Compositions for Containers and Other Articles and Methods of Using Same

• US 20130316109A1
• Filed: 08/09/2012
• Published: 11/28/2013
• Est. Priority Date: 02/07/2011
• Status: Active Grant

• Current Assignee: Swimc, LLC (Sherwin-Williams Company)
• Original Assignee: Valspar Sourcing, Inc. (Sherwin-Williams Company)
• Inventors: Niederst, Jeffrey, Evans, Richard H., O'Brien, Robert M., Romagnoli, Kevin, Von Maier, Mark S.
• Granted Patent: US 11,053,409 B2
• Time in Patent Office: Days
• US Class Current: 428/35.8
• CPC Class Codes: B05D 2202/00 Metallic substrate
• CPC Class Codes: B05D 7/227 of containers, cans or the like
• CPC Class Codes: B21D 5/00 Bending sheet metal along straight lines, e.g. to form simple curves B21D11/06 - B21D11/18 take precedence; corrugating sheet metal B21D13/00; as edge treatment B21D19/00
• CPC Class Codes: B65D 25/14 Linings or internal coatings of containers made by folding or erecting blanks made of paper B65D5/56 ; linings for domestic water storage heaters F24H1/183
• CPC Class Codes: C08G 59/00 Polycondensates containing more than one epoxy group per molecule low-molecular-weight polyepoxy compounds C07; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
• CPC Class Codes: C08G 65/00 Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
• CPC Class Codes: C09D 163/00 Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
• CPC Class Codes: C09D 5/03 Powdery paints
• CPC Class Codes: C09D 5/031 characterised by particle size or shape
• CPC Class Codes: C09D 5/033 characterised by the additives
• CPC Class Codes: C09D 5/037 Rheology improving agents, e.g. flow control agents
• CPC Class Codes: C09D 5/08 Anti-corrosive paints
• CPC Class Codes: Y10T 428/1355 Elemental metal containing [e.g., substrate, foil, film, coating, etc.]

Abstract

This invention provides a polymer, which is preferably a polyether polymer. The polymer may be uses in coating compositions. Containers and other articles comprising the polymer and methods of making such containers and other articles are also provided. The invention further provides compositions including the polymer (e.g., powder coatings), which have utility in a variety of coating end uses, including, for example, valve and pipe coatings.

Claims

1. An article comprising:

a food or beverage container, or a portion thereof, having a metal substrate and a coating composition applied on at least a portion of the metal substrate, wherein the coating composition comprises a polyether polymer that is substantially free of bound bisphenol A, bisphenol F, bisphenol S, and epoxides thereof; and

wherein the polymer is formed by reacting ingredients including;

(i) an extender and (ii) a diepoxide compound that includes a segment of the below Formula (I);

2. The article of claim 1, wherein t is 1 and each depicted oxygen atom is present in an ether linkage.

3. The article of claim 2, wherein each phenylene group depicted in Formula (I) includes R¹'"'"'s attached to the ring at both ortho positions relative to the oxygen atom.

4. The article of claim 2, wherein each R¹ is independently selected from an organic group or a sulfur-containing group and is free of halogen atoms.

5. The article of claim 4, wherein each of the at least one R¹ attached to the phenylene rings at an ortho position is independently a group selected from methyl, ethyl, propyl, butyl, or an isomer thereof.

6. The article of claim 4, wherein each of the at least one R¹ attached to the rings of the depicted phenylene groups is an organic group containing one or two carbon atoms.

7. The article of claim 2, wherein the ether oxygen atom of each phenylene group depicted in Formula (I) is located at a para position relative to:

(i) R² or (ii) the ring-ring covalent linkage if n is 0 and R² is absent.

8. The article of claim 2, wherein n is 1.

9. The article of claim 8, wherein R² is an organic group having either 1 carbon atom or 8 or more carbon atoms.

10. The article of claim 8, wherein R² is a segment of the structure —

C(R⁷)(R⁸)—

, wherein R⁷ and R⁸ are each independently a hydrogen atom, a halogen atom, an organic group, a sulfur-containing group, or a nitrogen-containing group, and wherein R⁷ and R⁸ can optionally join to form a cyclic group, with the proviso that R⁷ and R⁸ are not both —

CH³.

11. The article of claim 10, wherein R⁷ and R⁸ are each a hydrogen atom.

12. The article of claim 11, wherein one or more of R⁷ or R⁸ includes one or more heteroatoms.

13. The article of claim 1, wherein the polyether polymer includes at least 25% by weight of phenylene groups.

14. The article of claim 1, wherein the segment of Formula (I) has an atomic weight of less than 600 Daltons.

15. The article of claim 1, wherein the segments of Formula (I) constitute at least 30% by weight of the polyether polymer.

16. The article of claim 1, wherein the polyether polymer is substantially free of bound polyhydric phenols having estrogenic activity greater than or equal to that of bisphenol S, and epoxides thereof, and wherein the coating composition is substantially free of bisphenol A and the diglycidyl ether of bisphenol A.

17. The article of claim 1, wherein the polyether polymer is substantially free of bound polyhydric phenols, and epoxides thereof, having estrogenic activity greater than that of 2,2-bis(4-hydroxyphenyl)propanoic acid, and wherein the coating composition is substantially free of any such bound or mobile compounds.

18. The article of claim 1, wherein the diepoxide compound is non-genotoxic and is derived from a dihydric phenol that that exhibits a log Relative Proliferative Effect value in the MCF-7 cell proliferation assay of less than −

3.

19. The article of claim 1, wherein the diepoxide compound is selected from the diglycidyl ether of 4,4′

-methylenebis(2,6-di-t-butylphenol), the diglycidyl ether of 2,2′

-methylenebis(4-methyl-6-t-butylphenol), the diglycidyl ether of 4,4′

-methylenebis(2,6-dimethylphenol), the diglycidyl ether of 4,4′

butylidenebis(2-t-butyl-5-methylphenol), the diglycidyl ether of 2,5-di-t-butylhydroquinone, or a mixture thereof.

20. The article of claim 1, wherein the extender comprises a dihydric phenol.

21. The article of claim 20, wherein the dihydric phenol comprises catechol, hydroquinone, or resorcinol.

22. The article of claim 1, wherein the depicted oxygen atoms are each present in an ether linkage and the polymer includes —

CH₂—

CH(OH)—

CH₂—

or —

CH²—

CH₂—

CH(OH)-segments.

23. The article of claim 1, wherein the polymer has a glass transition temperature of at least 60°

C.

24. The article of claim 1, wherein coating composition is applied as a food-contact coating on an interior surface.

25. A coating composition, comprising:

at least 10 weight percent, based on total resin solids in the coating composition, of a polyether polymer that has a number average molecular weight of at least 2,000 and is substantially free of bound bisphenol A, bisphenol F, bisphenol S, and epoxides thereof; and

wherein the polymer is formed by reacting ingredients including;

(i) an extender and (ii) a diepoxide compound that includes a segment of the below Formula (I);

26. A method comprising:

providing a metal substrate; and

applying the coating composition of claim 25 on at least a portion of the substrate.

27. The method of claim 26, further comprising:

causing the metal substrate to be formed into a food or beverage container or a portion thereof.