IP Library Granted Patent US 10,240,071
Granted Patent B2
US 10,240,071 · App. 15/529,177 · Granted Mar 26, 2019

Aqueous adhesive dispersion containing polyurethanes and ethoxylated fatty alcohols

Inventors: Karl-Heinz Schumacher (Neustadt, DE); Gemma Sanders (Mannheim, DE); Kimberly Simancas (Stuttgart, DE); Oliver Hartz (Limburgerhof, DE)
Assignee: BASF SE
C09J11/06B32B7/12B32B27/08B32B27/40C08G18/0823C08G18/3821C08G18/4238C08G18/6651C08G18/724C08G18/73C08G18/7621C08K5/06C09J175/04C09J175/06B32B2307/546B32B2451/00B32B2605/003C08G18/4854C08G2170/80C08K5/05C09J175/08
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Quick Facts
Patent No.
US 10,240,071
App. No.
15/529,177
Granted
Mar 26, 2019
Kind
B2
Abstract

Described are aqueous adhesive dispersions comprising dispersed polyurethanes and also ethoxylated fatty alcohols as emulsifiers. The polyurethanes are constructed from certain organic diisocyanates, dihydroxy compounds selected from certain polyester diols and polyether diols, and compounds having groups reactive toward isocyanate groups and having at least one ionic group. The adhesive dispersions can be used as laminating adhesives, for example for composite film lamination or for the lamination of rigid moldings with flexible decorative foils.

Claims (48)

1. An aqueous adhesive dispersion, comprising:

a) 30 to 55 weight % of at least one dispersed polyurethane, based on the aqueous adhesive dispersion, constructed from

a1) at least one organic diisocyanate of the formula: X(NCO) 2 , where X is a noncyclic aliphatic hydrocarbon radical having 4 to 15 carbon atoms, a cycloaliphatic hydrocarbon radical having 6 to 15 carbon atoms, an aromatic hydrocarbon radical having 6 to 15 carbon atoms, or an araliphatic hydrocarbon radical having 7 to 15 carbon atoms,

a2) at least one dihydroxy compound selected from the group consisting of a polyester diol and a polyether diol, the polyester diol being formed from at least one aliphatic dicarboxylic acid and at least one alkanediol, and the polyether diol being selected from the group consisting of a polypropylene oxide and a polytetrahydrofuran,

a3) at least one compound having at least one group reactive toward isocyanate groups, and additionally carrying at least one ionic group or one group which can be converted into an ionic group, and

a4) optionally at least one further compound different from a1) to a3); and

b) 0.5 to 2 weight % of at least one nonionic emulsifier, based on a total amount of solids, comprising an ethoxylated fatty alcohol.

2. The aqueous dispersion according to claim 1 , wherein the diisocyanate a1) is selected from the group consisting of hexamethylene diisocyanate, 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane, 2,6-diisocyanatotoluene, 2,4-diisocyanatotoluene, tetramethylxylylene diisocyanate, and a mixture thereof.

3. The aqueous dispersion according to claim 1 , wherein the dihydroxy compound a2) is selected from the group consisting of an adipic acid-butanediol polyester and an adipic acid-hexanediol polyester.

4. The aqueous adhesive dispersion according to claim 1 , wherein the dihydroxy compound a2) has a number-average molar weight of 500 to 5000 g/mol and comprises no ionic group or group which can be converted into an ionic group.

5. The aqueous dispersion according to claim 1 , wherein the compound a3) is selected from the group consisting of a dihydroxycarboxylic acid, a diaminocarboxylic acid and a diaminosulfonic acid.

6. The aqueous dispersion according to claim 1 , wherein:

a1) the at least one organic diisocyanate is selected from the group consisting of hexamethylene diisocyanate, 1-isocyanato-3,5,5-trimethyl-5-isocyanatomethylcyclohexane, 2,6-diisocyanatotoluene, 2,4-diisocyanatotoluene, tetramethylxylylene diisocyanate, and a mixture thereof,

a2) the at least one dihydroxy compound is selected from the group consisting of adipic acid-butanediol polyester and adipic acid-hexanediol polyester,

a3) the at least one compound having at least one group reactive toward isocyanate groups, and additionally carrying at least one ionic group or one group which can be converted into an ionic group, is selected from the group consisting of a diaminocarboxylic acid and a diaminosulfonic acid,

and

b) the at least one nonionic emulsifier is a C16 to C18 fatty alcohol with a degree of ethoxylation of 8 to 50.

7. The aqueous dispersion according to claim 1 , wherein the ethoxylated fatty alcohol b) is a C16 to C18 fatty alcohol with a degree of ethoxylation of 8 to 50.

