WO2016083456A1 - Procédé de formation d'un film multicouche thermiquement et chimiquement inerte - Google Patents

Procédé de formation d'un film multicouche thermiquement et chimiquement inerte Download PDF

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Publication number
WO2016083456A1
WO2016083456A1 PCT/EP2015/077655 EP2015077655W WO2016083456A1 WO 2016083456 A1 WO2016083456 A1 WO 2016083456A1 EP 2015077655 W EP2015077655 W EP 2015077655W WO 2016083456 A1 WO2016083456 A1 WO 2016083456A1
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WO
WIPO (PCT)
Prior art keywords
layer
fluorinated
inorganic oxide
oxide material
tetrafluoroethylene
Prior art date
Application number
PCT/EP2015/077655
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English (en)
Inventor
Edin BALIC
Original Assignee
Swiss Medical Coatings Sarl
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 Swiss Medical Coatings Sarl filed Critical Swiss Medical Coatings Sarl
Priority to EP15808548.0A priority Critical patent/EP3223871A1/fr
Priority to US15/531,073 priority patent/US20170290958A1/en
Publication of WO2016083456A1 publication Critical patent/WO2016083456A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/28—Materials for coating prostheses
    • A61L27/30—Inorganic materials
    • A61L27/306—Other specific inorganic materials not covered by A61L27/303 - A61L27/32
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/28—Materials for coating prostheses
    • A61L27/34—Macromolecular materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/08—Materials for coatings
    • A61L31/082—Inorganic materials
    • A61L31/088—Other specific inorganic materials not covered by A61L31/084 or A61L31/086
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/08—Materials for coatings
    • A61L31/10—Macromolecular materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2420/00—Materials or methods for coatings medical devices
    • A61L2420/02—Methods for coating medical devices
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2420/00—Materials or methods for coatings medical devices
    • A61L2420/08—Coatings comprising two or more layers

