EP2970558A1 - Traitement de surface à base de fluoropolymères réticulables - Google Patents

Traitement de surface à base de fluoropolymères réticulables

Info

Publication number
EP2970558A1
EP2970558A1 EP14705113.0A EP14705113A EP2970558A1 EP 2970558 A1 EP2970558 A1 EP 2970558A1 EP 14705113 A EP14705113 A EP 14705113A EP 2970558 A1 EP2970558 A1 EP 2970558A1
Authority
EP
European Patent Office
Prior art keywords
coating
weight
composition according
composition
substrate
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.)
Withdrawn
Application number
EP14705113.0A
Other languages
German (de)
English (en)
Inventor
Uwe Numrich
André HENNIG
Stefan Bernhardt
Markus Hallack
Rüdiger JELITTE
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.)
Roehm GmbH Darmstadt
Original Assignee
Evonik Roehm GmbH
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 Evonik Roehm GmbH filed Critical Evonik Roehm GmbH
Publication of EP2970558A1 publication Critical patent/EP2970558A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/62Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/622Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
    • C08G18/6225Polymers of esters of acrylic or methacrylic acid
    • C08G18/6229Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D127/00Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers
    • C09D127/02Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C09D127/14Homopolymers or copolymers of vinyl fluoride
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/62Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6275Polymers of halogen containing compounds having carbon-to-carbon double bonds; halogenated polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6279Polymers of halogen containing compounds having carbon-to-carbon double bonds; halogenated polymers of compounds having carbon-to-carbon double bonds containing fluorine atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/77Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78Nitrogen
    • C08G18/79Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/791Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
    • C08G18/792Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D127/00Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers
    • C09D127/02Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D127/00Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers
    • C09D127/02Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12Coating compositions based on homopolymers or 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; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C09D127/18Homopolymers or copolymers of tetrafluoroethene
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D129/00Coating compositions based on homopolymers or 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 an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Coating compositions based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Coating compositions based on derivatives of such polymers
    • C09D129/10Homopolymers or copolymers of unsaturated ethers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00Coating compositions based on homopolymers or 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04Homopolymers or copolymers of esters
    • C09D133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/10Homopolymers or copolymers of methacrylic acid esters
    • C09D133/12Homopolymers or copolymers of methyl methacrylate
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/48Stabilisers against degradation by oxygen, light or heat
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F24HEATING; RANGES; VENTILATING
    • F24SSOLAR HEAT COLLECTORS; SOLAR HEAT SYSTEMS
    • F24S23/00Arrangements for concentrating solar-rays for solar heat collectors
    • F24S23/70Arrangements for concentrating solar-rays for solar heat collectors with reflectors
    • F24S23/82Arrangements for concentrating solar-rays for solar heat collectors with reflectors characterised by the material or the construction of the reflector
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01LSEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
    • H01L31/00Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
    • H01L31/04Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof adapted as photovoltaic [PV] conversion devices
    • H01L31/042PV modules or arrays of single PV cells
    • H01L31/048Encapsulation of modules
    • H01L31/049Protective back sheets
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01LSEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
    • H01L31/00Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
    • H01L31/04Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof adapted as photovoltaic [PV] conversion devices
    • H01L31/054Optical elements directly associated or integrated with the PV cell, e.g. light-reflecting means or light-concentrating means
    • H01L31/0547Optical elements directly associated or integrated with the PV cell, e.g. light-reflecting means or light-concentrating means comprising light concentrating means of the reflecting type, e.g. parabolic mirrors, concentrators using total internal reflection
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/40Solar thermal energy, e.g. solar towers

