LAMINATION PRINTING INK COMPRISING AN AQUEOUS DISPERSION COMPRISING POLYURETHANE

• US 20160326389A1
• Filed: 01/14/2015
• Published: 11/10/2016
• Est. Priority Date: 01/17/2014
• Status: Active Grant

• Current Assignee: BASF SE
• Original Assignee: BASF SE
• Inventors: ROMANATO, Paola, TERMATEN, Arjan Thomas, ZIJLSTRA, Steven, TOUTENHOOFD, Wouter, HAEBERLE, Karl
• Granted Patent: US 10,280,320 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: B29C 65/48 using adhesives , i.e. using supplementary joining material; solvent bonding
• CPC Class Codes: B29C 65/72 by combined operations or combined techniques, e.g. welding and stitching
• CPC Class Codes: C08G 18/0823 containing carboxylate salt groups or groups forming them
• CPC Class Codes: C08G 18/12 using two or more compounds having active hydrogen in the first polymerisation step
• CPC Class Codes: C08G 18/283 Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds
• CPC Class Codes: C08G 18/3228 acyclic
• CPC Class Codes: C08G 18/3234 cycloaliphatic
• CPC Class Codes: C08G 18/3821 Carboxylic acids; Esters thereof with monohydroxyl compounds
• CPC Class Codes: C08G 18/4018 Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
• CPC Class Codes: C08G 18/4238 derived from dicarboxylic acids and dialcohols
• CPC Class Codes: C08G 18/48 Polyethers
• CPC Class Codes: C08G 18/4854 Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
• CPC Class Codes: C08G 18/6511 compounds of group C08G18/3203
• CPC Class Codes: C08G 18/6685 with compounds of group C08G18/3225 or polyamines of C08G18/38
• CPC Class Codes: C08G 18/722 Combination of two or more aliphatic and/or cycloaliphatic polyisocyanates
• CPC Class Codes: C08G 18/755 and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
• CPC Class Codes: C08G 18/758 containing two or more cycloaliphatic rings
• CPC Class Codes: C09D 11/037 characterised by the pigment
• CPC Class Codes: C09D 11/102 containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds

Abstract

The present invention relates to a lamination printing ink comprising an aqueous polyurethane dispersion binder, pigments, an aqueous carrier and optional additives, wherein the polyurethane is made of polyisocyanates, specific polyesterdiols, polytetrahydrofuran diol, monohydroxy-poly(alkylene oxide), diamino acid compound, polyamine compound and optionally one or more low molecular weight polyols.

Claims

1. A lamination printing ink comprising:

at least one binder,

at least one pigment,

an aqueous carrier and optional additives,

wherein the at least one binder is an aqueous dispersion comprising a polyurethane, wherein the polyurethane is made of components comprising;

a) at least one polyisocyanate with at least two isocyanate groups,

b) a combination of diols wherein

b1) at least one of the diols is a polyesterdiol having molecular weight of from 500 to 5,000, and

b2) at least one of the diols is polytetrahydrofuran having a number average molecular weight of from 500 to 5,000 g/mol,

c) at least one monohydroxy-poly(a kylene oxide) compound having a number average molecular weight of from 500 to 5,000 g/mol

d) at least one diamino acid compound,

e) at least one polyamine compound having at least two amino groups and no acid group, and

f) optionally one or more polyol compounds having a number average molecular weight of less than 500 g/mol.

2. The lamination printing ink according to claim 1, wherein the polyisocyanate (a) is at least one selected from the group consisting of 1-isocyanato-3,5,5-trimethyl-5-isocyanatomethylcyclo-hexane (IPDI), tetramethylxylylene diisocyanate (TMXDI), hexamethylene diisocyanate bis(4-isocyanatocyclohexyl)methane (HMDI) and mixtures thereof.

3. The lamination printing ink according to claim 1, wherein the polyesterdiol is made from

at least one dicarboxylic acid of the formula HOOC—

(CH₂)_y—

COON, where y is a number from 1 to 20, and

at least one polyhydric alcohol selected from the group consisting of a compound of the foiniula HO—

(CH₂)_x—

OH, where x is a number from 1 to 20, neopentyl glycol, and mixtures thereof.

