WO2015019758A1 - Composition de matériau de revêtement pour ajuster l'indice de réfraction et stratifié l'utilisant - Google Patents

Composition de matériau de revêtement pour ajuster l'indice de réfraction et stratifié l'utilisant Download PDF

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Publication number
WO2015019758A1
WO2015019758A1 PCT/JP2014/067660 JP2014067660W WO2015019758A1 WO 2015019758 A1 WO2015019758 A1 WO 2015019758A1 JP 2014067660 W JP2014067660 W JP 2014067660W WO 2015019758 A1 WO2015019758 A1 WO 2015019758A1
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refractive index
coating material
component
material composition
meth
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PCT/JP2014/067660
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English (en)
Japanese (ja)
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依慶 米山
木村　和資
裕一 松木
山本　正樹
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横浜ゴム株式会社
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Priority to JP2015530756A priority Critical patent/JPWO2015019758A1/ja
Publication of WO2015019758A1 publication Critical patent/WO2015019758A1/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
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/671—Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • C08G18/673—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen containing two or more acrylate or alkylacrylate ester groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
    • 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
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • 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
    • C09D5/006—Anti-reflective coatings
    • 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
    • C09D7/66—Additives characterised by particle size
    • C09D7/68—Particle size between 100-1000 nm

Definitions

  • the present invention relates to a coating material composition for adjusting the refractive index and a laminate thereof.
  • an optical film index matching film having an optical adjustment layer (index matching layer) may be used for the ITO film (for example, (See Patent Document 1).
  • index matching film the refractive index (index) between the ITO part (the index of the ITO part is generally 2.1 to 2.2 for light in the visible region) and the etching process part. ), The ITO electrode pattern can be made difficult to see on the display.
  • an object of this invention is to provide the coating material composition for refractive index adjustment with a high refractive index and a low haze, and a laminated body using this.
  • the present inventor uses a composition that uses a large amount of dry-type barium titanate as the inorganic fine particles in the polymerizable compound, so that the cured product has a high refractive index and low haze.
  • the laminate having the cured product was found to have a high refractive index and no turbidity, and the present invention was completed.
  • this invention provides the following coating material composition for refractive index adjustment, and its laminated body.
  • metala A coating material composition for adjusting the refractive index, comprising a silane coupling agent (C) having an acryloyloxy group, a photopolymerization initiator (D), and an organic solvent (E).
  • the surfactant (F) is further contained, and the surfactant includes at least a surfactant having an amino group in one molecule, for adjusting the refractive index according to the above (I) or (II) Coating material composition.
  • the refractive index-adjusting coating material composition according to any one of (I) to (III), wherein the component (C) is a compound represented by the formula (1) described later.
  • the amount of the component (B) is 40 to 200 parts by mass, the amount of the component (C) is 1 to 30 parts by mass, and the amount of the component (D) is 100 parts by mass of the component (A).
  • VIII The refractive index-adjusting coating material composition according to any one of (I) to (VII), further comprising a leveling agent (G).
  • (IX) A laminate having a base material and an index matching layer obtained from the refractive index adjusting coating material composition according to any one of (I) to (VIII) above the base material.
  • (X) The laminate according to (IX), further including an ITO portion on the index matching layer.
  • (XI) The laminate according to (IX) or (X), further including a hard coat layer between the substrate and the index matching layer.
  • a cured product having a high refractive index and low haze can be obtained.
  • the laminate of the present invention has a high refractive index and a low haze.
  • the coating material composition for adjusting the refractive index of the present invention is a polyfunctional (meth) acrylic compound (A) having two or more (meth) acryloyloxy groups in one molecule, average primary particles Refractive index having a diameter of 200 nm or less and containing dry nano-barium titanate (B), a silane coupling agent (C) having a (meth) acryloyloxy group, a photopolymerization initiator (D), and an organic solvent (E) It is a coating material composition for adjustment.
  • A polyfunctional (meth) acrylic compound having two or more (meth) acryloyloxy groups in one molecule, average primary particles Refractive index having a diameter of 200 nm or less and containing dry nano-barium titanate (B), a silane coupling agent (C) having a (meth) acryloyloxy group, a photopolymerization initiator (D), and an organic solvent (E) It is a coating material composition for adjustment.
  • the polyfunctional (meth) acrylic compound (A) may be described as the component (A) or (A).
