WO2018070438A1 - 耐光性ハードコート材 - Google Patents

耐光性ハードコート材 Download PDF

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Publication number
WO2018070438A1
WO2018070438A1 PCT/JP2017/036860 JP2017036860W WO2018070438A1 WO 2018070438 A1 WO2018070438 A1 WO 2018070438A1 JP 2017036860 W JP2017036860 W JP 2017036860W WO 2018070438 A1 WO2018070438 A1 WO 2018070438A1
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group
hard coat
poly
meth
curable composition
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PCT/JP2017/036860
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English (en)
French (fr)
Japanese (ja)
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将幸 原口
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日産化学工業株式会社
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Priority to CN201780053165.7A priority Critical patent/CN109642000B/zh
Priority to KR1020197005911A priority patent/KR102516524B1/ko
Priority to JP2018545029A priority patent/JP6908896B2/ja
Publication of WO2018070438A1 publication Critical patent/WO2018070438A1/ja

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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
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/16—Layered products comprising a layer of synthetic resin specially treated, e.g. irradiated
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • 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
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
    • C08F290/06—Polymers provided for in subclass C08G
    • 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
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • 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
    • C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/005—Stabilisers against oxidation, heat, light, ozone
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432—Six-membered rings
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • 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
    • C09D7/20—Diluents or solvents
    • 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
    • C09D7/48—Stabilisers against degradation by oxygen, light or heat
    • 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
    • C09D7/63—Additives non-macromolecular organic
    • 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
    • C09D7/65—Additives macromolecular

Definitions

  • the present invention relates to a light-resistant hard coat material (curable composition) useful as a material for forming a hard coat layer applied to the surface of various display elements such as a touch panel display and a liquid crystal display.
  • a large number of products in which a touch panel is mounted on a flat panel display such as a personal computer, a mobile phone, a mobile game machine, and an ATM have been commercialized.
  • a touch panel is mounted on a flat panel display such as a personal computer, a mobile phone, a mobile game machine, and an ATM.
  • smartphones and tablet PCs the number of capacitive touch panels having a multi-touch function is rapidly increasing.
  • Thin tempered glass is used on the surface of these touch panel displays, and a protective film is attached to the display surface in order to prevent the glass from scattering. Since the protective film uses a plastic film, it is more likely to be scratched than glass, and it is necessary to provide a hard coat layer having excellent scratch resistance on the surface.
  • a method is adopted in which a highly crosslinked structure is formed, that is, a crosslinked structure with low molecular mobility is formed to increase the surface hardness and provide resistance to external force. It is done.
  • polyfunctional acrylate materials currently used as hard coat layer forming materials are monomers that are liquid at room temperature, and are three-dimensionally cross-linked by radicals generated from a photopolymerization initiator.
  • the acrylate system is cured by ultraviolet rays (UV), and the time of UV irradiation is very short and energy saving, and is characterized by high productivity.
  • a means for forming a hard coat layer on the surface of the plastic film for example, a solution containing a polyfunctional acrylate, a photopolymerization initiator and an organic solvent is coated on the plastic film by gravure coating, and the organic solvent is dried and then cured by ultraviolet rays. Then, a means for forming a hard coat layer is employed. In order to express functions such as hardness and scratch resistance in the formed hard coat layer at a level having no practical problem, the hard coat layer is usually formed with a thickness of 1 to 15 ⁇ m.
  • the capacitive touch panel is operated by touching it with a human finger. For this reason, fingerprints are attached to the surface of the touch panel every time an operation is performed, causing problems that the visibility of the image on the display is remarkably impaired and the appearance of the display is impaired.
  • the fingerprint contains moisture derived from sweat and oil derived from sebum, and it is strongly desired to impart water repellency and oil repellency to the hard coat layer on the display surface in order to prevent both of them from adhering. ing. From such a viewpoint, the touch panel display surface is desired to have antifouling properties against fingerprints and the like.
  • a method for imparting antifouling properties to the surface of the hard coat layer a method of adding a small amount of a fluorine-based surface modifier to the coating solution for forming the hard coat layer has been used.
  • the added fluorine-based compound is segregated on the surface of the hard coat layer due to its low surface energy, and imparts water repellency and oil repellency.
  • an oligomer having a number average molecular weight of about 1,000 to 5,000 called a perfluoropolyether having a poly (oxyperfluoroalkylene) chain is used from the viewpoint of water repellency and oil repellency. .
  • perfluoropolyether since perfluoropolyether has a high fluorine concentration, it is usually difficult to dissolve in an organic solvent used in a coating solution for forming a hard coat layer. Moreover, aggregation is caused in the formed hard coat layer.
