# US 11,112,599 B2 · Antireflection film having hard coating layer and display device including the same > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,112,599 B2 - Document ID: US11112599B2 - Status: Granted - Kind: B2 - Application number: 15/750,768 - Filed: 2017-02-10 - Published: 2018-08-09 - Granted: 2021-09-07 - Earliest claimed: 2016-03-14 - Assignees: LG Chem, Ltd. - Applicants: LG Chem, Ltd. - Inventors: Jung Hyun Seo; Yeong Rae Chang; Jae Hoon Shim; Jin Young Park; Jae Pil Koo; Boo Kyung Kim - Web page: https://patentgrep.com/patent/US11112599B2 ## CPC - G02B 27/00: Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00 - C09D 5/00: Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes - C09D 5/006: {Anti-reflective coatings} - C09D 7/40: Additives - C09D 7/65: macromolecular (C09D7/41-C09D7/48 take precedence) - C09D 7/66: {characterised by particle size} - C09D 7/67: {Particle size smaller than 100 nm} - C09D 7/68: {Particle size between 100-1000 nm} - C09D 175/14: Polyurethanes having carbon-to-carbon unsaturated bonds - C09D 183/04: Polysiloxanes - C09D 201/00: Coating compositions based on unspecified macromolecular compounds - G02B 1/11: Anti-reflection coatings - G02B 1/111: using layers comprising organic materials - G02B 1/115: Multilayers - G02B 1/14: Protective coatings, e.g. hard coatings - G02B 5/02: Diffusing elements; Afocal elements - G02B 5/0226: {having particles on the surface} - G02B 5/0294: {adapted to provide an additional optical effect, e.g. anti-reflection or filter} - G02F 1/1335: Structural association of cells with optical devices, e.g. polarisers or reflectors - G02F 1/133502: {Antiglare, refractive index matching layers} - C08K 3/36: Silica - C08K 2201/003: Additives being defined by their diameter - C09D 7/61: inorganic - G02F 1/133528: {Polarisers} - G02F 1/136222: {Colour filters incorporated in the active matrix substrate} - G02F 1/1368: in which the switching element is a three-electrode device {(G02F1/136277 takes precedence)} - G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS - 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 (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D) - G02F: OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) ## Abstract The present invention relates to an antireflection film which includes a hard coating layer and a low refractive index layer formed on the hard coating layer, wherein a roughness skewness (Rsk) of the concavo-convex shape of the surface is greater than 0.5 and less than 5, and a slope angle of the concavo-convex shape of the surface is greater than 0.01 degree and less than 0.2 degree, and a display device comprising the antireflection film. ## Claims ### Claim 1 An antireflection film comprising a hard coating layer and a low refractive index layer formed on the hard coating layer, wherein a roughness skewness (Rsk) of a concavo-convex shape of a surface of the low refractive index layer is greater than 0.5 and less than 5, and a slope angle of the concavo-convex shape of the surface of the low refractive index layer is greater than 0.01 degree and less than 0.2 degree, and wherein the low refractive index layer comprises a binder resin including a polysilsesquioxane in which at least one reactive functional group is substituted. ### Claim 2 (depends on 1) The antireflection film of claim 1, wherein the roughness skewness (Rsk) and the slope angle of the concavo-convex shape of the surface of the low refractive index layer are the results measured by a non-contact surface shape measuring instrument. ### Claim 3 (depends on 1) The antireflection film of claim 1, wherein an average reflectivity of the antireflection film is less than 4% in a wavelength range of 380 nm to 780 nm. ### Claim 4 (depends on 1) The antireflection film of claim 1, wherein the internal haze of the antireflection film is greater than 0 and less than 10%. ### Claim 5 (depends on 1) The antireflection film of claim 1, wherein the external haze of the antireflection film is greater than 0 and less than 0.5%. ### Claim 6 (depends on 1) The antireflection film of claim 1, wherein the hard coating layer comprises a binder resin containing a (co)polymer of a photopolymerizable compound and an organic or inorganic fine particle dispersed in the binder resin. ### Claim 7 (depends on 6) The antireflection film of claim 6, wherein the hard coating layer comprises 1 to 20 parts by weight of the organic or inorganic fine particles based on 100 parts by weight of the (co)polymer of the photopolymerizable compound. ### Claim 