IP Library › Granted Patent US 12,351,728
Granted Patent B2
US 12,351,728 · App. 17/723,030 · Granted Jul 8, 2025

Coating compositions for packaging articles such as food and beverage containers

Inventors: Sebastien Gibanel (Givry, FR); Benoit Prouvost (Nantes, FR)
Assignee: SWIMC LLC
C09D133/08B05D7/227B65D5/56C08F2/24C08F212/08C09D125/14C09D133/02B05D1/02B05D3/0254B05D2202/25B05D2401/20C08F220/20
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Quick Facts
Patent No.
US 12,351,728
App. No.
17/723,030
Granted
Jul 8, 2025
Kind
B2
Abstract

A method of forming a coating on a food or beverage container, which includes spraying a coating composition onto an interior surface of the food or beverage container, where the coating composition includes an emulsion-polymerized latex copolymer having copolymer chains of one or more mono-unsaturated monomers that are cross-linked with one or more multi-unsaturated monomers. The method also includes heating the sprayed coating composition to cure the coating composition, thereby providing the coating on the interior surface of the food or beverage container.

Claims (77)

1. An inside spray coating composition comprising:

an aqueous carrier; and

greater than about 65 weight percent, based on the entire weight of the total resin solids in the coating composition, of an emulsion-polymerized latex copolymer comprising:

one or more mono-unsaturated monomers each having a single ethylenically-unsaturated group; and

one or more multi-unsaturated monomers each having two or more ethylenically-unsaturated groups, wherein the multi-unsaturated monomer(s) each have a divalent chain length with at least two carbon atoms between at least two of the ethylenically-unsaturated groups, and constitute from greater than 5% by weight to 25% by weight of the monomers used to produce the emulsion-polymerized latex copolymer;

wherein:

the average viscosity of the coating composition ranges from about 5 seconds to about 40 seconds using a Ford Viscosity Cup #4 at 25° C.;

a coating formed from the coating composition has a glass transition temperature greater than about 50° C. and exhibits a metal exposure of less than 3.5 milliamps, pursuant to the Metal Exposure After Drop Damage test and a global extraction of less than 50 parts-per-million, pursuant to the Global Extraction test;

wherein the coating composition comprises a curing agent, wherein the curing agent is a crosslinker, which is present in an amount of up to 15% by weight, based on the total resin solids weight of the coating composition; and

wherein the inside spray coating composition is an inside beverage container coating composition.

2. The coating composition of claim 1 , wherein the coating composition includes no more than 3 wt-% of oils and oil-based materials.

3. The coating composition of claim 1 , wherein the curing agent is a phenoplast, a blocked isocyanate, an aminoplast, or a combination thereof.

4. The coating composition of claim 1 , wherein the one or more multi-unsaturated monomers comprise one or more multi-unsaturated (meth) acrylate monomers, and wherein one or more of the following is true:

the coating composition is substantially free of formaldehyde and formaldehyde-containing compounds;

the coating composition is substantially free of styrene, whether free or polymerized;

the coating composition is substantially free of acrylamide-type monomers; and

the coating composition is substantially free of halogenated monomers, whether free or polymerized.

5. The coating composition of claim 4 , wherein the coating composition is substantially free of formaldehyde and formaldehyde-containing compounds.

6. The coating composition of claim 4 , wherein the monomers used to produce the emulsion-polymerized latex copolymer are substantially free of oxirane groups.

7. The coating composition of claim 4 , wherein the coating composition is substantially free of styrene, whether free or polymerized.

8. The coating composition of claim 7 , wherein the one or more mono-unsaturated monomers comprise an alicyclic monomer.

9. The coating composition of claim 8 , wherein the alicyclic monomer comprises tetrahydrofurfuryl (meth) acrylate, furfuryl (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, isosorbide (meth) acrylate, and mixtures thereof.

10. The coating composition of claim 4 , wherein the one or more mono-unsaturated monomers comprise one or more polymerizable surfactants.