Definitions

  • the present invention relates to a technology for finishing outdoor use materials having a high quality abrasion resistant surface finish based on a formulation containing crosslinkable fluoropolymers.
  • the invention also relates to certain embodiments for surface treatment.
  • An abrasive load can not be avoided for materials in outdoor use. Such abrasion is caused in particular by
  • a high-quality surface coating also has to ensure a pronounced substrate protection against UV radiation, without itself a UV radiation-related
  • Known materials for outdoor coatings are, for example, polysiloxanes, such as CRYSTALCOAT TM MP-100 from SDC Techologies Inc., AS 400 - SHP 401 or UVHC3000K, both from Momentive Performance Materials.
  • polysiloxanes such as CRYSTALCOAT TM MP-100 from SDC Techologies Inc., AS 400 - SHP 401 or UVHC3000K, both from Momentive Performance Materials.
  • abrasion-resistant and moisture-resistant films based on fluorocarbon polymers such as PVDF are glued on to improve the surface protection.
  • Both the UV absorption reagent and the corrosion inhibitor are part of the adhesive layer with which the film is connected to the metal surface of the vapor-deposited polyester support film.
  • the adhesive layer may again consist of two different layers, analogously to the above-described (meth) acrylate double coating, in order to separate the corrosion inhibitor and the UV absorption reagent from one another.
  • such a coating does not show sufficient long-term resistance to scratching.
  • WO 98/44015 discloses compositions containing polyisocyanates
  • hydroxy-functional fluoropolymers and hydroxy-functional non-fluorinated polyols which, in addition to low molecular weight diols, are also polyester-polyether or polycarbonate-polyols.
  • polyester-polyether or polycarbonate-polyols are also polyester-polyether or polycarbonate-polyols.
  • EP 2 298 842 discloses coatings, e.g. for the automotive industry that out
  • Polyether-based polyisocyanate prepolymers and non-fluorine-containing polyols Such a composition has very good weathering properties and sufficient abrasion resistance for the automotive industry. The latter is for others
  • this surface refinement is intended to provide particularly good abrasion resistance, scratch resistance, weathering resistance and substrate protection properties in outdoor applications
  • this surface refinement should be transparent and / or colorless designable. Furthermore, this surface refinement should have good chemical resistance, barrier properties, e.g. to water vapor or oxygen and dirt repellent properties.
  • Coating technology should be widely applicable.
  • Composition for coating substrates comprising 5 to 70% by weight, preferably 10 to 55% by weight, of a hydroxy-functional fluoropolymer, 5 to 70% by weight, preferably 10 to 55% by weight of a (meth) acrylate polyol, 5 to 35% by weight, preferably 10 to 30% by weight of a polyisocyanate, 0.001 to 0.2% by weight, preferably up to 1% by weight of a crosslinking catalyst, 0.5 to 20% by weight, preferably triazine-based UV absorber and 0.5 to 10% by weight, preferably HALS based UV stabilizer and 5 to 80% by weight, preferably up to 40% by weight of a solvent.
  • the fluoropolymers and the (meth) acrylate polyols in total from 20 to 75% by weight of the composition. Furthermore, the fluoropolymers and the
  • (Meth) acrylate polyols together have an OH number between 50 and 400 mg KOH / g, preferably between 90 and 250 mg KOH / g.
  • the hydroxy-functional fluoropolymer is a copolymer of tetrafluoroethylene (TFE) and / or chlorotrifluoroethylene (CTFE) on the one hand and vinyl esters, vinyl ethers and / or alpha-olefins on the other hand.
  • it is an alternating copolymer of CTFE or TFE, on the one hand, and the other comonomers, on the other hand.
  • the hydroxy functionality is copolymerized with
  • hydroxy-functional vinyl ethers and / or alpha-olefins are sold by the company Asahi Glass under the product name Lumiflon ® , by the company Solvay Solexis under the name FluoroLin ® or by the company Daikin under the product name Zeffle ® . Since both the fluoropolymers used and poly (meth) acrylates are completely amorphous, the corresponding formulations and coatings have good optical properties and high transparency. Furthermore, both fluoropolymers and poly (meth) acrylates have very good weathering resistance over a very long period of time, even under extreme conditions. Thus, the coatings of the invention are extremely UV-resistant and also have very good barrier properties against atmospheric oxygen and water, for example in the form of humidity.
  • Substrate protection properties of the coating the addition of 0.5 to 20% by weight, preferably up to 15% by weight, preferably triazine-based UV absorber and / or 0.5 to 10% by weight, preferably up to 7.5% by weight, preferably HALS-based UV - Stabilizers necessary.
  • composition can additionally 5 to 40 wt% of a
  • hydroxy-functional silicone resin included.
  • This silicone resin has an OH number between 50 and 300 mg KOH / g, preferably between 90 and 200 mg KOH / g.
  • the heat resistance of the composition is further increased.
  • the solids content of the composition as a whole can be increased.
  • An example of such hydroxy-functional silicone resins is XIAMETER ® RSN-0255 Dow
  • the poly (meth) acrylates used consist of at least 60% by weight
