Polyester-based coating composition for metal substrates
The present invention provides novel packaging articles, e.g., food and beverage cans, having a novel coating composition applied to at least a portion of a surface thereon. In preferred embodiments, the coating composition includes at least a film-forming amount of a copolyester resin having a backbone that includes one or more soft segments and a plurality of hard segments. The copolyester resin preferably has a glass transition temperature from about from about 10° C. to about 50° C. The present invention also provides a method for making coated articles.
1. A water-based beverage can coating composition comprising:
a water-based carrier fluid;
one or more water-dispersible polymers obtained by grafting acid-functional ethylenically unsaturated monomers to a polyester polymer to form a polyester-acrylic copolymer, the polyester polymer derived from reactants that include one or more polyacid molecules, one or more polyol molecules, and one or more unsaturated monomers having reactive groups capable of participating in a step-growth reaction;
wherein at least a portion of the acid-functional groups of the acid-functional ethylenically unsaturated monomers are neutralized with a base to provide the water dispersiblity; and
an effective amount of a lubricity additive to impart lubricity to planar coated metal surfaces.
2. The water-based beverage can coating composition of claim 1 , wherein the composition includes up to about 2 weight percent of the lubricity additive by weight of the nonvolatile material.
3. The water-based beverage can coating composition of claim 2 , wherein the lubricity additive is a Carnauba-based wax, a wax dispersion, a polyethylene-type lubricant, or combinations thereof.
4. The water-based beverage can coating composition of claim 1 , wherein the base is a tertiary amine.
5. The water-based beverage can coating composition of claim 1 , wherein the coating composition, when cured, has a Tg of at least about 20° C.
6. The water-based beverage can coating composition of claim 5 , wherein the cured coating composition has a Tg of about 80° C. or less.
7. The water-based beverage can coating composition of claim 1 , wherein the one or more polyacid molecules include adipic acid, azelaic acid, cyclohexane dicarboxylic acid, fatty acid-based materials, fatty acid dimers, fumaric acid, maleic acid, phthalic acid, sebacic acid, succinic acid, glutaric acid, terephthalic acid, anhydrides thereof, esters thereof, or a mixture thereof.
8. The water-based beverage can coating composition of claim 1 , wherein the unsaturated reactant having a reactive group capable of participating in a step-growth reaction includes maleic acid, fumaric acid, nadic acid, tetrahydrophthalic acid, anhydride derivatives thereof, or combinations thereof and wherein the unsaturated reactant provides the grafting of the acid-functional ethylenically unsaturated monomers to the polyester polymer.
9. The water-based beverage can coating composition of claim 1 , wherein the one or more polyol molecules include ethylene glycol, propylene glycol, butylene glycol, neopentyl glycol, cyclohexane diol, dimer fatty diols, cyclohexane dimethanol, hexane diol, 2-methyl, 1,3-propane diol, substituted butane diols, substituted pentane diols, substituted hexane diols, methylol cycloalkanes, diethylene glylcol, triols, or combinations thereof.
10. The water-based beverage can coating composition of claim 2 , wherein the one or more polyacid molecules include adipic acid, azelaic acid, cyclohexane dicarboxylic acid, fatty acid-based materials, fatty acid dimers, fumaric acid, maleic acid, phthalic acid, sebacic acid, succinic acid, glutaric acid, terephthalic acid, anhydrides thereof, esters thereof, or a mixture thereof; and wherein the unsaturated reactant having a reactive group capable of participating in a step-growth reaction includes maleic acid, fumaric acid, nadic acid, tetrahydrophthalic acid, anhydride derivatives thereof, or combinations thereof; and wherein the one or more polyol molecules include dimer fatty diols, ethylene glycol, propylene glycol, butylene glycol, neopentyl glycol, cyclohexane diol, cyclohexane dimethanol, hexane diol, 2-methyl, 1,3-propane diol, substituted butane diols, substituted pentane diols, substituted hexane diols, methylol cycloalkanes, diethylene glylcol, triols, or combinations thereof.
11. The water-based beverage can coating composition of claim 1 , wherein the coating composition includes at least about 20 weight percent water based on the total weight of the coating composition.
12. The water-based beverage can coating composition of claim 11 , wherein the coating composition includes about 90 weight percent or less of water based on the total weight of the coating composition.
13. The water-based beverage can coating composition of claim 1 , wherein the coating composition includes, based on total resin solids, at least about 60 weight percent of the polyester-acrylic copolymer.
14. The water-based beverage can coating composition of claim 1 , wherein the polyester-acrylic copolymer has an acid number less than about 10 and/or a hydroxyl number less than about 50.
15. The water-based beverage can coating composition of claim 1 , wherein the polyester-acrylic copolymer includes at least about 20 weight percent aromatic groups.
16. The water-based beverage can coating composition of claim 1 , wherein the coating composition further includes an aminoplast crosslinker, a resole phenolic crosslinker, or combinations thereof.