Definitions

  • the present invention relates to a process for forming a thermally and chemically inert multi-layer film on a substrate, as well as to a substrate comprising on at least part of its surface a thermally and chemically inert multi-layer film.
  • the binder method has the inconvenience of introducing a less chemically inert material into a coating of PTFE, which will inevitably lessen the overall chemical resistance of the coating, while high sintering temperatures heavily restrict the choice of substrates.
  • WO2005/061023 relates to implantable medical devices having a fluorinated coating, and methods of coating the same.
  • the fluorinated coating is made of an amorphous fluoropolymer coating comprising tetrafluoroethylene (TEF) and 4,5-difluoro-2,2- bis(trifluoromethyl)-l,3-dioxole, or a perfluoroelastomer.
  • TEZ tetrafluoroethylene
  • 4,5-difluoro-2,2- bis(trifluoromethyl)-l,3-dioxole or a perfluoroelastomer.
  • the fluoropolymer is dissolved in a fluorinated organic solvent and the solution is applied to the medical device.
  • the fluorinated coating is then formed by evaporation of the fluorinated organic solvent.
  • WO2005/061023 discloses that the adhesion of the substrate to the fluoropolymer coating can be increased if a) a metal substrate surface is cleaned with a cleaning agent such as isopropanol, b) a metal substrate is subjected to plasma etching, chemical etching, or c) if a metal substrate is treated with perfluorodecyltriethoxysilane. Even though adhesion is partially increased by these treatments, it is nonetheless desirable to further increase the adhesion of fluoropolymer-based coatings to their substrate.
  • a cleaning agent such as isopropanol
  • the present invention provides for a process of forming a chemically inert multi-layer film on a substrate which displays increased adhesion to its substrate; thereby providing a film that protects the coated substrate against thermal, mechanical and chemical stress for extended periods of time.
  • thermal inert refers to the capability of a material to be brought to a temperature of more than 200°C, preferably 250°C or even 300°C, without thermal degradation.
  • chemically inert refers to the capability of a material to not chemically react with a chemical substance in contact therewith.
  • non-porous refers to a quality of a material in that the material has no pores or cavities in its bulk, i.e. is a solid essentially void of any interstices in the bulk.
  • the present invention provides for a process for forming a thermally and chemically inert multi-layer film on a substrate, comprising the steps of depositing a priming composition comprising one or more inorganic oxide material, or mixtures thereof, on the substrate such as to form a porous or fully densenon-porous continuous layer comprising an at least partially fused, one or more inorganic oxide material; optionally depositing a composition comprising one or more non-fluorinated silane compounds, or mixtures thereof, on the porous or non-porous continuous layer comprising at least partially fused inorganic oxide material such as to form a layer comprising non-fluorinated polysiloxane; optionally depositing a composition comprising a one or more fluorinated silane compounds on the layer comprising non-fluorinated polysiloxane such as to form a layer comprising fluorinated silanes bearing a fluorinated group; depositing a coating composition comprising one or more copolymers of te
  • the present invention further provides for a process for forming a thermally and chemically inert multi-layer film on a substrate comprising the steps of depositing a priming composition comprising one or more inorganic oxide material, or mixtures thereof, on the substrate such as to form a porous or non-porous continuous layer comprising at least partially fused one or more inorganic oxide material; depositing a composition comprising one or more non-fluorinated silane compounds, or mixtures thereof, on the porous or non-porous continuous layer comprising at least partially fused one or more inorganic oxide material such as to form a layer comprising non-fluorinated polysiloxane; depositing a composition comprising a one or more fluorinated silane compounds on the layer comprising non-fluorinated polysiloxane such as to form a layer comprising fluorinated silanes bearing a fluorinated group; depositing a coating composition comprising one or more copolymers of tetrafluor
  • the process according to the invention comprises the step of depositing a composition comprising one or more inorganic oxide material, or mixtures thereof, on the substrate such as to form a porous or non-porous continuous layer comprising at least partially fused of said one or more inorganic oxide material or mixtures thereof.
  • the substrates on which the thermally and chemically inert multi-layer film may be formed can be chosen from metals or alloys thereof such as for example surgical steels, aluminium, glass such as for example borosilicate, ceramics such as white ware ceramics or technical ceramics, thermoplastic polymers such as for example polyamide, polycarbonate, polyetheretherketone, treated or untreated elemental silicon, resins such as acrylic resin or phenolic resin, thermoset polymers such as NBR rubber, woven or non- woven textiles such as for example flash-spun polyethylene products, leather.
