Coating composition comprising a carbamate-functional poly(ethylene-acrylate) copolymer and method of coating substrates
US-2024076431-A1 · Mar 7, 2024 · US
US2017145244A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2017145244-A1 |
| Application number | US-201415127578-A |
| Country | US |
| Kind code | A1 |
| Filing date | Apr 17, 2014 |
| Priority date | Apr 17, 2014 |
| Publication date | May 25, 2017 |
| Grant date | — |
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An aqueous dispersion capable of providing a coating composition with balanced properties of early block resistance and good chemical resistance including water resistance, 48% alcohol resistance, and paraffin oil resistance; a process of preparing the same; and a coating composition comprising the same.
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1 . An aqueous dispersion comprising: (A) copolymer particles, wherein the copolymer comprises as polymerized units, based on the weight of the copolymer, (i) from 0.5 wt % to 2 wt % of an allyl ether phosphate functional monomer; (ii) from 0.1 wt % to 10 wt % of an ethylenically unsaturated hydroxy-functional monomer; (iii) from 0.1 wt % to 10 wt % of a self-crosslinking monomer; (iv) from 0.01 wt % to 1.5 wt % of an ethylenically unsaturated monomer having at least one alkoxysilane functionality; (v) from 28 wt % to 46 wt % of a (meth)acrylate C 6 -C 22 alkyl ester nonionic hydrophobic monomer; and (vi) ethylenically unsaturated nonionic monomers comprising at least one hydrophobic monomer and at least one hydrophilic monomer, excluding monomers (i), (ii), (iii), (iv) and (v); wherein the weight ratio of the hydrophobic monomer to the hydrophilic monomer is from 0.5 to 2.0; (B) from 0.3 wt % to 5 wt % of an alkyl ethoxylated phosphate or alkylphenol ethoxylated phosphate surfactant, based on the weight of the copolymer; and (C) from 0 to 10 wt % of a compound containing at least two —NH 2 or —NH— functionality, or a polyfunctional carboxylic hydrazide containing at least two hydrazide groups per molecule, based on the weight of the copolymer. 2 . The aqueous dispersion of claim 1 , wherein the copolymer comprises as polymerized units, based on the weight of the copolymer, (i) from 0.5 wt % to 1.5 wt % of the allyl ether phosphate functional monomer; (ii) from 0.1 wt % to 5 wt % of the ethylenically unsaturated hydroxy-functional monomer; (iii) from 1 wt % to 5 wt % of the self-crosslinking agent; (iv) from 0.1 wt % to 1.3 wt % of the ethylenically unsaturated monomer having at least one alkoxysilane functionality; (v) from 32 wt % to 40 wt % of the (meth)acrylate C 6 -C 22 alkyl ester nonionic hydrophobic monomer; and (vi) the ethylenically unsaturated nonionic monomers. 3 . The aqueous dispersion of claim 1 , wherein the ethylenically unsaturated hydroxy-functional monomer is selected from hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, hydroxybutyl (meth)acrylate, or mixtures thereof. 4 . The aqueous dispersion of claim 1 , wherein the self-crosslinking agent is diacetone acrylamide. 5 . The aqueous dispersion of any one of claim 1 , wherein the ethylenically unsaturated monomer having at least one alkoxysilane functionality has the following structure: wherein R 5 , R 6 , and R 7 each is independently selected from the group consisting of an alkoxy group and an alkyl group with the proviso that at least one alkoxy group is present, n is an integer from 0 to 4, and Y is a group selected from vinyl, methacryloxy, or mixtures thereof. 6 . The aqueous dispersion of claim 1 , wherein the ethylenically unsaturated monomer having at least one alkoxysilane functionality is selected from vinyl triethoxy silane, vinyl tris(β-methoxy ethoxy)-silane, γ-methacryloxy propyl trimethoxyl silane, or mixtures thereof. 7 . The aqueous dispersion of claim 1 , wherein the (meth)acrylate C 6 -C 22 alkyl ester nonionic hydrophobic monomer is 2-ethylhexyl acrylate. 8 . The aqueous dispersion of claim 1 , wherein (vi) the hydrophobic monomer is selected from styrene or substituted styrene, butyl (meth)acrylate, iso-butyl (meth)acrylate, or mixtures thereof; and the hydrophilic monomer is selected from methyl (meth)acrylate, ethyl acrylate, (meth)acrylic acid, acrylonitrile, (meth)acrylamide, or mixtures thereof. 