WO2015046487A1 - Liquide de dispersion de particules inorganiques, composition contenant des particules inorganiques, film de revêtement, base de plastique avec film de revêtement, et dispositif d'affichage - Google Patents

Liquide de dispersion de particules inorganiques, composition contenant des particules inorganiques, film de revêtement, base de plastique avec film de revêtement, et dispositif d'affichage Download PDF

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WO2015046487A1
WO2015046487A1 PCT/JP2014/075813 JP2014075813W WO2015046487A1 WO 2015046487 A1 WO2015046487 A1 WO 2015046487A1 JP 2014075813 W JP2014075813 W JP 2014075813W WO 2015046487 A1 WO2015046487 A1 WO 2015046487A1
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coating film
inorganic particle
inorganic
mass
plastic substrate
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PCT/JP2014/075813
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English (en)
Japanese (ja)
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鈴木　一也
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住友大阪セメント株式会社
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Priority to JP2014559976A priority Critical patent/JP5846322B2/ja
Priority to CN201480053448.8A priority patent/CN105579123B/zh
Priority to KR1020167008018A priority patent/KR20160063334A/ko
Publication of WO2015046487A1 publication Critical patent/WO2015046487A1/fr

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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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
    • C01G25/00—Compounds of zirconium
    • C01G25/02—Oxides
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
    • C01G9/00—Compounds of zinc
    • C01G9/02—Oxides; Hydroxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/0427—Coating with only one layer of a composition containing a polymer binder
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
    • 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
    • C08K9/04—Ingredients treated with organic substances
    • C08K9/06—Ingredients treated with organic substances with silicon-containing 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
    • C09D17/00—Pigment pastes, e.g. for mixing in paints
    • 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
    • C09D201/00—Coating compositions based on unspecified macromolecular 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2433/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2433/04—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
    • C08J2433/06—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical

Definitions

  • the present invention relates to an inorganic particle dispersion, an inorganic particle-containing composition, a coating film, a plastic substrate with a coating film, and a display device.
  • Inorganic particles such as zirconia, titania, and silica are used by being dispersed in a binder such as a resin.
  • a plastic substrate used in a display device such as a liquid crystal display (LCD), a plasma display (PDP), or an electroluminescence display (EL) is required to have transparency, refractive index, mechanical properties, and the like.
  • a functional film is formed by applying a composition obtained by mixing inorganic fine particles having a high refractive index and a resin to a plastic substrate.
  • a dispersion in which inorganic particles whose surface is modified with a dispersant having a hydrolyzable group such as an alkoxide in the presence of water is dispersed in a solvent, and a binder is used.
  • the method of mixing is common.
  • Hydrolyzable groups such as alkoxides have the property that hydroxyl groups hydrolyzed by the coexistence of water under acidic or basic conditions adsorb and dehydrate and condense on inorganic particles.
  • the surface of the inorganic particles is usually hydrophilic, in order to maintain high transparency by combining with the binder, the surface of the inorganic particles is hydrophobized with a dispersant or the like, and the dispersibility of the inorganic particles in the organic solvent is increased. It is important to increase.
  • an inorganic particle dispersion obtained by adding a hydrolysis catalyst and surface-treating metal oxide particles with a silane coupling agent has been proposed (for example, see Patent Document 1).
  • the metal oxide fine particles are made organic by a silane coupling agent during the bead mill treatment, and the metal oxide fine particles are reacted with an isocyanate compound having a polymerizable functional group during the ultrasonic treatment, thereby forming the metal oxide fine particles.
  • Dispersed dispersions have been proposed (see, for example, Patent Document 2).
  • Patent Document 2 has a low water content because it has not undergone the hydrolysis process, but the desired dispersibility cannot be obtained by the first stage dispersion treatment. Processing was necessary and the process was complicated. In addition, since the isocyanate compound reacts with a hydroxyl group, there is a problem that a usable solvent is limited.
  • the present invention has been made to solve the above problems, and has an inorganic particle dispersion, an inorganic particle-containing composition, a coating film, and a coating film having a sharp particle size distribution and a low water content.
  • An object is to provide a plastic substrate and a display device.
  • the present inventors have carried out surface treatment and dispersion of inorganic particles using a basic substance in the dispersion treatment of inorganic particles, thereby adsorbing inorganic particles. Since surface treatment can be performed with a minimum amount of water such as water, an inorganic particle dispersion having a sharp particle size distribution and a low water content can be obtained, and the number of steps in the dispersion treatment is also reduced. As a result, the present invention has been completed.