  • the substrates on which the thermally and chemically inert multi-layer film may be formed are metals or alloys thereof or ceramics.
  • the substrate may also be a medical device such as a scalpel, lancet, stent, implant, or bone fixation means.
  • the composition comprising one or more inorganic oxide material may be in the form of a dispersion of one or more particulate inorganic oxide material in a suitable solvent or may consist of one or more particulate inorganic oxide material, eventually inorganic oxide material in the gas phase.
  • the solvent may be chosen from organic solvents or water.
  • the composition comprising one or more inorganic oxide material can be deposited through dipping, spraying or other liquid deposition techniques and allowing the solvent to evaporate.
  • the inorganic oxide comprised in the composition comprising one or more inorganic oxide material may be chosen from metal oxides, transition metal oxides or silica.
  • the inorganic oxide material is chosen from silica, alumina, titania, ceria, zirconia and mixtures of two or more. More preferably, the inorganic oxide material is chosen from fumed or precipitated silica or from alumina.
  • the continuous layer of at least partially fused inorganic oxide material may be formed by by conventional sintering, laser sintering or plasma spraying the composition comprising one or more inorganic oxide material.
  • the composition comprising one or more inorganic oxide material is formed into the continuous layer of at least partially fused of said one or more inorganic oxide material by applying the composition comprising one or more inorganic oxide material and subsequently conventionally sintering said composition comprising one or more inorganic oxide material
  • the composition comprising one or more inorganic oxide material is preferably in the form of a dispersion of a particulate inorganic oxide material in a suitable solvent.
  • the dispersion may be applied through dipping, spraying or other suitable techniques and the dispersion may further be adjusted to a predetermined viscosity by the addition of thickening agents to achieve a desired coating thickness.
  • the process of sintering per se is known, but for the general understanding the sintering process involves the heating of a particulate material to a temperature that is generally inferior to the melting temperature in order to enable molecular or atomic diffusion across the boundaries of the particles such that the individual particles fuse into a porous or fully dense continuous structure.
  • the composition comprising one or more inorganic oxide material is formed into the porous or non-porous continuous layer of at least partially fused inorganic oxide material by laser sintering
  • the composition comprising one or more inorganic oxide material preferably in the form of a dispersion of a particulate inorganic oxide material in a suitable solvent is deposited atop a suitable substrate through dipping, spraying or other liquid deposition techniques and allowing the solvent to evaporate.
  • power and focal point of the laser may be adjusted to regulate the temperature and/or size of the melt pool, depending on the inorganic oxide material used.
  • the laser sintering process is known and understood to a person skilled in the art but for the general understanding the laser sintering process involves the heating of a particulate material to a temperature that is generally inferior to the melting temperature in order to enable molecular or atomic diffusion across the boundaries of the particles such that the individual particles fuse into a porous or fully dense continuous structure, and where the energy for this is supplied by a laser.
  • the substrate may be placed into a spraying chamber where the inorganic oxide material is partially molten and accelerated towards the substrate where it may form a porous or non- porous continuous layer of at least partially fused inorganic oxide material.
  • At least partially fused inorganic oxide material refers to an inorganic material that is formed by at least partially fusing a particulate inorganic oxide material into one continuous, solid body using preferably the above-mentioned methods. This may be achieved either by molecular or atomic diffusion across the boundaries of the particles or by partially melting the particles into semi-droplets or by providing enough energy to activate surface and bulk molecules to migrate towards the joining points between different touching inorganic oxide material constituents.
  • the process according to the invention may further optionally comprise the step of depositing a composition comprising one or more non-fluorinated silane compounds, or mixtures thereof, on the porous or non-porous continuous layer comprising at least partially fused inorganic oxide material such as to form a layer comprising non-fluorinated polysiloxane.
  • the non-fluorinated silane compounds of the composition comprising one or more non- fluorinated silane compounds may be chosen from halogenated silanes with the exception of fluorinated silanes, such as for example chlorosilanes, bromosilanes or iodosilanes, alkoxysilanes such as tetraalkoxysilanes like TEOS, aminosilanes such as APTES, APDEMS, APDMES, APTMS, glycidoxysilanes such as GPMES, mercaptosilanes such as MPTMS, MPDMS and silane (SiH 4 ).