9 . The aqueous dispersion of claim 1 , wherein the allyl ether phosphate functional monomer has the following structure: [CH 2 ═CH—CH 2 —R 1 —O] x P(═O)(OM 1 ) 3-x (I) wherein R 1 is a linking divalent group, x is an average number ranging from 1 to 2, and each M 1 independently comprises a hydrogen atom or a cationic counter-ion. 10 . The aqueous dispersion of claim 1 , wherein the alkyl ethoxylated phosphate or alkylphenol ethoxylated phosphate surfactant comprises a C 8 to C 18 alkyl group attached to a polyoxyethylene chain, or a C 8 to C 18 alkyl substituted phenol group attached to a polyoxyethylene chain, wherein said polyoxyethylene chain has an average degree of polymerization in the range of from 1 to 20. 11 . The aqueous dispersion of claim 1 , wherein the polyfunctional carboxylic hydrazide is selected from adipic dihydrazide, oxalic dihydrazide, isophthalic dihydrazide, polyacrylic polyhydrazide, or mixtures thereof. 12 . An aqueous dispersion comprising: (A) copolymer particles, wherein the copolymer comprises as polymerized units, based on the weight of the copolymer, (i) from 0.5 wt % to 1.5 wt % of an allyl ether phosphate functional monomer; (ii) from 0.1 wt % to 3 wt % of an ethylenically unsaturated hydroxy-functional monomer; (iii) from 1 wt % to 3 wt % of diacetone acrylamide; (iv) from 0.1 wt % to 1.3 wt % of an ethylenically unsaturated alkoxysilane-functional monomer having the following formula: wherein R 5 , R 6 , and R 7 each is independently selected from the group consisting of an alkoxy group and an alkyl group with the proviso that at least one alkoxy group is present, n is an integer from 0 to 4, and Y is a group selected from vinyl, methacryloxy, or mixtures thereof; (v) from 32 wt % to 40 wt % of 2-ethylhexyl acrylate; and (vi) ethylenically unsaturated nonionic monomers comprising at least one hydrophobic monomer selected from styrene or substituted styrene, butyl (meth)acrylate, iso-butyl (meth)acrylate, or mixtures thereof; and at least one hydrophilic monomer selected from methyl (meth)acrylate, ethyl acrylate, (meth)acrylic acid, acrylonitrile, (meth)acrylamide, polyethylene glycol (meth)acrylate, or mixtures thereof; excluding monomers (i), (ii), (iii), (iv) and (v); wherein the weight ratio of the hydrophobic monomer to the hydrophilic monomer is from 0.5 to 2.0; (B) from 0.8 wt % to 1.7 wt % of an alkyl ethoxylated phosphate or alkylphenol ethoxylated phosphate surfactant, based on the weight of the copolymer; and (C) from 0.5 wt % to 1.5 wt % of adipic dihydrazide, based on the weight of the copolymer. 13 . A coating composition comprising the aqueous dispersion of claim 1 . 14 . A process of preparing the aqueous dispersion of claim 1 , comprising: (I) forming copolymer particles by emulsion polymerization from monomers in the presence of from 0.3 wt % to 5 wt % of an alkyl ethoxylated phosphate or alkylphenol ethoxylated phosphate surfactant, wherein the monomers comprise, based on the total weight of the monomers: (i) from 0.5 wt % to 2 wt % of an allyl ether phosphate functional monomer; (ii) from 0.1 wt % to 10 wt % of an ethylenically unsaturated hydroxy-functional monomer; (iii) from 0.1 wt % to 10 wt % of a self-crosslinking agent; (iv) from 0.01 wt % to 1.5 wt % of an ethylenically unsaturated alkoxysilane-functional monomer; (v) from 28 wt % to 46 wt % of a (meth)acrylate C 6 -C 22 alkyl ester nonionic hydrophobic monomer; and (vi) ethylenically unsaturated nonionic monomers comprising at least one hydrophobic monomer and at least one hydrophilic monomer, excluding monomers (i), (ii), (iii), (iv), and (v), wherein the weight ratio of the hydrophobic monomer to the hydrophilic monomer is from 0.5 to 2.0; and (II) adding from 0 to 10 wt % of a compound containing at least two —NH 2 or —NH— functionality, or a polyfunctional carboxylic hydrazide containing at least two hydrazide groups per m
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