8. A laminating adhesive, comprising the aqueous adhesive dispersion of claim 1 .

9. An aqueous adhesive dispersion, comprising:

a) at least one dispersed polyurethane constructed from

a1) at least one organic diisocyanate of the formula: X(NCO) 2 , where X is a noncyclic aliphatic hydrocarbon radical having 4 to 15 carbon atoms, a cycloaliphatic hydrocarbon radical having 6 to 15 carbon atoms, an aromatic hydrocarbon radical having 6 to 15 carbon atoms, or an araliphatic hydrocarbon radical having 7 to 15 carbon atoms,

a2) at least one dihydroxy compound selected from the group consisting of an adipic acid-butanediol polyester and an adipic acid-hexanediol polyester,

a3) at least one compound having at least one group reactive toward isocyanate groups, and additionally carrying at least one ionic group or one group which can be converted into an ionic group, and

a4) optionally at least one further compound different from a1) to a3); and

b) at least one nonionic emulsifier comprising an ethoxylated fatty alcohol.

10. The aqueous dispersion according to claim 9 , wherein the diisocyanate a1) is selected from the group consisting of hexamethylene diisocyanate, 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane, 2,6-diisocyanatotoluene, 2,4-diisocyanatotoluene, tetramethylxylylene diisocyanate, and a mixture thereof.

11. The aqueous adhesive dispersion according to claim 9 , wherein the dihydroxy compound a2) has a number-average molar weight of 500 to 5000 g/mol and comprises no ionic group or group which can be converted into an ionic group.

12. The aqueous dispersion according to claim 9 , wherein the compound a3) is selected from the group consisting of a dihydroxycarboxylic acid, a diaminocarboxylic acid and a diaminosulfonic acid.

13. The aqueous dispersion according to claim 9 , wherein the ethoxylated fatty alcohol b) is a C16 to C18 fatty alcohol with a degree of ethoxylation of 8 to 50.

14. The aqueous dispersion according to claim 9 , wherein:

a1) the at least one organic diisocyanate is selected from the group consisting of hexamethylene diisocyanate, 1-isocyanato-3,5,5-trimethyl-5-isocyanatomethylcyclohexane, 2,6-diisocyanatotoluene, 2,4-diisocyanatotoluene, tetramethylxylylene diisocyanate, and a mixture thereof,

a3) the at least one compound having at least one group reactive toward isocyanate groups, and additionally carrying at least one ionic group or one group which can be converted into an ionic group, is selected from the group consisting of a diaminocarboxylic acid and a diaminosulfonic acid, and

the aqueous dispersion comprises:

b) from 0.5 to 2 weight %, based on the total amount of solids, of at least one nonionic emulsifier which is a C16 to C18 fatty alcohol with a degree of ethoxylation of 8 to 50.

15. An aqueous adhesive dispersion, comprising:

a) at least one dispersed polyurethane constructed from

a1) at least one organic diisocyanate of the formula: X(NCO) 2 , where X is a noncyclic aliphatic hydrocarbon radical having 4 to 15 carbon atoms, a cycloaliphatic hydrocarbon radical having 6 to 15 carbon atoms, an aromatic hydrocarbon radical having 6 to 15 carbon atoms, or an araliphatic hydrocarbon radical having 7 to 15 carbon atoms,

a2) at least one dihydroxy compound selected from the group consisting of a polyester diol and a polyether diol, the polyester diol being formed from at least one aliphatic dicarboxylic acid and at least one alkanediol, and the polyether diol being selected from the group consisting of a polypropylene oxide and a polytetrahydrofuran,

a3) at least one compound having at least one group reactive toward isocyanate groups, and additionally carrying at least one ionic group or one group which can be converted into an ionic group, and

a4) optionally at least one further compound different from a1) to a3); and

b) at least one nonionic emulsifier comprising an ethoxylated fatty alcohol, wherein the ethoxylated fatty alcohol is a C16 to C18 fatty alcohol with a degree of ethoxylation of 8 to 50.

16. The aqueous dispersion according to claim 15 , comprising:

30 to 55 weight % of the polyurethane a), based on the aqueous adhesive dispersion; and

0.5 to 2 weight % of the nonionic emulsifier b), based on a total amount of solids.

17. The aqueous dispersion according to claim 15 , wherein the diisocyanate a1) is selected from the group consisting of hexamethylene diisocyanate, 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane, 2,6-diisocyanatotoluene, 2,4-diisocyanatotoluene, tetramethylxylylene diisocyanate, and a mixture thereof.

18. The aqueous dispersion according to claim 15 , wherein the dihydroxy compound a2) has a number-average molar weight of 500 to 5000 g/mol and comprises no ionic group or group which can be converted into an ionic group.

19. The aqueous dispersion according to claim 15 , wherein the compound a3) is selected from the group consisting of a dihydroxycarboxylic acid, a diaminocarboxylic acid and a diaminosulfonic acid.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 14, 2017
From: SCHUMACHER, KARL-HEINZ; SANDERS, GEMMA; SIMANCAS, KIMBERLY; HARTZ, OLIVER
To: BASF SE
Reel/Frame 042711/0512 →
Priority Claims (1)
EP 14196561 · Dec 5, 2014 · regional
Continuity (1)
Related Publication 20170355887A1 · Dec 14, 2017