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WO2009118415A1 - Composition de revêtement, revêtement et objet revêtu de la composition de revêtement - Google Patents

Composition de revêtement, revêtement et objet revêtu de la composition de revêtement Download PDF

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Publication number
WO2009118415A1
WO2009118415A1 PCT/EP2009/053683 EP2009053683W WO2009118415A1 WO 2009118415 A1 WO2009118415 A1 WO 2009118415A1 EP 2009053683 W EP2009053683 W EP 2009053683W WO 2009118415 A1 WO2009118415 A1 WO 2009118415A1
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WIPO (PCT)
Prior art keywords
coating
composition according
anyone
nanoparticles
particles
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Ceased
Application number
PCT/EP2009/053683
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English (en)
Inventor
Guido Jozefina Wilhelmus Meijers
Jens Christoph Thies
Atze Jan Nijenhuis
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DSM IP Assets BV
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DSM IP Assets BV
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Publication of WO2009118415A1 publication Critical patent/WO2009118415A1/fr
Anticipated expiration legal-status Critical
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
    • C03C17/006—Surface treatment of glass, not in the form of fibres or filaments, by coating with materials of composite character
    • C03C17/007—Surface treatment of glass, not in the form of fibres or filaments, by coating with materials of composite character containing a dispersed phase, e.g. particles, fibres or flakes, in a continuous phase
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/28—Compounds of silicon
    • C09C1/30—Silicic acid
    • C09C1/3072—Treatment with macro-molecular organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/28—Compounds of silicon
    • C09C1/30—Silicic acid
    • C09C1/3081—Treatment with organo-silicon compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/36—Compounds of titanium
    • C09C1/3607—Titanium dioxide
    • C09C1/3676—Treatment with macro-molecular organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/36—Compounds of titanium
    • C09C1/3607—Titanium dioxide
    • C09C1/3684—Treatment with organo-silicon compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/40—Compounds of aluminium
    • C09C1/407—Aluminium oxides or hydroxides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/10—Treatment with macromolecular organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/12—Treatment with organosilicon compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/61—Additives non-macromolecular inorganic
    • C09D7/62—Additives non-macromolecular inorganic modified by treatment with other compounds
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/10—Particle morphology extending in one dimension, e.g. needle-like
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/30—Particle morphology extending in three dimensions
    • C01P2004/32—Spheres
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/60—Particles characterised by their size
    • C01P2004/61—Micrometer sized, i.e. from 1-100 micrometer
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/60—Particles characterised by their size
    • C01P2004/62—Submicrometer sized, i.e. from 0.1-1 micrometer
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/60—Particles characterised by their size
    • C01P2004/64—Nanometer sized, i.e. from 1-100 nanometer
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/80—Particles consisting of a mixture of two or more inorganic phases
    • C01P2004/82—Particles consisting of a mixture of two or more inorganic phases two phases having the same anion, e.g. both oxidic phases
    • C01P2004/84—Particles consisting of a mixture of two or more inorganic phases two phases having the same anion, e.g. both oxidic phases one phase coated with the other
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/60—Optical properties, e.g. expressed in CIELAB-values
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/90—Other properties not specified above
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C2217/00—Coatings on glass
    • C03C2217/40—Coatings comprising at least one inhomogeneous layer
    • C03C2217/43—Coatings comprising at least one inhomogeneous layer consisting of a dispersed phase in a continuous phase
    • C03C2217/46—Coatings comprising at least one inhomogeneous layer consisting of a dispersed phase in a continuous phase characterized by the dispersed phase
    • C03C2217/47—Coatings comprising at least one inhomogeneous layer consisting of a dispersed phase in a continuous phase characterized by the dispersed phase consisting of a specific material
    • C03C2217/475—Inorganic materials
    • C—CHEMISTRY; METALLURGY
    • C03—GLASS; MINERAL OR SLAG WOOL
    • C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C2218/00—Methods for coating glass
    • C03C2218/10—Deposition methods
    • C03C2218/11—Deposition methods from solutions or suspensions
    • 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
    • C08K3/34—Silicon-containing compounds
    • C08K3/36—Silica
    • 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
    • C08K9/00—Use of pretreated ingredients
    • C08K9/08—Ingredients agglomerated by treatment with a binding agent

Definitions

  • the invention relates to a coating composition and a coating comprising a nanoparticles, a device coated with the coating composition and uses of the coating compositions.