  • a technique of adding an organic moiety to the perfluoropolyether is used.
  • a method of bonding active energy ray-curable sites represented by (meth) acrylate groups is used.
  • Patent Document 1 As an antifouling hard coat layer having scratch resistance, as a component for imparting antifouling properties to the hard coat layer surface, a plurality of poly (oxyperfluoroalkylene) chains having an isophorone skeleton at both ends thereof A technique using a compound having a (meth) acryloyl group via a urethane bond as a surface modifier is disclosed (Patent Document 1).
  • OCA optical transparent adhesive
  • the curable composition for forming the antifouling hard coat layer does not contain an ultraviolet absorber and a light stabilizer. There was a risk of peeling.
  • the ultraviolet absorber suppresses the generation of radicals from the polymerization initiator, and the light stabilizer captures and quenches the generated radicals. Therefore, when an ultraviolet absorber and a light stabilizer are added in advance to the curable composition for forming the antifouling hard coat layer, radical generation is suppressed and quenched even during the formation of the antifouling hard coat layer. In addition, the formation of the antifouling hard coat is inhibited, thereby causing deterioration of the scratch resistance. Moreover, there exists a kind which has absorption in 400 nm vicinity with a ultraviolet absorber, and when it adds excessively, the transparency of an antifouling
  • poly (oxyalkylene) is present at both ends of a molecular chain containing a poly (oxyperfluoroalkylene) group that plays a role as a surface modifier.
  • Group or a perfluoropolyether that binds an active energy ray polymerizable group via a poly (oxyalkylene) group and one urethane bond group, and a specific ultraviolet absorber and a specific light stabilizer The present invention has been completed by finding that a curable composition containing can have an excellent scratch resistance and can form an antifouling hard coat layer with excellent light resistance.
  • the present invention provides the first aspect as follows: (A) 100 parts by mass of an active energy ray-curable polyfunctional monomer, (B) the active energy at both ends of the molecular chain containing the poly (oxyperfluoroalkylene) group via the poly (oxyalkylene) group or via the poly (oxyalkylene) group and one urethane bond group in this order; 0.1 to 10 parts by mass of perfluoropolyether to which a linear polymerizable group is bonded, (C) 1 to 20 parts by mass of a polymerization initiator that generates radicals by active energy rays, A curable composition comprising (d) 1 to 3 parts by mass of a hydroxyphenyltriazine-based ultraviolet absorber and (e) 1 to 2 parts by mass of a hindered amine light stabilizer,
  • the hydroxyphenyltriazine ultraviolet absorber is A compound in which three phenyl groups directly bonded to the triazine ring are substituted with at least two hydroxy groups,
  • the hindered amine light stabilizer is a compound having a group represented by the formula [1].
  • the present invention relates to a curable composition.
  • R a represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and a black dot represents a bond.
  • the curable composition according to the first aspect wherein the poly (oxyperfluoroalkylene) group is a group having — [OCF 2 ] — and — [OCF 2 CF 2 ] — as repeating units.
  • the poly (oxyperfluoroalkylene) group is a group having — [OCF 2 ] — and — [OCF 2 CF 2 ] — as repeating units.
  • the present invention relates to the curable composition according to the first aspect or the second aspect, wherein the poly (oxyalkylene) group is a poly (oxyalkylene) group having 5 to 12 repeating units.
  • the present invention relates to the curable composition according to any one of the first aspect to the third aspect, in which the poly (oxyalkylene) group is a poly (oxyethylene) group.
  • the present invention relates to the curable composition according to any one of the first to fourth aspects, wherein the active energy ray polymerizable group is a group having at least two active energy ray polymerizable moieties. .
  • the first to fifth aspects wherein the polyfunctional monomer of component (a) is at least one selected from the group consisting of a polyfunctional (meth) acrylate compound and a polyfunctional urethane (meth) acrylate compound. It relates to the curable composition as described in any one of viewpoints.
  • the present invention relates to the curable composition according to any one of the first aspect to the sixth aspect, further including (f) a solvent.
  • a solvent As an 8th viewpoint, it is related with the cured film obtained from the curable composition as described in any one among a 1st viewpoint thru
  • the present invention relates to a hard coat film comprising a hard coat layer on at least one surface of a film base material, wherein the hard coat layer comprises the cured film described in the eighth aspect.
  • the hard coat film according to the ninth aspect wherein the hard coat layer has a thickness of 1 to 15 ⁇ m.
  • An eleventh aspect is a method for producing a hard coat film comprising a hard coat layer on at least one surface of a film substrate, wherein the curable composition according to any one of the first aspect to the seventh aspect is used. It is related with the manufacturing method of a hard coat film including the process of apply
  • An excellent hard coat film can be provided.
