IP Library Granted Patent US 10,815,405
Granted Patent B2
US 10,815,405 · App. 16/064,578 · Granted Oct 27, 2020

One-component epoxy-modified polyurethane and/or polyurea adhesives having high elongation and excellent thermal stability, and assembly processes using same

Inventors: Benjamin Haag (Horgen, CH); Andreas Lutz (Altendorf, CH); Cathy Grossnickel (Wolfhausen, CH); Raymond F. Bis (Ortonville, MI)
Assignee: DOW GLOBAL TECHNOLOGIES LLC
C09J175/08C08G18/10C08G18/2027C08G18/3275C08G59/04C08G59/06C08G59/10C08G59/4021C08G59/686C09J163/00C08G65/33348
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Quick Facts
Patent No.
US 10,815,405
App. No.
16/064,578
Granted
Oct 27, 2020
Kind
B2
Abstract

A one-component epoxy-modified polyurethane and/or urea adhesive includes very high levels of reactive urethane group- and/or urea group-containing tougheners, an epoxy resin and epoxy hardener. These adhesives are formulated to cure at high temperatures and surprisingly provide high elongations, excellent thermal stability and good adhesive properties.

Claims (26)

1. A one-component epoxy-modified polyurethane and/or urea adhesive comprising in admixture:

components A and B, wherein component A) is one or more non-rubber-modified epoxy resins and component B) is one or more rubber-modified epoxy resins;

C) one or more reactive urethane group- and/or urea group-containing tougheners having a number average molecular weight of up to 35,000, at least one polyether or diene rubber segment having a weight of at least 1000 atomic mass units, and capped isocyanate groups of which at least 75% are monophenol- or polyphenol-capped isocyanate groups;

D) optionally, one or more core-shell rubbers;

E) one or more latent epoxy curing agents; and

F) at least one catalyst for the reaction of an epoxide with the curing agent(s); wherein

1) component A constitutes 10 to 25 percent of the combined weight of components A-E;

2) component B constitutes 2 to 30 percent of the combined weight of components A-E;

3) components A and B together constitute 12 to 40 percent of the combined weight of components A-E;

4) component C constitutes 55 to 85 percent of the combined weight of components A-E;

5) components B, C and D together constitute 65 to 85 percent of the combined weight of components A-E;

6) component D constitutes 0 to 15 percent of the combined weight of components A-E; and

7) components A-E together constitute at least 60 weight percent of the one-component epoxy adhesive.

2. The adhesive of claim 1 , wherein component C constitutes 60 to 80 percent of the combined weight of components A-E.

3. The adhesive of claim 1 , wherein component B includes at least one epoxy-terminated polyether.

4. The adhesive of claim 3 wherein component A includes at least one diglycidyl ether of a bisphenol.

5. The adhesive of claim 1 , wherein the catalyst includes at least one imidazoline catalyst having the structure:

where n is 2 or 3.

6. A method for bonding two substrates, comprising forming a layer of the adhesive of claim 1 at a bondline between two substrates to form an assembly, and then curing adhesive layer at the bondline by heating to a temperature of at least 160° C., to form a cured adhesive bonded to the two substrates at the bondline.

7. The method of claim 6 , wherein the two substrates have coefficients of linear thermal expansion that are different from each other by at least 5×10 −6 m/m-K.

8. The method of claim 7 , wherein one of the substrates is a metal and the other substrate is a thermoplastic organic polymer, a thermoset organic polymer or a fiber composite.

9. A method for forming a bonded and coated assembly, comprising 1) forming a layer of the adhesive of claim 1 at a bondline between a first and a second substrate to form an assembly that includes the first and second substrates each in contact with the adhesive composition at the bondline; then

2) immersing the assembly into a coating bath to form a layer of an uncured coating on at least a portion of the exposed surface of the assembly; and

3) heating the assembly to a temperature of at least 160° C. to cure the adhesive to form a cured adhesive bonded to the substrates at the bondline and simultaneously cure the coating layer.

10. The method of claim 9 , wherein the first and second substrates have coefficients of linear thermal expansion that are different from each other by at least 5×10 −6 m/m-K.

11. The method of claim 10 , wherein one of the substrates is a metal and the other substrate is a thermoplastic organic polymer, a thermoset organic polymer or a fiber composite.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: DOW GLOBAL TECHNOLOGIES LLC
To: THE DOW CHEMICAL COMPANY
Reel/Frame 069923/0030 →
CHANGE OF LEGAL ENTITY Recorded Sep 10, 2024
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC
Reel/Frame 068907/0881 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
Reel/Frame 068922/0001 →
Continuity (2)
Provisional Application 62280587 · Jan 19, 2016
Related Publication 20190010373A1 · Jan 10, 2019