Styrene-free copolymers and coating compositions containing such copolymers
An aqueous coating composition is provided that is preferably substantially free of styrene and structural units derived from styrene. The coating composition includes a resin system that preferably includes a water-dispersible polymer and an emulsion polymerized ethylenically unsaturated monomer component. The resin system is preferably formed using a process that includes emulsion polymerizing the ethylenically unsaturated monomer component in the presence of an aqueous dispersion including the water-dispersible polymer. In certain preferred embodiments, the water-dispersible polymer is a salt of an acid- or anhydride-functional aromatic polyether polymer.
1. An aqueous food or beverage can coating composition suitable for use in forming a food-contact coating for a metal food or beverage can, the coating composition comprising:
an aqueous carrier; and
a resin system dispersed in the aqueous carrier, wherein the resin system is substantially free of styrene and comprises:
a water-dispersible polyether polymer; and
an emulsion polymerized ethylenically unsaturated monomer component comprising at least 80 wt-% of one or more of methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, and butyl methacrylate;
wherein the coating composition has a viscosity of from 20 to 80 seconds (Ford Cup #2, 25° C.) and is an inside spray coating composition for a food or beverage can.
2. The coating composition of claim 1 , wherein the emulsion polymerized ethylenically unsaturated monomer component comprises at least 80 wt-% of one or more of methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-butyl acrylate, and n-butyl methacrylate.
3. The coating composition of claim 2 , wherein:
the emulsion polymerized ethylenically unsaturated monomer component comprises at least 80 wt-% of: (i) one or more of methyl methacrylate, ethyl acrylate, ethyl methacrylate and (ii) one or more of n-butyl acrylate and n-butyl methacrylate; and
wherein the emulsion polymerized ethylenically unsaturated monomer component includes less than 40 wt-%, if any, of methyl methacrylate.
4. The coating composition of claim 1 , wherein the water-dispersible polyether polymer comprises an aromatic polyether polymer that is substantially free of each of bisphenol A, bisphenol F, and bisphenol S, including epoxides thereof.
5. The coating composition of claim 4 , wherein the aromatic polyether polymer has glass transition temperature of at least 60° C. and a number average molecular weight of at least 2,000.
6. The coating composition of claim 4 , wherein the aromatic polyether polymer is formed from reactants including an extender and a diepoxide, and wherein the diepoxide comprises a diepoxide of an aromatic diol, an aromatic diacid, an aliphatic diol, an aliphatic diacid, a cycloaliphatic diol, a cycloaliphatic diacid, or a combination thereof.
7. The coating composition of claim 6 , wherein the aromatic polyether polymer is formed from reactants including an extender and a diepoxide of 2,2,4,4-tetramethyl-1,3-cyclobutanediol or an extender and a diepoxide of 2,2,4,4-tetramethyl-1,3-cyclobutane dicarboxylic acid.
8. The coating composition of claim 4 , wherein the water-dispersible polyether polymer comprises a polyether-acrylate copolymer.
9. The coating composition of claim 1 , wherein the water-dispersible polyether polymer comprises an aromatic polyether polymer formed from reactants including an extender and a diepoxide, and wherein the diepoxide comprises a diepoxide of an ortho-substituted diphenol.
10. The coating composition of claim 9 , wherein the diepoxide of the ortho-substituted diphenol comprises a diglycidyl ether of tetramethyl bisphenol F.
11. The coating composition of claim 1 , wherein the water-dispersible polyether polymer comprises an aromatic polyether polymer that is substantially free of any structural units derived from a bisphenol.
12. The coating composition of claim 1 , wherein the water-dispersible polyether polymer has an acid number from 40 to 400 mg KOH per gram, and wherein the total combined weight of the water-dispersible polyether polymer and the emulsion polymerized ethylenically unsaturated monomer component is at least 50 wt-% of the total resin solids present in the coating composition.
13. The coating composition of claim 1 , wherein the emulsion polymerized ethylenically unsaturated monomer component further comprises one or more ethylenically unsaturated monomers having a cycloaliphatic group.
14. The coating composition of claim 13 , wherein the cycloaliphatic group comprises a polycyclic group.
15. The coating composition of claim 13 , wherein the one or more ethylenically unsaturated monomers having a cycloaliphatic group comprise cyclohexyl (meth)acrylate, 4-tert-butylcyclohexyl (meth)acrylate, 3,3,5-trimethylcyclohexyl (meth)acrylate, isobornyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, an isomer thereof, or a mixture thereof.
16. The coating composition of claim 1 , wherein the emulsion polymerized ethylenically unsaturated monomer component has a Tg of at least 40° C.
17. The coating composition of claim 1 , wherein the coating composition, when spray applied onto an interior of a standard 12 ounce aluminum drawn & ironed beverage can at a dry film weight of 115 milligrams per can and baked for at least 50 seconds at an oven temperature of at least 188° C. to achieve a dome peak metal temperature of at least 199° C., exhibits a lower sidewall adhesion rating value of 9 or 10 after retort in 2% citric acid under pressure at 121° C. and tested according to ASTM D 3359—Test Method B, using SCOTCH 610 tape, available from 3M Company of Saint Paul, Minn.
18. The coating composition of claim 1 , wherein the coating composition, when spray applied onto an interior of a standard 12 ounce aluminum drawn & ironed beverage can at a dry film weight of 115 milligrams per can and baked for at least 50 seconds at an oven temperature of at least 188° C. to achieve a dome peak metal temperature of at least 199° C., exhibits a contact angle with deionized water greater than about 80.
19. The coating composition of claim 1 , wherein the resin system is also substantially free of substituted styrene compounds.
20. The coating composition of claim 1 , wherein the ethylenically unsaturated monomer component is emulsion polymerized in the presence of the aqueous dispersion of the water-dispersible polyether polymer.
21. A food or beverage can, or a portion thereof, having a cured interior food-contact coating formed from the coating composition of claim 1 .
22. An aqueous food or beverage can coating composition suitable for use in forming a food-contact coating for a metal food or beverage can, the coating composition comprising:
an aqueous carrier; and
a resin system dispersed in the aqueous carrier, wherein the resin system is substantially free of styrene and comprises:
a water-dispersible a polyether polymer, wherein the wherein the water-dispersible polyether polymer includes one or more ammonia-neutralized or amine-neutralized acid or anhydride groups; and
an emulsion polymerized ethylenically unsaturated monomer component comprising at least 80 wt-% of one or more of methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, and butyl methacrylate;
wherein the weight ratio of water-dispersible polyether polymer to emulsion polymerized ethylenically unsaturated monomer component is from 40:60 to 90:10, wherein the total combined weight of the water-dispersible polyether polymer and the emulsion polymerized ethylenically unsaturated monomer component is at least 50 wt-% of the total resin solids present in the coating composition, and wherein the coating composition has a viscosity of from 20 to 80 seconds (Ford Cup #2, 25° C.) and is an inside spray coating composition for a food or beverage can.
23. The coating composition of claim 22 , wherein the coating composition, when spray applied onto an interior of a standard 12 ounce aluminum drawn & ironed beverage can at a dry film weight of 115 milligrams per can and baked for at least 50 seconds at an oven temperature of at least 188° C. to achieve a dome peak metal temperature of at least 199° C., exhibits a contact angle with deionized water greater than about 80.