosphere by using F2-containing gas as a fluorinating agent.
  • fluoro-filler material may be derived from a starter filler material by replacing one or more atoms of hydrogen in the starter filler compound with fluorine.
  • fluoro-filler material may be fluorinated carbon black.
  • Fluorinated carbon black may be formed, for example, by reacting an amount of carbon black nanoparticles with gaseous fluorine (F2).
  • F2 gaseous fluorine
  • the carbon black nanoparticles may be selected, for example, from N100 and N800 series.
  • fluorine may be covalently bonded to reactive carbon atoms at the surface and subsurface shell of the carbon black particles.
  • fluoro-filler material may be fluorographene.
  • Fluorographene may be formed, for example, by reacting graphene with a fluorinating agent such as xenon difluoride (XeF2), or by chemical exfoliation of graphite fluoride (CFx)n.
  • fluorographene may have a composition of F ranging from 53-65 weight percent (wt.%) and C ranging from 35-47 weight percent (wt.%).
  • fluoro-filler material may be fluorinated graphene nanotubes.
  • Fluorinated graphene nanotubes may be formed, for example, by reacting a fluorinating agent with graphene nanotube starter material under elevated temperatures (e.g., greater than 300 °F).
  • fluoro-filler material may be nanoscale in size.
  • fluoro-filler material used to form fluoroelastomer composites according to embodiments of the present disclosure may have an average particle size ranging from about 1 nm to about 500 nm.
  • fluorofiller material may have an average particle size ranging from about 50 nm to 600 nm, or more.
  • Fluoroelastomer composites may be made, for example, by in situ polymerization, where the fluoro-filler material is mixed in a solution of fluoroelastic matrix monomers and the solution is polymerized.
  • fluoroelastomer composites may be made by direct mixing of the fluoro-filler and fluoroelastic matrix, which may include mixing a fluoroelastomer, in the absence of any solvents, with fluoro-fillers above the softening point of the fluoroelastomer or mixing the fluoroelastomer and fluoro-fillers in a solution.
  • components of a fluoroelastomer composite may be mixed in a Banbury mixer or on a roller mill.
  • components of a fluoroelastomer composite may be mixed in a slurry or solvent as a masterbatch for polymerization.
  • one or more types of fluoro-filler material may be added to a single type of fluoroelastic matrix material to form a fluoroelastomer composite.
  • a single type of fluoro-filler material may be added to a mixture of multiple types of fluoroelastic matrix material to form a fluoroelastomer composite.
  • fluoroelastomer composites may include an amount of fluoro-filler material ranging, for example, between 1 and 60 parts per hundred polymer (phr), as calculated by the weight of fluoro-filler divided by the weight of the fluoroelastomer times 100. In some embodiments, fluoroelastomer composites may include an amount of fluoro-filler material ranging between 1 and 40 phr. In one or more specific embodiments, fluoroelastomer composites may include an amount of fluoro-filler material ranging between 5 and 20 phr. [0039] FIG. 6 shows an example fluoroelastomer composite 600 according to one or more embodiments disclosed herein.
  • the fluoroelastomer composite 600 in FIG. 6 includes a fluoroelastic matrix 602 and a fluoro-filler 604.
  • the fluoroelastic matrix 602 is a fluoroelastomer 606.
  • the fluoroelastomer 606 may be a carbon-based polymer having fluorine atoms or fluorine containing groups attached to the backbone.
  • the fluoro-filler 604 as described above may be a carbon based material, including carbon black, graphene, and carbon nanotubes which are functionalized with fluorine atoms.
  • carbon-fluorine surface bonds on the fluoro-filler 604 may improve compatibility with the fluoroelastomer 606.
  • Fluoro-filler 604 may be bonded to a portion of the fluoroelastomer 606 via a carbon-fluorine surface bond 612, e.g., via covalent bonding.
  • the fluoro-filler 604 may interact with the fluoroelastomer 606 through van der waals forces.
  • the bonds 612 (or van der waals forces) between the fluoro-filler 604 and the fluoroelastomer 606 as shown in FIG. 6 may provide an anchoring point for polymer chain extension.
  • extended fluoroelastomer chains 610 are shown after strain 608 is applied to the fluoroelastomer composite 600.
  • the anchoring of polymer chains to the fluoro-filler 604 may therefore provide improved resistance to strain 608 and improved mechanical properties as compared to conventional fluoroelastomers.
  • Carbon-fluorine surface bonds of fluoro-fillers may provide enhanced polymer- filler interactions with the fluoroelastic matrix in fluoroelastomer composites according to embodiments of the present disclosure.
  • Such enhanced polymer-filler interactions may provide improved mechanical properties over conventional fluoroelastomers, such as improved tear strength and improved fatigue resistance.
  • the resulting improved mechanical properties allows use of fluoroelastomer composites according to embodiments of the present disclosure to withstand higher temperatures, harsher environments, and last longer in such environments when compared with conventional fluoroelastomers.
  • Fluoroelastomer composites according to embodiments of the present disclosure may be used to make polymer components in various industries, such as in hydrocarbon recovery systems, automotive systems, industrial processing systems, and others.
  • fluoroelastomer composites according to embodiments of the present disclosure may be used to form packers, annular and variable ram seals, other sealing elements used to form a seal around a pipe, gland seals, O-rings, and other pressure control sealing elements, wellsite polymer components, or downhole polymer components.
  • fluoroelastomer composites according to embodiments of the present disclosure may be used to form hoses, such as connection hoses or other fluid delivery hoses.
  • fluoroelastomer composites according to embodiments of the present disclosure may be used to form polymer components used in or around engines or other mechanical systems that may be exposed to harsh environments (e.g., high temperatures and/or corrosive elements) and dynamic conditions (e.g., sealing stresses, rotational movement, etc.).