  • Methacrylate-based monomer units is preferably suspension or solution polymers which are particularly preferably composed of at least 70% by weight of methyl methacrylate (MMA) and / or butyl methacrylate (BuMA).
  • the hydroxy functionalization can by copolymerization of suitable monomers, such as hydroxyethyl (meth) acrylate or Hydroxypropyl (meth) acrylate and / or by using hydroxy-functional regulators, such as mercaptoethanol, take place.
  • suitable monomers such as hydroxyethyl (meth) acrylate or Hydroxypropyl (meth) acrylate and / or by using hydroxy-functional regulators, such as mercaptoethanol, take place.
  • the molecular weight is 10,000 to 300,000 g / mol
  • the glass transition temperature is in the range between 10 and 130 ° C.
  • the solvents are in principle all solvents or
  • Solvent mixtures in question which are suitable for the other components used in the invention. These may be in particular ketones such as acetone or methyl ethyl ketone, esters such as ethyl, propyl or butyl acetate, aromatics such as toluene or xylene, or ethers such as diethyl ether or ethyl-ethoxy-propionate.
  • ketones such as acetone or methyl ethyl ketone
  • esters such as ethyl, propyl or butyl acetate
  • aromatics such as toluene or xylene
  • ethers such as diethyl ether or ethyl-ethoxy-propionate.
  • the solvent may also be water.
  • Composition according to the invention in particular form a stable dispersion in water and can be applied environmentally friendly and easy with water as a solvent, a corresponding coating.
  • the polyisocyanates in the composition are usually isophorone diisocyanate (IPDI), hexamethylene diisocyanate (HDI),
  • H12MDI Diisocyanatodicyclohexylmethane
  • MPDI 2-methylpentane diisocyanate
  • TMDI 2,2,4-trimethylhexamethylene diisocyanate / 2,4,4-trimethylhexamethylene diisocyanate
  • NBDI norbornane diisocyanate
  • the crosslinking catalyst used is normally dibutyltin dilaurate (DBTDL), zinc octoate, bismuth neodecanoate, and / or tertiary amines, preferably 1, 4-diazabicyclo [2.2.2.] Octane.
  • DBTDL dibutyltin dilaurate
  • zinc octoate zinc octoate
  • bismuth neodecanoate bismuth neodecanoate
  • / or tertiary amines preferably 1, 4-diazabicyclo [2.2.2.] Octane.
  • An example of a suitable such crosslinking is Desmodur ® BL 3175 from Bayer.
  • the crosslinking catalyst used is normally dibutyltin dilaurate (DBTDL), zinc octoate, bismuth neodecanoate, and / or tertiary amines, preferably 1, 4-diazabicy
  • composition may additionally contain up to 20% by weight of a silane-functional alkyl isocyanate or a glycidyl-functional alkylsilane.
  • silane-functional alkyl isocyanate is trimethoxy-propyl-silyl-isocyanate, which is sold, for example, by Evonik Ind. Under the name Vestanat EP-M 95.
  • a preferred example of a glycidyl-functional alkylsilane is 3-
  • Glycidyloxypropyltrimethoxysilane which is available, for example, from Evonik Ind. Under the name Dynasylan GLYMO.
  • inorganic nanoparticles in particular of silicon oxides, can additionally be included in the composition for the additional improvement of scratch and abrasion resistance.
  • up to 40% by weight, preferably up to 30% by weight, of these nanoparticles can be added. It is particularly preferred that these nanoparticles have no refractive properties and that
  • Polymer matrix is not clouded.
  • a substrate which is coated with a composition according to the invention is also part of the present invention.
  • the coating after drying and crosslinking preferably has a thickness between 0.5 and 200 ⁇ m, preferably between 2 ⁇ m and 150 ⁇ m, and particularly preferably between 5 ⁇ m and 50 ⁇ m.
  • the preferably transparent coatings according to the invention are particularly color-neutral and do not become cloudy under the influence of moisture.
  • the coating also shows excellent weather resistance and a very good
  • the material according to the invention can also be used over a very long period of at least 15 years, preferably even at least 20 years, more preferably at least 25 years, in places with particularly intense solar radiation, e.g. used in outdoor applications in the southeastern United States or the Sahara.
  • the coatings of the invention have very good properties, especially under mechanical stress on the surface. This extends the life of the substrates even in regions with regular sandstorms or strong
  • coating according to the invention is particular
  • Fluorine-based coatings also have a particularly good barrier to water. In addition, fluorine-based coatings have a particularly good
  • This process step of the coating can be carried out in a coating system on a prefabricated uncoated composite form body.
  • the coating may also be in-line, directly after the preparation of the substrate, e.g. be carried out in the form of a composite body.
  • the substrates are produced as a multilayer film by means of lamination.
  • the coating system described above is placed inline behind the lamination and there is the coating of the freshly prepared substrate.
  • the coating is done directly on the substrate.
  • the coating is in the form of a coating material equipped with the coating formulation of the invention,
  • the adherent coating of the coating formulation according to the invention initially takes place on a corresponding film substrate material.