  • the inorganic particle dispersion liquid of the present invention is a dispersion liquid in which inorganic particles are a dispersant having a hydrolyzable group and dispersed in a dispersion medium, which contains a basic substance and has a water content.
  • the inorganic particle-containing composition of the present invention is an inorganic particle-containing composition comprising the inorganic particle dispersion of the present invention and a binder component.
  • the coating film of the present invention is a coating film formed using the inorganic particle-containing composition of the present invention.
  • the plastic substrate with a coating film of the present invention is a plastic substrate with a coating film, wherein the coating film of the present invention is provided on at least one surface of the plastic substrate.
  • the display device of the present invention is a display device comprising at least one of the coating film of the present invention and the substrate with a coating film of the present invention.
  • an inorganic particle dispersion having a sharp particle size distribution, excellent dispersion stability of inorganic particles, and excellent long-term storage stability of the dispersion, and an inorganic particle-containing composition containing the inorganic particle dispersion
  • Example 4 is a scanning ion microscope image of the upper side of the cross section of the coating film of Example 4.
  • FIG. 6 is a scanning ion microscope image of the lower side of the cross section of the coating film of Example 4.
  • FIG. It is a reflection spectrum of Example 4 and Comparative Example 4.
  • the inorganic particle dispersion liquid of this embodiment is a dispersion liquid in which inorganic particles are a dispersant having a hydrolyzable group and are dispersed in a dispersion medium, which contains a basic substance and has a water content of 1 mass. % Or less.
  • the content of water in the inorganic particle dispersion of this embodiment is 1% by mass or less, preferably 0.7% by mass or less, more preferably 0.5% by mass or less, and More preferably, it is 4 mass% or less.
  • the water content is preferably as small as possible.
  • the water content in this embodiment means a value titrated with a Karl Fischer moisture meter (model number: AQL-22320, manufactured by Hiranuma Sangyo Co., Ltd.).
  • the value obtained by dividing the particle size (D90) when the cumulative volume percentage of the particle size distribution is 90% by the particle size (D50) when the cumulative volume percentage of the particle size distribution is 50%. Is preferably 1 or more and 4 or less, more preferably 1 or more and 3 or less, and still more preferably 1 or more and 2 or less.
  • the particle size distribution is a particle size distribution of the inorganic particles contained in the inorganic particle dispersion.
  • the inorganic particles can be uniformly dispersed in the resin, and the refractive index distribution in the film can be made uniform. As a result, color unevenness such as interference fringes can be reduced. Moreover, since coarse particles are reduced, there is also an effect that generation of foreign matters during coating can be suppressed.
  • D50 and D90 in this embodiment mean values measured by a particle size distribution meter (trade name: Microtrac UPA150, manufactured by Nikkiso Co., Ltd.) using the dynamic light scattering method as a measurement principle.
  • D50 in the inorganic particle dispersion liquid of the present embodiment is preferably 1 nm or more and 45 nm or less, and more preferably 1 nm or more and 20 nm or less from the viewpoint of improving the transparency of the inorganic particle dispersion liquid.
  • an inorganic particle dispersion liquid containing inorganic particles, a dispersant having a hydrolyzable group, a basic substance, and a dispersion medium will be described.
  • inorganic particles The inorganic particles in the present embodiment are not particularly limited, and inorganic particles having desired characteristics are appropriately selected and used. For example, when high refractive index performance is imparted to the inorganic particle dispersion, inorganic particles having a refractive index of 1.9 or more are used.
  • inorganic particles examples include zirconium oxide, zinc oxide, iron oxide, copper oxide, titanium oxide, tin oxide, cerium oxide, tantalum oxide, niobium oxide, tungsten oxide, europium oxide, hafnium oxide, potassium titanate, Metal oxides such as barium titanate, strontium titanate, potassium niobate, lithium niobate, calcium tungstate, antimony-containing tin oxide (ATO), and tin-containing indium oxide (ITO) are preferably used.
  • zirconium oxide and titanium oxide are particularly preferable from the viewpoint of high refractive index and little influence by coloring.
  • inorganic particles having ultraviolet shielding properties are appropriately selected and used.
  • examples of such inorganic particles include zinc oxide, titanium oxide, iron oxide, cerium oxide, and the like.
  • the metal oxide which has electroconductivity is used. Examples of such metal oxides include antimony-containing tin oxide (ATO) and tin-containing indium oxide (ITO).
  • the average primary particle diameter of the inorganic particles may be appropriately selected depending on the use, but in order to obtain an inorganic particle dispersion excellent in transparency, it is preferably 1 nm or more and 30 nm or less, preferably 5 nm or more and 25 nm. The following is more preferable.
  • the “average primary particle size” means the particle size of each particle itself.
