IP Library Granted Patent US 7,897,704
Granted Patent B2
US 7,897,704 · App. 10/594,468 · Granted Mar 1, 2011

Composition of diepoxy resin modified with monofunctional organic material and dicarboxylic acid and crosslinker

Assignee: Akzo Nobel N.V.
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Quick Facts
Patent No.
US 7,897,704
App. No.
10/594,468
Granted
Mar 1, 2011
Kind
B2
Abstract

A protective crosslinkable coating composition comprising modified epoxy resin and crosslinker the modified epoxy resin being the reaction product, by weight, of i) from 80 to 99.9 parts of di-epoxy resin of epoxy equivalent weight from 500 to 5000 and formed from the reaction of bis phenol A diglycidyl ether and bis phenol A and ii) from 0.1 to 20 parts of reactive material characterised in that a) the di-epoxy resin contains minor amounts of resin components of molecular weight less than 1000 Daltons, and the reactive material comprises b) mono-functional organic material of molecular weight at: least 100 Daltons having one moiety capable of reacting with the epoxy moieties of the di-epoxy resin and c) dicarboxylic acid of molecular weight less than 300 Daltons having two moieties capable of reacting with the epoxy moieties of the di-epoxy resin.

Claims (39)

1. A protective crosslinkable coating composition comprising modified epoxy resin and crosslinker, the modified epoxy resin being the reaction product of

i) from 80 to 99.9 parts of di-epoxy resin of epoxy equivalent weight from 500 to 5000 and formed from the reaction of bisphenol A diglycidyl ether and bisphenol

A and

ii) from 0.1 to 20 parts by weight of a reactive material characterised in that

a) the di-epoxy resin contains minor amounts of resin components of molecular weight less than 1000 Daltons and the reactive material comprises

b) a mono-functional organic material of molecular weight at least 100 Daltons having one moiety capable of reacting with the epoxy moieties of the di-epoxy resin and

c) a dicarboxylic acid of molecular weight less than 300 Daltons having two moieties capable of reacting with the epoxy moieties of the di-epoxy resin and where the ratio of mono-functional organic material to dicarboxylic acid calculated on a molar basis is from 3:1 to 12:1.

2. A protective crosslinkable coating composition comprising modified epoxy resin and crosslinker the modified epoxy resin being the reaction product, by weight, of

i) from 80 to 99.9 parts by weight of a di-epoxy resin of epoxy equivalent weight from 500 to 5000 and formed from the reaction of bisphenol A diglycidyl ether and bisphenol A and

ii) from 0.1 to 20 parts by weight of a reactive material characterised in that

a) the di-epoxy resin contains minor amounts of resin components of molecular weight less than 1000 Daltons and the reactive material comprises

b) a mono-functional organic material of molecular weight at least 100 Daltons having one moiety capable of reacting with the epoxy moieties of the di-epoxy resin and

c) a tartaric acid having two moieties capable of reacting with the epoxy moieties of the di-epoxy resin.

3. A coating composition according to claim 1 characterised in that the resin component of molecular weight less than 1000 Daltons comprises bisphenol A diglycidyl ether.

4. A coating composition according to claim 3 characterised in that the amount of bisphenol A diglycidyl ether extractable from a crosslinked coating of the coating composition is less than 0.3 micrograms/dm 2 .

5. A coating composition according to claim 1 characterised in that the mono-functional organic material is a mono-carboxylic acid.

6. A coating composition according to claim 5 characterised in that the mono-carboxylic acid is tetradecanoic acid.

7. A coating composition according to any one of claim 3 characterised in that the di-carboxylic acid is tartaric acid.

8. A coating composition according to claim 1 characterised in that the amount of reactive material comprises from 1 to 20% by weight of the modified epoxy resin.

9. A coating composition according to claim 1 characterised in that the modified epoxy resin has at least 30% of the number of epoxy groups as on the diepoxy resin from which it is derived.

10. A process for producing the modified epoxy resin as defined in claim 1 comprising the steps of causing a diepoxy resin of epoxy equivalent weight of from 500 to 5000, formed by the reaction of bisphenol A diglycidyl ether and bisphenol A and containing minor amounts of resin components of molecular weight less than 1000 Daltons to react with a mono-functional organic material of molecular weight at least 100 Daltons and a dicarboxylic acid of molecular weight less than 300 Daltons.

11. A process according to claim 10 characterised in that the mono-functional organic material is reacted with the diepoxy resin in a first step, the resulting product being reacted with the dicarboxylic acid in a later step.

12. A metal container coated with the coating composition according to claim 1 .

13. A process of producing a crosslinked coating on a metal container characterised in that it comprises the steps of applying a coating according to claim 1 and causing the coating to crosslink.

14. A modified epoxy resin as defined in claim 1 .

15. A modified epoxy resin for reducing the amount of bisphenol A diglycidyl ether extractable from a crosslinked coating composition on the interior surface of a metal container to less than 0.3 micrograms/dm, said modified epoxy resin being as defined in claim 14 .

16. A coating composition according to claim 2 characterised in that the resin component of molecular weight less than 1000 Daltons comprises bisphenol A diglycidyl ether.

17. A coating composition according to claim 16 characterised in that the amount of bisphenol A diglycidyl ether extractable from a crosslinked coating of the coating composition is less than 0.3 micrograms/dm 2 .

18. A coating composition according to claim 2 characterised in that the mono-functional organic material is a mono-carboxylic acid.

19. A coating composition according to claim 18 characterised in that the mono-carboxylic acid is tetradecanoic acid.

20. A coating composition according to claim 2 characterised in that the amount of reactive material comprises from 1 to 20% by weight of the modified epoxy resin.

21. A coating composition according to claim 2 characterised in that the modified epoxy resin has at least 30% of the number of epoxy groups as on the diepoxy resin from which it is derived.

22. A process for producing the modified epoxy resin as defined in claim 2 comprising the steps of causing a diepoxy resin of epoxy equivalent weight of from 500 to 5000, formed by the reaction of bisphenol A diglycidyl ether and bis phenol A and containing minor amounts of resin components of molecular weight less than 1000 Daltons to react with a mono-functional organic material of molecular weight at least 100 Daltons and a dicarboxylic acid of molecular weight less than 300 Daltons.

23. A process according to claim 22 characterised in that the mono-functional organic material is reacted with the diepoxy resin in a first step, the resulting product being reacted with the tartaric acid in a later step.

24. A metal container coated with the coating composition according to claim 2 .

25. A process of producing a crosslinked coating on a metal container characterised in that it comprises the steps of applying a coating according to claim 2 and causing the coating to crosslink.

26. A modified epoxy resin as defined in claim 2 .

27. A protective crosslinkable coating composition of claim 1 wherein the dicarboxylic acid is selected from dicarboxylic acids having a molecular weight less than from 30 to 299 or from 130 to 170.

28. A protective crosslinkable coating composition of claim 1 wherein the di-carboxylic acid is selected from succinic acid, maleic acid and phthalic acid.

Assignments (2)
CHANGE OF NAME Recorded Mar 10, 2010
From: IMPERIAL CHEMICAL INDUSTRIES PLC
To: IMPERIAL CHEMICALS INDUSTRIES LIMITED
Reel/Frame 024059/0383 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2010
From: MASSELIN, ANDRE; LO, TUNG-FAI; HELIAS, PASCAL; COUAILLET, FRANCIS
To: IMPERIAL CHEMICAL INDUSTRIES PLC
Reel/Frame 024051/0777 →
Priority Claims (1)
EP 04290827 · Mar 29, 2004 · regional
Continuity (1)
Related Publication 20080193689A1 · Aug 14, 2008