# US 8,147,954 B2 · Per-fluoro polyether compound, antifouling coating composition and film containing same > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 8,147,954 B2 - Document ID: US8147954B2 - Status: Granted - Kind: B2 - Application number: 12/260,331 - Filed: 2008-10-29 - Published: 2009-06-18 - Granted: 2012-04-03 - Earliest claimed: 2007-12-13 - Assignees: Korea Research Institute of Chemical Technology - Inventors: Soo Bok Lee; In Jun Park; Jong Wook Ha; Kwang Won Lee; Sang Goo Lee; Eun Young Park; Eun Kyung Kim - Web page: https://patentgrep.com/patent/US8147954B2 ## CPC - C09D 5/1675: {Polyorganosiloxane-containing compositions} - C08G 65/007: {containing fluorine} - C08G 65/226: {containing fluorine} - C08G 65/336: containing silicon - C09D 4/00: 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} - C09D 171/02: Polyalkylene oxides - C08G 2650/48: containing fluorine, e.g. perfluropolyethers - Y10T 428/265: 1 mil or less - Y10T 428/266: of base or substrate - Y10T 428/31504: Composite [nonstructural laminate] - Y10T 428/31507: Of polycarbonate - Y10T 428/31663: As siloxane, silicone or silane - Y10T 428/31667: Next to addition polymer from unsaturated monomers, or aldehyde or ketone condensation product - 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) - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION ## Abstract Disclosed are a perfluoropolyether-modified silane compound, an antifouling coating composition comprising the same, and a film comprising the same. More particularly, the present invention provides a novel perfluoropolyether-modified silane compound of the formula (1) below, an antifouling coating composition comprising the compound and, when coated on the surface of transparent glass or plastic materials, providing superior antifouling property, scratch resistance and durability while maintaining the transparency of the materials, and a film formed by coating the composition and applicable as antireflection film or optical filter of flat panel displays such as lenses, glass windows, liquid crystal displays (LCD), plasma display panels (PDP), organic electro-luminescence (EL) and filed emission displays (FED): wherein n is an integer of 10 to 70; m is an integer of 1 to 3; p and q are independently 2 or 3; R1 is C2-C4 alkyl; R2 and R3 are independently C1-C6 alkyl or phenyl; R4 is C3-C5 alkyl or C3-C6 alkyl ether; R5 is C1-C6 alkyl or phenyl; and X is C1-C3 alkoxy. ## Claims ### Claim 1 A perfluoropolyether-modified silane compound of the following formula (1): wherein n is an integer of 10 to 70; m is an integer of 1 to 3; p and q are independently 2 or 3; R1 is C2-C4 alkyl; R2 and R3 are independently C1-C6 alkyl or phenyl; R4 is C3-C5 alkyl or C3-C6 alkyl ether; R5 is C1-C6 alkyl or phenyl; and X is C1-C3 alkoxy. ### Claim 2 (depends on 1) The perfluoropolyether-modified silane compound according to claim 1, represented by the following formula (1a), (1b) or (1c): wherein n is an integer of 10 to 70. ### Claim 3 An antifouling coating composition comprising: 1) 0.05 to 50 weight % of a perfluoropolyether-modified silane compound of the formula (1); and 2) 50 to 99.95 weight % of a solvent: wherein n is an integer of 10 to 70; m is an integer of 1 to 3; p and q are independently 2 or 3; R1 is C2-C4 alkyl; R2 and R3 are independently C1-C6 alkyl or phenyl; R4 is C3-C5 alkyl or C3-C6 alkyl ether; R5 is C1-C6 alkyl or phenyl; and X is C1-C3 alkoxy. ### Claim 4 (depends on 3) The antifouling coating composition according to claim 3, wherein the composition further comprises a perfluoropolyether-modified silane compound of the formula (1) and a hydrolytic catalyst which hydrolyzes the terminal alkoxy group (X) of the perfluoropolyether-modified silane compound. ### Claim 5 (depends on 3) The antifouling coating composition according to claim 3, wherein the solvent is a fluorine-modified hydrocarbon solvent or hydrocarbon. ### Claim 6 (depends on 5) The antifouling coating composition according to claim 5, wherein the solvent is a compound selected from perfluoroheptane, perfluorohexane, m-xyelenehexafluoride, benzotrifluoride, methyl perfluorobutyl ether, ethyl perfluorobutyl ether, perfluoro(2-butyltetrahydrofuran), petroleum benzene, mineral spirits, isoparaffin, toluene, xylene, acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, methylglyme, methyltriglyme, methyltetraglyme and tetrahydrofuran or a mixture thereof. ### Claim 7 (depends on 3) A film formed by coating the antifouling coating composition according to claim 3. ### Claim 8 (depends on 7) The film according to claim 7, which has a thickness in the range from 0.005 to 0.5 μm. ### Claim 9 (depends on 7) The film according to claim 7, which is used as antireflection film or optical filter of a flat panel display. ### Claim 10 (depends on 9) The film according to claim 9, wherein the flat panel display is a lens, a glass window, a liquid crystal display (LCD), a plasma display panel (PDP), an organic electro-luminescence (EL) or a field emission display (FED). ### Claim 11 (depends on 4) A film formed by coating the antifouling coating composition according to claim 4. ### Claim 12 (depends on 5) A film formed by coating the antifouling coating composition according to claim 5. ### Claim 13 (depends on 6) A film formed by coating the antifouling coating composition according to claim 6.