17. The water-based beverage can coating composition of claim 1 , wherein the coating composition further includes a benzoguanamine-formaldehyde resin.
18. The water-based beverage can coating composition of claim 17 , wherein the coating composition further includes a catalyst selected from dodecylbenzene sulphonic acid, methane sulfonic acid, p-toluene sulfonic acid, dinonylnaphthalene disulfonic acid, triflic acid, tetraalkyl ammonium halide, a tetraalkyl or tetraaryl phosphonium iodide or acetate, tin octoate, zinc octoate, or triphenylphosphine.
19. The water-based beverage can coating composition of claim 1 , wherein the reactants include one or more of maleic anhydride, fatty acid dimers, or combinations thereof.
20. An article comprising
a riveted beverage can end;
a cured coating applied on at least a portion of the riveted beverage can end;
the cured coating formed from a water-based coating composition including one or more water-dispersible polymers obtained by grafting acid-functional ethylenically unsaturated monomers to a polyester polymer to form a polyester-acrylic copolymer, the polyester polymer formed from reactants that include one or more polyacid molecules, one or more polyol molecules, and one or more unsaturated monomers having reactive groups capable of participating in a step-growth reaction; wherein at least a portion of the acid-functional groups of the acid-functional ethylenically unsaturated monomers are neutralized with a base to provide the water dispersiblity; and wherein the coating composition includes an effective amount of a lubricity additive to impart lubricity to planar coated metal surfaces.
21. The article of claim 20 , wherein the one or more polyacid molecules include adipic acid, azelaic acid, cyclohexane dicarboxylic acid, fatty acid-based materials, fatty acid dimers, fumaric acid, maleic acid, phthalic acid, sebacic acid, succinic acid, glutaric acid, terephthalic acid, anhydrides thereof, esters thereof, or a mixture thereof; and wherein the unsaturated reactant having a reactive group capable of participating in a step-growth reaction includes maleic acid, fumaric acid, nadic acid, tetrahydrophthalic acid, anhydride derivatives thereof, or combinations thereof; and wherein the one or more polyol molecules include ethylene glycol, dimer fatty diols, propylene glycol, butylene glycol, neopentyl glycol, cyclohexane diol, cyclohexane dimethanol, hexane diol, 2-methyl, 1,3-propane diol, substituted butane diols, substituted pentane diols, substituted hexane diols, methylol cycloalkanes, diethylene glylcol, triols, or combinations thereof.
22. The article of claim 20 , wherein the base is a tertiary amine.
23. The article of claim 20 , wherein after being exposed to 4 seconds to a room-temperature electrolyte solution containing 1% by weight of NaCl dissolved in water, the coating passes less than 2 mA of current.
24. The article of claim 20 , wherein after immersion in 82° C. distilled water for 30 minutes, the coating passes less than 10 mA of current.
25. The article of claim 20 , wherein the reactants include one or more of maleic anhydride, fatty acid dimers or combinations thereof.
26. The article of claim 25 , wherein the coating composition further includes an aminoplast crosslinker, a resole phenolic crosslinker, or combinations thereof.
27. The article of claim 20 , wherein the coating composition further includes a benzoguanamine-formaldehyde resin.
28. The article of claim 27 , wherein the coating composition further includes a catalyst selected from dodecylbenzene sulphonic acid, methane sulfonic acid, p-toluene sulfonic acid, dinonylnaphthalene disulfonic acid, triflic acid, tetraalkyl ammonium halide, a tetraalkyl or tetraaryl phosphonium iodide or acetate, tin octoate, zinc octoate, or triphenylphosphine.
29. A water-based beverage can coating composition for riveted can ends, the coating composition comprising:
a water-based carrier fluid;
one or more water-dispersible polymers obtained by grafting acid-functional ethylenically unsaturated monomers to a polyester polymer form a polyester-acrylic copolymer, the polyester polymer derived from reactants that include one or more of cyclohexane dimethanol, trimethylolpropane, isophthalic acid, terephathlic acid, fatty acid dimers, and maleic anhydride;
wherein at least a portion of the acid-functional groups of the acid-functional ethylenically unsaturated monomers are neutralized with a tertiary amine to provide the water dispersiblity; and
an effective amount of a lubricity additive to impart lubricity to planar coated metal surfaces.
30. The water-based beverage can coating composition of claim 29 , wherein the reactants include maleic anhydride, fatty acid dimers or combinations thereof.
31. The water-based beverage can coating composition of claim 30 , wherein the coating composition further includes a benzoguanamine-formaldehyde resin.
32. The water-based beverage can coating composition for riveted can ends of claim 31 , wherein the coating composition further includes a catalyst selected from dodecylbenzene sulphonic acid, methane sulfonic acid, p-toluene sulfonic acid, dinonylnaphthalene disulfonic acid, triflic acid, tetraalkyl ammonium halide, a tetraalkyl or tetraaryl phosphonium iodide or acetate, tin octoate, zinc octoate, or triphenylphosphine.