  • FIGs. 1-4 show various examples of systems and components in which fluoroelastomer composites according to embodiments of the present disclosure are used to form the components. However, upon reading the present disclosure, one of ordinary skill in the art may appreciate that numerous other components may be formed of fluoroelastomer composites according to embodiments of the present disclosure.
  • a drilling system 100 is shown in which one or more of the polymer components are made of a fluoroelastomer composite according to embodiments of the present disclosure.
  • the drilling system shows various equipment commonly used in drilling operations. The equipment shown is not necessarily all used simultaneously in a drilling operation but is merely included together to show their relative arrangements in a drilling system.
  • a drilling system 100 may include a blowout preventer (BOP) 102 positioned at an opening to a well 104.
  • BOP blowout preventer
  • a drill string 108 or other string of pipe may be inserted through the BOP 102 and into the wellbore 106, for example, to drill the wellbore 106 in a drilling operation, to produce fluids from the well in a production operation, or to perform other downhole operations.
  • One or more sealing elements in the BOP may be made of a fluoroelastomer composite according to embodiments of the present disclosure.
  • FIG. 2 shows an example 200 of an annular seal 202 in an annular BOP 204 that is made entirely of a fluoroelastomer composite according to embodiments of the present disclosure.
  • FIG. 3 shows an example of a variable bore ram 300 having a variable ram body 302, a front seal 304 and a top seal 306, where one or both of the front seal 304 and the top seal 306 may be made entirely of a fluoroelastomer composite according to embodiments of the present disclosure.
  • a drilling system 100 may also include one or more packers 110 or plugs used to seal a section of the wellbore.
  • Packers 110 and plugs may include various configurations of sealing elements which may be used, for example, to seal annular spaces in the wellbore 106 (e.g., the annular space between the drill string 108 and well wall) or to seal an entire flow path (e.g., sealing a tubing or casing bore).
  • Examples of packers 110 and plugs that may have one or more sealing elements made of a fluoroelastomer composite according to embodiments of the present disclosure include permanent plugs, retrievable plugs, bridge plugs, inflatable packers, hydraulic packers, production packers, retrievable packers, and others.
  • FIG. 4 shows an example of a packer sealing element 400 made entirely of a fluoroelastomer composite according to embodiments of the present disclosure.
  • Sealing elements made entirely of a fluoroelastomer composite according to embodiments of the present disclosure may include sealing elements having a generally annular-shaped body.
  • the annular seal 202 shown in FIG. 2 and the packer sealing element 400 shown in FIG. 4 have annular shaped bodies that may be formed entirely of a fluoroelastomer composite according to embodiments of the present disclosure.
  • an O-ring 500 which has an annularshaped body, may be formed entirely of a fluoroelastomer composite according to embodiments of the present disclosure.
  • polymer components may be formed of multiple polymer materials to provide different material properties to different portions of the component, where at least one of the multiple polymer materials is a fluoroelastomer composite according to embodiments described herein.
  • a polymer component may be formed of two or more different fluoroelastomer composite materials according to embodiments of the present disclosure, where the different fluoroelastomer composites include a different chemical composition (e.g., type of monomer used), fluorine content (e.g., degree of fluorination), and/or cross-linking mechanism.
  • Fluoroelastomer composites according to embodiments of the present disclosure may be well suited for forming sealing elements and other components subject to harsh environments and/or dynamic stresses.
  • packer sealing elements 400 such as shown in FIG. 4 and other downhole sealing elements may be subject to dynamic stresses such as compression forces, shear stresses, and/or torsional stresses during operation and harsh environments such as downhole pressures and temperatures (e.g., pressures greater than 5,000 psi (e.g., ranging between 10,000 psi and 35,000 psi or more) and temperatures greater than 150 °F (e.g., ranging between 170 °F and 400 °F or more)).
  • downhole pressures and temperatures e.g., pressures greater than 5,000 psi (e.g., ranging between 10,000 psi and 35,000 psi or more) and temperatures greater than 150 °F (e.g., ranging between 170 °F and 400 °F or more)).
  • fluoroelastomer composites according to embodiments of the present disclosure may be particularly well suited to form components used in or exposed to sour environments with high levels of hydrogen sulfide, e.g., greater than 30 percent by volume of the environmental composition, or 40 percent by volume or more.
  • fluoroelastomers have been used in many oil and gas applications to provide resistance to drilling fluids and corrosive gases like hydrogen sulfide in harsh environments
  • conventional fluoroelastomers suffer from lower mechanical properties such as tear strength and fatigue resistance compared with those obtainable with other oil resistant elastomer compounds used in oil and gas applications due to their mode of crosslinking.
  • fluoroelastomer composites where reinforcing fluoro-fillers are provided in fluoroelastomer compounds, the fluoroelastomer composites may have improved mechanical properties compared to conventional fluoroelastomers, especially at higher temperatures.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Nanotechnology (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Les compositions polymères selon l'invention comprennent une matrice fluoroélastique et une charge fluorée. La matrice fluoroélastique comprend un fluoroélastomère et la charge fluorée comprend une molécule à base de carbone fluoré. Une quantité de la charge fluorée est dispersée à l'intérieur de la matrice fluoroélastique. Les compositions polymères sont utilisées pour former des éléments d'étanchéité ayant un corps annulaire afin de résister à des environnements hostiles.
PCT/US2024/017089 2023-02-23 2024-02-23 Composés fluoroélastomères pour éléments d'étanchéité Ceased WO2024178338A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN202480014368.5A CN120936636A (zh) 2023-02-23 2024-02-23 用于密封元件的含氟弹性体化合物
NO20250964A NO20250964A1 (en) 2023-02-23 2025-08-19 Fluoroelastomer compounds for sealing elements