  • the application of this surface coating film to the respective final substrate material takes place
  • the underside of the surface coating film is either coated with a self-adhesive adhesive formulation, with a hotmelt or with equipped with an adhesive layer.
  • This modification of the bottom binds either "thermoplastic” or “reactive” to the final substrate material in a temperature and pressure assisted application.
  • coating substrates applicable on site without handling solvents or high temperatures.
  • a corresponding film or paper carrier material is equipped in a first coating step with a release layer, which allows a thermal transfer of, applied in a second coating step, inventive coating formulation to the respective substrate material.
  • an adhesive layer can be applied, which ensures proper adhesion of the
  • Thermal transfer layer structure on the respective substrate material guaranteed.
  • the coating according to the invention can then optionally be provided with one or more further functional layers.
  • This may be, for example, a scratch-resistant coating, a conductive layer, a
  • Antisoiling coating and / or act to a reflection-enhancing layer or other optically functional layers can be applied, for example, by means of Physical Vapor Deposition (PVD) or Chemical Vapor Deposition (CVD).
  • PVD Physical Vapor Deposition
  • CVD Chemical Vapor Deposition
  • An additional scratch-resistant coating can optionally be applied to further improve the scratch resistance. This is the good quality of the
  • composite body according to the invention usually not necessary.
  • at Scratch-resistant coatings can be, for example, silicon oxide layers which are applied directly by means of PVD or CVD.
  • the surface of the composite molded articles may be provided with a dirt-repelling or so-called antisoiling coating in order to facilitate cleaning.
  • Coating can be applied by means of PVD or CVD.
  • Coating additionally a further, comparatively thin, extremely abrasion-resistant layer is a particularly hard thermoset layer having a thickness of preferably less than 5 ⁇ m, more preferably between 0.5 and 2.0 ⁇ m.
  • this layer can be made from a polysilazane formulation.
  • thermosets so-called thermosets, e.g. for exterior use as High Pressure Laminate panels for facade design.
  • thermosets e.g. for exterior use as High Pressure Laminate panels for facade design.
  • decor laminates which are used, for example, for the surface design of window profiles, bistro furniture or wall coverings.
  • OLEDs organic light-emitting diodes
  • OLEDs are scrollable displays. In particular, these are subject to great mechanical Stresses that lead to a longer life of the displays with a coating according to the invention.
  • Exterior window equipment plays a major role in thermal insulation, especially at high outside temperatures. This is a special weather resistance of great importance. Furthermore, the high transparency of the coating is particularly important in this application.
  • Anti-corrosion coatings (so-called heavy-duty coatings)
  • the upper layer (topcoat) of this multilayer coating is designed with the coating technology according to the invention, whereby a significantly prolonged corrosion protection with in particular improved long-term adhesion of the coating over the prior art can be achieved.
  • Photovoltaic backsheets backside coating of photovoltaic modules. Here is especially the protection against moisture, UV radiation and others
  • test tip is drawn in a straight line over the sample body with different defined compression springs at different forces.
  • the position of the slider shows on a scale the force (N) and thus directly to the test value corresponding to the hardness.
  • the lowest force which has introduced a visible scratch into the material is used as the result.
  • the scratch depth can be determined with the tactile measuring device.
  • the following preliminary stage exemplifies a substrate which can be used as a mirror for the concentration of solar radiation.
  • a 0.15 mm thick composite foil consisting of 0.125 mm PMMA Plexiglas 7H, which contains 2% CGX 006 and 0.6% Chimasorb 1 19 for the purpose of UV addition, as well as 0,025 mm polycarbonate Makroion 2607, is manufactured by adapter-coextrusion.
  • the application of the reflective coating by means of a plasma-assisted sputtering process to the polycarbonate side of the composite film consisting of, viewed from the polycarbonate film in the following order, 0.5 nm ZAO (zinc-aluminum oxide), 100 nm Ag and 50 nm Cu.
  • Lumiflon LF-9716 28.9% by weight of Lumiflon LF-9716 are initially charged in a solvent mixture of 12.4% by weight of ethyl ethoxypropionate and 37.3% by weight of butyl acetate and successively stirred with 0.0013% by weight DBTDL (dibutyltin dilaureate;
  • Crosslinking catalyst 3.4% by weight of Tinuvin 400 (UV absorber) and 1.1% by weight of Tinuvin 123 (HALS compound) until a homogeneous, clear mixture is obtained. Subsequently, 16.9% by weight of Desmodur N 3300 (polyisocyanate, crosslinker) are stirred in for 10 minutes.
  • the paint is applied by means of 40 ⁇ spiral blade under normal conditions on the PMMA side of the substrate from precursor 1. Drying and precuring take place 2
  • the coating according to the invention according to Example shows after the Ritz hardness measurement carried out a significantly lower surface damage than the

