Graphene oxide modified two-part cyanoacrylate/free radically curable adhesive systems

Patent metadata

Field	Value
Publication number	US-12043772-B2
Application number	US-202117537751-A
Country	US
Kind code	B2
Filing date	Nov 30, 2021
Priority date	Jun 12, 2019
Publication date	Jul 23, 2024
Grant date	Jul 23, 2024

Abstract

The present invention relates to two-part cyanoacrylate adhesive comprising a) a first part comprising a cyanoacrylate component; a peroxide catalyst; a stabilizer and a thickener; and b) a second part comprising a (meth)acrylate component; a graphene oxide; an adhesion promoter; a metal salt; and a fumed silica. Adhesive according to the present invention provides good performance as structural adhesive, good adhesion strength, good open and fix times, good tensile lap shear strength and good peel strength.

First claim

The invention claimed is:

1. A two-part cyanoacrylate adhesive comprising
a first part comprising
a. a cyanoacrylate component;
b. a peroxide catalyst;
c. a stabilizer;
d. a thickener; and

a second part comprising
e. a (meth)acrylate component;
f. a graphene oxide;
g. an adhesion promoter;
h. a metal salt; and
i. a fumed silica.

2. The two-part cyanoacrylate adhesive according to claim 1 , wherein said cyanoacrylate component comprises H 2 C═C(CN)—COOR, wherein R is selected from alkyl, alkoxyalkyl, cycloalkyl, alkenyl, aralkyl, aryl, allyl and haloalkyl groups.

3. The two-part cyanoacrylate adhesive according to claim 1 , wherein said cyanoacrylate component is present in an amount of from 60 to 95% by weight of the total weight of the first part.

4. The two-part cyanoacrylate adhesive according to claim 1 , wherein said peroxide catalyst is selected from the group consisting of tert-butyl peroxide or tert-butyl perbenzoate, cumene hydroperoxide, tert-butyl peroxybenzoate, diacetyl peroxide, benzoyl peroxide, tert-butyl peracetate, lauryl peroxide and mixtures thereof.

5. The two-part cyanoacrylate adhesive according to claim 1 , wherein said peroxide catalyst is present in an amount of from 0.1 to 7% by weight of the total weight of the two-part cyanoacrylate adhesive.

6. The two-part cyanoacrylate adhesive according to claim 1 , wherein said (meth)acrylate component comprises from 20 to 50% by weight of a (meth)acrylate monomer comprising OH-group, from 5 to 70% by weight of a (meth)acrylate oligomer A, and from 5 to 25% by weight of a (meth)acrylate oligomer B, based on the total weight of the (meth)acrylate component.

7. The two-part cyanoacrylate adhesive according to claim 1 , wherein the (meth)acrylate component is present in an amount of from 80 to 95% by weight of the total weight of the second part.

8. The two-part cyanoacrylate adhesive according to claim 1 , wherein said graphene oxide has a specific surface are about 350 m 2 /g wherein specific surface area is measured according to ASTM B922-17 and/or an average particle size from 500 to 800 nm wherein average particle size is measured according to ISO 13320:2009 and/or 10-11 graphene platelet layers.

9. The two-part cyanoacrylate adhesive according to claim 1 , wherein said graphene oxide is present in an amount of from 0.05 to 1.1% by weight of the total weight of the second part.

10. The two-part cyanoacrylate adhesive according to claim 1 , wherein said metal salt is selected from the group consisting of copper-based salts, cobalt-based salts, iron-based salts and mixtures thereof.

11. The two-part cyanoacrylate adhesive according to claim 1 , wherein said metal salt is present in an amount of from 0.25 to 0.75% by weight of the total weight of the second part.

12. The two-part cyanoacrylate adhesive according to claim 1 , wherein the adhesion promoter of the second part is a polymerizable compound.

13. The two-part cyanoacrylate adhesive according to claim 1 , wherein the first part and the second part are present in a ratio of 1:1 by volume.

14. The two-part cyanoacrylate adhesive according to claim 1 , wherein the first part is transparent, and the second part is black.

15. The two-part cyanoacrylate adhesive according to claim 1 , wherein the first part and the second part are each housed in a separate chamber of a dual chamber container.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Trivedi Krunal
• Tale Nishant
• Shah Jayesh P

Classifications

• C08K2201/006

  Additives being defined by their surface area · CPC title

• C08K2201/005

  Additives being defined by their particle size in general · CPC title

• C08F220/34

  Esters containing nitrogen {, e.g. N,N-dimethylaminoethyl (meth)acrylate} · CPC title

• C08F220/18

  with acrylic or methacrylic acids · CPC title

• B01J31/0201

  Oxygen-containing compounds · CPC title