IP Library Granted Patent US 11,802,226
Granted Patent B2
US 11,802,226 · App. 14/447,197 · Granted Oct 31, 2023

Polyurethane adhesive film

Inventors: Felix D. Mai (Ludwigshafen, DE); Brian W. Carlson (Woodbury, MN)
Assignee: H.B. Fuller Company
C09J175/04B32B5/24B32B7/12B32B15/04B32B21/04B32B27/06B32B27/40B32B37/02B32B37/06B32B37/10B32B37/1207B32B37/182C08G18/022C08G18/0819C08G18/4236C08G18/4238C08G18/706C08G18/792C08G18/8038C09J175/06B32B2250/02B32B2255/26B32B2305/74B32B2307/546B32B2375/00C08G2170/80Y10T428/24983Y10T428/269Y10T428/2896
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Quick Facts
Patent No.
US 11,802,226
App. No.
14/447,197
Granted
Oct 31, 2023
Kind
B2
Abstract

A thin self-supporting adhesive film is claimed that includes a first polyurethane and a solid surface-deactivated isocyanate.

Claims (67)

1. A self-supporting adhesive film comprising:

a solid surface-deactivated isocyanate; and

greater than 70% by weight, based on the weight of the adhesive film, of a isocyanate reactive polyurethane component having a weight average molecular weight (Mw) of no greater than about 90,000 g/mol and an enthalpy of fusion of at least about 25 J/g, the polyurethane component comprising

a first polyurethane having a weight average molecular weight of no greater than about 90,000 g/mol and an enthalpy of fusion of at least about 25 J/g, and

a second polyurethane different from the first polyurethane and having a weight average molecular weight of no greater than about 90,000 g/mol and an enthalpy of fusion of at least about 25 J/g, the second polyurethane differing from the first polyurethane based on a property selected from the group consisting of composition, molecular weight, enthalpy of fusion, melting peak, and combinations thereof.

2. The self-supporting adhesive film of claim 1 , wherein the self-supporting adhesive film is obtained from an aqueous composition.

3. The self-supporting adhesive film of claim 1 , wherein said solid surface-deactivated isocyanate is derived from toluene diisocyanate.

4. The self-supporting adhesive film of claim 1 , wherein a film of said first polyurethane has an enthalpy of fusion of at least about 35 J/g.

5. The self-supporting adhesive film of claim 1 , wherein the first polyurethane is derived from a polyester derived from a polyol selected from the group consisting of 1,4-butane diol and 1,6-hexane diol.

6. The self-supporting adhesive film of claim 1 , wherein the first polyurethane is derived from:

a polyester polyol derived from adipic acid, 1,6-hexane diol, and neopentyl glycol; and

an aliphatic isocyanate.

7. The self-supporting adhesive film of claim 1 , wherein said film exhibits a bond strength of at least about 20 N/2.5 cm when tested according to the Bond Test Method at a Bond Line Temperature of about 64° C.

8. The self-supporting adhesive film of claim 1 , wherein

the first polyurethane has an enthalpy of fusion of at least 35 J/g, and

the second polyurethane has an enthalpy of fusion of at least 35 J/g.

9. The self-supporting adhesive film of claim 1 further comprising an additional polymer, the additional polymer being different from the first polyurethane and the second polyurethane.

10. The self-supporting adhesive film of claim 9 wherein the sum of the percent by weight of the solid surface-deactivated isocyanate, the percent by weight of the polyurethane component, and the percent by weight of the additional polymer amounts to at least about 95% by weight of the self-supporting adhesive film.

11. A composite structure comprising:

a first layer; and

a second layer,

at least one of said first layer and said second layer comprising the self-supporting adhesive film of claim 1 .

12. The composite structure of claim 11 , wherein

the first polyurethane has an enthalpy of fusion of at least 35 J/g, and

the second polyurethane has an enthalpy of fusion of at least 35 J/g.

13. A composite structure comprising:

the self-supporting adhesive film of claim 1 ,

a rigid layer, and

a flexible layer, the rigid layer being bonded to the flexible layer through the self-supporting adhesive film.