  • the (meth) acryloyloxy group means one or both of an acryloyloxy group (CH 2 ⁇ CHCOO—) and a methacryloyloxy group (CH 2 ⁇ C (CH 3 ) COO—). The same applies to (meth) acrylic.
  • the composition of this invention contains (A) component, (B) component, (D) component, and (E) component with (C) component, and the coating film obtained using the composition of this invention is high. It has a refractive index and can have good optical properties (total light transmittance, haze). Moreover, the said coating film can become a coating material with a favorable external appearance.
  • the composition of the present invention suppresses an increase in haze by using the component (B) even if a large amount of the component (B) is used in order to increase the refractive index so as not to cause clouding. can do.
  • the polyfunctional (meth) acrylic compound (A) will be described below.
  • the polyfunctional (meth) acrylic compound (A) contained in the composition of the present invention is a compound having two or more (meth) acryloyloxy groups in one molecule.
  • the number of (meth) acryloyloxy groups (A) in one molecule is preferably 3 or more from the viewpoint of further reducing haze and being excellent in coatability and curability. It is more preferable that
  • the (meth) acryloyloxy group can be bonded to the hydrocarbon group directly or through a hetero atom such as an oxygen atom, a nitrogen atom, or a sulfur atom.
  • the hydrocarbon group is not particularly limited. Examples thereof include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, and a combination thereof.
  • the hydrocarbon group may be linear or branched and may have an unsaturated bond. Among these, the hydrocarbon group is preferably an aromatic hydrocarbon group from the viewpoint of further reducing haze and being excellent in coatability and curability.
  • the hydrocarbon group has two or more hydrocarbon groups (a), and the adjacent hydrocarbon groups (a) are bonded by a bond such as a urethane bond, a urea bond, an ester bond, or an ether bond. be able to.
  • the number of bonds per molecule can be one or more, and can be 2 or more and 5 or less.
  • the hydrocarbon group is preferably a hydrocarbon group bonded by a urethane bond from the viewpoint of higher refractive index, lower haze, and excellent coating properties and curability.
  • the hydrocarbon group is an aromatic hydrocarbon group
  • examples of the aromatic hydrocarbon group include divalent or higher aromatic rings such as a benzene ring, a naphthalene ring, and a fluorene ring.
  • an aromatic ring is preferable and a fluorene ring is more preferable from the viewpoints of higher refractive index, lowering haze, and excellent coating properties and curability.
  • the fluorene ring is represented by the following formula.
  • the hydrocarbon group bonded by the urethane bond is a hydrocarbon group in which at least two hydrocarbon groups (a) are bonded via a urethane bond. can do.
  • the component (A) has an aromatic hydrocarbon group and / or one or more urethane bonds in one molecule from the viewpoint of higher refractive index, lower haze, and excellent coating properties and curability. Furthermore, it is preferable that it is a compound which has.
  • the compound having an aromatic hydrocarbon group and two or more (meth) acryloyloxy groups in one molecule include an aromatic ring (for example, a fluorene ring) and two or more (meth) acryloyloxy groups. The compound which has is mentioned.
  • a compound having one or more urethane bonds and two or more (meth) acryloyloxy groups in one molecule can be obtained, for example, by reacting an isocyanate compound with a hydroxy compound. If the number of (meth) acryloyloxy groups in the reaction product is 2 or more, the isocyanate compound or hydroxy compound to be used, which has a (meth) acryloyloxy group, the reaction ratio, etc. are particularly limited. Not.
  • the isocyanate compound is not particularly limited as long as it is a compound having one or more isocyanate groups, and can be a polyisocyanate compound.
  • the polyisocyanate is not particularly limited as long as it is a polyisocyanate having two or more isocyanate groups in one molecule.
  • hexamethylene diisocyanate (HDI) trimethylhexamethylene diisocyanate (TMHDI)
  • TMHDI trimethylhexamethylene diisocyanate
  • lysine diisocyanate norbornane diisocyanate
  • Alicyclic polyisocyanates such as transcyclohexane-1,4-diisocyanate, isophorone diisocyanate (IPDI), bis (isocyanatemethyl) cyclohexane (hydrogenated XDI), dicyclohexylmethane diisocyanate (hydrogenated MDI) TDI (eg, 2,4-tolylene diisocyanate (2,4-TDI), 2,6-tolylene diisocyanate (2,6-TDI)) MDI (for example, 4,4′-diphenylmethane diisocyanate (4,4′-MDI), 2,4′-diphenylmethane diisocyanate (2,4′-MDI)), 1,4-phenylene diisocyanate, polymethylene polyphenylene polyisocyanate, Aromatic polyisocyanates such as xylylene diisocyanate (XDI), tetramethylxylylene diisocyanate (TMXD
  • the hydroxy compound having a (meth) acryloyloxy group is not particularly limited as long as it is a compound having at least one (meth) acryloyloxy group and one hydroxy group.