  • Coatings having anti-fogging properties are known. See, for example, US4400157, US20060216476, WO07056427, or WO08021817.
  • the prior art embodiments can be very susceptible to damage, have performance issues, and/or be difficult to apply to substrates.
  • the coatings described in WO06/016800 provide acceptable performance combined with relatively easy processability. Despite these advances it has been found that the performance, reproducibility, and/or processing can be further improved through the addition of an ionic reactive diluent to the coating solution.
  • the coating compositions herein comprise nanoparticles, crosslinker, and ionic reactive diluent.
  • the resultant coatings shows good mechanical properties, like hardness and scratch resistance and well as having good, durable anti-fogging performance.
  • the coatings can also have good optical clarity.
  • nanoparticles refers to particles whose primary average particle size is 500nm or less, preferably 200 nm or less, more preferably 150 nm or less, even more preferably 100nm or less. Particle size is measured by Transmission Electron Microscopy (TEM).
  • TEM Transmission Electron Microscopy
  • core-shell refers to particles comprising core material that comprises polymeric material (for example, homopolymers, random co-polymers, block-copolymers etc.) and shell material that comprises metal oxide (for example, silica, alumina, titania, tin oxide etc.).
  • polymeric material for example, homopolymers, random co-polymers, block-copolymers etc.
  • metal oxide for example, silica, alumina, titania, tin oxide etc.
  • the term “hollow nanoparticles” refers to particles comprising at least one void in their structure.
  • the particle may comprise, for example, be one large void or may comprise several discrete voids.
  • crosslinker refers to a substance that forms a crosslinked network and can physically or chemically bind the nanoparticles and, preferably, also link the particles and substrate.
  • the coating composition may comprise any suitable nanoparticles.
  • the particles are inorganic.
  • the nanoparticles preferably comprise a metal oxide.
  • the nanoparticles consist essentially of a metal oxide.
  • the metal is selected from magnesium, calcium, strontium, barium, boron, aluminium, gallium, indium, tallium, silicon, germanium, tin, antimony, bismuth, lanthanoids , actinoids , scandium, yttrium, titanium, zirconium, hafnium, vanadium, niobium, tantalum, chromium, molybdenum, tungsten, manganese, rhenium, iron, ruthenium, cobalt, nickel, copper, zinc, cadmium, and combinations thereof.
  • the metal oxide is selected from titanium dioxide, zirconium oxide, antimony doped tin oxide, tin oxide, aluminium oxide, silicon dioxide, and combinations thereof.
  • the nanoparticle comprises silica, more preferably at least 90%, by weight, silica. Note that, although silicon and borium are not typically classed as metals, for the purposes of this application they are included within the scope of the term 'metal oxide'.
  • the nanoparticles herein comprise a void i.e. are hollow or core-shell nanoparticles.
  • the void fraction is preferably from about 5% to about 90%, more preferably from about 10% to about 70%, even more preferably from about 25% to about 50%.
  • the nanoparticles may comprise a mixture of different types, sizes, and shapes of particles. However, preferably the nanoparticles are relatively monodispersed, that is of a reasonably uniform size and shape.
  • the particles used herein are non-spherical such as, preferably, rod-like or worm-like particles. In another preferred embodiment the particles are substantially spherical.
  • the nanoparticles herein may be reactive with the crosslinker in order to be able to form a chemically stable network.
  • compositions herein preferably comprise a hydrophilic polymer chains.
  • the hydrophilic polymer chains may be grafted to nanoparticles but preferably is not.
  • a hydrophilic polymer chain is a polymer chain that dissolves in water at at least one temperature between 0 and 100 0 C.
  • a polymer is used that dissolves in water in a temperature range between 20 and 4O 0 C.
  • the hydrophilic polymer dissolves for at least 0.1 gram per litre of water, more preferably for at least 0.5 grams per litre, most preferably for at least 1.0 gram per litre.
