Reactive 2-component adhesive system in film form having improved heat-and-humidity resistance

Patent metadata

Field	Value
Publication number	US-11898067-B2
Application number	US-201716466148-A
Country	US
Kind code	B2
Filing date	Nov 22, 2017
Priority date	Dec 5, 2016
Publication date	Feb 13, 2024
Grant date	Feb 13, 2024

Abstract

The present invention relates to a reactive adhesive film comprising (a) a polymeric film-forming matrix, (b) at least one reactive monomer or reactive resin, and (c) a reagent selected from an initiator, in particular a radical initiator, or an activator, featuring enhanced heat-and-humidity resistance, and to a reactive 2-component adhesive system in film form for bonding diverse materials, such as, for example, metal, wood, glass and/or plastic material.

First claim

The invention claimed is:

1. A reactive adhesive film, comprising:
(a) a polymeric film-forming matrix;
(b) at least one reactive monomer or reactive resin; and
(c) a reagent, wherein the reagent is at least an activator, the reagent optionally including one of an initiator or a radical initiator,

wherein the at least one reactive monomer or reactive resin comprises at least a cyclic, non-aromatic, nitrogen-containing vinyl compound ;
further wherein the only reactive component of the reactive adhesive film is (i) the at least one reactive monomer or reactive resin and (ii) the reagent.

2. The reactive adhesive film as claimed in claim 1 , wherein the cyclic, non-aromatic nitrogen-containing vinyl compound comprises a cyclic amide.

3. The reactive adhesive film as claimed in claim 1 , further comprising at least one compound selected from the group consisting of an acrylic acid, an acrylic acid ester, a methacrylic acid, and a methacrylic acid ester.

4. The reactive adhesive film as claimed in claim 1 , wherein the polymeric film-forming matrix comprises a thermoplastic polymer, a thermoplastic polyurethane, an elastomer, or a thermoplastic elastomer.

5. The reactive adhesive film as claimed in claim 1 , wherein the initiator comprises a peroxide, a hydroperoxide, or dimethylbenzyl hydroperoxide.

6. The reactive adhesive film as claimed in claim 1 , wherein the activator comprises an amine, a dihydropyridine derivative, a transition metal salt, a transition metal complex, or iron(II) phthalocyanine.

7. The reactive adhesive film as claimed in claim 1 , wherein the reactive adhesive film has pressure-sensitive adhesive properties.

8. The reactive adhesive film as claimed in claim 1 , comprising the activator, the radical initiator, and further comprising:
(I) from 10 to 90% by weight of the polymeric film-forming matrix, from 10 to 90% by weight of the at least one reactive monomer or reactive resin, and from 1 to 20% by weight of the radical initiator; or
(II) from 10 to 90% by weight of the polymeric film-forming matrix, from 10 to 90% by weight of the at least one reactive monomer or reactive resin, and from greater than 0 to 10% by weight of the activator.

9. The reactive adhesive film as claimed in claim 2 , wherein the cyclic, non-aromatic, nitrogen-containing vinyl compound is N-vinylcaprolactam or N-vinylpyrrolidone.

10. The reactive adhesive film as claimed in claim 3 , wherein the at least one compound is selected from the group consisting of methyl methacrylate, methacrylic acid, cyclohexyl methacrylate, tetrahydrofurfuryl methacrylate, 2-phenoxyethyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 4-hydroxybutyl methacrylate, a hydroxybutyl-methacrylate isomer mixture, di(ethylene glycol)methyl ether methacrylate, and ethylene glycol dimethacrylate.

11. The reactive adhesive film as claimed in claim 1 , comprising from 20 to 50% by weight of the polymeric film-forming matrix, from 40 to 70% by weight of the at least one reactive monomer or reactive resin, and from 0.1 to 5% by weight of the activator.

12. A reactive adhesive film system comprising a first reactive adhesive film and a second reactive adhesive film as claimed in claim 1 , the first reactive adhesive film comprising:
a polymeric film forming matrix;
at least one reactive monomer or reactive resin; and
a reagent, wherein the reagent is one of an initiator or a radical initiator, wherein the at least one reactive monomer or reactive resin comprises a nitrogen containing vinyl compound, a nitrogen containing oligomeric compound having carbon carbon double bond(s).

13. A reactive adhesive film system comprising two or more reactive adhesive films, wherein:
a first of the two or more reactive adhesive films comprises a reactive adhesive film comprising:
a polymeric film forming matrix;
at least one reactive monomer or reactive resin; and
a reagent, wherein the reagent is one of an initiator or a radical initiator, wherein the at least one reactive monomer or reactive resin comprises a nitrogen containing vinyl compound, a nitrogen containing oligomeric compound having carbon carbon double bond(s);
a second of the two or more reactive adhesive films comprises a he reactive adhesive film as claimed in claim 1 ; and
the first of the two or more reactive adhesive films and the second of the two or more reactive films are each present alternately.

14. The reactive adhesive film system as claimed in claim 12 , further comprising films, layers, adhesives, backings, release papers, or release liners.

15. A method of bonding materials of metal, wood, glass, or plastic, comprising bonding metal, wood, glass, or plastic materials with the reactive adhesive film as claimed in claim 1 or the reactive adhesive film system as claimed in claim 12 .

16. A method for producing a reactive adhesive film as claimed in claim 1 , wherein the method comprising:
1. dissolving and/or finely distributing ingredients in one or more solvent(s) and/or water;
2. mixing the dissolved and/or finely distributed ingredients;
3. coating a release liner, a release paper, a backing material, or a pressure-sensitive adhesive with the mixture of the dissolved and/or finely distributed ingredients to form a reactive adhesive film;
4. evaporating the one or more solvent(s) and/or water from the reactive adhesive film to form a dried reactive adhesive film; and
5. optionally winding the dried reactive adhesive film into a roll, wherein the ingredients comprise:
(a) the polymeric film-forming matrix;
(b) the at least one reactive monomer or reactive resin; and
(c) the reagent with at least the activator and either an initiator or a radical initiator.

17. A kit for providing a two-component adhesive film system, comprising:
at least one first reactive adhesive film, the first reactive adhesive film comprising:
a polymeric film forming matrix;
at least one reactive monomer or reactive resin; and
a reagent, wherein the reagent is one of an initiator or a radical initiator, wherein the at least one reactive monomer or reactive resin comprises a nitrogen containing vinyl compound, a nitrogen containing oligomeric compound having carbon carbon double bond(s) ; and
(ii) at least one second reactive adhesive film as claimed in claim 1 .

18. A composite bonded by the reactive adhesive film system as claimed in claim 12 .

19. The reactive adhesive film as claimed in claim 12 , further comprising the activator, the radical initiator, and further comprising from 20 to 50% by weight of the polymeric film-forming matrix, from 40 to 70% by weight of the at least one reactive monomer or reactive resin, and from 5 to 15% by weight of the radical initiator.

20. A composite bonded by the kit as claimed in claim 17 .

Assignees

• Tesa Se

Inventors

• Schümann Uwe
• Pradier Clementine

Classifications

• C09J4/06 Primary

  {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00 · CPC title

• C09J7/385

  Acrylic polymers · CPC title

• C08K3/20

  Oxides; Hydroxides {(graphene oxides C08K3/042)} · CPC title

• C08K5/14

  Peroxides · CPC title

• C08K5/17

  Amines; Quaternary ammonium compounds · CPC title