IP Library Granted Patent US 9,676,894
Granted Patent B2
US 9,676,894 · App. 13/580,287 · Granted Jun 13, 2017

Aqueous polyurethane dispersions

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Quick Facts
Patent No.
US 9,676,894
App. No.
13/580,287
Granted
Jun 13, 2017
Kind
B2
Abstract

The present invention relates to radiation-curable, aqueous dispersions based on polyurethane acrylates (i), which are characterized in that the polyurethane acrylate (i) comprises as builder components A) one or more aromatic polyepoxy(meth)acrylates with an OH number of from 20 to 300 mg of KOH/g of substance, C) one or more oligo- or polyesters containing unsaturated fatty acids with an OH number of from 15 to 300 mg of KOH/g of substance and an iodine number of greater than 50 g of I 2 /100 g of substance, E) one or more compounds with at least one group which is reactive towards isocyanate and additionally at least one group having a hydrophilizing action and F) one or more organic polyisocyanates, a process for the preparation thereof, the use of the coating compositions as lacquers and/or adhesives, and objects and substrates provided with these lacquers and/or adhesives.

Claims (25)

1. A radiation-curable aqueous dispersion comprising a polyurethane acrylate (i), wherein the polyurethane acrylate (i) comprises:

A) 15 to 35 wt. % of one or more reaction product of (meth)acrylic acid with aromatic glycidyl ethers which are chosen from the group consisting of monomeric, oligomeric or polymeric bisphenol A, bisphenol F, alkoxylated derivatives thereof, and combinations thereof,

C) 25 to 50 wt. % of the transesterification product of castor oil and an unsaturated fatty acid,

E) is hydroxypivalic acid and/or dimethylolpropionic acid and

F) one or more organic polyisocyanates selected from the group consisting of 1,6-Hexamethylene-diisocyanate, 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane and 4,4′-diisocyanato-dicyclohexylmethane, homologues or oligomers of 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane, 4,4′-diisocyanato-dicyclohexylmethane with biuret, carbodiimide, isocyanurate, allophanate, iminooxadiazinedione and/or uretdione groups, and mixtures thereof,

wherein the molar ratios of isocyanate groups in F) to groups in A) to E) which are reactive towards isocyanate are from 0.8:1 to 2.5:1,

and, optionally, as component (ii) a reactive diluent with at least one group which can undergo free radical polymerization, wherein (i) and (ii) add up to 100 wt. %.

2. The radiation-curable aqueous dispersion according to claim 1 , further comprising a component B) which differs from A) and has at least one group which is reactive towards isocyanate and at least one radiation-curable double bond.

3. The radiation-curable aqueous dispersion according to claim 1 , further comprising a component D) which has one or more compounds with at least one group which is reactive towards isocyanate, but neither radiation-curable nor oxidatively curable double bonds.

4. The radiation-curable aqueous dispersion according to claim 1 , further comprising a component G) which differs from A) to F) and has at least one amine function.

5. The radiation-curable aqueous dispersion according to claim 1 , wherein the aqueous dispersion comprises as component (ii) a reactive diluent with at least one group which can undergo free radical polymerization.

6. The radiation-curable aqueous dispersion according to claim 1 , wherein component C) is the transesterification product of castor oil and soy bean oil.

7. The radiation-curable aqueous dispersion according to claim 1 , wherein the dispersion is free from unsaturated dicyclopentadiene-modified polyester resin.

8. A process for the preparation of the radiation-curable aqueous dispersion according to claim 4 , comprising:

obtaining a polyurethane acrylate (i) by reaction of components A) to E) with component F) in one or more reaction steps,

optionally adding a neutralizing agent before, during or after the preparation of the addition product of A) to F) to produce the ionic groups necessary for the dispersing operation; and

dispersing by adding water to the addition product of A) to F) or transferring of the addition product of A) to F) into an aqueous reservoir,

and optionally chain lengthening by means of component G) before, during or after the dispersing.

9. A method for producing of a coating comprising applying the radiation-curable aqueous dispersion according to claim 1 to a substrate.

10. A coating composition comprising the radiation-curable aqueous dispersion according to claim 1 .

11. A method for coating comprising applying the coating composition according to claim 10 in pigmented formulations to wood or plastic.

12. A substrate coated with the coating composition according to claim 10 .

13. The radiation-curable aqueous dispersion according to claim 1 , further comprising a siccative selected from the group consisting of salts of lead, cobalt, iron, manganese, and copper.

14. The radiation-curable aqueous dispersion according to claim 13 , wherein component C) is the transesterification product of castor oil and soy bean oil.

15. The radiation-curable aqueous dispersion according to claim 6 , wherein component A) is bisphenol A diglycidyl diacrylate and component F) is 4,4′-diisocyanato-dicyclohexylmethane.

Assignments (4)
CHANGE OF NAME Recorded Apr 6, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038370/0892 →
CHANGE OF NAME Recorded Mar 21, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038188/0408 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 10, 2016
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER MATERIALSCIENCE AG
Reel/Frame 038056/0732 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2012
From: SOMMER, STEFAN, DR.; LUEHMANN, ERHARD; FLORES, JULIAN
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 029230/0464 →