  • the polymer chains are taken not comprising the groups for grafting the polymer chains or any other group that is attached to the polymer after the polymerisation, for example an ionic group.
  • the solubility is determined in water having a pH of between 3 and 10, more preferably in between 5.5 and 9, most preferably having a pH of 7.
  • the polymer chain may comprise one monomer species (homopolymer), or more species (copolymer) arranged in a random manner or in ordered blocks.
  • the hydrophilic polymer chains comprise monomer units of ethylenoxide, propylene oxide, (meth)acrylic acid, (meth)acrylamide, vinylpyrrolidone, 2-hydroxyethyl(meth)acrylate, phosphorylcholine, glycidyl(meth)acrylate or saccharides.
  • the chains of the hydrophilic polymer comprise at least an average of 5 monomeric units, more preferably the polymer comprises at least an average of 7 monomeric units, still more preferably the polymer comprises at least an average of 10 monomeric units, most preferably the polymer comprises at least an average of 15 monomeric units.
  • the concentration may for example be increased by increasing the density of grafted polymers to the particles, increasing the length, or by increasing the weight ratio of the particles in the coating composition.
  • the present coatings have a low static water contact angle.
  • the static water contact angle is below 50°, more preferably below 40°, still more preferably below 30°.
  • Groups for grafting the hydrophilic polymer chains and compounds comprising the reactive groups to the particles may comprise all groups known in the art for grafting, for instance but not limited to (trialkoxy)silanes, thiols, amines, silane hydrides. Due to the grafting reaction the hydrophilic polymer chains and the compounds comprising the reactive groups are chemically bounded to the surface of the particles. It is possible that the hydrophilic polymers and the compounds comprising the reactive group comprise more than one group for grafting per molecule. In a more preferred embodiment the hydrophilic polymers and the compounds reactive groups have on average one group for grafting per molecule. In case of the hydrophilic polymer the group for grafting preferably is an end-group attached to the chain of the hydrophilic polymer.
  • reactive groups groups are used that may react with the substrate and/or react to form a cross-linked phase so to form a coating comprising the particles. It is possible that a single species of reactive groups is used, able to mutually react, for example in a homo polymerisation reaction. Examples of such reactive groups include acrylate and methacrylate groups. Another possibility is that a mixture of groups is used, for example groups that are able to react in a copolymerisation reaction.
  • Such groups include, but are not limited to; carboxylic acids and/or carboxylic anhydrides combined with epoxies, acids combined with hydroxy compounds, especially 2-hydroxyalkylamides, amines combined with isocyanates, for example blocked isocyanate, uretdion or carbodiimide, epoxies combined with amines or with dicyandiamides, hydrazinamides combined with isocyanates, hydroxy compounds combined with isocyanates, for example blocked isocyanate, uretdion or carbodiimide, hydroxy compounds combined with anhydrides, hydroxy compounds combined with (etherified) methylolamide (“amino-resins”), thiols combined with isocyanates, thiols combined with acrylates or other vinylic species (optionally radical initiated), acetoacetate combined with acrylates, and when cationic crosslinking is used epoxy compounds with epoxy or hydroxy compounds.
  • compositions herein comprise crosslinker. Any suitable crosslinking system may be used.
  • crosslinker In principle a wide variety of compounds are suitable to be used as the crosslinker. For example monomers or oligomers having the same groups as the reactive groups as defined above. In a preferred embodiment, these crosslinkers are water soluble in the same temperature range as the grafted hydrophilic polymer.
  • crosslinker Possible compounds that may be used as the crosslinker are related to the reactive groups described above but characterised in that they are hydrophilic nature.
  • the crosslinker are hydrophilic polymers modified with reactive groups as described above.
  • the cross linkers comprise reactive polyethylene glycol.
  • the crosslinkers may be polyethyleneglycol-diacrylate or polyethyleneglycol-dimethacrylate. Combinations of crosslinkers may also be used.
  • crosslinking method that may cause the reactive groups to react and so to form the cross-linked phase so that a coating is formed is suitable to be used in the process according to the invention.
  • Suitable ways to initiate crosslinking are for example electron beam radiation, electromagnetic radiation (UV, Visible and Near IR), thermally and by adding moisture, in case moisture curable compounds are used.