  • the major axis of each metal oxide particle for example, 100 or more metal oxide particles, preferably using a scanning electron microscope (SEM), a transmission electron microscope (TEM), etc. Includes a method of measuring the major axis of each of the 500 metal oxide particles and calculating the arithmetic average value thereof.
  • the content of the inorganic particles in the inorganic particle dispersion may be appropriately adjusted according to the use, but is preferably 5% by mass or more and 50% by mass or less, and more preferably 10% by mass or more and 40% by mass or less. By setting the content of the inorganic particles in the inorganic particle dispersion to the above range, good dispersion stability of the inorganic particles in the inorganic particle dispersion can be obtained.
  • the dispersant having a hydrolyzable group in the present embodiment has a hydrolyzable group, and the surface of the inorganic particles is modified to make the particle surface hydrophobic, thereby improving the dispersibility of the inorganic particles in a solvent or a resin.
  • a dispersant having an alkoxy group is preferably used.
  • examples of such a dispersant having an alkoxy group include metal alkoxides, silane coupling agents, silicone compounds, and the like.
  • an alkoxy group a methoxy group and an ethoxy group are preferable.
  • alkoxysilane is preferable.
  • tetraalkoxysilane is preferable.
  • Tetraalkoxysilanes include tetramethoxysilane, tetraethoxysilane, tetra n-propoxysilane, tetraisopropoxysilane, tetra n-butoxysilane, tetraisobutoxysilane, tetrasec-butoxysilane, tetrat-butoxysilane, tetraphenoxy Examples thereof include silane, monoethoxytrimethoxysilane, monobutoxytrimethoxysilane, monopentoxytrimethoxysilane, monohexoxytrimethoxysilane, dimethoxydiethoxysilane, dimethoxydibutoxysilane and the like.
  • tetramethoxysilane and tetraethoxysilane are preferably used because they have a high silicon (Si) content and are easy to adjust the concentration when dispersed in a solvent, and have high hydrolysis / condensation reactivity. be able to.
  • These tetraalkoxysilanes may be used alone or in combination of two or more.
  • the silane coupling agent is not particularly limited as long as it has an alkoxy group.
  • Silane coupling agents include allyltrimethoxysilane, allyltriethoxysilane, vinylethyldimethoxysilane, vinylethyldiethoxysilane, 3-glycidoxypropylethyldimethoxysilane, 3-glycidoxypropyltriethyldiethoxysilane.
  • silane coupling agents vinyldiethylmethoxysilane, vinyldiethylethoxysilane, 3-glycidoxypropyldiethylmethoxysilane, 3-glycidoxypropyldiethylethoxysilane, p-styryldiethylmethoxysilane, p-styryldiethyl Ethoxysilane, 3-acryloxypropyldiethylmethoxysilane, 3-acryloxypropyldiethylethoxysilane, 3-methacryloxypropyldiethylmethoxysilane, 3-methacryloxypropyldiethylethoxysilane, allyldiethylmethoxysilane, allyldiethylethoxysilane, etc. Can be mentioned.
  • These silane coupling agents may be used alone or in combination of two or more.
  • the silicone compound is not particularly limited as long as it has an alkoxy group, and a silicone resin having a methoxy group or an ethoxy group is used.
  • the addition amount of the dispersant having an alkoxy group is appropriately adjusted to such an extent that good dispersibility is obtained.
  • the addition amount of the dispersant having an alkoxy group is, for example, preferably 5% by mass or more and 120% by mass or less, and preferably 10% by mass or more and 110% by mass or less with respect to the total mass of the inorganic particles. More preferably, it is 15 mass% or more and 100 mass% or less.
  • the basic substance in the present embodiment is a substance having a hydrogen ion index (pH) greater than 7 when mixed with water, and the water content of the inorganic particle dispersion is 1% by mass or less.
  • pH hydrogen ion index
  • examples of such basic substances include alkali metal or alkaline earth metal hydroxides, amines, and the like, and amines are preferable in terms of easy handling.
  • alkali metal or alkaline earth metal hydroxide examples include inorganic basic substances such as calcium hydroxide, magnesium hydroxide, manganese hydroxide, aluminum hydroxide, iron hydroxide, potassium hydroxide, and sodium hydroxide. Is mentioned.
  • amines examples include amines, amides, amine dispersants, amine surfactants, amide type monomers, amine solvents, amide solvents, and the like.
  • amine any of primary amine, secondary amine, and tertiary amine may be used, and these may be mixed and used, but it is more preferable to use a tertiary amine.
  • amide type monomer for example, an acrylamide type monomer or a methacrylamide type monomer is preferably used.
