IP Library Granted Patent US 11,466,152
Granted Patent B2
US 11,466,152 · App. 16/612,694 · Granted Oct 11, 2022

Ether amine compositions and coatings

Inventors: Chunzhao Li (Vernon Hills, IL); G. David Green (Cary, IL)
Assignee: ANGUS CHEMICAL COMPANY
C08L67/02C08K5/0025C08K5/09C08K5/17C09D5/022C09D5/4453C08L2203/16
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Quick Facts
Patent No.
US 11,466,152
App. No.
16/612,694
Granted
Oct 11, 2022
Kind
B2
Abstract

The present technology relates generally to aqueous dispersion or emulsion compositions that include a polymeric binder resin and an ether amine. Specifically, the polymeric binder resin includes acid functional groups, at least a portion of which are neutralized by the ether amine such that the polymeric binder resin is dissolved or dispersed in the water, provided that the polymeric binder resin is not a polyurethane and the ether amine is a compound of formula I: wherein R 1 and R 2 are independently C 1 -C 4 alkyl or C 3 -C 4 cycloalkyl group; or R 1 and R 2 , together with the nitrogen to which they are attached, form a C 4 -C 5 membered heterocycloalkyl ring; A is a C 1 -C 6 alkylene or C 1 -C 6 cycloalkylene ring; and R 3 is C 1 -C 4 alkyl or C 3 -C 4 cycloalkyl group; provided that the compound of formula I contains no more than 10 carbons.

Claims (27)

1. A composition comprising a polymeric binder resin, an ether amine, and water, wherein

the polymeric binder resin comprises acid functional groups, at least a portion of which are neutralized by the ether amine such that the polymeric binder resin is dispersed in the water, provided that the polymeric binder resin is not a polyurethane; and

the ether amine is a compound of formula I:

wherein:

R 1 and R 2 are independently C 1 -C 4 alkyl or C 3 -C 4 cycloalkyl group; or R 1 and R 2 , together with the nitrogen to which they are attached, form a C 4 -C 5 membered heterocycloalkyl ring;

A is a C 2 -C 6 alkylene or C 3 -C 6 cycloalkylene ring; and

R 3 is C 1 -C 4 alkyl or C 3 -C 4 cycloalkyl group;

provided that the compound of formula I contains no more than 10 carbons.

2. The composition of claim 1 , wherein R 1 and R 2 are independently a C 1 -C 4 alkyl group.

3. The composition of claim 1 , wherein R 1 and R 2 are the same.

4. The composition of claim 1 , wherein R 3 is a C 1 -C 4 alkyl group.

5. The composition of claim 1 , wherein A is a C 2 -C 6 alkylene group.

6. The composition of claim 1 , wherein the ether amine is N,N-dimethylmethoxyethylamine (DMMOEA) or N,N-dimethylmethoxypropylamine (DMMOPA).

7. The composition of claim 1 , wherein the composition comprises about 0.1 wt % to about 10 wt % of the ether amine based on the total composition, about 10 wt % to about 80 wt % polymeric binder resin based on the total composition, or a combination thereof.

8. The composition of claim 1 , wherein the polymeric binder resin further comprises curable functional groups selected from hydroxyl, thiol, and amino groups.

9. The composition of claim 1 , wherein the polymeric binder resin is substantially free of curable functional groups selected from the group consisting of hydroxyl, thiol, and amino.

10. The composition of claim 8 further comprising an amino cross-linking agent.

11. The composition of claim 10 , wherein the amino cross-linking agent comprises an amino resin.

12. A coating comprising the chemically cured composition of claim 10 .

13. A method comprising curing the composition of claim 10 at a temperature of about 80° C. to about 300° C.

14. The composition of claim 8 , wherein the polymer binder resin comprises a polyester with one or more olefins and the composition further comprises a metallic drier.

15. The composition of claim 9 , wherein the polymeric binder resin is a polyester comprising the reaction product of a polyol, an unsaturated polycarboxylic acid, saturated polycarboxylic acid, and a metallic drier.

16. A coating comprising the chemically cured composition of claim 14 .

17. A method comprising curing the composition of claim 14 at a temperature of about 0° C. to about 200° C.

18. The composition of claim 9 , wherein the polymeric binder resin is selected from the group consisting of acrylic polymers, vinyl-acrylic copolymers, vinyl versatate-acrylate copolymers, styrene-acrylic copolymers, vinyl acetate ethylene copolymers, and mixtures of two or more thereof.

19. A coating comprising the dried and coalesced composition of claim 18 .

20. A method comprising drying and coalescing the composition of claim 18 at a temperature of at least about 5° C.

Assignments (4)
CHANGE OF NAME Recorded Feb 27, 2024
From: ANGUS CHEMICAL COMPANY
To: ADVANCION CORPORATION
Reel/Frame 066697/0518 →
PATENT SECURITY AGREEMENT (1ST LIEN) Recorded Dec 1, 2020
From: ANGUS CHEMICAL COMPANY
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 054553/0706 →
PATENT SECURITY AGREEMENT (2ND LIEN) Recorded Dec 1, 2020
From: ANGUS CHEMICAL COMPANY
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 054553/0719 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 11, 2019
From: LI, CHUNZHAO; GREEN, G. DAVID
To: ANGUS CHEMICAL COMPANY
Reel/Frame 050974/0886 →