IP Library Granted Patent US 8,663,765
Granted Patent B2
US 8,663,765 · App. 13/833,233 · Granted Mar 4, 2014

Polymer having unsaturated cycloaliphatic functionality and coating compositions therefrom

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Quick Facts
Patent No.
US 8,663,765
App. No.
13/833,233
Granted
Mar 4, 2014
Kind
B2
Abstract

A polymer is provided that preferably includes at least one unsaturated cycloaliphatic group. In one embodiment, the polymer is combined with an optional crosslinker and an optional carrier to form a coating composition suitable for use in coating articles such as packaging articles. In one embodiment, the polymer has at least one unsaturated cycloaliphatic group that is at least bicyclic.

Claims (30)

1. A coating composition comprising a water-based varnish that includes a water-dispersible polyester polymer having salt groups and a backbone or pendant unsaturated at least bicyclic group with a double bond located between carbon atoms of a ring.

2. The coating composition of claim 1 , wherein the unsaturated at least bicyclic group comprises a structure represented by the nomenclature expression:

bicyclo[x,y,z]alkene;

wherein:

x is 2 or more,

y and z are each at least 1, and

the term “alkene” denotes that the bicyclic group includes one or more carbon-carbon double bonds.

3. The coating composition of claim 2 , wherein the unsaturated at least bicyclic group comprises bicyclo[2.1.1]hexene, bicyclo[2.2.1]heptene, bicyclo[2.2.1]heptadiene, bicyclo[2.2.2]octene, bicyclo[2.2.2]octadiene, or a combination thereof.

4. The coating composition of claim 1 , wherein the unsaturated at least bicyclic group was incorporated into the polymer using nadic acid, methyl-nadic acid, or an anhydride ahydride or derivative thereof.

5. The coating composition of claim 1 , wherein the polyester polymer includes a plurality of the unsaturated at least bicyclic groups that constitute at least about 5 weight percent of the polyester polymer.

6. The coating composition of claim 1 , wherein the polyester polymer has an iodine value of at least about 10.

7. The coating composition of claim 1 , wherein the polyester polymer has a Tg of at least 25° C.

8. The coating composition of claim 1 , wherein the polyester polymer has an acid number of at least 15.

9. The coating composition of claim 1 , wherein the salt groups comprise neutralized acid or anhydride groups.

10. The coating composition of claim 1 , wherein the polyester polymer includes at least 5 weight percent of aromatic groups.

11. The coating composition of claim 1 , wherein the polyester polymer comprises a reaction product of ingredients including one or more of maleic acid or anhydride, and wherein a structural unit derived from maleic acid or anhydride includes the unsaturated at least bicyclic group.

12. The coating composition of claim 11 , wherein the structural unit is a Diels-Alder reaction product.

13. The coating composition of claim 1 , wherein the polyester polymer is formed from reactants including a dianhydride.

14. The coating composition of claim 13 , wherein the dianhydride comprises pyromellitic dianhydride.

15. The coating composition of claim 1 , wherein the coating composition includes a crosslinker.

16. The coating composition of claim 15 , wherein the crosslinker comprises a resole phenolic crosslinker.

17. A coating composition, wherein the coating composition includes:

50 to 95 weight percent, based on nonvolatile weight, of a water-dispersible aromatic polyester polymer having a backbone or pendant unsaturated at least bicyclic group with a double bond located between carbon atoms of a ring; and

5 to 50 weight percent, based on nonvolatile weight, of a resole phenolic crosslinker; and

a liquid carrier that comprises at least 50 weight percent of water.

18. The coating composition of claim 17 , wherein the unsaturated at least bicyclic group was incorporated into the polymer using nadic acid, methyl-nadic acid, or an anhydride or derivative thereof.

19. The coating composition of claim 18 , wherein the polyester polymer is formed from reactants including a dianhydride.

20. A method, comprising:

providing a water-based varnish that includes a water-dispersible polyester polymer having salt groups and a backbone or pendant unsaturated at least bicyclic group with a double bond located between carbon atoms of a ring; and

applying the coating composition to at least a portion of a metal substrate of a food or beverage can or a portion thereof.

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2023
From: THE SHERWIN-WILLIAMS HEADQUARTERS COMPANY
To: SWIMC LLC
Reel/Frame 063275/0494 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2022
From: THE SHERWIN-WILLIAMS COMPANY
To: THE SHERWIN-WILLIAMS HEADQUARTERS COMPANY
Reel/Frame 060366/0979 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2021
From: THE VALSPAR CORPORATION
To: THE SHERWIN-WILLIAMS COMPANY
Reel/Frame 057204/0946 →
MERGER Recorded Oct 29, 2020
From: ENGINEERED POLYMER SOLUTIONS, INC.
To: THE VALSPAR CORPORATION
Reel/Frame 054443/0772 →
MERGER Recorded Sep 2, 2020
From: VALSPAR SOURCING, INC.
To: ENGINEERED POLYMER SOLUTIONS, INC.
Reel/Frame 053826/0606 →
NUNC PRO TUNC ASSIGNMENT Recorded Mar 24, 2020
From: THE SHERWIN-WILLIAMS COMPANY
To: VALSPAR SOURCING, INC.
Reel/Frame 052217/0640 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT PATENT NO. 8465946 PREVIOUSLY RECORDED AT REEL: 045281 FRAME: 0529. ASSIGNOR(S) HEREBY CONFIRMS THE MERGER. Recorded May 4, 2018
From: VALSPAR SOURCING, INC.
To: THE SHERWIN-WILLIAMS COMPANY
Reel/Frame 046087/0150 →
MERGER Recorded Feb 8, 2018
From: VALSPAR SOURCING. INC
To: THE SHERWIN-WILLIAMS COMPANY
Reel/Frame 045281/0529 →