# US 9,040,164 B2 · Self-assembled silica condensates > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 9,040,164 B2 - Document ID: US9040164B2 - Status: Granted - Kind: B2 - Application number: 13/126,524 - Filed: 2009-07-28 - Published: 2011-08-25 - Granted: 2015-05-26 - Earliest claimed: 2008-12-05 - Assignees: Axalta Coating Systems IP Co., LLC - Applicants: Jun Lin - Inventors: Jun Lin - Web page: https://patentgrep.com/patent/US9040164B2 ## CPC - C09D 183/04: Polysiloxanes - C08G 18/6295: {Polymers of silicium containing compounds having carbon-to-carbon double bonds} - C09D 133/04: Homopolymers or copolymers of esters {(C09D143/04 takes precedence)} - C09D 175/04: Polyurethanes - C08G 77/14: containing silicon bound to oxygen-containing groups - C08G 77/20: containing silicon bound to unsaturated aliphatic groups - C08G 77/26: nitrogen-containing groups - C08K 3/36: Silica - C08L 2312/00: Crosslinking - 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 - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) ## Abstract Self-assembled silica condensates are described as well as their use in coating compositions. The self-assembled silica condensates can be formed from the hydrolysis of medium to long chain trialkoxy silane compounds. Coating compositions containing the self-assembled silica condensates can provide coatings having improved scratch and mar resistance and can have excellent recoat adhesion. ## Claims ### Claim 1 A coating composition comprising: A) a self-assembled silica condensate formed by the hydrolysis of a reaction mixture comprising a tetraalkoxy orthosilicate and at least two medium to long chain trialkoxy silanes having a structure according to formula (1): (RO)3—Si—R1 (1); wherein each R is independently an alkyl group having 1 to 4 carbon atoms and R1 is an organic group comprising from 3 to 20 carbon atoms, wherein R1 of at least one of said medium to long chain trialkoxy silanes is an alkyl group, and R1 of at least one of said medium to long chain trialkoxy silanes is substituted with a functional group; and B) a film-forming binder comprising: a crosslinkable component, wherein the crosslinkable component is a compound, oligomer and/or polymer comprising one or more functional groups selected from hydroxyl groups, amine groups, epoxy groups, carboxylic acid groups, anhydride groups, aspartate groups, acetoacetate groups, orthoester groups, and thiol groups; and at least one crosslinking component comprising functional groups capable of reacting with the functional groups of the crosslinkable component to form a crosslinked network, wherein the crosslinking component is a melamine resin or a compound, oligomer and/or polymer comprising one or more of carboxylic acid groups, anhydride groups, isocyanate groups, blocked isocyanate groups or combinations thereof. ### Claim 2 (depends on 1) The coating composition of claim 1 wherein R1 of at least one of said medium to long chain trialkoxy silanes is propyl trialkoxy silane and R1 of at least one of said medium to long chain trialkoxy silanes is substituted with an epoxy functional group. ### Claim 3 (depends on 1) The coating composition of claim 1 wherein the crosslinkable component of the film-forming binder is a compound, oligomer and/or polymer containing epoxy functional groups and the crosslinking component of the film-forming binder is a compound, oligomer and/or polymer containing carboxylic acid groups. ### Claim 4 (depends on 1) The coating composition of claim 1 wherein said reaction mixture further comprises silane functional polymers. ### Claim 5 (depends on 1) The coating composition of claim 1 wherein the reaction mixture further comprises colloidal silica. ### Claim 6 (depends on 1) The coating composition of claim 1 wherein the functional group is epoxide, carbamate, urea, hydroxyl, vinyl or blocked isocyanate. ### Claim 7 A coating composition comprising: A) a self-assembled silica condensate formed by the hydrolysis of a reaction mixture comprising a silane functional polymer and a medium to long chain trialkoxy silane having a structure according to formula (2) or formula (3): wherein, for either formula (2) or formula (3), each R is independently an alkyl group having 1 to 4 carbon atoms; and B) a