Curable resin material, resin molded body, and method for producing resin molded body
US-2024376250-A1 · Nov 14, 2024 · US
US9090732B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9090732-B2 |
| Application number | US-80898708-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 18, 2008 |
| Priority date | Dec 19, 2007 |
| Publication date | Jul 28, 2015 |
| Grant date | Jul 28, 2015 |
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The present invention relates to a coating composition comprising (a) at least one hydroxyl-containing compound (A), (b) at least one compound (B) having free and/or blocked isocyanate groups, and (c) at least one phosphate-containing catalyst (C) for the crosslinking of silane groups, (d) at least one further catalyst (D), one or more constituents of the coating composition containing hydrolyzable silane groups, wherein the catalyst (D) is a bicyclic amine.
Opening claim text (preview).
The invention claimed is: 1. A coating composition for application to a substrate comprising (a) at least one hydroxyl-containing compound (A); (b) at least one compound (B) having free and/or blocked isocyanate groups; (c) at least one phosphorus-containing catalyst (C) comprising phosphorus and nitrogen, for the crosslinking of silane groups; and (d) at least one further catalyst (D) that is a bicyclic amine, wherein one or more constituents of the coating composition contain hydrolyzable silane groups, the isocyanate groups react with the at least one hydroxyl-containing compound (A), and the resulting coating composition is isocyanate-free; wherein, upon curing of the coating composition, a coat that is chemical- and weather-stable is formed. 2. The coating composition of claim 1 , wherein the catalyst (D) is an unsaturated bicyclic amine. 3. The coating composition of claim 1 , wherein the catalyst (D) is 1,5-diazabicyclo[4.3.0]non-5-ene or 1,8-diazabicyclo[5.4.0]undec-7-ene. 4. The coating composition of claim 1 , wherein one or more constituents of the coating composition at least partly contain one or more, alike or different structural units 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 the carbon chain to be interrupted by nonadjacent oxygen, sulfur or NRa groups, with Ra=alkyl, cycloalkyl, aryl or aralkyl, and x =0 to 2. 5. The coating composition of claim 4 , wherein one of more constituents of the coating composition contain between 2.5 and 97.5 mol % based on the entirety of structural units (II) and (III), of at least one structural unit of the formula (II) —N(X—SiR″ x (OR′) 3-x ) n (X′—SiR″ y (OR′) 3-y ) m (II) where R′=hydrogen, alkyl or cycloalkyl, 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 and 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 the carbon chain 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 and y=0 to 2, and between 2.5 and 97.5 mol %, based on the entirety of structural units (II) and (III), of at least one structural unit of the formula (III) —Z—(—X—SiR″ x (OR′) 3-x ) (III), where Z=—NH—, —NR—, —O—, where 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 X, R′, and R″ being as defined for formula (II). 6. The coating composition of claim 5 , wherein one or more constituents of the coating composition contain between 5 and 95 mol %, based in each case on the entirety of structural units (II) and (III), of at least one structural unit of the formula (II) and between 5 and 95 mol %, based in each case on the entirety of structural units (II) and (III), of at least one structural unit of the formula (III). 7. The coating composition of claim 6 , wherein the structural elements (II) and (III) are present in fractions of 2.5 to 97.5 mol %, based in each case on the sum of the functional groups for crosslinking in the coating composition, formed from the fractions of the hydroxyl and isocyanate groups and from the fractions of the structural elements (II) and (III). 8. The coating composition of claim 5 , wherein the at least one compound (B) comprises at least one of the group of structural unit (I), structural unit (II), structural unit (III), and combinations thereof. 9. The coating composition of claim 8 , wherein, in the at least one compound (B), between 2.5 and 90 mol %, of the isocyanate groups in the polyisocyanate structure have undergone reaction to structural units (II) and between 2.5 and 90 mol % of the isocyanate groups in the polyisocyanate structure have undergone reaction to structural units (III), and the total fraction of the isocyanate groups in the polyisocyanate structure that have undergone reaction to structural units (II) and (III) is between 5 and 95 mol %. 10. The coating composition of claim 8 , wherein the polyisocyanate structure is selected from the group of 1,6-hexamethylene diisocyanate, isophorone diisocyanate, and 4,4′-methylenedicyclohexyl diisocyanate, the biuret dimers of the aforementioned polyisocyanates and/or the isocyanurate trimers of the aforementioned polyisocyanates. 11. The coating composition of claim 1 , wherein the at least one hydroxyl-containing compound (A) comprises at least one poly(meth)acrylate polyol. 12. The coating composition of claim 1 , wherein the catalyst (D) is present in the coating composition in an amount of 0.01% to 3% by weight, based on the solids content of said composition. 13. The coating composition of claim 1 , wherein the at least one phosphorus-containing catalyst (C) is selected from an amine adduct of an acyclic phosphonic diester, a cyclic phosphonic diester, an acyclic diphosphonic diester, a cyclic diphosphonic diester, an acyclic phosphoric diester or a cyclic phosphoric diester. 14. A multistage coating method which comprises applying a pigmented basecoat film to an uncoated or precoated substrate and thereafter applying a film of the coating composition as claimed in any one of claims 1 to 12 . 15. The multistage coating method of claim 14 , wherein, following the application of the pigmented basecoat film, the applied basecoat material is first dried at temperatures from room temperature to 80° C. and, following the application of the coating composition of claim 16 , the system is cured at temperatures from 30 to 200° C. for a time of 1 min up to 10 h. 16. The multistage coating method of claim 15 wherein the coating composition of claim 16 is a clearcoat material used in automotive OEM finishing or automotive refinish.
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