  • fluorinated silanes such as for example chlorosilanes, bromosilanes or iodosilanes, alkoxysilanes such as tetraalkoxysilanes like TEOS, aminosilanes such as APTES, APDEMS, APDMES, APTMS, gly
  • the silane compound is tetraethylorthosilicate (TEOS).
  • TEOS tetraethylorthosilicate
  • the silane compounds may be chosen to be silane (SiH 4 ) and dichlorosilane.
  • composition comprising one or more non-fluorinated silane compounds may be in the form of a solution of one or more silanes in any suitable organic solvent.
  • organic solvent is an alkane or alkanol, more preferably ethanol or isopropanol.
  • the layer comprising a non-fluorinated polysiloxane may be formed by depositing the composition comprising one or more non-fluorinated silane compounds by a suitable method on the continuous layer comprising at least partially fused inorganic oxide material.
  • the composition comprising one or more non-fluorinated silane compounds is in the form of a solution
  • the composition comprising one or more non-fluorinated silane compounds may be applied through dipping, spraying or other liquid deposition techniques and allowing the solvent to evaporate.
  • the composition comprising one or more non-fluorinated silane compounds may be applied through chemical vapour deposition.
  • a person skilled in the art will know how the method of chemical vapour deposition can be adjusted to a given silane in order to obtain deposition thereof onto a substrate.
  • the process according to the invention may further optionally comprise the step of depositing a composition comprising one or more fluorinated silane compounds on the layer comprising non-fluorinated polysiloxane such as to form a layer comprising fluorinated silanes bearing a fluorinated group.
  • the fluorinated silane compounds of the composition comprising one or more fluorinated silane compounds may preferably be chosen from silanes bearing at least one perfluoroalkyl group, so-called perfluoroalkylsilanes.
  • the fluorinated silane compounds are chosen from perfluoroalkylsilanes bearing at least one perfluoroalkyl group, at least one non-hydrolyzable group such as an alkyl or aryl group and at least one reactive group such as an alkoxy group, a halogen atom, hydroxyl group, amine or substituted amine group.
  • the fluorinated silane compounds are chosen from perfluoroalkylsilanes bearing one perfluoroalkyl group, two linear or branched alkyl groups and one reactive group such as an alkoxy group, halogen, hydroxyl, amine or substituted amine group such as a dialkylamine group.
  • the perfluoroalkyl group of the perfluoroalkylsilane is a 1H, 1H, 2H, 2H- perfluoroalkyl group, more preferably a 1H, 1H, 2H, 2H-perfluoroalkyl group having a linear or branched alkyl chain of 3 to 10 carbon atoms.
  • 1H, 1H, 2H, 2H-perfluoroalkyl group refers to a alkyl group where every hydrogen atom has been replaced by a fluorine atom except the proximal hydrogen atoms at position 1, 1, 2, and 2 of the alkyl group.
  • fluorinated silanes are 1H, 1H, 2H, 2H- perfluorodecyltrichlorosilane (CAS#78560-44-8) or 1H, 1H, 2H, 2H- perfluorooctyltriethoxysilane (CAS#51851 -37-7) or more generally 1H, 1H, 2H, 2H- perfluoroalkyldialkylhalogenosilanes or 1H, 1H, 2H, 2H- perfluoroalkyldialkylaminosilanes .
  • composition comprising one or more fluorinated silane compounds may be in the form of a solution of one or more fluorinated silane in any suitable organic solvent.
  • organic solvent is an alkane or alkanol, more preferably ethanol or isopropanol.
  • the layer comprising fluorinated silanes bearing a fluorinated group may be formed by depositing the composition comprising one or more fluorinated silane compounds by a suitable method.
  • the composition comprising one or more fluorinated silane compounds may be applied through dipping, spraying or other liquid deposition techniques and allowing the solvent to evaporate.
  • the composition comprising one or more fluorinated silane compounds may be applied through chemical vapour deposition.
  • a person skilled in the art of will know how the method of chemical vapour deposition can be adjusted to a given fluorinated silane in order to obtain deposition thereof onto a substrate.
  • the deposition of the composition comprising one or more non-fluorinated silane compounds on the continuous layer of at least partially fused inorganic oxide material will yield a high areal density of reactive groups such as hydroxyl or alkoxy groups that are available to react with other compounds such as the one or more fluorinated silane compounds.
  • the optional deposition of both silane compounds and fluorinated silane compounds will create a fluorocarbon rich "molecular mat" on the substrate that will even further increase the adhesion of the copolymer of tetrafluoroethylene atop the created material sandwich, thereby ameliorating the thermal and chemical inertia of the fluoropolymer layer on the substrate.