  • the hard coat film when a hard coat film is applied to a substrate surface such as a display surface, the hard coat film can be removed from the substrate (film) even after an adhesion process using an optical transparent adhesive. It is possible to provide a hard coat film that can suppress peeling of the hard coat layer and is excellent in light resistance.
  • the curable composition of the present invention includes: (A) 100 parts by mass of an active energy ray-curable polyfunctional monomer, (B) the active energy at both ends of the molecular chain containing the poly (oxyperfluoroalkylene) group via the poly (oxyalkylene) group or via the poly (oxyalkylene) group and one urethane bond group in this order; 0.1 to 10 parts by mass of perfluoropolyether to which a linear polymerizable group is bonded, (C) 1 to 20 parts by mass of a polymerization initiator that generates radicals by active energy rays,
  • the present invention relates to a curable composition comprising (d) 1 to 3 parts by mass of a hydroxyphenyltriazine ultraviolet absorber and (e) 1 to 2 parts by mass of a hindered amine light stabilizer.
  • the components (a) to (e) will be described first.
  • the active energy ray-curable polyfunctional monomer refers to a monomer that is cured by a polymerization reaction that proceeds by irradiation with an active energy ray such as ultraviolet rays.
  • the preferable (a) active energy ray-curable polyfunctional monomer is a monomer selected from the group consisting of a polyfunctional (meth) acrylate compound and a polyfunctional urethane (meth) acrylate compound.
  • the (meth) acrylate compound refers to both an acrylate compound and a methacrylate compound.
  • (meth) acrylic acid refers to acrylic acid and methacrylic acid.
  • polyfunctional (meth) acrylate compound examples include trimethylolpropane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, pentaerythritol di (meth) acrylate, pentaerythritol tri (meth) acrylate, and pentaerythritol tetra.
  • pentaerythritol tri (meth) acrylate pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate and the like.
  • the polyfunctional urethane (meth) acrylate compound is a compound having a plurality of acryloyl groups or methacryloyl groups in one molecule and one or more urethane bonds (—NHCOO—).
  • the polyfunctional urethane (meth) acrylate compound is obtained by a reaction between a polyfunctional isocyanate and a (meth) acrylate having a hydroxy group, or a reaction between a polyfunctional isocyanate and a (meth) acrylate having a hydroxy group and a polyol.
  • the polyfunctional urethane (meth) acrylate compound that can be used in the present invention is not limited to such examples.
  • Examples of the polyfunctional isocyanate include tolylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, and hexamethylene diisocyanate.
  • Examples of the (meth) acrylate having a hydroxy group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, pentaerythritol tri (meth) acrylate, and dipentaerythritol penta (meth).
  • An acrylate, tripentaerythritol hepta (meth) acrylate, etc. are mentioned.
  • polyols examples include diols such as ethylene glycol, propylene glycol, neopentyl glycol, 1,4-butanediol, 1,6-hexanediol, diethylene glycol, and dipropylene glycol; these diols, succinic acid, malein Examples include polyester polyols which are reaction products with aliphatic dicarboxylic acids or dicarboxylic anhydrides such as acids and adipic acid; polyether polyols; polycarbonate diols and the like.
  • the (a) active energy ray-curable polyfunctional monomer one kind is selected from the group consisting of the polyfunctional (meth) acrylate compound and the polyfunctional urethane (meth) acrylate compound, or two or more kinds are used. Can be used in combination. From the viewpoint of scratch resistance of the resulting cured product, it is preferable to use a polyfunctional (meth) acrylate compound and a polyfunctional urethane (meth) acrylate compound in combination. Moreover, it is preferable to use together 5 or more functional polyfunctional (meth) acrylate compound and 4 or less polyfunctional (meth) acrylate compound as said polyfunctional (meth) acrylate compound.
  • the polyfunctional urethane (meth) acrylate compound 20 with respect to 100 mass parts of polyfunctional (meth) acrylate compounds. It is preferable to use ⁇ 100 parts by mass, and it is more preferable to use 30 to 70 parts by mass. Furthermore, in the polyfunctional (meth) acrylate compound, when the polyfunctional (meth) acrylate compound having 5 or more functions and the polyfunctional (meth) acrylate compound having 4 or less functions are used in combination, the polyfunctional (meth) acrylate compound has 5 or more functions.
  • polyfunctional urethane (meth) acrylate compound 20 to 100 parts by mass with respect to 100 parts by mass of the polyfunctional (meth) acrylate compound and polyfunctional (meth) acrylate compounds having a functionality of 4 or less with respect to 100 parts by mass of the polyfunctional (meth) acrylate compound.