  • the hydroxy compound can be a compound having at least one hydroxy group and at least one (meth) acryloyloxy group.
  • Examples of the hydroxy compound include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, and pentaerythritol poly (meth) such as pentaerythritol tri (meth) acrylate.
  • polypentaerythritol poly (meth) acrylate such as dipentaerythritol tri (meth) acrylate, dipentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate; etc. Is mentioned.
  • 2-hydroxyethyl acrylate (HEA) 2-hydroxypropyl acrylate, 2-hydroxybutyl acrylate, pentane are used from the viewpoint of higher refractive index, lower haze, and excellent coating properties and curability.
  • Erythritol triacrylate (PETA), dipentaerythritol pentaacrylate (DPPA), and dipentaerythritol hexaacrylate (DPHA) are preferred.
  • urethane acrylate obtained from hexamethylene diisocyanate (HDI) or isophorone diisocyanate (IPDI) and pentaerythritol triacrylate (PETA), dipentaerythritol hexaacrylate (DPHA) or dipentaerythritol pentaacrylate (DPPA) is preferable.
  • HDI hexamethylene diisocyanate
  • IPDI isophorone diisocyanate
  • PETA pentaerythritol triacrylate
  • DPHA dipentaerythritol hexaacrylate
  • DPPA dipentaerythritol pentaacrylate
  • (A) is not particularly limited for its production. For example, a conventionally well-known thing is mentioned. (A) can be used alone or in combination of two or more.
  • the weight average molecular weight of the component (A) is preferably 100 to 5,000, more preferably 400 to 2,000.
  • a weight average molecular weight shall be measured by gel permeation chromatography (GPC) by standard polystyrene conversion.
  • Nanobarium titanate (B) contained in the composition of the present invention is a dry nanobarium titanate having an average primary particle size of 200 nm or less.
  • nano-barium titanate being dry means a powder (powder).
  • the water content of the nano barium titanate (B) is from 0.1 to 3% by mass in the nano barium titanate (B) from the viewpoint of higher refractive index, lower haze, and excellent coating properties and curability. It is preferable that it is 0.1 to 1% by mass.
  • the average primary particle diameter of the nano-barium titanate (B) is preferably 10 to 200 nm from the viewpoint of higher refractive index, lower haze, and excellent coatability and curability. It is more preferable that In the present invention, the average primary particle diameter of barium titanate was measured according to the dynamic light scattering method. Nano barium titanate (B) can be used alone or in combination of two or more.
  • the silane coupling agent (C) contained in the composition of the present invention is a silane coupling agent having a (meth) acryloyloxy group.
  • (C) can have one or more (meth) acryloyloxy groups in one molecule.
  • the (meth) acryloyloxy group can be bonded to the hydrocarbon group I directly or through a hetero atom such as an oxygen atom, a nitrogen atom, or a sulfur atom.
  • the hydrocarbon group I is not particularly limited. Examples thereof include an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, and a combination thereof.
  • the hydrocarbon group may be linear or branched and may have an unsaturated bond.
  • the silyl group of (C) is not particularly limited as long as it is a hydrocarbon group bonded to a silicon atom via an oxygen atom such as an alkoxy group.
  • the hydrocarbon group is the same as the hydrocarbon group I.
  • the component (C) is preferably a compound represented by the following formula (1) from the viewpoint of increasing the refractive index and lowering the haze, and being excellent in coatability and curability.
  • each R 1 is independently a (meth) acryloyloxy group
  • each R 2 is independently an unsubstituted or substituted alkyl group having 1 to 20 carbon atoms, and 1 ⁇ a ⁇ 4
  • R 3 is a hydrocarbon group
  • n is 0 or 1.
  • Examples of R 2 include a methyl group, an ethyl group, and an isopropyl group.
  • (C) examples include 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropyltriethoxysilane, 3-methacryloxymethyltrimethoxysilane, and 3-methacryloxyethyltriethoxysilane. .