  • amide type monomers examples include hydroxyethyl acrylamide, hydroxyethyl methacrylamide, dimethylaminopropyl acrylamide, dimethylaminopropyl methacrylamide, N- [3- (dimethylamino) propyl] acrylamide, N- [3- ( Dimethylamino) propyl] methacrylamide and the like.
  • the added amount of the basic substance is a value obtained by dividing the particle size (D90) when the cumulative volume percentage of the particle size distribution is 90% by the particle size (D50) when the cumulative volume percentage of the particle size distribution is 50%. Although it may be appropriately adjusted so as to be 1 or more and 4 or less, it is preferable that the basic substance is contained in the inorganic particle dispersion liquid by 0.01% by mass or more and 1% by mass or less.
  • the inorganic particle dispersion liquid By containing the basic substance in the inorganic particle dispersion liquid, hydrolysis of the dispersant having an alkoxy group such as a silane coupling agent is promoted even when the water content is 1% by mass or less, and the particles Inorganic particles can be dispersed in a dispersion medium in a state where the diameters are uniform.
  • the dispersion medium is not particularly limited as long as the inorganic particles are easily dispersed and other than water.
  • examples of the dispersion medium include aliphatic hydrocarbons such as hexane, heptane, and cyclohexane, aromatic hydrocarbons such as toluene and xylene, alcohols such as methanol, ethanol, and propanol, and halogenation such as methylene chloride and ethylene chloride.
  • Hydrocarbons acetone, methyl ethyl ketone, methyl isobutyl ketone, ketones such as 2-pentanone and isophorone, esters such as ethyl acetate and butyl acetate, cellosolves such as ethyl cellosolve, propylene glycol monomethyl ether, propylene glycol monoethyl ether, etc. Ethers, amide solvents, ether ester solvents, resin monomers, resin oligomers, and the like.
  • Examples of the method for producing the inorganic particle dispersion of the present embodiment include a method of mechanically mixing the above-described materials as constituents of the inorganic particle dispersion and dispersing the inorganic particles in a solvent.
  • Examples of the dispersing device include a stirrer, a self-revolving mixer, a homogenizer, and an ultrasonic homogenizer.
  • the inorganic particles are dispersed in a dispersion medium with a dispersant having a hydrolyzable group, contain a basic substance, and have a water content of 1% by mass or less. Therefore, since it has a sharp particle size distribution, it is excellent in the dispersion stability of the inorganic particles and in the stability of long-term storage of the dispersion.
  • the value obtained by dividing the particle size (D90) when the cumulative volume percentage of the particle size distribution is 90% by the particle size (D50) when the cumulative volume percentage of the particle size distribution is 50%.
  • it is 1 or more and 4 or less, it is more excellent in the dispersion stability of inorganic particles, and it is excellent in the stability of long-term storage of the dispersion.
  • an inorganic particle dispersion excellent in transparency can be obtained.
  • the inorganic particles are particles having a refractive index of 1.9 or more, an inorganic particle dispersion having a high refractive index can be obtained.
  • the inorganic particles are particles having ultraviolet shielding properties, an inorganic particle dispersion having excellent weather resistance can be obtained.
  • the inorganic particle containing composition of this embodiment contains the inorganic particle dispersion liquid of this embodiment and a binder component.
  • Binder component Although a binder component is not specifically limited, for example, a resin monomer, a resin oligomer, a resin polymer, an organosilicon compound, its polymer, etc. can be used conveniently.
  • the binder component in applications such as a display device is not particularly limited as long as it is a monomer or oligomer of a curable resin used for a general hard coat film, and a monomer or oligomer of a photocurable resin may be used. Alternatively, a monomer or oligomer of a thermosetting resin may be used. It is preferable to use a monomer of a photocurable resin because it is easy to obtain a film having high transparency and a strong hard coat property. Among the monomers of the photocurable resin, one or more acryloyl groups and It is preferable to use a crosslinkable compound having either one or both of methacryloyl groups.
  • polyfunctional means having three or more functional groups. All of the three or more functional groups may be the same functional group or different functional groups. Examples of the functional group other than the acryloyl group and methacryloyl group possessed by the crosslinkable compound include a vinyl group, an allyl group, an allyl ether group, a styryl group, and a hydroxyl group.
  • polyfunctional acrylate examples include, for example, (meth) trimethylolpropane triacrylate, (meth) ditrimethylolpropane tetraacrylate, (meth) pentaerythritol triacrylate, (meth) pentaerythritol tetraacrylate, (meth) dipenta
  • polyol polyacrylates such as erythritol hexaacrylate, epoxy (meth) acrylates, polyester (meth) acrylates, urethane acrylates, and polysiloxane acrylates. These polyfunctional acrylates may be used alone or in combination of two or more.