  • (Meth) acrylate compound to be used at 10 to 100 parts by mass Polyfunctional (meth) acrylate compound 20 to 100 parts by mass with respect to 100 parts by mass of polyfunctional (meth) acrylate compound and polyfunctional (meth) acrylate compound with a functionality of 4 or less with respect to 100 parts by mass of polyfunctional (meth) acrylate compound having 5 or more functions ) Use at 20-60 parts by mass of acrylate compound, Polyfunctional (meth) acrylate compound 100 parts by mass Polyfunctional urethane (meth) acrylate compound 30 to 70 parts by mass and pentafunctional or higher polyfunctional (meth) acrylate compound 100 parts by mass ) Use at 10 to 100 parts by mass of acrylate compound, Polyfunctional (meth) acrylate compound 100 parts by mass Polyfunctional urethane (meth) acrylate compound 30 to 70 parts by mass and pentafunctional or higher polyfunctional (meth) acrylate compound 100 parts by mass )
  • the acrylate compound is preferably used in an amount of 20 to
  • a perfluoropolyether (hereinafter also referred to as “(b) a perfluoropolyether having a polymerizable group at both ends”) to which an active energy ray polymerizable group is bonded is used.
  • the component (b) serves as a surface modifier in the hard coat layer to which the curable composition of the present invention is applied.
  • the number of carbon atoms of the alkylene group in the poly (oxyperfluoroalkylene) group is not particularly limited, but preferably 1 to 4 carbon atoms. That is, the poly (oxyperfluoroalkylene) group refers to a group having a structure in which a divalent fluorocarbon group having 1 to 4 carbon atoms and oxygen atoms are alternately connected, and the oxyperfluoroalkylene group is a carbon atom. This refers to a group having a structure in which a divalent fluorocarbon group of formulas 1 to 4 and an oxygen atom are linked.
  • — [OCF 2 ] (oxyperfluoromethylene group), — [OCF 2 CF 2 ] — (oxyperfluoroethylene group), — [OCF 2 CF 2 CF 2 ] — (oxyperfluoropropane) -1,3-diyl group) and-[OCF 2 C (CF 3 ) F]-(oxyperfluoropropane-1,2-diyl group).
  • the above oxyperfluoroalkylene groups may be used alone or in combination of two or more. In such a case, the bonds of plural types of oxyperfluoroalkylene groups are block bonds and random bonds. Any of these may be used.
  • — [OCF 2 ] (oxyperfluoromethylene group) and — [OCF 2 CF 2 ] are used. It is preferable to use a group having both of-(oxyperfluoroethylene group) as repeating units.
  • the bond of these repeating units may be either a block bond or a random bond.
  • the number of repeating units of the oxyperfluoroalkylene group is preferably in the range of 5 to 30, more preferably in the range of 7 to 21, as the total number of repeating units.
  • the weight average molecular weight (Mw) of the poly (oxyperfluoroalkylene) group measured in terms of polystyrene by gel permeation chromatography is 1,000 to 5,000, preferably 1,500 to 2,000. .
  • the number of carbon atoms of the alkylene group in the poly (oxyalkylene) group is not particularly limited, but preferably 1 to 4 carbon atoms. That is, the poly (oxyalkylene) group refers to a group having a structure in which an alkylene group having 1 to 4 carbon atoms and oxygen atoms are alternately connected, and the oxyalkylene group is a divalent alkylene having 1 to 4 carbon atoms. A group having a structure in which a group and an oxygen atom are linked. Examples of the alkylene group include an ethylene group, a 1-methylethylene group, a trimethylene group, and a tetramethylene group. The oxyalkylene groups may be used singly or in combination of two or more.
  • the bonds of the plural oxyalkylene groups may be either block bonds or random bonds. May be.
  • the poly (oxyalkylene) group is preferably a poly (oxyethylene) group.
  • the number of repeating units of the oxyalkylene group in the poly (oxyalkylene) group is, for example, in the range of 1 to 15, and more preferably in the range of 5 to 12, for example, 7 to 12.
  • Examples of the active energy ray-polymerizable group that bonds the poly (oxyalkylene) group or the poly (oxyalkylene) group and one urethane bond group in this order include a (meth) acryloyl group and a urethane (meth) acryloyl group. Group, vinyl group and the like.
  • the active energy ray polymerizable group is not limited to one having one active energy ray polymerizable portion such as a (meth) acryloyl moiety, and may have two or more active energy ray polymerizable portions,
  • the following structures A1 to A5 and structures in which the acryloyl group in these structures is substituted with a methacryloyl group can be mentioned.
