Coating compositions comprising cyclic carbonate amine resins
US-8987378-B2 · Mar 24, 2015 · US
US11834584B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11834584-B2 |
| Application number | US-201917253341-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 17, 2019 |
| Priority date | Jul 19, 2018 |
| Publication date | Dec 5, 2023 |
| Grant date | Dec 5, 2023 |
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A curable coating composition is provided having multi-functionalized acrylic copolymer and amino-functional silicone resin curing agents. The acrylic copolymer of the curable coating composition has, in polymerized form, epoxy functionalized groups and cure compatibility groups. The coating compositions are useful in the field of superior weatherable and durable coatings and are useful to replace isocyanate-containing polyurethane based coatings. Also provided are coated articles produced from the curable composition.
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The invention claimed is: 1. A curable coating composition comprising: (1) an amino-functional silicone resin of the fully condensed formula R x SiO (4−x)/2 where (a) x is a number from 1.0 to 2.1; (b) the amino-functional silicone resin is comprised of the Si units R 3 SiO 1/2 , R 2 SiO 2/2 , RSiO 3/2 , and SiO 4/2 in polymerized form, where at least 5 mole percent of the total amount of Si units of the amino-functional silicone resin comprise (i) RSiO 3/2 groups, (ii) SiO 4/2 groups or (iii) mixtures thereof; (c) each R is independently an alkyl group, an aryl group, or an amino-functional hydrocarbyl group, provided that the —NH— equivalent mass of the amino-functional silicone resin is from 50 to 750; and (2) an acrylic copolymer which has, in polymerized form, epoxy functionalized groups and cure compatibility groups; and wherein the coating composition has a molar ratio of amine NH functionality to epoxy functionality in the range of from 0.5 to 1.3. 2. The coating composition of claim 1 having a molar ratio of amine NH functionality to epoxy functionality in the range of from 0.8 to 1. 3. The coating composition of claim 1 wherein the amino-functional silicone resin has less than 30 mole percent of repeat units bearing OR′ groups bound to Si; wherein R′ is hydrogen or a hydrocarbon group. 4. The coating composition of claim 1 wherein the amino-functional silicone resin has at least 10 mole percent of the total amount of Si units of the amino-functional silicone resin comprise (1) RSiO 3/2 groups, (2) SiO 4/2 groups or (3) mixtures thereof. 5. The coating composition of claim 1 wherein the epoxy functionalized groups of the acrylic copolymer are derived from one or more monomers selected from the group of glycidyl methacrylate (GMA), glycidyl acrylate, and mixtures thereof; and wherein the acrylic copolymer has an epoxy equivalent weight (EEW) in the range of 200-600. 6. The coating composition of claim 4 wherein the acrylic copolymer comprises in polymerized form, 30-60% glycidyl(meth)acrylate monomer units by weight based on the weight of the total monomer units of the acrylic copolymer. 7. The coating composition of claim 1 wherein the acrylic copolymer comprises in polymerized form, from 2% to 20% cure compatibility group monomer units by weight based on the weight of the total monomer units of the acrylic copolymer. 8. The coating composition of claim 1 wherein the cure compatibility groups of the acrylic copolymer comprise monomer groups, in polymerized form, that contain one or more of alcohol (OH) functionality, a phenolic group, a tertiary amine or an acid group that is either pendant to the backbone or attached as an end group. 9. The coating composition of claim 1 wherein the cure compatibility group is derived from hydroxyethyl methacrylate (HEMA). 10. A coated article comprising one or more layers of a cured coating composition of claim 1 .
containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title
containing glycidyl groups · CPC title
Homopolymers or copolymers of methyl methacrylate · CPC title
containing glycidyl radical, e.g. glycidyl (meth)acrylate · CPC title
nitrogen-containing groups · CPC title
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