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Application Number Priority Date Filing Date Title
US202363486535P 2023-02-23 2023-02-23
US63/486,535 2023-02-23

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4900793A (en) * 1982-08-12 1990-02-13 Lagow Richard J Fluorinated elastomeric materials
US20030130432A1 (en) * 1997-12-26 2003-07-10 Daikin Industries, Ltd. Heat-resistant material and coating material for OA equipments having flexibility
US20120029152A1 (en) * 2009-03-31 2012-02-02 Daikin Industries, Ltd. Fluorine-containing elastomer mixture, method for producing same, composition for vulcanizing peroxide, and molded article
WO2017079534A1 (fr) * 2015-11-06 2017-05-11 Hydril USA Distribution LLC Garnitures d'étanchéité de bloc d'obturation de puits en élastomère greffé par un fluorocarbone à courte chaîne et joints pour une meilleure résistance au h2s
WO2021041529A1 (fr) * 2019-08-26 2021-03-04 Greene, Tweed Technologies, Inc. Compositions d'élastomère contenant du fluor comprenant du microdiamant
US20210063098A1 (en) * 2019-09-03 2021-03-04 Nanotek Instruments, Inc. Graphene-based elastic heat spreader films
US20220246915A1 (en) * 2021-02-04 2022-08-04 Global Graphene Group, Inc. Thermally stable elastic polymer-encapsulated anode particles for lithium batteries and method of manufacturing

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4900793A (en) * 1982-08-12 1990-02-13 Lagow Richard J Fluorinated elastomeric materials
US20030130432A1 (en) * 1997-12-26 2003-07-10 Daikin Industries, Ltd. Heat-resistant material and coating material for OA equipments having flexibility
US20120029152A1 (en) * 2009-03-31 2012-02-02 Daikin Industries, Ltd. Fluorine-containing elastomer mixture, method for producing same, composition for vulcanizing peroxide, and molded article
WO2017079534A1 (fr) * 2015-11-06 2017-05-11 Hydril USA Distribution LLC Garnitures d'étanchéité de bloc d'obturation de puits en élastomère greffé par un fluorocarbone à courte chaîne et joints pour une meilleure résistance au h2s
WO2021041529A1 (fr) * 2019-08-26 2021-03-04 Greene, Tweed Technologies, Inc. Compositions d'élastomère contenant du fluor comprenant du microdiamant
US20210063098A1 (en) * 2019-09-03 2021-03-04 Nanotek Instruments, Inc. Graphene-based elastic heat spreader films
US20220246915A1 (en) * 2021-02-04 2022-08-04 Global Graphene Group, Inc. Thermally stable elastic polymer-encapsulated anode particles for lithium batteries and method of manufacturing

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NO20250964A1 (en) 2025-08-19

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