4. The lamination printing ink according to claim 1, wherein the alkylene in the at least one monohydroxy-poly(alkylene oxide) compound is ethylene and/or propylene.

5. The lamination printing ink according to claim 1, wherein the at least one diamino acid compound is selected from the group consisting of diamino carboxylic acid compounds and diamino sulfonic acid compounds, the corresponding alkali metal salts thereof, and mixtures thereof.

6. The lamination printing ink according to claim 1, wherein the at least one polyamine compound is selected from the group consisting of isophoronediamine, diethylenetriamine and mixtures thereof.

7. The lamination printing ink according to claim 1, wherein the polyurethane is made of components comprising:

a) 5 to 30% by weight of the at least one polyisocyanate with at least two isocyanate groups,

b) 10 to 80% by weight of the combination of diols,

c) 1 to 20% by weight of the at least one monohydroxy-poly(alkylene oxide) compound having a number average molecular weight of from 500 to 5,000 g/mol,

d) 1 to 10% by weight of the at least one diamino acid compound,

e) 0.1 to 10% by weight at least one polyamine compound having at least two amino groups and no acid group, and

f) 0 to 10% by weight of the optional one or more polyol compound(s) having a number average molecular weight of less than 500 g/mol.

8. The lamination printing ink according to claim 1, wherein the ink is free of ammonia and free of volatile organic tertiary amines.

9. The lamination printing ink according to claim 1, comprising 8 to 60% by weight of binder, 3 to 30% by weight of pigments, 15 to 60% of water and 0.1 to 5% by weight of surfactant(s), antifoam agent(s), and wax(es) and other such additive(s).

10. The lamination printing ink according to claim 1, wherein the monomers (a) employed comprise only aliphatic diisocyanates, and/or cycloaliphatic diisocyanates;

and the monomer (b1) employed comprises only polyesterdiols synthesized from aliphatic diols and diacids; and

component (d) comprises alkali metal salts of N-(2-aminoethyl)-2-aminoethane sulfonic acid and/or N-(2-aminoethyl)-2-amino-ethane carboxylic acid; and

component (e) is a mixture of DETA/IPDA.

11. A printed laminate having the ink of claim 1 on at least a part of a surface thereof.

12. The printed laminate of claim 11, wherein the laminate is made from at least two polymer films by laminating the films with a lamination adhesive wherein the ink resides between the laminated films.

13. The printed laminate of claim 11, wherein at least one of the polymer films on which surface the ink resides comprises at least one material selected from the group consisting of polypropylene, polyethylene terephthalate, polyamide and low density polyethylene.

14. A method of making a printed laminate, which comprises:

applying at least one lamination ink of claim 1 to at least a part of a surface of a first polymer film by a roll printing process, and

laminating a printed or unprinted second polymer film to the ink-bearing surface of the first polymer film by use of an adhesive.

15. The method of claim 14 wherein the material of the first and/or the second polymer film is selected from the group consisting of polypropylene, polyethylene terephthalate, polyamide, low density polyethylene, and mixtures thereof.

16. The lamination printing ink according to claim 1, wherein b2) is polytetrahydrofuran having a number average molecular weight of from 1,000 to 3,000 g/mol.

17. The lamination printing ink according to claim 1 that comprises (f) one or more polyol compounds having a number average molecular weight of less than 500 g/mol.

18. The lamination printing ink according to claim 5, wherein the at least one diamino acid compound is selected from the group consisting of N-(2-aminoethyl)-2-aminoethane-sulfonic acid, N-(2-aminoethyl)-2-aminoethanecarboxylic acid, corresponding alkali metal salt(s) thereof, and mixtures thereof.

19. The lamination printing ink according to claim 7, wherein polyesterdiols b1) and polytetrahydrofuran diol b2) are in a weight ratio ranging from 1:

2 to 2;

1.

20. The method of making a printed laminate according to claim 14, which comprises applying the at least one lamination ink to at least a part of a surface of the first polymer film by gravure printing or by flexographic printing.