  • crosslinking is achieved by UV-radiation.
  • the UV-crosslinking may take place through a free radical mechanism or by a cationic mechanism, or a combination thereof.
  • the crosslinking is achieved thermally. Also combinations of different cure methods are possible.
  • An initiator may be present in the mixture to initiate the crosslinking reaction.
  • the amount of initiator may vary between wide ranges.
  • a suitable amount of initiator is for example between above 0 and 10 wt% with respect to total weight of the compounds that take part in the crosslinking reaction.
  • the mixture preferably comprises one or more UV-photo-initiators. Any known UV-photo-initiators may be used in the process according to the invention.
  • the compositions herein comprise ionic reactive diluent.
  • ionic reactive diluent refers to material having an ionic group (I) and a group that is reactive (X) with the crosslinker and/or the nanoparticles.
  • the ionic group (I) is preferably selected from anionic groups such as nitrate, phosphate, nitrite, borate, sulphate, sulfite, antimonite, stannate, phosphonate, phosphonite, phosphinate, phosphinite, sulfonate, sulfonite and carboxylate; cationic groups like ammonium, phosphonium, sulfonium, oxonium and arsonium; zwitterionic groups; and combinations thereof.
  • the reactive group (X) is preferably selected from acrylates, methacrylate, carboxylic acids and/or carboxylic anhydrides combined with epoxies, acids combined with hydroxy compounds, especially 2-hydroxyalkylamides, amines combined with isocyanates, for example blocked isocyanate, uretdion or carbodiimide, epoxies combined with amines or with dicyandiamides, hydrazinamides combined with isocyanates, hydroxy compounds combined with isocyanates, for example blocked isocyanate, uretdion or carbodiimide, hydroxy compounds combined with anhydrides, hydroxy compounds combined with (etherified) methylolamide ("amino-resins"), thiols combined with isocyanates, thiols combined with acrylates or other vinylic species (optionally radical initiated), acetoacetate combined with acrylates, and when cationic crosslinking is used epoxy compounds with epoxy or hydroxy compounds. Addition reactions
  • the ionic reactive diluents may also comprise a spacer groups such as alkyl, alkylene, aryl etc.
  • Preferred ionic reactive diluents include sulfonate, carboxylate or ammonium as the ionic group and acrylate as the reactive group and combinations thereof.
  • the ionic reactive group is soluble in water.
  • the ionic reactive group may be grafted onto other components of the composition such as the nanoparticles, the crosslinker, or the hydrophilic polymer chains but preferably the ionic reactive group is not grafted onto another component.
  • the present compositions preferably comprise solvent. Any suitable solvent may be used but preferred are polar solvents. In principle, a wide variety of solvents may be used.
  • the solvent preferably has the ability to form stable suspensions of the particles.
  • the solvent used evaporates after applying the mixture onto the substrate.
  • the mixture may after application to the substrate be heated or treated in vacuum to aid evaporation of the solvent.
  • solvent examples include 1 ,4-dioxane, acetone, acetonitrile, chloroform, chlorophenol, cyclohexane, cyclohexanone, cyclopentanone, dichloromethane, diethyl acetate, diethyl ketone, dimethyl carbonate, dimethylformamide, dimethylsulphoxide, ethanol, ethyl acetate, m-cresol, mono- and di-alkyl substituted glycols, N,N-dimethylacetamide, p-chlorophenol, 1 ,2-propanediol, 1-pentanol, 1-propanol, 2-hexanone, 2-methoxyethanol, 2-methyl-2-propanol, 2-octanone, 2-propanol, 3-pentanone, 4-methyl-2-pentanone, hexafluoroisopropanol, methanol, methyl acetate, methyl acetoa
  • Alcohols, ketones and esters based solvents may also be used, although the solubility of acrylates may become an issue with high molecular weight alcohols.
  • Halogenated solvents such as dichloromethane and chloroform
  • hydrocarbons such as hexanes and cyclohexanes
  • methanol, methyl ethyl keton or isopropanol are used.
  • compositions according to the invention comprise a compound that increases the adhesion of the coating to the substrate.
  • These may be for example silane acrylate compounds for usage of acrylate-containing coatings on glass.