14. The composite structure of claim 13 , wherein the rigid layer comprises at least one of metal, metal composite, plastic, plastic composite, wood, and wood-composite.

15. The composite structure of claim 13 , wherein the flexible layer comprises at least one of fabric, foil, film and paper.

16. The composite structure of claim 13 , wherein the rigid layer is nylon and the flexible layer is a soft fabric comprising microfibers.

17. The composite structure of claim 13 , wherein

the first polyurethane has an enthalpy of fusion of at least 35 J/g, and

the second polyurethane has an enthalpy of fusion of at least 35 J/g.

18. A method of making a composite comprising:

contacting a flexible layer with a first major surface of the self-supporting adhesive film of claim 1 ;

applying heat to the film before or after the film is applied to the flexible substrate;

contacting a rigid layer with a second major surface of the self-supporting adhesive film such that the second major surface is in direct contact with the rigid layer to form a composite; and

applying heat and pressure to the composite.

19. A self-supporting adhesive film obtained from an aqueous composition, said aqueous composition comprising:

a solid surface-deactivated isocyanate; and

an isocyanate reactive polyurethane dispersion, the dried film of which has an enthalpy of fusion of at least about 25 J/g, the isocyanate reactive polyurethane dispersion comprising

a first polyurethane having an enthalpy of fusion of at least about 25 J/g, and

a second polyurethane different from the first polyurethane and having an enthalpy of fusion of at least about 25 J/g, the second polyurethane differing from the first polyurethane based on a property selected from the group consisting of composition, molecular weight, enthalpy of fusion, melting peak, and combinations thereof,

the self-supporting adhesive film having a thickness of from about 1 mil to about 8 mils.

20. The self-supporting adhesive film of claim 19 , wherein said film has a thickness of from about 2 mils to about 6 mils.

21. The self-supporting adhesive film of claim 19 wherein the solid surface-deactivated isocyanate is derived from an aromatic isocyanate.

22. The self-supporting adhesive film of claim 19 further comprising an additional polymer, the additional polymer being different from the first polyurethane and the second polyurethane.

23. A composite structure comprising:

the self-supporting adhesive film of claim 2 ,

a first rigid layer, and a

second rigid layer,

the rigid layers being bonded to each other through the self-supporting adhesive film.

24. A composite structure comprising:

the self-supporting adhesive film of claim 2 ,

a rigid layer, and

a flexible layer,

the rigid layer being bonded to the flexible layer through the self-supporting adhesive film.

25. A self-supporting adhesive film comprising:

a solid surface-deactivated isocyanate; and

greater than 70% by weight, based on the weight of the adhesive film, of a isocyanate reactive polyurethane component having a weight average molecular weight (Mw) of no greater than about 90,000 g/mol and an enthalpy of fusion of at least about 25 J/g, the polyurethane component comprising

a first polyurethane derived from a polyester polyol, the first polyurethane having a weight average molecular weight of no greater than about 90,000 g/mol and an enthalpy of fusion of at least about 25 J/g, and

a second polyurethane derived from a polyester polyol, the second polyurethane being different from the first polyester polyurethane and having a weight average molecular weight of no greater than about 90,000 g/mol and an enthalpy of fusion of at least about 25 J/g, the second polyurethane differing from the first polyurethane based on a property selected from the group consisting of composition, molecular weight, enthalpy of fusion, melting peak, and combinations thereof.

26. The self-supporting adhesive film of claim 25 , wherein

the first polyurethane has an enthalpy of fusion of at least 35 J/g, and

the second polyurethane has an enthalpy of fusion of at least 35 J/g.

Assignments (2)
SECURITY INTEREST Recorded Feb 16, 2023
From: H.B. FULLER COMPANY; H.B. FULLER CONSTRUCTION PRODUCTS INC.; ADCO PRODUCTS, LLC
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 062775/0944 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 15, 2015
From: MAI, FELIX D.; CARLSON, BRIAN W.
To: H. B. FULLER COMPANY
Reel/Frame 037296/0851 →