  • the inorganic particle-containing composition of the present embodiment has one or two functional groups within a range that does not inhibit the effects of the invention, and is not included in the above-mentioned monomers.
  • dispersant examples include anionic surfactants such as sulfate esters, carboxylic acids, and polycarboxylic acids, cationic surfactants such as quaternary salts of higher aliphatic amines, higher fatty acid polyethylene glycol esters, and the like.
  • anionic surfactants such as sulfate esters, carboxylic acids, and polycarboxylic acids
  • cationic surfactants such as quaternary salts of higher aliphatic amines, higher fatty acid polyethylene glycol esters, and the like.
  • Nonionic surfactants silicon surfactants, fluorine surfactants, polymer surfactants having an amide ester bond, and the like.
  • a polymerization initiator is suitably selected according to the kind of monomer to be used.
  • a photopolymerization initiator is used.
  • the kind and amount of the photopolymerization initiator are appropriately selected according to the monomer of the photocurable resin to be used.
  • the photopolymerization initiator for example, benzophenone, diketone, acetophenone, benzoin, thioxanthone, quinone, benzyldimethyl ketal, alkylphenone, acylphosphine oxide, phenylphosphine oxide, and the like are known. The photoinitiator of this is mentioned.
  • the viscosity is 0.2 mPa ⁇ s or more and 500 mPa ⁇ s or less in order to facilitate coating. Preferably, it is 0.5 mPa ⁇ s or more and 200 mPa ⁇ s or less. If the viscosity of the inorganic particle-containing composition is 0.2 mPa ⁇ s or more, it is preferable because the film thickness when formed into a coating film does not become too thin and the film thickness can be easily controlled. On the other hand, if the viscosity of the inorganic particle-containing composition is 500 mPa ⁇ s or less, the viscosity is not too high, and the inorganic particle-containing composition is preferably handled at the time of coating.
  • the viscosity of the inorganic particle-containing composition is preferably adjusted to the above range by appropriately adding an organic solvent to the inorganic particle-containing composition.
  • the organic solvent is not particularly limited as long as it is compatible with the inorganic particle-containing composition.
  • aliphatic hydrocarbons such as hexane, heptane, and cyclohexane
  • aromatic hydrocarbons such as toluene and xylene.
  • Alcohols such as methanol, ethanol and propanol, halogenated hydrocarbons such as methylene chloride and ethylene chloride, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, 2-pentanone and isophorone, esters such as ethyl acetate and butyl acetate , Cellosolves such as ethyl cellosolve, ethers such as propylene glycol monomethyl ether and propylene glycol monoethyl ether, amide solvents, and ether ester solvents. These solvents may be used alone or in combination of two or more.
  • the inorganic particle-containing composition of the present embodiment since the inorganic particle of the present embodiment contains an inorganic particle dispersion having a sharp particle size distribution, the dispersion stability of the inorganic particles is excellent, and the composition can be stored for a long time. Excellent stability.
  • Method for producing inorganic particle-containing composition As a manufacturing method of the inorganic particle containing composition of this embodiment, the method of mixing each material mentioned above as a component of an inorganic particle containing composition mechanically is mentioned.
  • the mixing device include a stirrer, a self-revolving mixer, a homogenizer, and an ultrasonic homogenizer.
  • the coating film of this embodiment is formed using the inorganic particle containing composition of this embodiment.
  • the film thickness of this coating film is suitably adjusted according to a use, it is preferable that they are 0.01 micrometer or more and 20 micrometers or less normally, and it is more preferable that they are 1 micrometer or more and 10 micrometers or less.
  • the manufacturing method of the coating film of this embodiment has the process of forming a coating film by apply
  • the coating method for forming a coating film include a bar coating method, a flow coating method, a dip coating method, a spin coating method, a roll coating method, a spray coating method, a meniscus coating method, a gravure coating method, a suction coating method, A normal wet coating method such as a brush coating method is used.
  • the energy ray used for photocuring is not particularly limited as long as the coating is cured.
  • energy such as ultraviolet rays, far infrared rays, near ultraviolet rays, infrared rays, X rays, ⁇ rays, electron beams, proton rays, neutron rays, etc.
  • a line is used.
  • ultraviolet rays it is preferable to use ultraviolet rays because the curing speed is fast and the device is easily available and handled.
  • a high pressure mercury lamp that generates ultraviolet light in the wavelength band of 200 nm ⁇ 500 nm, a metal halide lamp, xenon lamp, using a chemical lamp or the like, at the 100 ⁇ 3,000mJ / cm 2 energy, ultraviolet The method of irradiating etc. is mentioned.
