Compositions for containers and other articles and methods of using same

Patent metadata

Field	Value
Publication number	US-9409219-B2
Application number	US-201213570632-A
Country	US
Kind code	B2
Filing date	Aug 9, 2012
Priority date	Feb 7, 2011
Publication date	Aug 9, 2016
Grant date	Aug 9, 2016

Abstract

This invention provides a polymer, which is preferably a polyether polymer. The polymer may be used 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.

First claim

What is claimed is:

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: (a) includes at least 25% by weight of aryl or heteroaryl groups and (b) is substantially free of bound bisphenol A, bisphenol F, bisphenol S, polyhydric phenols having estrogenic activity greater than or equal to that of bisphenol S, and epoxides thereof; and
wherein the polymer is formed by reacting ingredients including: (i) an extender comprising a dihydric phenol that does not include substituent groups at ortho ring positions relative to the phenol hydroxyl groups and (ii) a diepoxide compound that includes a segment of the below Formula (I):

wherein:
each of the oxygen atoms depicted in Formula (I) is present in an ether or ester linkage;
each R 1 is independently an atom or group having an atomic weight of from at least 15 Daltons to less than 500 Daltons and that is a halogen atom, a carbon-containing group, or a sulfur-containing group, and wherein one or both depicted phenylene groups include an R 1 group located at an ortho ring position, relative to a depicted oxygen atom, that is a methyl group;
v is independently 1 to 4;
w is 4;
R 2 is —CH 2 —;
n is 1;
t is 1; and
two or more R 1 groups can join to form one or more cyclic groups; and

wherein the coating composition is substantially free of mobile and bound bisphenol A, bisphenol F, bisphenol S, polyhydric phenols having estrogenic activity greater than or equal to that of bisphenol S, and epoxides thereof.

2. The article of claim 1 , wherein the polyether polymer includes at least 25% by weight of phenylene groups and each of the depicted oxygen atoms are present in an ether linkage.

3. The article of claim 1 , wherein the polyether polymer includes at least 45% by weight of phenylene groups.

4. The article of claim 1 , wherein each R 1 is free of halogen atoms.

5. The article of claim 4 , wherein each R 1 is independently a methyl group, an ethyl group, a propyl group, a butyl group, or an isomer thereof.

6. The article of claim 1 , wherein each depicted oxygen atom in Formula (I) is located at a para position relative to R 2 .

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

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

9. 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.

10. The article of claim 1 , wherein the diepoxide compound comprises the diglycidyl ether of 4,4′-methylenebis(2,6-dimethylphenol).

11. The article of claim 1 , wherein the dihydric phenol comprises catechol, hydroquinone, or resorcinol.

12. The article of claim 1 , wherein the depicted oxygen atoms are each present in an ether linkage and the polymer includes —CH 2 —CH(OH)—CH 2 — or —CH 2 —CH 2 —CH(OH)— segments.

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

14. The article of claim 1 , wherein the food or beverage container, or a portion thereof, has the coating composition applied as a food-contact coating on an interior surface.

15. The article of claim 1 , wherein the polyether polymer is completely free of bound polyhydric phenols, or epoxides thereof, having estrogenic activity greater than that of 4,4′-(propane-2,2-diyl)bis(2,6-dibromophenol).

16. The article of claim 1 , wherein the polyether polymer is completely free of bound polyhydric phenols, or epoxides thereof, having estrogenic activity greater than that of 2,2-bis(4-hydroxyphenyl)propanoic acid.

17. The article of claim 1 , wherein the polymer has a glass transition temperature of at least 80° C.

18. The article of claim 1 , wherein both depicted phenylene groups include a methyl moiety at an ortho ring position relative to each depicted oxygen atom.

19. The article of claim 1 , wherein v is independently 2 to 4.

20. The article of claim 1 , wherein the coating composition is a thermoset coating composition.

21. A coating composition, comprising:
a polyether polymer that includes at least 25% by weight of aryl or heteroaryl groups, has a glass transition temperature of at least 30° C. and a number average molecular weight of at least 2,000, and is substantially free of bound bisphenol A, bisphenol F, bisphenol S, polyhydric phenols having estrogenic activity greater than or equal to that of bisphenol S, and epoxides thereof; and
wherein the polymer is formed by reacting ingredients including: (i) an extender comprising a dihydric phenol that does not include substituent groups at ortho ring positions relative to the phenol hydroxyl groups and (ii) a diepoxide compound that includes a segment of the below Formula (I):

wherein:
each of the oxygen atoms depicted in Formula (I) is present in an ether or ester linkage;
each R 1 is independently an atom or group having an atomic weight of from at least 15 Daltons to less than 500 Daltons and that is a halogen atom, a carbon-containing group, or a sulfur-containing group, and wherein one or both depicted phenylene groups include an R 1 group located at an ortho ring position, relative to a depicted oxygen atom, that is a methyl group;
v is independently 1 to 4;
w is 4;
R 2 is —CH 2 —;
n is 1;
t is 1; and
two or more R 1 groups can join to form one or more cyclic groups; and

wherein the coating composition is substantially free of mobile and bound bisphenol A, bisphenol F, bisphenol S, polyhydric phenols having estrogenic activity greater than or equal to that of bisphenol S, and epoxides thereof.

22. The coating composition of claim 21 , wherein the polyether polymer has a glass transition temperature of at least 80° C.

23. The coating composition of claim 21 , wherein the polyether polymer is completely free of bound polyhydric phenols, or epoxides thereof, having estrogenic activity greater than that of 4,4′-(propane-2,2-diyl)bis(2,6-dibromophenol).

24. The coating composition of claim 21 , wherein the polyether polymer is completely free of bound polyhydric phenols, or epoxides thereof, having estrogenic activity greater than that of 2,2-bis(4-hydroxyphenyl)propanoic acid.

25. The coating composition of claim 21 , wherein:
the coating composition includes a liquid carrier;
the polyether polymer has a glass transition temperature of at least 60° C.; and the segment of Formula (I) has an atomic weight of less than 1,000 Daltons and is free of halogen atoms.

26. The coating composition of claim 25 , wherein the polyether polymer has a polydispersity index of from 1.5 to 5, and wherein the segments of Formula (I) constitute at least 30% by weight of the polyether polymer.

27. The coating composition of claim 26 , wherein the diepoxide compound is non-genotoxic.

28. The coating composition of claim 25 ,

Assignees

• Niederst Jeffrey
• Evans Richard H
• O'Brien Robert M
• Romagnoli Kevin
• Von Maier Mark S
• Valspar Sourcing Inc

Inventors

• Niederst Jeffrey
• Evans Richard H
• O'Brien Robert M
• Romagnoli Kevin
• Von Maier Mark S

Classifications

• B21D5/00 Primary

  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 title

• C09D5/033

  characterised by the additives · CPC title

• C09D5/08

  Anti-corrosive paints · CPC title

• C09D171/00 Primary

  Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain (based on polyacetals C09D159/00; based on epoxy resins C09D163/00; based on polythioether-ethers C09D181/02; based on polyethersulfones C09D181/06); Coating compositions based on derivatives of such polymers · CPC title

• C09D163/00 Primary

  Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins · CPC title