film-forming binder comprising: a crosslinkable component, wherein the crosslinkable component is a compound, oligomer and/or polymer comprising one or more functional groups selected from hydroxyl groups, amine groups, epoxy groups, carboxylic acid groups, anhydride groups, aspartate groups, acetoacetate groups, orthoester groups, and thiol groups; and at least one crosslinking component comprising functional groups capable of reacting with the functional groups of the crosslinkable component to form a crosslinked network, wherein the crosslinking component is a melamine resin or a compound, oligomer and/or polymer comprising one or more of carboxylic acid groups, anhydride groups, isocyanate groups, blocked isocyanate groups or combinations thereof. ### Claim 8 (depends on 7) The coating composition of claim 7 wherein the silane functional polymer includes a hydrolysable silane functional group of the formula Si—X, wherein X is an alkoxy group having from 1 to 4 carbon atoms, an aryloxy group having from 6 to 20 carbon atoms, an acyloxy group having from 2 to 6 carbon atoms, hydrogen, halogen, hydroxy, amide, amide, imidazole, oxazolidinone, urea, carbamate or hydroxylamine. ### Claim 9 (depends on 7) The coating composition of claim 7 wherein the silane functional polymer includes a hydrolysable silane functional group of the formula Si—X, wherein X is an alkoxy group. ### Claim 10 (depends on 7) The coating composition of claim 7 wherein the silane functional polymer has a terminal end and includes a hydrolysable silane functional group at the terminal end. ### Claim 11 (depends on 7) The coating composition of claim 7 wherein the silane functional polymer includes a main polymer chain and includes a hydrolysable silane functional group in the main polymer chain. ### Claim 12 (depends on 7) The coating composition of claim 7 wherein the silane functional polymer includes a main polymer chain and includes a hydrolysable silane functional group pendant to the main polymer chain. ### Claim 13 (depends on 7) The coating composition of claim 7 wherein the medium to long chain trialkoxy silane has a structure according to formula (2): ### Claim 14 (depends on 7) The coating composition of claim 7 wherein the medium to long chain trialkoxy silane has a structure according to formula (3): ### Claim 15 (depends on 7) The coating composition of claim 7 wherein the reaction mixture further comprises colloidal silica. ### Claim 16 (depends on 7) The coating composition of claim 7 wherein the reaction mixture consists essentially of silane functional polymers and the medium to long chain trialkoxy silane. ### Claim 17 (depends on 7) The coating composition of claim 7 wherein the silane functional polymer also contains epoxide, acid, carbamate, urea, hydroxyl, or blocked isocyanate groups. ### Claim 18 A coated substrate comprising at least one layer of a coating composition comprising: A) a self-assembled silica condensate formed by the hydrolysis of a reaction mixture comprising a tetraalkoxy orthosilicate and at least two medium to long chain trialkoxy silanes having a structure according to formula (1): (RO)3—Si—R1 (1); wherein each R is independently an alkyl group having 1 to 4 carbon atoms and R1 is an organic group comprising from 3 to 20 carbon atoms, wherein R1 of at least one of said medium to long chain trialkoxy silanes is an alkyl group, and R1 of at least one of said medium to long chain trialkoxy silanes is substituted with a functional group; and B) a film-forming binder comprising: a crosslinkable component, wherein the crosslinkable component is a compound, oligomer and/or polymer comprising one or more functional groups selected from hydroxyl groups, amine groups, epoxy groups, carboxylic acid groups, anhydride groups, aspartate groups, acetoacetate groups, orthoester groups, and thiol groups; and at least one crosslinking component comprising functional groups capable of reacting with the functional groups of the crosslinkable component to form a crosslinked network, wherein the crosslinking component is a melamine resin or a compound, oligomer and/or polymer comprising one or more of carboxylic acid groups, anhydride groups, isocyanate groups, blocked isocyanate groups or combinations thereof.