  • the inorganic particles having a sharp particle size distribution in the present embodiment in other words, in the inorganic particle-containing composition, the size of the inorganic particles is almost uniform.
  • the particles are easily filled uniformly without gaps. Therefore, the film-forming property of the coating film is excellent, and the performance at all locations in the film surface is uniform. Therefore, for example, since the refractive index in the film surface becomes almost uniform, the occurrence of uneven color in the coating film is suppressed, and the visibility can be improved when applied to a display device or the like.
  • the inorganic particles are uniformly filled in the film, and there are few voids in the film. Therefore, for example, when it is desired to improve the refractive index using inorganic particles having a refractive index of 1.9 or more, the amount of inorganic particles required to improve the refractive index can be reduced as compared with the conventional case. Accordingly, even in a thin film of 10 nm to 200 nm, the entire coating film is uniformly filled with inorganic particles, and the voids in the film can be reduced uniformly, so that the refractive index of the coating film can be improved. it can.
  • the coating film of this embodiment since the performance in all the places in a film surface becomes uniform, even if it is a thick film with a film thickness of 1 micrometer or more, generation
  • the coating film of this embodiment since it is formed using the inorganic particle containing composition of this embodiment, the coating film excellent in film formability can be obtained.
  • the plastic substrate with a coating film of this embodiment has a base body (plastic base material) formed using a resin material, and the coating film of this embodiment provided on at least one surface of the base body.
  • the plastic substrate with a coating film is obtained by coating the inorganic particle-containing composition of the present embodiment on the substrate body using a known coating method to form a coating film and curing the coating film. It is done.
  • the substrate body is not particularly limited as long as it is a plastic substrate.
  • a plastic substrate For example, polyethylene terephthalate, triacetyl cellulose, acrylic, acrylic-styryl copolymer, acrylonitrile-butadiene-styrene copolymer, polystyrene, polyethylene, polypropylene, polycarbonate Those formed from plastic such as vinyl chloride are used.
  • a plastic substrate having optical transparency as the substrate body.
  • the substrate body may be in the form of a sheet or film, but is preferably in the form of a film.
  • the plastic substrate with a coating film of the present embodiment has a haze value of preferably 1.4% or less, more preferably 1.0% or less, when measured on the basis of air.
  • the “haze value” is a ratio (%) of diffuse transmitted light to total light transmitted light, and a haze meter NDH-2000 (manufactured by Nippon Denshoku Co., Ltd.) is used on the basis of air. It means a value measured based on the standard JIS-K-7136.
  • the difference between the maximum value and the minimum value of reflectance within a range of 500 nm or more and 750 nm or less is preferably 1% or less, and preferably 0.8% or less. More preferred is 0.7% or less.
  • the coated plastic substrate of this embodiment has optical interference. This is preferable because the occurrence of ripples due to the above is suppressed, and a coating film in which color unevenness is suppressed is obtained.
  • a hard coat film may be provided between the plastic substrate and the coating film, or a film having a different performance such as a refractive index from the coating film may be laminated.
  • the coating film of this embodiment since the coating film of this embodiment is formed, a plastic substrate with a coating film having excellent film forming properties can be obtained.
  • the display device of the present embodiment includes at least one of the coating film of the present embodiment and the plastic substrate with a coating film of the present embodiment, that is, the coating film of the present embodiment and the plastic substrate with a coating film of the present embodiment. Either one or both.
  • the display device is not particularly limited, but in this embodiment, a liquid crystal display device for a touch panel will be described.
  • the touch panel In the touch panel, when the refractive index difference between the ITO electrode and the transparent base material (plastic base material such as polyethylene terephthalate) is large, a so-called bone appearance phenomenon occurs in which the ITO electrode portion is easily visible. Therefore, the difference in the refractive index between the transparent substrate and the ITO electrode is mitigated by providing the coating film of the present embodiment in which inorganic particles having a refractive index of 1.9 or more are selected as a layer between the transparent substrate and the ITO electrode. Thus, the bone appearance phenomenon can be suppressed.
  • the method of providing either one or both of the coating film of this embodiment and the plastic substrate with a coating film of this embodiment on the touch panel is not particularly limited, and may be implemented by a known method. For example, the structure etc. which patterned the ITO electrode on the coating-film surface of the plastic base material with a coating film of this embodiment, and laminated
  • the display device of the present embodiment since it includes at least one of the coating film of the present embodiment and the plastic substrate with a coating film of the present embodiment, which is excellent in film formability, optical in the coating film surface is provided. Since there is almost no variation in characteristics, a display device with excellent visibility can be obtained.