11. The coating composition of claim 4 , wherein the emulsion-polymerized latex copolymer is emulsion polymerized in the presence of a polymeric surfactant, and wherein the polymeric surfactant is present in an amount up to about 40% by solids weight in the coating composition.

12. The coating composition of claim 4 , wherein the emulsion-polymerized latex copolymer is emulsion polymerized in the presence of a polymeric surfactant comprising an acrylic polymer, an epoxy polymer, a polyester polymer, a polyolefin polymer, or a copolymer or mixture thereof.

13. The coating composition of claim 4 , wherein the emulsion-polymerized latex copolymer is emulsion polymerized in the presence of a (poly) ethylene (meth) acrylic acid copolymer.

14. The coating composition of claim 4 , wherein the one or more multi-unsaturated (meth) acrylate monomers comprise 1,4-butanediol di (meth) acrylate, and wherein 1,4-butanediol di (meth) acrylate constitutes from 8% by weight to 25% by weight of the emulsion-polymerized latex copolymer, based on the total weight of the monomers used to produce the emulsion-polymerized latex copolymer.

15. The coating composition of claim 4 , wherein the concentration of the one or more multi-unsaturated (meth) acrylate monomers ranges from 8% by weight to 20% by weight, based on the total weight of the monomers used to produce the emulsion-polymerized latex copolymer.

16. The coating composition of claim 4 , wherein the coating composition exhibits substantially no change in viscosity pursuant to the Pot Life Stability test.

17. The coating composition of claim 4 , wherein a coating formed from the coating composition has a glass transition temperature greater than about 60° C. to less than about 115° C.

18. The coating composition of claim 17 , wherein a coating formed from the coating composition has a glass transition temperature greater than about 70° C. to less than about 115° C.

19. The coating composition of claim 18 , wherein the latex copolymer constitutes greater than about 80% by weight of the coating composition, and wherein the coating composition:

has a total solids weight of greater than about 10% to less than about 30%;

has an average viscosity of greater than 10 seconds to less than 30 seconds using Ford Viscosity Cup #4 at 25° C.;

is substantially free of acrylamide-type monomers;

is substantially free of halogenated monomers, whether free or polymerized; and

is substantially free of structural units derived from bisphenol A, bisphenol F, bisphenol S, and any diepoxides thereof.

20. The coating composition of claim 4 , wherein the latex copolymer constitutes greater than about 80% by weight of the coating composition, and wherein the coating composition:

has a total solids weight of greater than about 10% to less than about 30%;

has an average viscosity of greater than 10 seconds to less than 30 seconds using Ford Viscosity Cup #4 at 25° C.;

is substantially free of acrylamide-type monomers;

is substantially free of halogenated monomers, whether free or polymerized; and

is substantially free of structural units derived from bisphenol A, bisphenol F, bisphenol S, and any diepoxides thereof.

21. The coating composition of claim 4 , wherein the one or more multi-unsaturated (meth) acrylate monomers comprise ethanediol di (meth) acrylate, propanediol di (meth) acrylate, butanediol di (meth) acrylate, heptanediol di (meth) acrylate, hexanediol di (meth) acrylate, trimethylolethane tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, trimethylolbutane tri (meth) acrylate, trimethylolheptane tri (meth) acrylate, trimethylolhexane tri (meth) acrylate, tetramethylol methane tetra (meth) acrylate, dipropylene glycol di (meth) acrylate, trimethylol hexane tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, isosorbide di (meth) acrylate, allyl (meth) acrylate, glycerol dimethacrylate, or a mixture thereof.

22. The coating composition of claim 4 , wherein the concentration of the one or more multi-unsaturated monomers ranges from 11% by weight to 25% by weight, based on the total weight of the monomers used to produce the emulsion-polymerized latex copolymer.