  • (C) is not particularly limited for its production. For example, a conventionally well-known thing is mentioned.
  • (C) can be used alone or in combination of two or more.
  • the photopolymerization initiator (D) contained in the composition of the present invention is not particularly limited as long as the vinyl functional group can be polymerized by light.
  • Examples of the photopolymerization initiator (D) include alkylphenone photopolymerization initiators, acetophenones, benzophenones, Michler benzoylbenzoate, ⁇ -amyloxime ester, tetramethylchuram monosulfide, benzoins, benzoin methyl ether. Thioxanthones, propiophenones, benzyls, acylphosphine oxides, and the like.
  • alkylphenone photopolymerization initiators are preferred from the viewpoints of light stability, high efficiency of photocleavage, compatibility, low volatility, and low odor.
  • Specific examples of the alkylphenone photopolymerization initiator include 1-hydroxy-cyclohexyl-phenyl-ketone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, and 1- [4- (2-hydroxyethoxy) -phenyl] -2-hydroxy-2-methyl-1-propan-1-one and the like.
  • a photoinitiator (D) can be used individually or in combination of 2 types or more, respectively.
  • Organic solvent (E) The organic solvent (E) contained in the composition of the present invention is not particularly limited.
  • cycloaliphatic hydrocarbons such as cyclohexane, methylcyclohexane and decalin
  • aromatic hydrocarbons such as benzene, toluene, xylene, mesitylene, dodecylbenzene and methylnaphthalene
  • halogens such as methylene chloride, chloroform, ethylene chloride and chlorobenzene Ethers such as THF, dibutyl ether, dipentyl ether, dihexyl ether, diheptyl ether, dioctyl ether; ethyl acetate, butyl acetate, butyl acrylate, methyl methacrylate, hexamethylene diacrylate, trimethylolpropane triacrylate, etc.
  • Esters may be used those either alone, or in combination of two or more.
  • the amount of the component (B) is such that the refractive index is increased, the haze is further decreased, and the optical properties and coating properties are excellent, with respect to 100 parts by mass of the component (A).
  • the amount is preferably 40 to 200 parts by mass, and more preferably 50 to 125 parts by mass.
  • the amount of (B) is preferably 40 parts by mass or more with respect to 100 parts by mass of component (A) from the viewpoint of increasing the refractive index.
  • the quantity of (B) is 200 mass parts or less with respect to 100 mass parts of (A) component from a viewpoint of making haze lower.
  • the amount of the component (C) is 1 to 30 parts by mass with respect to 100 parts by mass of the component (A) from the viewpoint of further reducing haze and being excellent in dispersibility of the component (B) in the component (A). It is preferably 1 to 15 parts by mass.
  • the amount of the component (D) is preferably 1 to 10 parts by weight, preferably 2 to 5 parts by weight with respect to 100 parts by weight of the component (A) from the viewpoint of further reducing haze and being excellent in curability. More preferably.
  • the amount of the component (E) is 100 to 500 parts by mass with respect to 100 parts by mass of the component (A) from the viewpoint of further reducing the haze and improving the compatibility between the component (A) and the component (B). Part is preferable, and 200 to 400 parts by weight is more preferable.
  • the composition of the present invention preferably further contains a surfactant (F) from the viewpoint of excellent stability of the composition.
  • the surfactant (F) is not particularly limited. Among these, at least a basic surfactant having a basic group in one molecule is included from the viewpoint of excellent stability and leveling property (that is, surface uniformity) of the composition (particularly component (B)). Is preferred.
  • examples of the basic group include an amine group, an amino group, an amide group, a pyrrolidone group, an imine group, an imino group, a urethane group, a quaternary ammonium group, an ammonium group, a pyridino group, a pyridium group, an imidazolino group, and an imidazolo Examples include a lithium group.
  • the basic surfactant commercially available products can be used.
  • the surfactant (F) can be used alone or in combination of two or more.
  • the amount of the component (F) is preferably 0.01 to 5 parts by mass with respect to 100 parts by mass of the component (A) from the viewpoint of further reducing haze and improving the stability of the composition. More preferably, it is 1 to 2 parts by mass.
  • the composition of the present invention preferably further contains a leveling agent (G) from the viewpoint of excellent leveling properties (that is, surface uniformity).
