Non-hazardous water-based polyurethane dispersion
US-12110373-B2 · Oct 8, 2024 · US
US9328257B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9328257-B2 |
| Application number | US-201113988453-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 14, 2011 |
| Priority date | Nov 19, 2010 |
| Publication date | May 3, 2016 |
| Grant date | May 3, 2016 |
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Provided is a coating composition comprising at least one hydroxyl-containing compound (A), at least one compound (B1) having at least one silane group of the formula (I) —X—Si—R″ x G 3-x (I) with G=identical or different hydrolyzable groups, X=organic radical, more particularly linear and/or branched alkylene or cycloalkylene radical having 1 to 20 carbon atoms, R″=alkyl, cycloalkyl, aryl or aralkyl, it being possible for the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl or aralkyl, x=0 to 2, and at least one compound (B2) different from the component (B1) and which is prepared from a linear aliphatic diisocyanate (DI), (B2) comprising uretidone groups and at least 2 isocyanate groups per molecule.
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What is claimed is: 1. A coating composition based on aprotic solvents and comprising: at least one oligomeric and/or polymeric, hydroxyl-containing compound (A); at least one compound (B1) having at least one silane group of the formula (I) —X—Si—R″ x G 3-x (I) wherein G=alkoxy group OR′, with R′=hydrogen, alkyl or cycloalkyl, it being possible for a carbon chain in the alkyl or cycloalkyl to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl, or aralkyl, X=organic radical, R″=alkyl, cycloalkyl, aryl, or aralkyl, it being possible for a carbon chain in the alkyl, cycloalkyl, aryl, or aralkyl to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl, or aralkyl, x=0 to 2; and at least one compound (B2) which is different from the at least one compound (B1) and comprises at least 2 isocyanate groups per molecule, wherein (i) the at least one compound (B2) comprises uretdione groups, and (ii) the at least one compound (B2) has been prepared by isocyanate oligomerization from a linear aliphatic diisocyanate (DI). 2. The coating composition of claim 1 , wherein the at least one compound (B2) is prepared from a linear aliphatic diisocyantate (DI) having 3 to 12 C atoms. 3. The coating composition of claim 1 , wherein the at least one compound (B2) has a uretdione group content >50 mol %, based on the entirety of the at least one compound (B2). 4. The coating composition of claim 1 , wherein the silane-group-containing compound (B1) comprises as least one member selected from the group consisting of isocyanurate groups, allophanate groups, isocyanate groups, and mixtures of two or more of the foregoing. 5. The coating composition of claim 1 , wherein the compound (B1) comprises between 0 and 100 mol %, based on the entirety of the structural units (II) and (III), of at least one structural unit of the formula (II) —NR—(X—SiR″ x )(OR′) 3-x ) (II) and between 0 and 100 mol %, based on the entirety of the structural untis units (II) and (III), of at least one structural unit of the formula (III) —N(X—SiR″ x (OR′) 3-x ) n (X′—SiR″ y (OR′) 3-y ) m (III) wherein R=hydrogen, alkyl, cycloalkyl, aryl or aralkyl, it being possible for a carbon chain of the alkyl, cycloalkyl, aryl, or aralkyl to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl or aralkyl, R′=hydrogen, alkyl or cycloalkyl, it being possible for a carbon chain of the alkyl or cycloalkyl to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl, or aralkyl, X, X′=linear and/or branched alkylene or cycloalkylene radical having 1 to 20 carbon atoms, R″=alkyl, cycloalkyl, aryl, or aralkyl, it being possible for a carbon chain of the alkyl, cycloalkyl, aryl, or aralkyl to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl, or aralkyl, n=0 to 2, m=0 to 2, m+n=2, and x, y=0 to 2. 6. The coating composition of claim 5 , wherein less than 5 mol % of the isocyanate groups in the uretdione-group-containing compound (B2) have undergone reaction to form structural units (I), (II), and/or (III). 7. The coating composition of claim 1 , wherein the at least one compound (B1) is the reaction product of (a)bis(3-propyltrimethylsilyl)amine and optionally N-(3-(trimethoxysilyl)propylbutylamine with a member selected from the group consisting of (β)1,6-hexmethylene diisocyanate, isophorone diisocyanate, 4,4′-methylenedicyclohexyl diisocyanate, the biuret dimers of the aformentioned diisocyanates, the isocyanurate trimers of the aforementioned diisocyanates, and mixtures of two or more of the foregoing. 8. The coating composition of claim 1 , wherein the ratio in equivalents of the uretdione-group-containing compound (B2) to equivalents of the silane-group-containing compound (B1) is between 0.5:1.0 and 50.0:1.0. 9. The coating composition of claim 1 , wherein the hydroxyl-containing compound (A) is selected from the group consisting of polyacrylate polyols, polymethacrylate polyols, polyester polyols, polyurethane polyols, polysiloxane polyols, and mixtures of two or more of the foregoing. 10. The coating composition of claim 1 , wherein compound (A) comprises lactone-modified, hydroxyl-containing, oligomeric and/or polymeric compounds. 11. A multistage coating method comprising applying a pigmented basecoat film to an optionally precoated substrate and thereafter applying a layer of the coating composition of claim 1 . 12. The multistage coating method of claim 11 , wherein application of the pigmented basecoat film is followed by drying of the applied basecoat initially at temperatures from room temperature to 80° C., and application of the coating composition is followed by curing at temperatures from 30 to 90° C. for a time of 1 minute to 10 hours. 13. A method of clearcoating a substrate, comprising applying the coating composition of claim 1 as a clearcoat to a substrate selected from the group consisting of automotive refinish substrates, automotive component substrate, plastic substrates, and mixtures of two or more of the foregoing. 14. The method of claim 13 , wherein the substrate is a plastic substrate. 15. A coating composition based on aprotic solvents and comprising: at least one oligomeric and/or polymeric, hydroxyl-containing compound (A); at least one compound (B1) having at least one silane group of the formula (I) —X—Si—R″ x G 3-x (I) wherein G=identical or different hydrolyzable groups, X=organic radical, R″=alkyl, cycloalkyl, aryl, or aralkyl, it being possible for a carbon chain in the alkyl, cycloalkyl, aryl, or aralkyl to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl, or aralkyl, x=0 to 2; and at least one compound (B2) which is different from the compound (B1) and comprises at least 2 isocyanate groups per molecule, wherein (i) the compound (B2) comprises uretdione groups, and (ii) the compound (B2) has been prepared by isocyanate oligomerization from a linear aliphatic diisocyanate (DI).
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