23. An inside spray coating composition comprising:

an aqueous carrier comprising at least about 5% by weight of organic solvent; and

greater than about 65 weight percent, based on the entire weight of the total resin solids in the coating composition, of an emulsion-polymerized latex copolymer comprising:

a plurality of mono-unsaturated monomers each having a single ethylenically-unsaturated group; and

one or more multi-unsaturated monomers each having two or more ethylenically-unsaturated groups, wherein the multi-unsaturated monomer(s) each have a divalent chain length with at least two carbon atoms between at least two of the ethylenically-unsaturated groups, and constitute from greater than 5% by weight to 25% by weight of the monomers used to produce the emulsion-polymerized latex copolymer;

wherein one or more (meth) acrylate monomers comprise at least about 30% by weight of the monomers used to produce the emulsion-polymerized latex copolymer;

wherein:

the coating composition is substantially free of halogenated compounds;

the coating composition has a total solids weight of greater than about 10% to less than about 30%;

a coating formed from the coating composition has a glass transition temperature greater than about 50° C. and exhibits a metal exposure of less than 3.5 milliamps, pursuant to the Metal Exposure After Drop Damage test and a global extraction of less than 50 parts-per-million, pursuant to the Global Extraction test;

wherein the coating composition comprises a curing agent, wherein the curing agent is a crosslinker, which is present in an amount of up to 15% by weight, based on the total resin solids weight of the coating composition; and

wherein the inside spray coating composition is an inside beverage container coating composition.

24. The coating composition of claim 23 , wherein the coating composition is substantially free of formaldehyde and formaldehyde-containing compounds.

25. The coating composition of claim 23 , wherein the emulsion-polymerized latex copolymer is emulsion polymerized in the presence of a polymeric surfactant comprising an acrylic polymer, an epoxy polymer, a polyester polymer, a polyolefin polymer, or a copolymer or mixture thereof.

26. The coating composition of claim 23 , wherein the coating composition includes no more than 3 wt-% of oils and oil-based materials.

27. The coating composition of claim 23 , wherein the curing agent is a phenoplast, a blocked isocyanate, an aminoplast, or a combination thereof.

28. An inside spray coating composition comprising:

an aqueous carrier; and

greater than about 65 weight percent, based on the entire weight of the total resin solids in the coating composition, of an emulsion-polymerized latex copolymer comprising:

one or more mono-unsaturated monomers each having a single ethylenically-unsaturated group; and

one or more multi-unsaturated monomers each having two or more ethylenically-unsaturated groups, wherein the multi-unsaturated monomer(s) each have a divalent chain length with at least two carbon atoms between at least two of the ethylenically-unsaturated groups, and constitute from greater than 5% by weight to 25% by weight of the monomers used to produce the emulsion-polymerized latex copolymer;

wherein:

the coating composition is substantially free of halogenated compounds;

the coating composition is substantially free of formaldehyde and formaldehyde-containing compounds;

the average viscosity of the coating composition ranges from about 5 seconds to about 40 seconds using a Ford Viscosity Cup #4 at 25° C.;

a coating formed from the coating composition has a glass transition temperature greater than about 50° C. and exhibits a metal exposure of less than 3.5 milliamps, pursuant to the Metal Exposure After Drop Damage test and a global extraction of less than 50 parts-per-million, pursuant to the Global Extraction test;

the coating composition comprises a curing agent, wherein the curing agent is a crosslinker, which is present in an amount of up to 15% by weight, based on the total resin solids weight of the coating composition; and

the inside spray coating composition is an inside beverage container coating composition.

29. The coating composition of claim 28 , wherein the coating composition is substantially free of styrene, whether free or polymerized.

30. The coating composition of claim 28 , wherein the one or more mono-unsaturated monomers comprise one or more polymerizable surfactants.

31. The coating composition of claim 28 , wherein the coating composition includes no more than 3 wt-% of oils and oil-based materials.

32. The coating composition of claim 28 , wherein the curing agent is a phenoplast, a blocked isocyanate, an aminoplast, or a combination thereof.

Continuity (4)
Continuation 17003713 · Aug 26, 2020
Continuation 15539366
Provisional Application 62096572 · Dec 24, 2014
Related Publication 20220315789A1 · Oct 6, 2022
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