8 (depends on 6) The antireflection film of claim 6, wherein the hard coating layer further comprises 3 to 10% by weight of inorganic nanoparticles having a diameter of 1 nm to 50 nm based on the total weight of the organic or inorganic fine particles and inorganic nanoparticles. ### Claim 9 (depends on 8) The antireflection film of claim 8, wherein the hard coating layer further comprises an inorganic nanoparticle having a diameter greater than 50 nm and 120 nm or less. ### Claim 10 (depends on 1) The antireflection film of claim 1, wherein the low refractive index layer comprises a binder resin including a cross-linked polymer between a photopolymerizable compound; a fluorine-based compound containing a photoreactive functional group; and the polysilsesquioxane in which at least one reactive functional group is substituted, and an inorganic fine particle dispersed in the binder resin. ### Claim 11 (depends on 10) The antireflection film of claim 10, wherein the reactive functional group substituted on the polysilsesquioxane comprises at least one functional group selected from the group consisting of alcohols, amines, carboxylic acids, epoxides, imides, (meth)acrylates, nitriles, norbornenes, olefins, polyethylene glycols, thiols, and vinyl groups. ### Claim 12 (depends on 11) The antireflection film of claim 11, wherein the polysilsesquioxane in which at least one reactive functional group is substituted is further substituted with at least one unreactive functional group selected from the group consisting of a linear or branched alkyl group having 1 to 30 carbon atoms, a cyclohexyl group having 6 to 30 carbon atoms, and an aryl groups having 6 to 30 carbon atoms. ### Claim 13 (depends on 10) The antireflection film of claim 10, wherein the fluorine-based compound containing a photoreactive functional group has a fluorine content of 1% by weight to 25% by weight, and includes at least one selected from the group consisting of i) an aliphatic compound or an aliphatic cyclic compound in which at least one photoreactive functional group is substituted and at least one fluorine is substituted on at least one carbon; ii) a heteroaliphatic compound or a heteroaliphatic cyclic compound in which at least one photoreactive functional group is substituted, at least one hydrogen is substituted with fluorine, and at least one carbon is substituted with silicon; iii) a polydialkylsiloxane-based polymer in which at least one photoreactive functional group is substituted and at least one fluorine is substituted on at least one silicon; and iv) a polyether compound in which at least one photoreactive functional group is substituted and at least one hydrogen is substituted with fluorine. ### Claim 14 (depends on 10) The antireflection film of claim 10, wherein the inorganic fine particles are hollow silica particles having a number average particle diameter of 10 to 100 nm. ### Claim 15 (depends on 10) The antireflection film of claim 10, wherein the low refractive index layer comprises 1 to 75 parts by weight of the fluorine-based compound containing a photoreactive functional group, 0.5 to 25 parts by weight of the polysilsesquioxane in which at least one reactive functional group is substituted, and 10 to 320 parts by weight of the inorganic fine particles based on 100 parts by weight of the photopolymerizable compound. ### Claim 16 (depends on 10) The antireflection film of claim 10, wherein the polysilsesquioxane in which at least one reactive functional group is substituted comprises a polyhedral oligomeric silsesquioxane having a cage structure, in which at least one reactive functional group is substituted. ### Claim 17 (depends on 16) The antireflection film of claim 16, wherein at least one of the silicon atoms of the polyhedral oligomeric silsesquioxane having a cage structure is substituted with a reactive functional group, and the remaining silicon atoms, in which a reactive functional group is not substituted, are substituted with an unreactive functional group. ### Claim 18 (depends on 17) The antireflection film of claim 17, wherein the molar ratio of the reactive functional group to the unfunctional reactive group substituted on the polysilsesquioxane is 0.20 or more. ### Claim 19 (depends on 1) The antireflection film of claim 1, wherein the hard coating layer has a thickness of greater than 5 μm and less than 10 μm, and the low refractive index layer has a thickness of 1 nm to 300 nm. ### Claim 20 (depends on 1) A display device comprising the antireflection film according to claim 1.