Method of making film laminates using amine-reactive acrylic lamination adhesives

Patent metadata

Field	Value
Publication number	US-11787983-B2
Application number	US-202017633972-A
Country	US
Kind code	B2
Filing date	Aug 10, 2020
Priority date	Aug 21, 2019
Publication date	Oct 17, 2023
Grant date	Oct 17, 2023

Abstract

A description is given of a method of making film laminates using a lamination adhesive comprising (a) at least one acrylic polymer A with anhydride groups which are reactive with primary or secondary amine groups; and (b) at least one compound B with at least two amine groups selected from primary and secondary amine groups. The acrylic polymer A has a molecular weight of from 3000 to 50000 and the lamination adhesive is free of organic solvents, free of water and free of compounds with isocyanate groups.

First claim

The invention claimed is:

1. A method of making film laminates, the method comprising the steps of
(i) coating a film substrate with at least one lamination adhesive; and
(ii) laminating the coated film onto a substrate;
wherein the lamination adhesive is a two-component, solventless adhesive and comprises
(a) a first component comprising at least one acrylic polymer A with anhydride groups which are reactive with primary or secondary amine groups; and
(b) a second component comprising at least one compound B with at least two amine groups selected from primary and secondary amine groups;
wherein the acrylic polymer A has a weight average molecular weight of from 3000 to 50000;
wherein the lamination adhesive is free of organic solvents, free of water and free of compounds with isocyanate groups.

2. Method according claim 1 , wherein compound B is selected from the group consisting of organic diamines, polyether amines and polyethylene imines.

3. Method according to claim 1 , wherein the acrylic polymer is made by continuous radical polymerization at a temperatures from 160 to 300° C.

4. Method according to claim 1 , wherein the acrylic polymer is made of
(a) from 85 to 99 wt. % of at least one alkyl(meth)acrylate monomer which, when polymerized as homopolymer has a glass transition temperature below 0° C., measured by Differential Scanning calorimetry according to ASTM D 3418-08 as the midpoint temperature of the second heating curve at a heating rate or 20° C./min;
(b) from 1 to 15% by weight of at least one monomer with at least one anhydride group which is reactive with primary or secondary amine groups;
(c) optionally from 0 to 9% by weight of at least one monomer different from monomers (a) and (b);
wherein the fully reacted lamination adhesive has a modulus of elasticity G′ of from more than 0.1 and up to 1 MPa at 23° C., measured by dynamic-mechanical thermo-analysis.

5. Method according to claim 4 , wherein the acrylic polymer is made by radical polymerization of monomers comprising
(a) from 85 to 99 wt. % of at least one alkyl(meth)acrylate monomer selected from the group consisting of C2 to C10 alkyl acrylates,
(b) from 1 to 15% by weight of at least one monomer with at least one anhydride group.

6. Method according to claim 1 , wherein the uncrosslinked acrylic polymer has a glass transition temperature of from −60° C. to −5° C., measured by Differential Scanning calorimetry according to ASTM D 3418-08 as the midpoint temperature of the second heating curve at a heating rate or 20° C./min.

7. Method according to claim 1 , wherein the molar ratio of the anhydride groups of polymer A which are reactive with primary or secondary amine groups to the primary or secondary amine groups of compound B is from 0.5 to 2.0.

8. Method according to claim 1 , wherein the polymer A is made by a polymerization process wherein the relative amount of anhydride monomers in the monomer mixture is higher at an early stage of the polymerization and lower at a later stage of polymerization.

9. Method according to claim 1 , wherein the viscosity of the adhesive is less than 500 Pa s; measurement method ISO 2721-10 at 40° C. and shear rate of 100 1/s; and/or wherein the adhesive is coatable on substrate films with roll coaters at temperatures of 40° C. or lower.

10. Method according to claim 1 , wherein the peel strength of a film-to-film laminate of two polyethylene terephthalate films is at least 0.4 N/15 mm at 23° C. and after 24 hours storage at 23° C.

11. Method according to claim 1 wherein the coating temperature is 40° C. or less and wherein the adhesive is not crosslinked by UV radiation.

12. A method comprising providing a lamination adhesive and making film laminates, wherein the lamination adhesive is a two-component, solventless adhesive and comprises
(a) a first component comprising at least one acrylic polymer A with anhydride groups which are reactive with primary or secondary amine groups; and
(b) a second component comprising at least one compound B with at least two amine groups selected from primary and secondary amine groups;
wherein the acrylic polymer A has a weight average molecular weight of from 3000 to 50000;
wherein the lamination adhesive is free of organic solvents, free of water and free of compounds with isocyanate groups.

13. A film laminate wherein a film is bonded to a substrate wherein the film laminate is a product of the method according to claim 1 .

14. The film laminate according to claim 13 wherein the laminate is a film-to-film laminate having a first polymeric film and at least one of a second polymeric film or a metal film.

15. The film laminate according to claim 14 , wherein the material of the first film is selected from the group consisting of polyethylene, oriented polypropylene, undrawn polypropylene, polyamide, polyethylene terephthalate, polyacetate, cellophane; and wherein the material of the second film is selected from the group consisting of polyethylene, oriented polypropylene, undrawn polypropylene, polyamide, polyethylene terephthalate, polyacetate, cellophane, metalized films and metal foils.

16. The film laminate according to claim 14 , wherein the first and the second films are bonded to one another with the lamination adhesive so firmly that the peel strength, measured 24 h after laminate production and at 23° C. and 50% relative humidity, is 0.4 N/15 mm or more.

Assignees

• Basf Se

Inventors

• Schumacher Karl-Heinz
• Gerst Matthias
• Preishuber-Pfluegl Peter
• Payne Kevin
• Klots Timothy

Classifications

• C09J133/08 Primary

  Homopolymers or copolymers of acrylic acid esters · CPC title

• B32B7/12 Primary

  using interposed adhesives or interposed materials with bonding properties · CPC title

• B32B27/08

  of synthetic resin · CPC title

• B32B27/32

  comprising polyolefins {(comprising vinyl (co)polymers or acrylic (co)polymers B32B27/30)} · CPC title

• B32B27/36

  comprising polyesters · CPC title