  • the present invention relates to articles comprising a substrate and an anti-fogging coating.
  • Any suitable substrate may be used.
  • the substrate preferably has a high transparency. Preferably the transparency is about 94% or higher at 2 mm thickness and at wavelength between 425 and 675 nm, more preferably about 96% or higher, even more preferably about 97% or higher, even more preferably about 98% or higher.
  • the substrate herein may be organic.
  • the substrate may be an organic polymeric such as polyethylene naphthalate (PEN), polycarbonate or polymethylmethacrylate (PMMA), polyester, or polymeric material with similar optical properties.
  • PEN polyethylene naphthalate
  • PMMA polymethylmethacrylate
  • the substrate herein may be inorganic.
  • Preferred inorganic substrates include ceramics, cermets, glass, quartz, or combinations thereof.
  • float glass Most preferred is low-iron glass, so-called white glass, of a transparency of 98% or higher.
  • the coating according to the invention can be prepared in any desired thickness.
  • the coatings according to the invention typically have a thickness ranging between 50 nm to micrometers.
  • the coating is from 0.5 ⁇ m to 5 ⁇ m, more preferably from 1 ⁇ m to 3.5 ⁇ m, even more preferably from 1.5 ⁇ m to 3 ⁇ m.
  • the coating composition may be applied onto the substrate by any process known in the art of wet coating deposition in one or multiple steps. Examples of suitable processes are spin coating, dip coating, spray coating, flow coating, meniscus coating, capillary coating and roll coating. An object may be totally coated or partially coated with the coating composition. Also partial crosslinking of the coating and removal of the non-crosslinked part is possible, by for instance but not limited to photolithography.
  • the mixture according to the invention is applied as the only coating on the substrate. It is a significant advantage that good anti-fogging properties can be obtained from a single coating.
  • the present coatings may find utility in, for example, goggles, visors, spectacles or other eyewear, mirrors, fridges, freezers, ovens, automotive glass (e.g. windows, lighting), architectural glass, displays, and the like.
  • the sulfo-propyl acrylate potassium salt was added as a dispersion in water.
  • the exact weights used for the formulations are shown in Table 2.
  • the sulfo-propyl methacrylate potassium salt was added as a dispersion in water.
  • the exact weights used for the formulations are shown in Tables 3.
  • a drop of the formulation was applied to a cleaned substrate (Toyobo PET - 188 ⁇ m) using a k hand coater.
  • the resultant samples were cross-linked with UV radiation using a D-bulb in an inert environment at a dose of ⁇ 2.0 J/cm2.
  • the anti-fogging performance was measured by holding a coated substrate for 15 seconds above warm water of 50 0 C.
  • the coating performance is than rated to the degree of fogging/transparency. If the coating fogs completely, having no transparency, it is rated with 1. If the coating does not fog at all, staying completely transparent, it is rated with 10. A complete description of the rating and degree of fogging is given in table 4.
  • the coatings prepared with formulations C-F were tested on their anti-fogging performance.
  • the samples were rated before and after washing with water. The performance is shown in Table 5.
  • Formulation G was prepared in a similar manner to Formulation C but without the addition of the sulfo propyl acrylate salt. Three other coatings were prepared from formulation C and from Formulation G. Both sets of coatings were tested on their anti-fogging performance. The samples were rated before and after washing with water. The performance is shown in Table 6.

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Abstract

Composition de revêtement anti-buée, comprenant des nanoparticules, un agent de réticulation et un diluant réactif ionique.
