IP Library Granted Patent US 9,260,558
Granted Patent B2
US 9,260,558 · App. 12/865,614 · Granted Feb 16, 2016

Water dilutable UV-curable polyurethane

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Quick Facts
Patent No.
US 9,260,558
App. No.
12/865,614
Granted
Feb 16, 2016
Kind
B2
Abstract

A water dilutable UV-curable polyurethane containing alkylene oxide groups, the polyurethane being obtained from components comprising at least: (i) 1 to 25 wt. % of at least one polyisocyanate; (ii) 0 to 80 wt. % of at least one hydroxyl functional compound containing alkylene oxide groups; (iii) 10 to 90 wt. % of at least one hydroxyl functional compound containing at least one polymerizable unsaturated (meth)acryloyl functional group per molecule; and (iv) 0 to 50 wt. % of at least one isocyanate-reactive compound not comprised by (ii) or (iii); wherein the sum of (i) to (iv) is 100%.

Claims (25)

1. An aqueous composition comprising:

(a) 70 to 99 wt. % of a water dilutable UV-curable polyurethane having a weight average molecular weight of less than 30,000 gmol −1 and an acid value of less than 20 mg KOH/g; and

(b) 1 to 30 wt. % of an aqueous medium, wherein

components (a) and (b) add up to 100%, and wherein

the water dilutable UV-curable polyurethane contains ethylene oxide groups, the water dilutable UV-curable polyurethane being obtained from components comprising at least:

(i) 1 to 25 wt. % of at least one polyisocyanate;

(ii) 0 to 80 wt. % of at least one hydroxyl functional compound containing ethylene oxide groups;

(iii) 10 to 90 wt. % of at least one hydroxyl functional compound containing at least one polymerisable unsaturated (meth)acryloyl functional group per molecule; and

(iv) 0 to 50 wt. % of at least one isocyanate-reactive compound not comprised by (ii) or (iii); wherein

the sum of (i) to (iv) is 100%, and wherein

the water dilutable UV-curable polyurethane is free of organic solvent and when diluted with water forms a homogenous phase with the water such that the polyurethane upon dilution with water has a viscosity which does not exceed a viscosity of the polyurethane at 100% solids, and wherein

the sum of ethylene oxide groups originating from components (ii) and (iii) is at least 25 wt. % and less than 75 wt. % based on the weight of the polyurethane.

2. The aqueous composition according to claim 1 , where component (iii) of the water dilutable UV-curable polyurethane contains two or more polymerisable unsaturated (meth)acryloyl functional groups per molecule.

3. The aqueous composition according to claim 1 , where component (iii) of the water dilutable UV-curable polyurethane contains three or more hydroxyl functional groups per molecule.

4. The aqueous composition according to claim 1 , wherein the weight average molecular weight of the water dilutable UV-curable polyurethane is at least 2,000 gmol −1 .

5. The aqueous composition according to claim 1 , wherein the water dilutable UV-curable polyurethane more than 5% of a higher molecular weight fraction with a weight average molecular weight in a range of from 5,000 to 30,000 gmol −1 .

6. The aqueous composition according to claim 1 , wherein the water dilutable UV-curable polyurethane has more than 40% of a lower molecular weight fraction with a weight average molecular weight less than 5,000 gmol −1 .

7. The aqueous composition according to claim 1 , wherein the water dilutable UV-curable polyurethane a polydispersity Pd (Mw/Mn) in a range of from 1.1 to 7.

8. The aqueous composition according to claim 1 having a Brookfield viscosity of 10 Pa·s or less for a 95 wt. % solids aqueous solution at 23+/−2° C.

9. A method for preparing an aqueous composition according to claim 1 , comprising forming the UV-curable polyurethane of by reacting the components (i) to (iv) thereof, wherein the NCO/OH ratio of all components is in the range of from 1.2 to 0.1, and thereafter combining the UV-curable polyurethane with the aqueous medium.

10. A method for preparing an aqueous composition according to claim 9 , comprising reacting component (i) and, if present, (ii), and thereafter reacting a product thereof with component (iii) and, if present, component (iv).

11. A coating composition comprising the aqueous composition according to claim 1 .

12. The coating composition according to claim 11 , which comprises a the solids content of the water dilutable UV-curable polyurethane of at least 80 wt. % based on total weight of the composition.

13. A coated substrate comprising a substrate selected from the group consisting of wood, board, metal, stone, concrete, glass, cloth, leather, paper, plastic and foam, and a coating on the substrate, wherein the coating is comprised of the coating composition according to claim 11 .

14. A method for coating a substrate selected from the group consisting of wood, board, metal, stone, concrete, glass, cloth, leather, paper, plastic and foam, wherein the method comprises applying a coating of the coating composition according to claim 11 onto the substrate; drying the coating and curing the dried coating with UV-radiation.

Assignments (4)
CHANGE OF CORPORATE ADDRESS Recorded Mar 30, 2022
From: COVESTRO (NETHERLANDS) B.V.
To: COVESTRO (NETHERLANDS) B.V.
Reel/Frame 059546/0570 →
CHANGE OF NAME Recorded Jul 2, 2021
From: MS HOLDING B.V.
To: COVESTRO (NETHERLANDS) B.V.
Reel/Frame 056756/0513 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2021
From: DSM IP ASSETS B.V.
To: MS HOLDING B.V.
Reel/Frame 056726/0106 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2010
From: VAN OORSCHOT, JOSEPHUS CHRISTIAN; TENNEBROEK, RONALD; SWAANS, ROEL JOHANNES MARINUS; ROELANDS, MARC
To: DSM IP ASSETS B.V.
Reel/Frame 025763/0497 →