# US 10,370,151 B2 · Containers coated with compositions having enhanced heat-aging properties

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- Number: US 10,370,151 B2
- Document ID: US10370151B2
- Status: Granted
- Kind: B2
- Application number: 14/996,363
- Filed: 2016-01-15
- Published: 2017-07-20
- Granted: 2019-08-06
- Earliest claimed: 2016-01-15
- Assignees: PPG Industries Ohio, Inc.
- Applicants: PPG Industries Ohio, Inc.
- Inventors: Max Molleo; Kareem Kaleem; Carl Seneker; Youssef Moussa; Edward Dean
- Web page: https://patentgrep.com/patent/US10370151B2

## CPC

- 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})
- B05D 3/007: {After-treatment}
- B65D 1/165: {Cylindrical cans}
- C08G 63/914: {derived from polycarboxylic acids and polyhydroxy compounds}
- C09D 167/00: 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
- C09D 167/02: Polyesters derived from dicarboxylic acids and dihydroxy compounds (C09D167/06 takes precedence)
- B65D: CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B05D: PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL (conveying articles or workpieces through baths of liquid B65G, e.g. B65G49/02)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)

## Abstract

Food or beverage containers coated with polyester coating compositions containing capped polyesters are disclosed.

## Claims

### Claim 1

An article comprising:
(a) a substrate of a food or beverage container including a portion thereof,
(b) a crosslinked coating applied to at least a portion of the substrate; the cured coating being derived from a coating composition comprising:
(i) a polyester resin that is prepared by reacting:
(A) a polyester resin containing terminal carboxylic acid groups having an acid number of at least 5, with
(B) an end capping agent that reacts with the carboxylic acid groups to reduce the acid number to below 2.5, wherein the end capping agent comprises an oxazoline or an epoxide;
(ii) a crosslinking agent that is reactive with the polyester resin.

### Claim 2 (depends on 1)

The article of claim 1 in which the substrate is a metal substrate.

### Claim 3 (depends on 1)

The article of claim 1 in which the cured coating is applied to the interior surface of a substrate.

### Claim 4 (depends on 1)

The article of claim 1 in which the polyester resin has an Mn of from 3000 to 20,000.

### Claim 5 (depends on 4)

The article of claim 4 in which the end capping agent is a monoepoxide.

### Claim 6 (depends on 5)

The article of claim 5 in which the monoepoxide comprises a hydroxyl-functional epoxide, a glycidyl ether or a glycidyl ester.

### Claim 7 (depends on 6)

The article of claim 6 in which the monoepoxide comprises glycidol, octyl glycidyl ether, decyl glycidyl ether, hexadecyl glycidyl ether, 2-biphenyl glycidyl ether, the glycidyl ester of versatic acid or glycidyl methacrylate.

### Claim 8 (depends on 1)

The article of claim 1 in which the polyester resin has a hydroxyl number of from 5 to 50.

### Claim 9 (depends on 1)

The article of claim 1 in which the crosslinking agent comprises an aminoplast, a phenolplast, and/or a blocked isocyanate.

### Claim 10 (depends on 1)

The article of claim 1 in which the crosslinked coating has a thickness of 1 to 10 mg/int.

### Claim 11 (depends on 1)

The article of claim 1 in which the coating composition is substantially free of bisphenol A and reaction products thereof.

### Claim 12 (depends on 1)

The article of claim 1 in which the coating composition contains 0.1 to 20 percent by weight based on weight of resin solids of a phosphated polyester.

### Claim 13 (depends on 1)

The article of claim 1 in which the crosslinked coating composition has a WACO Enamel Rater value less than 10 when tested according to the L-85 protocol.

### Claim 14 (depends on 1)

The article of claim 1 which is a beverage can and/or a can end.

### Claim 15 (depends on 1)

The article of claim 1 in which the coating composition is applied to the interior walls of the container or the interior surface of a can end.

### Claim 16 (depends on 1)

The article of claim 1 in which the substrate is a length of coil metal to which the coating composition is applied and crosslinked at a temperature of 200 to 260° C. peak metal temperature for about 5 to 30 seconds.

### Claim 17 (depends on 1)

A method comprising:
(a) applying the coating composition of claim 1 to a substrate prior to or after forming the substrate into a food or beverage container or portion thereof; and
heating the coated substrate to a temperature and for a time sufficient to crosslink the coating composition.

### Claim 18 (depends on 17)

The method of claim 17 in which the coating composition is applied to the interior portion of a food or beverage container or a portion thereof.

### Claim 19 (depends on 17)

The method of claim 17 comprising applying the coating composition to a planar substrate; heating the coated substrate to a time and temperature sufficient to crosslink the coating composition; and forming the substrate into a food or beverage container or a portion thereof with the crosslinked coating being on the interior surface of the food or beverage container or portion thereof.

### Claim 20 (depends on 17)

The method of claim 17 in which the coated substrate is heated to a temperature of from 200 to 260° C. for 5 to 30 seconds.

### Claim 21 (depends on 17)

The method of claim 17 in which the crosslinked coating has a thickness of 1 to 10 mg/int.

### Claim 22 (depends on 17)

The method of claim 17 in which the substrate is a metal substrate.

### Claim 23 (depends on 17)

The method of claim 17 in which the polyester resin has an Mn of from 3000 to 20,000.

### Claim 24 (depends on 17)

The method of claim 17 in which the end capping agent is a monoepoxide.

### Claim 25 (depends on 24)

The method of claim 24 in which the monoepoxide comprises a hydroxyl-functional epoxy, a glycidyl ether or a glycidyl ester.

### Claim 26 (depends on 25)

The method of claim 25 in which the monoepoxide comprises glycidol, octyl glycidyl ether, decyl glycidyl ether, hexadecyl glycidyl ether, 2-biphenyl glycidyl ether, the glycidyl ester of versatic acid or glycidyl methacrylate.

### Claim 27 (depends on 17)

The method of claim 17 in which the polyester resin containing terminal carboxylic acid groups is reacted with the end capping agent at a temperature of from 60 to 150° C.

### Claim 28 (depends on 17)

The method of claim 17 in which the polyester resin has a hydroxyl number of from 5 to 50.

### Claim 29 (depends on 17)

The method of claim 17 in which the crosslinking agent comprises an aminoplast, a phenolplast, and/or a blocked isocyanate.

### Claim 30 (depends on 17)

The method of claim 17 in which the coating composition contains 0.1 to 20 percent by weight based on weight of resin solids of a phosphated polyester.

### Claim 31 (depends on 17)

The method of claim 17 in which the crosslinked coating composition has a WACO Enamel Rater value less than 5 when tested according to the L-85 protocol.

### Claim 32 (depends on 19)

The method of claim 19 in which the planar substrate is a length of coil metal to which the coating composition is applied and crosslinked at a temperature of 200 to 260° C. peak metal temperature for about 5 to 30 seconds.