  • A represents one of the structures represented by the formulas [A1] to [A5]
  • PFPE represents the poly (oxyperfluoroalkylene) group
  • n is independently selected. Represents the number of repeating units of the oxyethylene group, preferably a number of 1 to 15, more preferably a number of 5 to 12, and still more preferably a number of 7 to 12.
  • the (b) perfluoropolyether having a polymerizable group at both ends of the present invention has a poly (oxyalkylene) group and one urethane bond at both ends of a molecular chain containing a poly (oxyperfluoroalkylene) group.
  • a poly (oxyalkylene) group is bonded to both ends of a molecular chain containing a poly (oxyperfluoroalkylene) group, and a urethane bond is formed to each poly (oxyalkylene) group at both ends.
  • the active energy ray polymerizable group is preferably a perfluoropolyether which is a group having at least two active energy ray polymerizable moieties.
  • the perfluoropolyether having a polymerizable group at both ends is 0.1 to 10 parts by weight, preferably 100 parts by weight, preferably 100 parts by weight of the active energy ray-curable polyfunctional monomer. It is desirable to use at a ratio of 0.2 to 5 parts by mass.
  • the perfluoropolyether having a polymerizable group at both ends (b) is, for example, a compound having a hydroxy group at both ends of a poly (oxyperfluoroalkylene) group via a poly (oxyalkylene) group.
  • the curable composition of the present invention includes (b) a poly (oxyalkylene) group or one poly (oxyalkylene) group at both ends of a molecular chain containing a poly (oxyperfluoroalkylene) group.
  • a poly (oxyalkylene) group or one poly (oxyalkylene) group at both ends of a molecular chain containing a poly (oxyperfluoroalkylene) group In addition to the perfluoropolyether to which the active energy ray polymerizable group is bonded through the urethane bonding group in this order, one end of the molecular chain containing the poly (oxyperfluoroalkylene) group is bonded through the poly (oxyalkylene) group.
  • Compound unbound active energy ray-polymerizable group] perfluoropolyether having a sheet group may be included.
  • a polymerization initiator that generates radicals by a preferable active energy ray is, for example, active energy such as electron beam, ultraviolet ray, and X-ray. It is a polymerization initiator that generates radicals by irradiation with ultraviolet rays, in particular.
  • polymerization initiator (c) examples include benzoins, alkylphenones, thioxanthones, azos, azides, diazos, o-quinonediazides, acylphosphine oxides, oxime esters, organic peroxides, benzophenones.
  • alkylphenones as the polymerization initiator (c) from the viewpoints of transparency, surface curability, and thin film curability.
  • alkylphenones By using alkylphenones, a cured film with improved scratch resistance can be obtained.
  • the polymerization initiator is used in a ratio of 1 to 20 parts by weight, preferably 2 to 10 parts by weight, based on 100 parts by weight of the above-mentioned (a) active energy ray-curable polyfunctional monomer. Is desirable.
  • the curable composition of the present invention is characterized by using a hydroxyphenyltriazine-based ultraviolet absorber as the component (d).
  • a hydroxyphenyltriazine-based ultraviolet absorber in the above hydroxyphenyl triazine-based ultraviolet absorber, the compound in which three phenyl groups directly bonded to the triazine ring are substituted with at least two hydroxy groups, or directly bonded to the triazine ring.
  • the hard material produced from this photocurable composition by using together the specific (d) hydroxyphenyl triazine type ultraviolet absorber and the specific (e) hindered amine light stabilizer mentioned later.
  • a coated film is applied to the surface of a substrate such as a display surface, even when an adhesive step using an optical transparent adhesive is performed, peeling of the hard coat layer from the hard coat film can be suppressed, and the film and the hard coat layer The hard coat film excellent in light resistance can be obtained.
  • hydroxyphenyl triazine-based ultraviolet absorber examples include a hydroxyphenyl triazine compound represented by the following formula (U1).
  • R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are each independently a hydrogen atom, a hydroxy group, a phenyl group, or an ether bond, an ester bond and A group selected from the group consisting of an alkyl group having 1 to 18 carbon atoms and an alkoxy group having 1 to 18 carbon atoms, which may contain one or more bonds selected from the group consisting of amide bonds,
  • the phenyl group, alkyl group and alkoxy group may be substituted with a hydroxy group, provided that when any of R 1 to R 8 is not a phenyl group, at least one of R 1 to R 8 represents a hydroxy group. .
  • the alkyl group having 1 to 18 carbon atoms may have a branched structure or a cyclic structure.