  • a leveling agent (G) will not be restrict
  • a silicon leveling agent containing silicon, a fluorine leveling agent containing fluorine, and the like can be mentioned. Of these, a fluorine leveling agent is preferable from the viewpoint of superior surface uniformity.
  • a leveling agent (G) can be used individually or in combination of 2 types or more, respectively.
  • the amount of the component (G) is 0.01 to 10 parts by mass with respect to 100 parts by mass of the component (A) from the viewpoint that the refractive index is increased, the haze is further reduced, and the stability of the composition is excellent.
  • the amount is preferably 0.1 to 3 parts by mass.
  • the composition of the present invention is, for example, a (meth) acrylic compound other than (A), a filler other than (B), a silane coupling agent other than (C), and anti-aging, as long as the object of the present invention is not impaired. It may further contain additives such as an agent, an antistatic agent, a flame retardant, an adhesiveness imparting agent, a dispersant, an antioxidant, an antifoaming agent, a matting agent, a light stabilizer, a dye, and a pigment.
  • the composition of the present invention is not particularly limited for its production. For example, it can be produced by mixing predetermined components.
  • the composition of the present invention is a composition for forming a coating material (index matching layer) for adjusting the refractive index.
  • the index matching film generally used for making the ITO electrode pattern invisible includes, for example, one having at least an index matching layer and a base material and / or a hard coat layer.
  • the hard coat layer to which the composition of the present invention can be applied is not particularly limited.
  • the substrate to which the composition of the present invention can be applied is not particularly limited. For example, plastic, rubber, glass, metal, and ceramic are mentioned.
  • the plastic to which the composition of the present invention can be applied may be either a thermosetting resin or a thermoplastic resin.
  • plastic examples include polymethyl methacrylate resin, polycarbonate resin, polystyrene resin, acrylonitrile / styrene copolymer resin, polyvinyl chloride resin, acetate resin, ABS resin, polyester resin (for example, polyethylene terephthalate (PET)), polyamide resin, and the like.
  • PET polyethylene terephthalate
  • the method of applying the composition of the present invention to, for example, the substrate or the hard coat layer is not particularly limited, and for example, a known coating method such as brush coating, flow coating, dip coating, spray coating, spin coating or the like can be adopted. .
  • a known coating method such as brush coating, flow coating, dip coating, spray coating, spin coating or the like can be adopted.
  • the composition of the present invention After applying the composition of the present invention to, for example, a substrate or a hard coat layer, it can be dried to remove the organic solvent (E) from the layer of the composition of the present invention. After drying, the layer of the composition of the present invention contains only non-volatile components [eg (A), (B), (C) and (D) and optionally (F) and / or (G)] It can contain.
  • Examples of the curing method of the composition of the present invention include a curing method using ultraviolet rays.
  • the amount of ultraviolet irradiation used for curing the composition of the present invention is 200 to 1,200 mJ / cm 2 from the viewpoint of fast curability and workability. Is preferred.
  • the apparatus used for irradiating ultraviolet rays is not particularly limited. For example, a conventionally well-known thing is mentioned. Heating may be used in combination for curing.
  • the composition of the present invention has a high refractive index, a low haze, and excellent optical properties.
  • the laminated body of this invention is demonstrated below.
  • the laminate of the present invention is a laminate having a substrate and an index matching layer (coating material) obtained from the coating material composition for adjusting the refractive index of the present invention on the substrate.
  • the laminate of the present invention has an index matching layer having a high refractive index, and it is difficult to see the electrode pattern of the ITO layer by adjusting the refractive index difference between the index matching layer and the ITO part (ITO layer).
  • the base material used for the laminate of the present invention is not particularly limited. For example, the same as above.
  • the coating material composition for adjusting the refractive index used in the laminate of the present invention is not particularly limited as long as it is the composition of the present invention.
  • the laminate of the present invention can further have an ITO portion on the index matching layer.
  • the ITO part is not particularly limited.
  • the laminated body of this invention can have a hard-coat layer further between a base material and an index matching layer.
  • the hard coat layer is not particularly limited. For example, the same as above.
  • the thickness of the substrate can be 50 to 300 ⁇ m.
  • the thickness of the index matching layer can be 10 to 500 nm, preferably 20 to 200 nm, and more preferably 20 to 100 nm.
  • the thickness of the ITO part (ITO layer) can be 10 to 500 nm, preferably 50 to 300 nm, and more preferably 100 to 200 nm.