PCT/EP2009/053683 2008-03-28 2009-03-27 Composition de revêtement, revêtement et objet revêtu de la composition de revêtement Ceased WO2009118415A1 (fr)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010054711A1 (fr) * 2008-11-15 2010-05-20 Basf Coatings Ag Polycarbonates à revêtement résistant aux éraflures qui présentent une grande transparence, leur procédé de fabrication et leur utilisation
WO2011054730A3 (fr) * 2009-11-03 2011-07-14 Construction Research & Technology Gmbh Nanocomposites hydrosolubles à association hydrophobe (en tant qu'agents de modification de rhéologie pour applications aux produits chimiques de construction)
US9834699B2 (en) 2012-06-19 2017-12-05 Watever Inc. Coating composition
CN108473811A (zh) * 2015-12-31 2018-08-31 3M创新有限公司 包含官能化二氧化硅纳米粒子和多官能(甲基)丙烯酸酯单体的防雾涂料组合物
WO2025130142A1 (fr) * 2023-12-18 2025-06-26 中国石油天然气股份有限公司 Nanoparticule modifiée et son procédé de préparation, matériau de consolidation de sable et son utilisation, et procédé de consolidation de sable pour puits de pétrole/gaz

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DE10239762A1 (de) * 2002-08-26 2004-03-11 Syntec Gesellschaft Für Chemie Und Technologie Der Informationsaufzeichnung Mbh Hydrophile Schutzschicht
WO2004076566A1 (fr) * 2003-02-27 2004-09-10 Luvantix Co., Ltd. Composite hybride organique-inorganqiue, sa preparation, et composition de revetement anti-buee renfermant ce composite
WO2006016800A1 (fr) * 2004-08-10 2006-02-16 Dsm Ip Assets B.V. Composition de revêtement, revêtement et un objet revêtu de la composition de revêtement
WO2007064003A1 (fr) * 2005-12-02 2007-06-07 Mitsui Chemicals, Inc. Film monocouche et materiau hydrophile compose de celui-ci
WO2007069867A1 (fr) * 2005-12-15 2007-06-21 Lg Chem, Ltd Adjuvant hydrophile

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10239762A1 (de) * 2002-08-26 2004-03-11 Syntec Gesellschaft Für Chemie Und Technologie Der Informationsaufzeichnung Mbh Hydrophile Schutzschicht
WO2004076566A1 (fr) * 2003-02-27 2004-09-10 Luvantix Co., Ltd. Composite hybride organique-inorganqiue, sa preparation, et composition de revetement anti-buee renfermant ce composite
WO2006016800A1 (fr) * 2004-08-10 2006-02-16 Dsm Ip Assets B.V. Composition de revêtement, revêtement et un objet revêtu de la composition de revêtement
WO2007064003A1 (fr) * 2005-12-02 2007-06-07 Mitsui Chemicals, Inc. Film monocouche et materiau hydrophile compose de celui-ci
WO2007069867A1 (fr) * 2005-12-15 2007-06-21 Lg Chem, Ltd Adjuvant hydrophile

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010054711A1 (fr) * 2008-11-15 2010-05-20 Basf Coatings Ag Polycarbonates à revêtement résistant aux éraflures qui présentent une grande transparence, leur procédé de fabrication et leur utilisation
US8871322B2 (en) 2008-11-15 2014-10-28 Basf Coatings Gmbh High-transparency polycarbonates with scratch-resistant coating, process for production thereof and use thereof
WO2011054730A3 (fr) * 2009-11-03 2011-07-14 Construction Research & Technology Gmbh Nanocomposites hydrosolubles à association hydrophobe (en tant qu'agents de modification de rhéologie pour applications aux produits chimiques de construction)
CN102596845A (zh) * 2009-11-03 2012-07-18 建筑研究和技术有限公司 水溶性的疏水缔合纳米复合物(作为建筑化学应用的流变改性剂)
US9834699B2 (en) 2012-06-19 2017-12-05 Watever Inc. Coating composition
CN108473811A (zh) * 2015-12-31 2018-08-31 3M创新有限公司 包含官能化二氧化硅纳米粒子和多官能(甲基)丙烯酸酯单体的防雾涂料组合物
US20180371286A1 (en) * 2015-12-31 2018-12-27 3M Innovative Properties Company Anti-fog coating composition including functionalized silica nanoparticles and multifunctional (meth)acrylate monomers
US10723888B2 (en) * 2015-12-31 2020-07-28 3M Innovative Properties Company Anti-fog coating composition including functionalized silica nanoparticles and multifunctional (meth)acrylate monomers
WO2025130142A1 (fr) * 2023-12-18 2025-06-26 中国石油天然气股份有限公司 Nanoparticule modifiée et son procédé de préparation, matériau de consolidation de sable et son utilisation, et procédé de consolidation de sable pour puits de pétrole/gaz

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