Polyurethane adhesives for bonding low surface energy films

Patent metadata

Field	Value
Publication number	US-11015094-B2
Application number	US-201715658562-A
Country	US
Kind code	B2
Filing date	Jul 25, 2017
Priority date	Feb 3, 2015
Publication date	May 25, 2021
Grant date	May 25, 2021

Abstract

The present invention relates to a polyurethane laminating adhesives, methods for producing a multilayer laminate by laminating at least two films with a polyurethane laminating adhesive, and multilayer laminates obtainable by these methods wherein the polyurethane laminating adhesive comprises an NCO-terminated polyurethane prepolymer obtainable by reacting a polyol mixture comprising: 0.1 to 20.0 wt % relative to the total weight of the polyol mixture of at least one polybutadiene polyol; and 5.0 to 99.9 wt % relative to the total weight of the polyol mixture of at least one polyether polyol, wherein the at least one polyether polyol comprises at least one polyether polyol with a number average molecular weight Mn in the range of >1000 g/mol to 10000 g/mol; with at least one polyisocyanate, wherein the at least one polyisocyanate is used in an amount such that the isocyanate groups are present in molar excess relative to the hydroxyl groups of the polyol mixture. Also encompassed are the use of the described adhesives for laminating two or more films, and the multilayer laminates obtainable by the described methods.

First claim

What is claimed is:

1. A two component polyurethane laminating adhesive comprising a hardener component and a binder component,
the hardener component comprising a hydroxyl functional polyester of adipic acid and/or isophthalic acid with one or more diol selected from the group consisting of neopentyl glycol, diethyleneglycol, 1,6-hexane diol and 1,2-propanediol;
the binder component comprising an NCO-terminated polyurethane prepolymer obtained by reacting:
(a) a polyol mixture comprising:
0.1 to 20.0 wt. %, relative to the total weight of the polyol mixture of at least one polybutadiene polyol;
5 to 20 wt. % relative to the total weight of the polyol mixture of at least one polyether polyol having a number average molecular weight of about 400 g/mol;
30 to 40 wt. % relative to the total weight of the polyol mixture of at least one polyether polyol having a number average molecular weight of about 1,000 g/mol; and
20 to 60 wt. %, relative to the total weight of the polyol mixture of at least one polyether polyol having, a number average molecular weight in the range of 1,500 to 5,000 g/mol; and

(b) at least one polyisocyanate;
wherein the at least one polyisocyanate is used in an amount such that the isocyanate groups are present in molar excess relative to the hydroxyl groups of the polyol mixture to obtain said NCO-terminated polyurethane prepolymer.

2. The polyurethane laminating adhesive according to claim 1 , wherein the at least one polybutadiene polyol is a hydrogenated polybutadiene polyol.

3. The polyurethane laminating adhesive according to claim 1 , wherein the at least one polybutadiene polyol
(a) is a polybutadiene diol; and/or
(b) comprised in an amount of 0.2 to 15 wt. %, relative to the total weight of the polyol mixture; and/or
(c) has a number average molecular weight in the range of 1000 to 10000 g/mol.

4. The polyurethane laminating adhesive according to claim 1 , wherein the polyol mixture comprises 55 to 90 wt. % polyether polyols relative to the total weight of the polyol mixture.

5. The polyurethane laminating adhesive according to claim 1 , wherein said polyol mixture further comprises castor oil.

6. The polyurethane laminating adhesive according to claim 1 , comprising 3 to 8 wt. % of the at least one polybutadiene polyol relative to the total weight of the polyol mixture.

7. A food package for encapsulating and storing a food product, including:
a multilayer laminate comprising,
a first layer consisting of a polymer film having a surface energy below 38 dyn/cm,
a second layer selected from the group consisting of a polypropylene (PP) film, a polyethylene (PE) film, an oriented polypropylene (OPP) film, an oriented polyamide (OPA) film, a nylon film, a polyethylene terephthalate (PET) film, a polyester film, a metalized film and a metal foil, and
a mixed, two component adhesive disposed between the first layer and the second layer, the two component adhesive comprising a binder component and a hardener component,
the hardener component comprising a hydroxyl functional polyester of adipic acid and/or isophthalic acid with one or more diol selected from the group consisting of neopentyl glycol, diethyleneglycol, 1,6-hexane diol and 1,2-propanediol;
the binder component comprising an NCO-terminated polyurethane prepolymer obtained by reacting:
(a) a polyol mixture comprising:
0.1 to 20.0 wt. %, relative to the total weight of the polyol mixture of at least one polybutadiene polyol;
5 to 20 wt. % relative to the total weight of the polyol mixture of at least one polyether polyol having a number average molecular weight of about 400 g/mol;
30 to 40 wt. % relative to the total weight of the polyol mixture of at least one polyether polyol having a number average molecular weight of about 1,000 g/mol; and
20 to 60 wt. %, relative to the total weight of the polyol mixture of at least one polyether polyol having a number average molecular weight in the range of 1,500 to 5,000 g/mol; and

(b) at least one polyisocyanate;

wherein the at least one polyisocyanate is used in an amount such that the isocyanate groups are present in molar excess relative to the hydroxyl groups of the polyol mixture to obtain said NCO-terminated polyurethane prepolymer.

8. The food package of claim 7 , wherein the wherein the hardener component comprises a hydroxyl-terminated polyester.

9. The food package of claim 7 wherein the first layer and the second layer are bonded together by cured reaction products of the two component adhesive.

10. The food package of claim 7 enclosing a food product.

11. The food package according to claim 7 , wherein the polyol mixture further comprises castor oil.

12. The food package according to claim 7 , comprising 3 to 8 wt. % of the at least one polybutadiene polyol relative to the total weight of the polyol mixture.

13. A method for producing a multilayer laminate by laminating at least two films with a polyurethane laminating adhesive according to claim 1 .

14. The method according to claim 13 , wherein at least one of the films is a low energy surface film.

15. The method according to claim 13 , wherein at least one of the films is a low energy surface film and the low energy surface film
(a) is a plastic film; and/or
(b) has a surface energy below 38 dyn/cm; and/or
(c) is a polyethylene film, a polypropylene film or a metallized film.

16. A method for producing a multilayer laminate comprising the steps of:
(a) applying the polyurethane laminating adhesive according to claim 1 to the surface of one or both films to be laminated;
(b) contacting the two film surfaces to be laminated;
(c) optionally repeating steps (a) and (b) to obtain a multilayer structure comprising more than two films; and
(d) curing the adhesive to form the multilayer laminate.

Assignees

• Henkel Ag & Co Kgaa
• Henkel IP & Holding GmbH

Inventors

• Pela Roberto
• Kinzelmann Hans-Georg
• Wang Yongxia
• Kamm Thomas

Classifications

• C09J175/04 Primary

  Polyurethanes · CPC title

• C08J5/124

  using adhesives based on a macromolecular component · CPC title

• C08G18/6208 Primary

  Hydrogenated polymers of conjugated dienes · CPC title

• C08G18/4808

  Mixtures of two or more polyetherdiols · CPC title

• C08G18/4216

  from mixtures or combinations of aromatic dicarboxylic acids and aliphatic dicarboxylic acids and dialcohols · CPC title