  • the thickness of the hard coat layer can be 1 to 10 ⁇ m, preferably 1 to 5 ⁇ m, and more preferably 2 to 3 ⁇ m.
  • FIG. 1 is a cross-sectional view schematically showing an example of a specific embodiment of the laminate of the present invention.
  • the laminate 100 includes a base material 102 and an index matching layer 104.
  • the thickness of the base material and the index matching layer is not particularly limited.
  • FIG. 2 is a cross-sectional view schematically showing another example of a specific embodiment of the laminate of the present invention.
  • the laminate 200 includes a base material 202, a hard coat layer 208, an index matching layer 204, an ITO part (ITO layer) 206, and an ITO part (ITO layer) 207.
  • Reference numeral 210 between the ITO portion 206 and the ITO portion 207 indicates a portion where the ITO is not present (the surface of the portion 201 is the index matching layer 204).
  • the thickness of the substrate, the index matching layer, the hard coat layer, and the ITO part is not particularly limited.
  • the formation of the portion without ITO is not particularly limited.
  • the index matching layer is preferably composed of two layers. That is, it is composed of a high bending index matching layer provided on the ITO layer side and having a higher refractive index than the ITO layer, and a low bending index matching layer provided on the substrate side and having a lower refractive index than the ITO layer. Is preferred. Among these, the composition of the present invention is suitably used for the low bending index matching layer.
  • the index matching layer of the laminate of the present invention has a high refractive index and a low haze, the difference in refractive index from the ITO portion is small, and it is excellent for making the ITO portion invisible.
  • the difference in refractive index between the index matching layer and the ITO part is 0.6 or less, the ITO part is excellent in invisibility. In the case of FIG. 2, the difference between the refractive index in the ITO part 206 and the ITO part 207 and the refractive index in the part 210 can be reduced.
  • the production of the laminate of the present invention is not particularly limited. For example, it can be obtained by applying the composition of the present invention to a substrate or a hard coat layer and curing it.
  • Application and curing are not particularly limited. For example, it is synonymous with the above.
  • the formation of the ITO part is not particularly limited. For example, a conventionally well-known thing is mentioned.
  • Examples of the use of the laminate of the present invention include an index matching film.
  • the index matching film can constitute a display-use electronic device component such as a touch panel, for example.
  • the laminate of the present invention can be incorporated in an electronic device component for display use or used later.
  • the coating material composition for refractive index adjustment produced as described above was applied to a bar coater No. 1 on a film (trade name: Lumirror U-46, manufactured by Toray Industries, Inc., thickness: 125 ⁇ m, material: PET). 5 (thickness: adjusted to 2-3 ⁇ m), then dried at 50 ° C. for 1 hour, and irradiated with UV under 300 mW / cm 2 and 300 mJ / cm 2. The product was cured to produce a laminate having a coating film (a layer of cured product (index matching layer) of the coating material composition for adjusting the refractive index).
  • Dry nano-barium titanate 2 PARCERAM AKBT-S (Nippon Chemical Industry, average primary particle size: 150 nm)
  • Dry nano-barium titanate 3 BT-HP150 (manufactured by Kyoritsu Materials Co., Ltd., average primary particle size: 150 nm)
  • Dry nano barium titanate 4 BTO-020RF (manufactured by Toda Kogyo Co., Ltd., average primary particle size: 20 nm)
  • Inorganic oxides other than (B) Dry nano-barium titanate 1 Parserum AKBT-L (Nippon Chemical Industry Co., Ltd., average primary particle size: 500 nm) Titanium oxide: AEROXIDE T805 (manufactured by Nippon Aerosil Co., Ltd., average primary particle size: 20 nm) Zirconium oxide: KZ-0Y (manufactured by Kyoritsu Material Co., Ltd., average primary particle size: 150 to 200 nm) Wet nano barium titanate: BTO dispersion (average primary particle size: 50 nm)
  • Component (C)-(Meth) acryloyloxy group-containing silane coupling agent Silquest A-174 (3-methacryloxypropyltrimethoxysilane, manufactured by Performance Materials)
  • component ⁇ Organic solvent: cyclohexanone
  • Comparative Examples 1 to 4 containing no component (C) had high haze and poor coating appearance.
  • Comparative Examples 5 and 6 in which the average primary particle size of dry-type barium titanate exceeded 200 nm had high haze and inferior coating film appearance.
  • the comparative example 8 which does not contain (B) component but contains zirconium oxide instead had high haze.