  • Example 1 "Inorganic particle dispersion" Zirconium oxide (average primary particle size 12 nm, manufactured by Sumitomo Osaka Cement Co., Ltd.) 30% by mass, 3-methacryloxypropyltrimethoxysilane 6.0% by mass, alkyldimethylamine 0.4% by mass, propylene glycol monomethyl ether After mixing 63.6% by mass, dispersion treatment was performed using a bead mill to obtain an inorganic particle dispersion of Example 1.
  • Inorganic particle-containing composition The obtained inorganic particle dispersion was 5.4% by mass, dipentaerythritol hexaacrylate was 0.19% by mass, 2-hydroxy-1- ⁇ 4- [4- (2-hydroxy-2-methyl-propionyl)- [Benzyl] phenyl ⁇ -2-methyl-propan-1-one and 0.02% by mass of propylene glycol monomethyl ether were mixed to obtain an inorganic particle-containing composition of Example 1.
  • Poly substrate with coating film 40% by mass of dipentaerythritol hexaacrylate, 2 of 2-hydroxy-1- ⁇ 4- [4- (2-hydroxy-2-methyl-propionyl) -benzyl] phenyl ⁇ -2-methyl-propan-1-one
  • a composition for forming a hard coat film was obtained by mixing 58% by mass of mass% and methyl isobutyl ketone.
  • This composition for forming a hard coat film was applied to a 100 ⁇ m thick polyethylene terephthalate film by a bar coating method so that the dry film thickness was 1 ⁇ m, and dried by heating at 90 ° C. to form a coating film.
  • a high-pressure mercury lamp 120 W / cm
  • the coating film was exposed to ultraviolet rays with an energy of 250 mJ / cm 2 to cure the coating film, thereby obtaining a substrate with a hard coat film.
  • the inorganic particle-containing composition of Example 1 was applied on the hard coat film of the substrate with the hard coat film by a bar coating method so that the dry film thickness was 100 nm, and heated at 90 ° C. to dry. To form a coating film.
  • the coating film was exposed to ultraviolet rays so as to have an energy of 250 mJ / cm 2 , and the coating film was cured to obtain a plastic substrate with a coating film of Example 1. .
  • refractive index of coating film The refractive index of the coating film was measured using a prism coupler model 2010 (Mericon).
  • Color unevenness of plastic substrate with coating film The color unevenness of the plastic substrate with a coating film was evaluated by visually observing with a gap of 30 cm between the substrate and the eyes, and when there was no color unevenness or almost inconspicuous, and x when there was color unevenness. The evaluation results are shown in Table 1.
  • Example 2 "Inorganic particle dispersion" Zirconium oxide (average primary particle size 12 nm, manufactured by Sumitomo Osaka Cement Co., Ltd.) 30% by mass, 3-methacryloxypropyltrimethoxysilane 4.5% by mass, amine-based dispersant 0.4% by mass, methyl isobutyl ketone After mixing 65.1% by mass, dispersion treatment was performed using a bead mill to obtain an inorganic particle dispersion of Example 2.
  • Example 2 “Inorganic particle-containing composition, plastic substrate with coating” Except having used the inorganic particle dispersion liquid of Example 2, the inorganic particle containing composition of Example 2 and the plastic substrate with a coating film of Example 2 were obtained in the same manner as Example 1.
  • Example 3 Zinc oxide (trade name: ZnO650, average primary particle size 25 nm, manufactured by Sumitomo Osaka Cement Co., Ltd.) 10% by mass, tetramethoxysilane 10% by mass, dimethylaminopropylacrylamide 0.4% by mass, isopropyl alcohol 77.6%. After mixing by mass%, a dispersion treatment was performed using a bead mill to obtain an inorganic particle dispersion of Example 3.
  • ZnO650 average primary particle size 25 nm, manufactured by Sumitomo Osaka Cement Co., Ltd.
  • Example 4 "Inorganic particle-containing composition" 58% by mass of the inorganic particle dispersion of Example 2, 11% by mass of dipentaerythritol hexaacrylate, 2-hydroxy-1- ⁇ 4- [2- (2-hydroxy-2-methyl-propionyl) -benzyl] phenyl ⁇ 0.5% by mass of 2-methyl-propan-1-one and 30.5% by mass of propylene glycol monomethyl ether were mixed to obtain an inorganic particle-containing composition of Example 4.