  • the alkoxy group having 1 to 18 carbon atoms has a structure in which the alkyl group having 1 to 18 carbon atom
  • Examples of the ultraviolet absorber include 2,4-bis (4-butoxy-2-hydroxyphenyl) -6- (2,4-dibutoxyphenyl) -1,3,5-triazine [Tinuvin 460 manufactured by BASF Corporation]. ] 2,4,6-tris (2-hydroxy-4-hexyloxy-3-methylphenyl) -1,3,5-triazine [ADEKA STAB (registered trademark) LA-F70 manufactured by ADEKA Corporation], 2, 4,6-tris (2-hydroxy-4- (1- (octyloxycarbonyl) ethoxy) phenyl) -1,3,5-triazine [BASF Tinuvin 477], 2,4-di ([1,1 '-Biphenyl] -4-yl) -6- (2-hydroxy-4- (1- (isooctyloxycarbonyl) ethoxy) phenyl) -1,3,5-tria [BASF Tinuvin 479], 2,4-bis (2-hydroxy-4-o
  • the hydroxyphenyltriazine-based UV absorber is in a proportion of 1 to 3 parts by weight, preferably 2 to 3 parts by weight, based on 100 parts by weight of the above-mentioned (a) active energy ray-curable polyfunctional monomer. It is desirable to use in.
  • a hindered amine light stabilizer is used as the component (e), and in particular, a hindered amine light stabilizer selected from a compound formed by bonding a group represented by the formula [1] is used. It is characterized by adopting.
  • R a represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and a black dot represents a bond.
  • alkyl group having 1 to 10 carbon atoms represented by Ra examples include, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl, isoamyl, neopentyl, tert-amyl, sec-isoamyl, cyclopentyl, n-hexyl, cyclohexyl, n-heptyl, n-octyl, n-nonyl, n-decyl Groups and the like.
  • hindered amine light stabilizers for example, bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate [Tinvin 770 manufactured by BASF Corporation, and Adeka Stub manufactured by ADEKA Corporation.
  • ADK STAB registered trademark
  • LA-68 butane-1,2,3,4-tetracarboxylic acid bis (1,2,2,5,5-pentamethyl-4-piperidyl) ester and ⁇ , ⁇ , ⁇ ′ , ⁇ '-tetramethyl-2, , 8,10-tetraoxaspiro [5.5] undecane-3,9-diethanol polycondensate
  • ADKA STAB registered trademark
  • LA-63P manufactured by ADEKA Corporation
  • Ciasorb Industries UV-3346 manufactured by Cytec Industries, Inc.] poly [(6-morpholino-1,3,5-triazine-2,4-diyl)
  • the (e) hindered amine light stabilizer is desirably used in a ratio of 1 to 2 parts by mass with respect to 100 parts by mass of the above-mentioned (a) active energy ray-curable polyfunctional monomer.
  • the curable composition of the present invention may further contain (f) a solvent, that is, may be in the form of a varnish (film forming material).
  • the solvent is appropriately selected in consideration of the workability at the time of coating and the drying property before and after curing for dissolving the components (a) to (e) and forming a cured film (hard coat layer) described later.
  • aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene, tetralin; aliphatic or alicyclic hydrocarbons such as n-hexane, n-heptane, mineral spirit, cyclohexane; methyl chloride, Halogenated hydrocarbons such as methyl bromide, methyl iodide, dichloromethane, chloroform, carbon tetrachloride, trichloroethylene, perchloroethylene, o-dichlorobenzene; ethyl acetate, butyl acetate, methoxybutyl acetate, methyl cellosolve acetate, ethyl cellosolve Acetate, propylene glycol monomethyl ether acetate, etc.
  • aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene, tetralin
  • Stealth or ester ethers diethyl ether, tetrahydrofuran, 1,4-dioxane, methyl cellosolve, ethyl cellosolve, butyl cellosolve, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono-n-propyl ether, propylene glycol monoisopropyl Ethers such as ether and propylene glycol mono-n-butyl ether; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, di-n-butyl ketone and cyclohexanone; methanol, ethanol, n-propanol, isopropyl alcohol, n-butanol and isobutyl Alcohol, tert-butyl alcohol, 2-ethylhexyl alcohol, benzyl alcohol Alcohols such as ethylene glycol; amide
  • the amount of the solvent (f) used is not particularly limited.
  • the solvent is used at a concentration such that the solid content in the curable composition of the present invention is 1 to 70% by mass, preferably 5 to 50% by mass.
  • the solid content concentration also referred to as the non-volatile content concentration
  • the solid content concentration means the solid content relative to the total mass (total mass) of the components (a) to (f) (and other additives as required) of the curable composition of the present invention. The content of (all solvent components are removed) is expressed.