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Thermal Sciences (AREA)
  • Sustainable Energy (AREA)
  • Sustainable Development (AREA)
  • General Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Combustion & Propulsion (AREA)
  • Paints Or Removers (AREA)
  • Laminated Bodies (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Photovoltaic Devices (AREA)

Abstract

La présente invention concerne une technologie permettant de doter des matériaux destinés à des applications extérieures exigeantes d'un traitement de surface anti-abrasion hautes performances à base d'une formulation contenant des fluoropolymères réticulables. L'invention concerne en outre certains modes de réalisation du traitement de surface.
EP14705113.0A 2013-03-13 2014-02-14 Traitement de surface à base de fluoropolymères réticulables Withdrawn EP2970558A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102013204395.3A DE102013204395A1 (de) 2013-03-13 2013-03-13 Oberflächenvergütung auf Basis von vernetzbaren Fluorpolymeren
PCT/EP2014/052867 WO2014139752A1 (fr) 2013-03-13 2014-02-14 Traitement de surface à base de fluoropolymères réticulables

Publications (1)

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EP2970558A1 true EP2970558A1 (fr) 2016-01-20

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EP14705113.0A Withdrawn EP2970558A1 (fr) 2013-03-13 2014-02-14 Traitement de surface à base de fluoropolymères réticulables

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Country Link
US (1) US20160017165A1 (fr)
EP (1) EP2970558A1 (fr)
JP (1) JP2016516843A (fr)
CN (1) CN105073816A (fr)
AR (1) AR095382A1 (fr)
DE (1) DE102013204395A1 (fr)
TW (1) TW201500483A (fr)
WO (1) WO2014139752A1 (fr)

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DE102013208356A1 (de) 2013-05-07 2014-11-13 Evonik Industries Ag Vernetzung von IPMS Addukten mit Aminosilanen
US20150299498A1 (en) * 2014-04-17 2015-10-22 E I Du Pont De Nemours And Company Transparent fluoropolymer coated films, building structures and liquid fluoropolymer coating compositions
DE102014218188B4 (de) 2014-09-11 2023-01-19 Evonik Operations Gmbh Formulierung zur Beschichtung von Substraten, Verfahren zur Beschichtung von Substraten, beschichtete Substrate sowie Verwendung der Formulierung
US10696016B2 (en) 2015-07-31 2020-06-30 Samsung Sdi Co., Ltd. Window film and flexible display including the same
TWI621871B (zh) * 2015-07-31 2018-04-21 三星Sdi股份有限公司 窗膜和包含所述窗膜的可撓性顯示器
JP6813587B2 (ja) * 2016-02-24 2021-01-13 ティッセンクルップ スチール ヨーロッパ アクチェンゲゼルシャフトThyssenKrupp Steel Europe AG 半製品、その製造方法および使用
KR102018356B1 (ko) 2016-12-13 2019-09-04 삼성에스디아이 주식회사 윈도우 필름, 이의 제조방법 및 이를 포함하는 디스플레이 장치
EP3339387B1 (fr) 2016-12-22 2020-06-24 Evonik Operations GmbH Liaisons à base d'adduits avec des isocyanates pour compositions de revêtement
US11417857B2 (en) * 2018-01-24 2022-08-16 Samsung Display Co., Ltd. Heterocyclic compound and electronic apparatus
EP3524651A1 (fr) 2018-02-08 2019-08-14 Evonik Degussa GmbH Dispersion aqueuse de résine polyorganosiloxanhybride
EP3719076A1 (fr) 2019-04-01 2020-10-07 Evonik Operations GmbH Dispersion aqueuse de résine polyorganosiloxanhybride
CN111013988A (zh) * 2019-12-20 2020-04-17 江苏佰大铝业科技有限公司 一种幕墙用铝单板的表面处理工艺

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Also Published As

Publication number Publication date
US20160017165A1 (en) 2016-01-21
WO2014139752A1 (fr) 2014-09-18
TW201500483A (zh) 2015-01-01
AR095382A1 (es) 2015-10-14
JP2016516843A (ja) 2016-06-09
CN105073816A (zh) 2015-11-18
DE102013204395A1 (de) 2014-09-18

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