IP Library Granted Patent US 10,358,574
Granted Patent B2
US 10,358,574 · App. 15/848,655 · Granted Jul 23, 2019

Coating compositions containing lactam-functionalized polymer

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Quick Facts
Patent No.
US 10,358,574
App. No.
15/848,655
Granted
Jul 23, 2019
Kind
B2
Abstract

An aqueous coating composition comprising at least 0.5 wt % of a lactam-functionalized polymer is disclosed. The lactam-functionalized polymer includes lactam-functionalized polyacetal polyether, polyhemiaminal polyether or polyaminal polyether. The aqueous coating composition can increase an open time of a water-borne latex paint. A method of increasing an open time for an aqueous coating composition of a water-borne latex paint using the lactam-functionalized polymer is also disclosed.

Claims (25)

1. An aqueous coating composition comprising at least 0.5 wt % of a lactam-functionalized polymer, wherein the lactam-functionalized polymer comprises a polymer backbone and at least one lactam-containing moiety attached to the polymer backbone or pendant on the polymer backbone, wherein the polymer backbone is selected from the group consisting of polyacetal polyether, polyhemiaminal polyether, polyaminal polyether, and combinations thereof.

2. The aqueous coating composition of claim 1 , wherein the at least one lactam-containing moiety is attached to at least one end of the polymer backbone.

3. The aqueous coating composition of claim 2 , wherein the at least one lactam-containing moiety has a general formula (I):

wherein R is a substituted or unsubstituted hydrocarbon diradical optionally having at least one heteroatom and is attached to a carbon or nitrogen atom on the lactam ring, and b is from 1 to 5.

4. The aqueous coating composition of claim 3 , wherein R is selected from the group consisting of a substituted or unsubstituted alkylene, alkenyl, aryl, alkylaryl, arylalkylene, arylalkenyl, cyclic, cycloaliphatic and polycyclic, optionally having at least one heteroatom.

5. The aqueous coating composition of claim 4 , wherein R is an alkylene having 1 to 30 carbon atoms, optionally having at least one heteroatom.

6. The aqueous coating composition of claim 3 , wherein the at least one lactam-containing moiety has one or both of the following general formulas:

wherein L is a direct bond, or a substituted or unsubstituted alkylene optionally having at least one heteroatom; A is hydrogen, OX n H, SX n H, or NR 4 X n H; R 1 -R 4 are identical or different and are each independently hydrogen, linear or branched alkyl having 1 to 30 carbons, or saturated or unsaturated hydrocarbon rings having 3 to 10 carbons, optionally having at least one heteroatom; X is the lactam-containing moiety of Formula (III) or (IV); n is from 0 to 500; and b is from 1 to 5.

7. The aqueous coating composition of claim 2 , wherein the at least one lactam-containing moiety has a general formula (II):

wherein R′ and R″ are identical or different and are each independently hydrogen or a substituted or unsubstituted hydrocarbon diradical optionally having at least one heteroatom, and R″ is attached to a carbon atom on the lactam ring, and b is from 1 to 5 with the proviso that R′ or R″ or both R′ and R″ are a substituted or unsubstituted hydrocarbon diradical optionally having at least one heteroatom.

8. The aqueous coating composition of claim 7 , wherein R′ and R″ are identical or different and are each independently selected from the group consisting of a substituted or unsubstituted alkylene, alkenyl, aryl, alkylaryl, arylalkylene, arylalkenyl, cyclic, cycloaliphatic and polycyclic, optionally having at least one heteroatom.

9. The aqueous coating composition of claim 8 , wherein R′ and R″ are identical or different and are each independently an alkylene having 1 to 30 carbon atoms, optionally having at least one heteroatom.

10. The aqueous coating composition of claim 7 , wherein R′ and R″ are identical or different and are each independently hydrogen,

wherein L is attached to the lactam ring, and is a direct bond, or a substituted or unsubstituted alkylene optionally having at least one heteroatom; A is hydrogen, OX n H, SX n H, or NR 4 X n H; R 1 —R 4 are identical or different and are each independently hydrogen, linear or branched alkyl having 1 to 30 carbons, or saturated or unsaturated hydrocarbon rings having 3 to 10 carbons, optionally having at least one heteroatom; X is the lactam-containing moiety of Formula (II); n is from 0 to 500; and b is from 1 to 5 with the proviso that R′ or R″ or both R′ and R″ are a substituted or unsubstituted hydrocarbon diradical optionally having at least one heteroatom.

11. The aqueous coating composition of claim 1 , wherein the polymer further comprises at least one hydrophobic moiety to form a hydrophobically modified lactam-functionalized polymer.

12. The aqueous coating composition of claim 11 , wherein the hydrophobically modified lactam-functionalized polymer comprises at least one hydrophobic moiety attached to at least one end of the lactam-functionalized polymer.

13. The aqueous coating composition of claim 12 , wherein the at least one hydrophobic moiety is selected from the group consisting of substituted or unsubstituted alkyl, alkenyl, aryl, alkylaryl, arylalkyl, arylalkenyl, cyclic, cycloaliphatic, and polycyclic, optionally having at least one heteroatom.

14. The aqueous coating composition of claim 11 , wherein the number of the at least one hydrophobic moiety is from 1 to 500.

15. The aqueous coating composition of claim 11 , comprising about 0.5 wt % to about 3 wt % of the lactam-functionalized polymer.

16. The aqueous coating composition of claim 1 , wherein the number of the at least one lactam-containing moiety is from 1 to 500.

17. The aqueous coating composition of claim 1 , wherein the aqueous composition comprises a paint.

18. A method of producing an aqueous coating composition comprises the steps of:

(a) dispersing or emulsifying a film-forming polymer in an aqueous solution, and

(b) adding at least 0.5 wt % of a lactam-functionalized polymer to the aqueous solution to form the aqueous coating composition,

wherein the lactam-functionalized polymer comprises a polymer backbone and at least one lactam-containing moiety attached to the polymer backbone, wherein the polymer backbone is selected from the group consisting of polyacetal polyether, polyhemiaminal polyether, polyaminal polyether, and combinations thereof.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Jan 10, 2020
From: THE BANK OF NOVA SCOTIA
To: HERCULES LLC; ISP INVESTMENTS LLC
Reel/Frame 051561/0676 →
SUPPLEMENTAL SECURITY AGREEMENT Recorded May 24, 2019
From: HERCULES LLC; ISP INVESTMENTS LLC
To: THE BANK OF NOVA SCOTIA
Reel/Frame 049286/0434 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2018
From: BRUSH, KELLY A.; CHERIAN, ZEENA KOTTUKAPALLY; KRISHNAN, VENKATARAM; TARIMALA, SOWMITRI
To: HERCULES LLC
Reel/Frame 045051/0888 →