  • the process according to the invention comprises the step of depositing a composition comprising one or more copolymers of tetrafluoroethylene either on the layer comprising fluorinated silanes bearing a fluorinated group or on the continuous layer of at least partially fused inorganic oxide material, depending on whether the thermally and chemically inert multi-layer film comprises merely a continuous layer of at least partially fused inorganic oxide material and a layer comprising a copolymer of tetrafluoroethylene or whether the thermally and chemically inert multi-layer film comprises a continuous layer of at least partially fused inorganic oxide material, a layer comprising non-fluorinated polysiloxane, a layer comprising fluorinated polysiloxane and a layer comprising a copolymer of tetrafluoroethylene.
  • composition comprising one or more copolymers of tetrafluoroethylene may be in the form of a solution of one or more copolymers of tetrafluoroethylene in a suitable organic solvent, such as for example a perfluorinated solvent capable of dissolving the copolymers of tetrafluoroethylene.
  • suitable organic solvent such as for example a perfluorinated solvent capable of dissolving the copolymers of tetrafluoroethylene.
  • solvents are perfluorinated alkanes or cycloalkanes, perfluorinated heterocyclic compounds, or mixtures thereof.
  • composition comprising one or more copolymers of tetrafluoroethylene preferably comprises a perfluorinated solvent dissolving the copolymers of tetrafluoroethylene, such as for example perfluorinated alkanes or cycloalkanes, perfluorinated heterocyclic compounds, or mixtures thereof.
  • the layer comprising one or more copolymers of tetrafluoroethylene may be formed by depositing the composition comprising one or more copolymers of tetrafluoroethylene by a suitable method.
  • composition comprising one or more copolymers of tetrafluoroethylene may be in the form of a solution of one or more fluorinated silane in a perfluorinated solvent capable of dissolving the copolymers of tetrafluoroethylene.
  • the composition comprising one or more copolymers of tetrafluoroethylene is in the form of a solution
  • the composition comprising one or more copolymers of tetrafluoroethylene may be applied through dipping, spraying or other liquid deposition techniques and allowing the solvent to evaporate.
  • the copolymers of tetrafluoroethylene may be chosen from copolymers of tetrafluoroethylene and perfluoro-2,2-dimethyl-l,3-dioxole.
  • the copolymers of tetrafluoroethylene may be preferably chosen from copolymers of tetrafluoroethylene having a melting point in excess of 200°C, preferably of from 200 to 375°C, more preferably of from 240°C to 360° and most preferably of from 320 to 360°C.
  • the thus formed multi-layer film may be heated to a temperature of 200 °C for 30 minutes, or 150°C for 60 minutes to further increase adhesion.
  • the present invention further provides for a substrate having on at least part of it a thermally and chemically inert multi-layer film comprising, in this order, a continuous layer comprising at least partially fused inorganic oxide material; and a layer comprising a copolymer of tetrafluoroethylene; wherein the continuous layer comprising a at least partially fused inorganic oxide material is in contact with the substrate, and layer comprising a copolymer of tetrafluoroethylene is in contact with the continuous layer comprising a at least partially fused inorganic oxide material.
  • the present invention further provides for a substrate having on at least part of it a thermally and chemically inert multi-layer film comprising, in this order, a continuous layer comprising a at least partially fused inorganic oxide material; optionally a layer comprising non-fluorinated polysiloxane; optionally a layer comprising fluorinated polysiloxane; a layer comprising a copolymer of tetrafluoroethylene; wherein the continuous layer comprising a at least partially fused inorganic oxide material is in contact with the substrate, and the layer comprising a copolymer of tetrafluoroethylene is either in contact with the layer comprising the non-fluorinated polysiloxane, the layer comprising fluorinated silanes bearing a fluorinated group or the porous or non-porous continuous layer comprising at least partially fused one or more inorganic oxide material.
  • the present invention further provides for a substrate having on at least part of it a thermally and chemically inert multi-layer film comprising, in this order, a continuous layer comprising a at least partially fused inorganic oxide material ; a layer comprising non-fluorinated polysiloxane; a layer comprising fluorinated polysiloxane; a layer comprising a copolymer of tetrafluoroethylene; wherein the continuous layer comprising a at least partially fused inorganic oxide material is in contact with the substrate, and the layer comprising non-fluorinated polysiloxane is in contact with the continuous layer comprising a at least partially fused inorganic oxide material , and the layer comprising fluorinated polysiloxane is in contact with the layer comprising non-fluorinated polysiloxane, and the layer comprising a copolymer of tetrafluoroethylene is in contact with the layer comprising fluorinated polysiloxane.
  • the substrate is a glass, ceramic, polymer or metal substrate, preferably a metal medical device.

