Coating composition comprising a binder formed from polyester and a phosphorus acid

Patent metadata

Field	Value
Publication number	US-10442889-B2
Application number	US-201515528415-A
Country	US
Kind code	B2
Filing date	Nov 27, 2015
Priority date	Nov 27, 2014
Publication date	Oct 15, 2019
Grant date	Oct 15, 2019

Abstract

Coating compositions that include a binder formed from a polyester and a phosphorus acid are disclosed. The binder includes a polyester material formed as the reaction product of a polyacid, a polyol, and a phosphorous acid, wherein the polyester material has a number-average molecular weight (Mn) from about 1,000 Da to 25,000 Da and a polydispersity index (Mw/Mn) of from about 1 to 10. The polyester material is present in the binder composition in amounts of more than about 10 weight percent (wt %). The coating compositions are useful for coating food and/or beverage containers.

First claim

The invention claimed is:

1. A coating composition comprising a binder, the binder comprising a polyester material, wherein the polyester material comprises the reaction product of:
a polyester prepolymer formed by reaction of (a) a polyacid and (b) a polyol; and
a phosphorous acid,
wherein the polyester material has a number-average molecular weight (Mn) from about 5, 000 Da to 25,000 Da, a polydispersity index (Mw/Mn) of from about 1 to 10 and is present in said binder in amounts of more than about 10 weight percent (wt %).

2. The coating composition according to claim 1 , wherein the polyacid comprises terephthalic acid, isophthalic acid, maleic anhydride, itaconic acid, 1,4-cyclohexane dicarboxylic acid, adipic acid, succinic acid, succinic anhydride, sebacic acid or a combination thereof.

3. The coating composition according to claim 2 , wherein the polyacid comprises terephthalic acid, isophthalic acid, 1,4-cyclohexane dicarboxylic acid, maleic anhydride, itaconic acid or a combination thereof.

4. The coating composition according to claim 2 , wherein the polyacid comprises 1,4-cyclohexane dicarboxylic acid, terephthalic acid, isophthalic acid, adipic acid, succinic acid, succinic anhydride, sebacic acid or a combination thereof.

5. The coating composition according to claim 1 , wherein the polyol comprises ethylene glycol, 2-methyl-1,3-propanediol, 1, 2 propanediol, cyclohexanedimethanol (CHDM), trimethylol propane or glycerol or a combination thereof.

6. The coating composition according to claim 1 , wherein the phosphorous acid comprises phosphoric acid.

7. The coating composition according to claim 1 , wherein the molar ratio of (a):(b) ranges from 5:1 to 1:5.

8. The coating composition according to claim 1 , wherein the phosphorous acid is provided in amounts from 0.1 to 1.0 equivalents of phosphorous acid per hydroxyl equivalent of the polyester material.

9. The coating composition according to claim 1 , wherein the polyester material has a weight-average molecular weight (Mw) from 1,500 Da to about 300,000 Da.

10. The coating composition according to claim 1 , wherein the coating composition further comprises a crosslinking agent.

11. A coating composition comprising a binder, the binder comprising a polyester material, wherein the polyester material comprises the reaction product of a two step process, the two step process comprising:
a first step comprising preparing a polyester prepolymer by contacting
(a) a polyacid,
(b) a polyol, and
a second step comprising contacting the polyester prepolymer with
(c) a phosphorous acid,
wherein the polyester material has a number-average molecular weight (Mn) from about 2,000 Da to 25,000 Da, a polydispersity index (Mw/Mn) of from about 1 to 10 and is present in said binder in amounts of more than about 10 weight percent (wt %).

12. The coating composition according to claim 11 , wherein reaction conditions of the first step include a temperature of between 100° C. and 250° C.

13. The coating composition according to claim 12 , reaction conditions of the second step include a temperature of between 90° C. and 200° C.

14. The coating composition according to claim 11 , wherein the polydispersity index of the polyester material is from 0 to 5 units higher than the polydispersity index of the polyester prepolymer.

15. A coated article coated on at least a portion thereof with a coating composition according to claim 1 .

16. A food or beverage container coated on at least a portion thereof with a coating composition according to claim 1 .

17. A coated article coated on at least a portion thereof with a coating composition according to claim 11 .

18. A food or beverage container coated on at least a portion thereof with a coating composition according to claim 11 .

Assignees

• Ppg Ind Ohio Inc

Inventors

• Lock Kam L
• Woods Richard A

Classifications

• C08G63/6924 Primary

  derived from polycarboxylic acids and polyhydroxy compounds · CPC title

• C08L67/00

  Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain (of polyester-amides C08L77/12; of polyester-imides C08L79/08); Compositions of derivatives of such polymers · CPC title

• C09D167/02 Primary

  Polyesters derived from dicarboxylic acids and dihydroxy compounds (C09D167/06 takes precedence) · CPC title

• C08G63/78

  Preparation processes · CPC title

• C09D167/00

  Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain (based on polyester-amides C09D177/12; based on polyester-imides C09D179/08); Coating compositions based on derivatives of such polymers · CPC title