  • the curable composition of the present invention as long as the effects of the present invention are not impaired, are generally added as necessary, for example, polymerization accelerators, polymerization inhibitors, photosensitizers, leveling. Agents, surfactants, adhesion-imparting agents, plasticizers, UV absorbers other than those mentioned above, light stabilizers other than those mentioned above, antioxidants, storage stabilizers, antistatic agents, inorganic fillers, pigments, dyes, etc. You may mix.
  • the curable composition of this invention can form a cured film by apply
  • the cured film is also an object of the present invention.
  • the hard coat layer in the hard coat film mentioned later can consist of this cured film.
  • the base material in this case examples include various resins (polycarbonate, polymethacrylate, polystyrene, polyester such as polyethylene terephthalate (PET), polyethylene naphthalate (PEN), polyolefin, polyamide, polyimide, epoxy resin, melamine resin, Acetyl cellulose, acrylonitrile-butadiene-styrene copolymer (ABS), acrylonitrile-styrene copolymer (AS), norbornene resin, etc.), metal, wood, paper, glass, slate, and the like.
  • the shape of these base materials may be a plate shape, a film shape, or a three-dimensional molded body.
  • the coating method on the base material is a cast coating method, a spin coating method, a blade coating method, a dip coating method, a roll coating method, a spray coating method, a bar coating method, a die coating method, an ink jet method, a printing method (a relief plate, an intaglio plate).
  • Lithographic printing, screen printing, etc. can be selected as appropriate, and in particular, it can be used for a roll-to-roll method, and from the viewpoint of thin film coating, a relief printing method, particularly a gravure coating method is used. It is desirable. It is preferable that the curable composition is filtered in advance using a filter having a pore diameter of about 0.2 ⁇ m or the like and then used for coating.
  • the coating film is pre-dried with a hot plate or an oven as necessary to remove the solvent (solvent removal step).
  • solvent removal step The heat drying conditions at this time are preferably 40 to 120 ° C. and about 30 seconds to 10 minutes, for example.
  • the coating film is cured by irradiating active energy rays such as ultraviolet rays.
  • Examples of active energy rays include ultraviolet rays, electron beams, and X-rays, and ultraviolet rays are particularly preferable.
  • a light source used for ultraviolet irradiation sunlight, a chemical lamp, a low-pressure mercury lamp, a high-pressure mercury lamp, a metal halide lamp, a xenon lamp, a UV-LED, or the like can be used.
  • polymerization may be completed by performing post-baking, specifically by heating using a hot plate, an oven or the like.
  • the thickness of the formed cured film is usually 0.01 to 50 ⁇ m, preferably 0.05 to 20 ⁇ m after drying and curing.
  • a hard coat film provided with a hard coat layer on at least one surface (surface) of a film substrate can be produced using the curable composition of the present invention.
  • the hard coat film is also an object of the present invention, and the hard coat film is suitably used for protecting the surface of various display elements such as a touch panel and a liquid crystal display.
  • the hard coat layer in the hard coat film of the present invention comprises a step of applying the curable composition of the present invention on a film substrate to form a coating film, and irradiating the coating film with active energy rays such as ultraviolet rays. It can be formed by a method including a step of curing the coating film.
  • various transparent resin films that can be used for optical applications among the substrates mentioned in the above-mentioned ⁇ cured film> are used.
  • a resin selected from polyesters such as polyethylene terephthalate (PET), polybutylene terephthalate (PBT), polyethylene naphthalate (PEN), polycarbonate, polymethacrylate, polystyrene, polyolefin, polyamide, polyimide, triacetyl cellulose, etc.
  • PET polyethylene terephthalate
  • PBT polybutylene terephthalate
  • PEN polyethylene naphthalate
  • polycarbonate polymethacrylate
  • polystyrene polyolefin
  • polyamide polyamide
  • polyimide polyimide
  • the process of drying this coating film and removing a solvent as needed can be included after a coating-film formation process.
  • the drying method (solvent removal process) of the coating film quoted to the above-mentioned ⁇ cured film> can be used.
  • the thickness of the hard coat layer thus obtained is preferably 1 to 20 ⁇ m, more preferably 1 to 10 ⁇ m.
  • Bar coat application device PM-9050MC manufactured by SMT Co., Ltd.
  • Bar OSG System Products A-Bar OSP-30, maximum wet film thickness 30 ⁇ m (corresponding to wire bar # 12)
  • Application speed 4 m / min
  • Oven Equipment Dust dryer DRC433FA manufactured by Advantech Toyo Co., Ltd.
  • UV curing device CV-110QC-G manufactured by Heraeus Co., Ltd.