Abstract

La présente invention concerne un procédé permettant de former un film multicouche thermiquement et chimiquement inerte sur un substrat, comprenant le dépôt d'une composition comprenant au moins un matériau oxyde inorganique, ou des mélanges de ceux-ci, sur le substrat de manière à former une couche continue comprenant un matériau oxyde inorganique au moins partiellement fondu ; le dépôt d'une composition comprenant au moins un composé silane non fluoré, ou des mélanges de ceux-ci, sur la couche continue comprenant un matériau oxyde inorganique fondu de manière à former une couche de polysiloxane non fluoré ; le dépôt d'une composition comprenant au moins un composé de silane fluoré sur la couche comprenant le polysiloxane non fluoré de façon à former une couche comprenant des silanes fluorés portant un groupe fluoré ; le dépôt d'une composition comprenant un ou plusieurs copolymères de tétrafluoroéthylène sur la couche comprenant les silanes fluorés portant un groupe fluoré de façon à former une couche comprenant un copolymère de tétrafluoroéthylène.
PCT/EP2015/077655 2014-11-26 2015-11-25 Procédé de formation d'un film multicouche thermiquement et chimiquement inerte WO2016083456A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP15808548.0A EP3223871A1 (fr) 2014-11-26 2015-11-25 Procédé de formation d'un film multicouche thermiquement et chimiquement inerte
US15/531,073 US20170290958A1 (en) 2014-11-26 2015-11-25 Process for forming a thermally and chemically inert multilayer film

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Application Number Priority Date Filing Date Title
CH01822/14 2014-11-26
CH18222014 2014-11-26

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107362390A (zh) * 2017-06-30 2017-11-21 湖北大学 一种基于原子层沉积的氧化锆/聚乳酸‑羟基乙酸共聚物抗腐蚀杂化涂层的制备方法
EP3643758A1 (fr) * 2018-10-25 2020-04-29 BIOTRONIK SE & Co. KG Matériau en silicone à surface modifiée permettant d'améliorer les caractéristiques de glissement et de friction

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5194326A (en) * 1987-02-17 1993-03-16 Rogers Corporation Ceramic filled fluoropolymeric composite material
EP0545201A2 (fr) * 1991-11-29 1993-06-09 Ppg Industries, Inc. Surface en verre hydrofuge durable
US5882773A (en) * 1993-10-13 1999-03-16 The Regents Of The University Of California Optical coatings of variable refractive index and high laser-resistance from physical-vapor-deposited perfluorinated amorphous polymer
WO2005061023A1 (fr) 2003-12-12 2005-07-07 C. R. Bard, Inc. Dispositifs medicaux implantables pourvus de revetements polymeres fluores et procedes de revetement associes
US20080050509A1 (en) * 2002-12-12 2008-02-28 Orion Industries, Ltd. Anti-microbial electrosurgical electrode and method of manufacturing same

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5194326A (en) * 1987-02-17 1993-03-16 Rogers Corporation Ceramic filled fluoropolymeric composite material
EP0545201A2 (fr) * 1991-11-29 1993-06-09 Ppg Industries, Inc. Surface en verre hydrofuge durable
US5882773A (en) * 1993-10-13 1999-03-16 The Regents Of The University Of California Optical coatings of variable refractive index and high laser-resistance from physical-vapor-deposited perfluorinated amorphous polymer
US20080050509A1 (en) * 2002-12-12 2008-02-28 Orion Industries, Ltd. Anti-microbial electrosurgical electrode and method of manufacturing same
WO2005061023A1 (fr) 2003-12-12 2005-07-07 C. R. Bard, Inc. Dispositifs medicaux implantables pourvus de revetements polymeres fluores et procedes de revetement associes

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107362390A (zh) * 2017-06-30 2017-11-21 湖北大学 一种基于原子层沉积的氧化锆/聚乳酸‑羟基乙酸共聚物抗腐蚀杂化涂层的制备方法
EP3643758A1 (fr) * 2018-10-25 2020-04-29 BIOTRONIK SE & Co. KG Matériau en silicone à surface modifiée permettant d'améliorer les caractéristiques de glissement et de friction
WO2020083688A1 (fr) * 2018-10-25 2020-04-30 Biotronik Se & Co. Kg Matériau de silicone à surface modifiée pour améliorer les propriétés de glissement et de frottement

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