# US 2010/0168264 A1 · Antireflective coating compositions > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2010/0168264 A1 - Document ID: US20100168264A1 - Status: Published application - Kind: A1 - Application number: 12/488,309 - Filed: 2009-06-19 - Published: 2010-07-01 - Earliest claimed: 2005-05-11 - Assignees: Yazaki Corporation - Inventors: Yongan Yan; Satyabrata Raychaudhuri; Matthew Emilio Coda - Web page: https://patentgrep.com/patent/US20100168264A1 ## CPC - G02B 1/113: using inorganic layer materials only - C08F 283/10: on to polymers containing more than one epoxy radical per molecule {(C08F283/004 takes precedence)} - C08F 290/06: Polymers provided for in subclass C08G - C08F 290/064: {Polymers containing more than one epoxy group per molecule} - C09D 5/006: {Anti-reflective coatings} - C09D 7/62: modified by treatment with other compounds - C09D 133/06: of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical - C09D 151/10: grafted on to inorganic materials - C08K 3/36: Silica - Y10S 977/773: Nanoparticle, i.e. structure having three dimensions of 100 nm or less - G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - 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) - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) - Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS ## Abstract Coating compositions, and methods for depositing them on the surface of an article to produce an antireflection coating, are disclosed. In one embodiment, the coating composition includes a (meth)acrylate-functional silicon alkoxide, silica particles, a (meth)acrylate monomer, an epoxy (meth)acrylate oligomer, a photoinitiator, a solvent, an acid, and water. The relative amounts of these constituents are controlled such that, when the coating composition is deposited onto the surface of an article and cured, it has a refractive index less than about 1.60 at a wavelength of 510 nm. In another embodiment, the coating composition includes an organo-metallic compound other than an organo-metallic compound of silicon, an epoxy-functional silicon alkoxide, a non-epoxy-functional silicon alkoxide, a curing agent compatible with epoxy-functional molecules, a solvent, an inorganic acid, and water. The relative amounts of these constituents are controlled such that, when the coating composition is deposited onto the surface of an article and cured, it has a refractive index greater than about 1.70 at a wavelength of 510 nm. The coating compositions are deposited in a process that produces an antireflection coating in less than 90 minutes of processing time. ## Claims ### Claim at position 1 1-12. (canceled) ### Claim 13 A coating composition comprising at least one (meth)acrylate-functional silicon alkoxide, silica particles, at least one (meth)acrylate monomer, at least one epoxy (meth)acrylate oligomer, at least one photoinitiator, at least one solvent, at least one acid, and water; wherein the relative amounts of the constituents of the coating composition are controlled such that, when the coating composition is dispensed onto the surface of an article and cured, it has a refractive index less than about 1.60 at a wavelength of 510 nm. ### Claim 14 (depends on 13) A coating composition as defined in claim 13, wherein the at least one (meth)acrylate-functional silicon alkoxide is selected from the group consisting of (3-acryloxypropyl)dimethylmethoxysilane, (3-acryloxypropyl)methlyldimethoxysilane, (3-acryloxypropyl)trimethoxysilane, (methacryloxymethyl)dimethylethoxysilane, methacryloxymethyltriethoxysilane, methacryloxymethyltrimethoxysilane, methacryloxypropylmethyldiethoxysilane, methacryloxypropylmethyldimethoxysilane, (3-methacryloxypropyl)triethoxysilane, (3-methacryloxypropyl)trimethoxysilane, and mixtures thereof. ### Claim 15 (depends on 13) A coating composition as defined in claim 13, wherein the at least one (meth)acrylate-functional silicon alkoxide is (3-acryloxypropyl)trimethoxysilane. ### Claim 16 (depends on 13) A coating composition as defined in claim 13, wherein the at least one (meth)acrylate monomer is selected from the group consisting of 2(2-ethoxyethoxy) ethyl acrylate, 2-phenoxyethyl acrylate, 2-phenoxyethyl methacrylate, caprolactone acrylate, dicyclopentadienyl methacrylate, tetrahydrofurfuryl acrylate, tetrahydrofurfuryl methacrylate, 1,3-butylene glycol diacrylate, 1,4 butanediol dimethacrylate, diethylene glycol diacrylate, ethoxylated bisphenol A diacrylate, ethoxylated bisphenol A dimethacrylate, ethylene glycol dimethacrylate, ethoxylated trimethylolpropane triacrylate, pentaeryhritol triacrylate, propoxylated glyceryl triacrylate, propoxylated trimethylolpropane triacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, tris(2-hydroxy ethyl) isocyanurate triacrylate, and mixtures thereof. ### Claim 17 (depends on 13) A coating composition as defined in claim 13, wherein the at least one (meth)acrylate monomer is selected from the group consisting of ethoxylated trimethylolpropane triacrylate, tris(2-hydroxy ethyl) isocyanurate triacrylate, and mixtures thereof. ### Claim 18 (depends on 13) A coating composition as defined in claim 13, wherein the at least one (meth)acryl ate monomer is a mixture of ethoxylated trimethylolpropane triacrylate and tris(2-hydroxy ethyl) isocyanurate triacrylate. ### Claim 19 (depends on 13) A coating composition as defined in claim 13, wherein the at least one photoinitiator is selected from the group consisting of 1-hydroxy-cyclohexyl-phenyl-ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-(4-morpholinyl)-1-propanone, and mixtures thereof. ### Claim 20 (depends on 13) A coating composition as defined in claim 13, wherein the at least one photoinitiator is a mixture of 1-hydroxy-cyclohexyl-phenyl-ketone and 2-methyl-1-[4-(methylthio)phenyl]-2-(4-morpholinyl)-1-propanone. ### Claim 21 (depends on 13) A coating composition as defined in claim 13, wherein the at least one solvent is selected from the group consisting of isopropanol, ethyl acetate, 1-methoxy 2-propanol, and mixtures thereof. ### Claim 22 (depends on 13) A coating composition as defined in claim 13, wherein the at least one solvent is a mixture of isopropanol, ethyl acetate, and 1-methoxy 2-propanol. ### Claim 23 (depends on 13) A coating composition as defined in claim 13, wherein the at least one inorganic acid is hydrochloric acid. ### Claim 24 (depends on 13) A coating composition as defined in claim 13, wherein the relative amounts of the constituents of the coating composition are controlled such that, when the composition is deposited onto the surface of an article and cured, it has a refractive index less than about 1.55 at a wavelength of 510 nm. ### Claim 25 (depends on 13) A coating composition as defined in claim 13, wherein the relative amounts of the constituents of thc coating composition are controlled such that, when the composition is deposited onto the surface of an article and cured, it has a refractive index less than about 1.50 at a wavelength of 510 nm. ### Claim at position 15 26-42. (canceled)