  • Lamp Heraeus high pressure mercury lamp H-bulb
  • GPC Gel permeation chromatography
  • Equipment HLC-8220GPC manufactured by Tosoh Corporation Column: Shodex (registered trademark) GPC KF-804L, GPC KF-805L manufactured by Showa Denko K.K.
  • Light resistance test apparatus Accelerated weather resistance tester QUV (registered trademark) / se manufactured by Q-Lab Light source: UVA-340 type lamp Test conditions: 0.76 W / cm 2 , 60 ° C., under dew condensation Test time: 72 hours (8) Yellowness Device: Spectrocolorimeter CM-700d manufactured by Konica Minolta Co., Ltd. Measurement mode: specular reflection removal (SCE) mode (9) Scratch test Device: Reciprocating wear tester manufactured by Shinto Kagaku Co., Ltd. TRIBOGEAR TYPE: 30S Load: 250 g / cm 2 Scanning speed: 3m / min
  • PFPE Perfluoropolyether having a hydroxy group via a poly (oxyalkylene) group (repeating unit number 8 to 9) at both ends
  • BEI 1,1-bis (acryloyloxymethyl) ethyl isocyanate
  • DBTDL Dibutyltin dilaurate [manufactured by Tokyo Chemical Industry Co., Ltd.]
  • DPHA Dipentaerythritol pentaacrylate / dipentaerythritol hexaacrylate mixture
  • PETA Pentaerythritol triacrylate / pentaerythritol tetraacrylate mixture [Shin-Nakamura Chemical Co., Ltd.
  • NK ester A-TMM-3LM-N] UA 6-functional aliphatic urethane acrylate oligomer
  • I2959 2-hydroxy-1- (4- (2-hydroxyethoxy) phenyl) -2-methylpropan-1-one
  • I2959 2-hydroxy-1- (4- (2-hydroxyethoxy) phenyl) -2-methylpropan-1-one
  • UVA1 2,4,6-tris (2-hydroxy-4- (1- (octyloxycarbonyl) ethoxy) phenyl) -1,3,5-triazine
  • UVA2 2,4-bis (4-butoxy-2-hydroxyphenyl) -6- (2,4-dibutoxyphenyl) -1,3,5-triazine
  • UVA3 2,4-di ([1,1′-bipheny
  • HALS1 Bis (1,2,2,6,6, -pentamethylpiperidin-4-yl) sebacate [Tinvin 292 manufactured by BASF Japan Ltd.]
  • HALS2 bis (2,2,6,6, -tetramethyl-N-octyloxypiperidin-4-yl) sebacate [Tinvin 123 manufactured by BASF Japan Ltd.]
  • MEK Methyl ethyl ketone
  • PGME Propylene glycol monomethyl ether
  • the weight average molecular weight Mw measured by GPC of the obtained SM1 in terms of polystyrene was 3,400, and the degree of dispersion: Mw (weight average molecular weight) / Mn (number average molecular weight) was 1.1.
  • the fluorine content calculated from the F1 quantitative analysis of SM1 was 36% by mass.
  • This curable composition was bar-coated on an A4-sized double-sided easy-adhesion treated PET film [Lumirror (registered trademark) U403, manufactured by Toray Industries, Inc., thickness 100 ⁇ m] to obtain a coating film.
  • This coating film was dried in an oven at 120 ° C. for 3 minutes to remove the solvent.
  • the obtained film was exposed to UV light having an exposure amount of 300 mJ / cm 2 in a nitrogen atmosphere to expose a hard coat film having a hard coat layer (cured film) having a thickness of about 6 ⁇ m.
  • the light resistance, yellowness, and scratch resistance of the hard coat film obtained from each curable composition were evaluated. The procedure for each evaluation is shown below. The results are also shown in Table 2.
  • the layer surface color (L * a * b * color system) was measured and evaluated according to the following criteria. A: b * ⁇ 1.0 C: b * ⁇ 1.0
  • perfluoropolyether SM1 in which an acryloyl group is bonded to both ends via a poly (oxyalkylene) group and one urethane bonding group is used.
  • UVA1 to UVA3 specific ultraviolet absorbers
  • HALS1 specific hindered amine light stabilizers
  • the curable composition of the present invention which is a combination of a specific hydroxyphenyl triazine-based ultraviolet absorber and a hindered amine light stabilizer and added together with a specific perfluoropolyether as a surface modifier Only the product can realize satisfactory scratch resistance and light resistance in the hard coat layer produced from the composition, and a hard coat film satisfying these performances can be obtained.

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JP2022082412A (ja) * 2020-11-20 2022-06-01 株式会社Ｄｎｐファインケミカル インク組成物

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TW201827531A (zh) 2018-08-01
CN109642000A (zh) 2019-04-16
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