  • the inorganic particle-containing composition of Example 4 was applied to a 100 ⁇ m thick polyethylene terephthalate film by a bar coating method so as to have a dry film thickness of 1.5 ⁇ m, dried by heating at 90 ° C. Formed. Next, using a high-pressure mercury lamp (120 W / cm), the coating film was exposed to ultraviolet rays so as to have an energy of 250 mJ / cm 2 , and the coating film was cured to obtain a plastic substrate with a coating film of Example 4. It was.
  • Example 4 About the plastic base material with a coating film of Example 4, the total light transmittance, haze value, and the color nonuniformity of the plastic base material with a coating film were evaluated similarly to Example 1.
  • the refractive index of the coating film was measured using an Abbe refractometer (model number: DR-M2, manufactured by Atago Co., Ltd.). The evaluation results are shown in Table 1.
  • Comparative Example 1 instead of using 6.0% by mass of 3-methacryloxypropyltrimethoxysilane, 0.4% by mass of alkyldimethylamine, and 63.6% by mass of propylene glycol monomethyl ether, 4 of 3-methacryloxypropyltrimethoxysilane was used. An attempt was made to prepare an inorganic particle dispersion of Comparative Example 1 containing no basic substance in the same manner as in Example 1 except that 5% by mass and 65.5% by mass of methyl ethyl ketone were used. Inorganic particles settled and no dispersion was obtained.
  • Comparative Example 2 instead of using 6.0% by mass of 3-methacryloxypropyltrimethoxysilane, 0.4% by mass of alkyldimethylamine, and 63.6% by mass of propylene glycol monomethyl ether, 4 of 3-methacryloxypropyltrimethoxysilane was used.
  • An inorganic particle dispersion of Comparative Example 2 containing a large amount of water was obtained in the same manner as in Example 1 except that 3% by mass of 5% by mass, 1% by mass of sodium hydroxide aqueous solution and 62.5% by mass of methyl ethyl ketone were used. It was.
  • the inorganic particle-containing composition of Comparative Example 4 was applied to a 100 ⁇ m-thick polyethylene terephthalate film by a bar coating method so as to have a dry film thickness of 1.5 ⁇ m, dried by heating at 90 ° C. Formed. Next, using a high-pressure mercury lamp (120 W / cm), the coating film was exposed to ultraviolet rays with an energy of 250 mJ / cm 2 to cure the coating film, and a plastic substrate with a coating film of Comparative Example 4 was obtained. It was.
  • the total light transmittance, the haze value, and the color nonuniformity of the plastic base material with a coating film were evaluated similarly to Example 1.
  • the refractive index of the coating film was measured using an Abbe refractometer (model number: DR-M2, manufactured by Atago Co., Ltd.). The evaluation results are shown in Table 1.
  • Example 4 when the reflection spectrum of Example 4 and the reflection spectrum of Comparative Example 4 are compared, even when the film thickness is as thick as 1.5 ⁇ m, the plastic substrate with a coating film of Example 4 It was confirmed that the amplitude of ripple caused by light interference was small, and color unevenness was suppressed visually. Further, in order to adjust the refractive index of Comparative Example 4 to the same refractive index as that of Example 4, it is necessary to increase the content of zirconium oxide of Comparative Example 4, and Example 4 has less zirconium oxide than the conventional film. It was confirmed that the refractive index could be improved by the amount.
  • the inorganic particle dispersion of the present invention can be applied to all industrial uses in which the inorganic particle dispersion is conventionally used. For example, it can be applied to optical film use, house exterior use, heat ray shielding use, and the like. it can.

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Abstract

La présente invention concerne : un liquide de dispersion de particules inorganiques qui a une distribution de taille de particule étroite, tout en ayant une faible teneur en eau ; une composition contenant des particules inorganiques ; un film de revêtement ; une base de plastique avec un film de revêtement ; et un dispositif d'affichage. Ce liquide de dispersion de particules inorganiques est obtenu par dispersion de particules inorganiques dans un milieu de dispersion avec utilisation d'un dispersant ayant un groupe hydrolysable. Ce liquide de dispersion de particules inorganiques contient une substance basique et a une teneur en eau de 1 % en masse ou moins.
PCT/JP2014/075813 2013-09-30 2014-09-29 Liquide de dispersion de particules inorganiques, composition contenant des particules inorganiques, film de revêtement, base de plastique avec film de revêtement, et dispositif d'affichage WO2015046487A1 (fr)

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CN201480053448.8A CN105579123B (zh) 2013-09-30 2014-09-29 无机粒子分散液、含无机粒子的组合物、涂膜、带涂膜的塑料基材、显示装置
KR1020167008018A KR20160063334A (ko) 2013-09-30 2014-09-29 무기 입자 분산액, 무기 입자 함유 조성물, 도막, 도막 부착 플라스틱 기재, 표시 장치

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