  • Comparative Example 9 containing no component (B) had a low refractive index.
  • Example 10 containing wet nano barium titanate instead of dry nano barium titanate, the haze was high and the coating film appearance (color tone) was poor.
  • Examples 1 to 11 have a high refractive index, a low haze, and an excellent coating film appearance.
  • the coating material composition for adjusting the refractive index further contains a surfactant (F)
  • the composition is excellent in stability.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Nanotechnology (AREA)
  • Laminated Bodies (AREA)
  • Paints Or Removers (AREA)
  • Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

Cette invention concerne une composition de matériau de revêtement pour ajuster l'indice de réfraction ayant un indice de réfraction élevé et un faible trouble, et un stratifié l'utilisant. Cette composition de matériau de revêtement pour ajuster l'indice de réfraction comprend un composé (méth)acrylique polyfonctionnel (A) ayant deux groupes (méth)acryloyloxy par molécule ou plus, un nanotitanate de baryum de type sec (B) ayant une taille de particule primaire moyenne de 200 nm ou moins, un agent de couplage silane (C) ayant un groupe (méth)acryloyloxy, un photoamorceur (D), et un solvant organique (E).
PCT/JP2014/067660 2013-08-09 2014-07-02 Composition de matériau de revêtement pour ajuster l'indice de réfraction et stratifié l'utilisant WO2015019758A1 (fr)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015098449A1 (fr) * 2013-12-24 2015-07-02 横浜ゴム株式会社 Composition pour former une couche de revêtement dure
JP2015189596A (ja) * 2014-03-27 2015-11-02 ナガセケムテックス株式会社 光学用組成物、薄膜、成形体及び光学デバイス
JP2017110133A (ja) * 2015-12-17 2017-06-22 日産化学工業株式会社 光散乱膜形成用組成物及び光散乱膜
KR20180022882A (ko) 2015-07-27 2018-03-06 가부시키가이샤 아데카 수지 조성물 및 경화물

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JP2006096861A (ja) * 2004-09-29 2006-04-13 Fuji Photo Film Co Ltd 塗布組成物、光学機能層、反射防止フィルム、偏光板、及び画像表示装置
JP2009197155A (ja) * 2008-02-22 2009-09-03 Bridgestone Corp 光硬化性組成物、その組成物の反射防止膜を有する反射防止フィルム、及びこれを備えたディスプレイ用光学フィルタ
WO2011004750A1 (fr) * 2009-07-09 2011-01-13 国立大学法人東北大学 Poudre à indice de réfraction élevé et son procédé de fabrication et son application
JP2011102373A (ja) * 2009-11-12 2011-05-26 Toray Ind Inc ペーストおよびこれを用いた光導波路
JP2012111931A (ja) * 2010-11-01 2012-06-14 Osaka Gas Chem Kk ハードコート性樹脂組成物及びその硬化物

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Publication number Priority date Publication date Assignee Title
JP2006096861A (ja) * 2004-09-29 2006-04-13 Fuji Photo Film Co Ltd 塗布組成物、光学機能層、反射防止フィルム、偏光板、及び画像表示装置
JP2009197155A (ja) * 2008-02-22 2009-09-03 Bridgestone Corp 光硬化性組成物、その組成物の反射防止膜を有する反射防止フィルム、及びこれを備えたディスプレイ用光学フィルタ
WO2011004750A1 (fr) * 2009-07-09 2011-01-13 国立大学法人東北大学 Poudre à indice de réfraction élevé et son procédé de fabrication et son application
JP2011102373A (ja) * 2009-11-12 2011-05-26 Toray Ind Inc ペーストおよびこれを用いた光導波路
JP2012111931A (ja) * 2010-11-01 2012-06-14 Osaka Gas Chem Kk ハードコート性樹脂組成物及びその硬化物

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015098449A1 (fr) * 2013-12-24 2015-07-02 横浜ゴム株式会社 Composition pour former une couche de revêtement dure
JP2015189596A (ja) * 2014-03-27 2015-11-02 ナガセケムテックス株式会社 光学用組成物、薄膜、成形体及び光学デバイス
KR20180022882A (ko) 2015-07-27 2018-03-06 가부시키가이샤 아데카 수지 조성물 및 경화물
JP2017110133A (ja) * 2015-12-17 2017-06-22 日産化学工業株式会社 光散乱膜形成用組成物及び光散乱膜

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