IP Library Granted Patent US 8,231,758
Granted Patent B2
US 8,231,758 · App. 12/652,380 · Granted Jul 31, 2012

Acrylic adhesives

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Quick Facts
Patent No.
US 8,231,758
App. No.
12/652,380
Granted
Jul 31, 2012
Kind
B2
Abstract

The present invention relates to two-part, curable, (meth)acrylic adhesives containing naturally occurring fillers which inhibit free radical cure, such as wood flour, and oxygen scavenging components. Also provided are methods of preparing such adhesive compositions and methods of bonding substrates together with such adhesive compositions.

Claims (28)

1. A two-part free radical curable acrylic adhesive composition comprising:

(a) a first part comprising at least one (meth)acrylate component; and

(b) a second part comprising:

(i) a naturally occurring filler selected from the group consisting of wood flour and walnut shell flour which inhibits free radical cure;

(ii) at least one oxygen scavenger, and

(iii) a monomer that forms a curable adhesive with the (meth)acrylate component of the first part, wherein at least one of the first part, or the second part also includes a cure system.

2. The composition of claim 1 , wherein the cure system is selected from the group consisting of free radical initiators, catalysts and combinations thereof.

3. The composition of claim 1 , wherein the naturally occurring filler is present in amounts of about 1% to about 50% by weight of the composition.

4. The composition of claim 1 , wherein the at least one oxygen scavenger is selected from the group consisting of phosphines, amines, and mixtures thereof.

5. The composition of claim 1 , wherein the at least one oxygen scavenger comprises triphenylphosphine.

6. The composition of claim 1 , wherein the at least one oxygen scavenger comprises an alkyl hydroxylamine or a salt or complex thereof.

7. The composition of claim 1 , wherein the at least one oxygen scavenger comprises isopropyl hydroxylamine or a salt or complex thereof.

8. The composition of claim 1 , wherein the at least one oxygen scavenger comprises a dihydropyridine derivative or a dihydroquinoline derivative.

9. The composition of claim 1 , wherein the at least one oxygen scavenger comprises phenyl dihydropyridine or a derivative thereof.

10. The composition of claim 1 , wherein the at least one oxygen scavenger is a mixture of two or more oxygen scavenging compounds.

11. The composition of claim 1 , wherein the at least one oxygen scavenger comprises a combination of triphenylphosphine and phenyl dihydropyridine.

12. The composition of claim 1 , wherein the at least one oxygen scavenger is present in amounts of about 0.01% to about 5% by weight of the composition.

13. The composition of claim 1 , wherein the second part is chemically stable for at least 30 days at 100° F. prior to mixing with the first part.

14. A method of preparing the acrylic adhesive composition of claim 1 comprising the steps of:

(a) providing a first part comprising at least one (meth)acrylate component and a cure system;

(b) providing a second part comprising a naturally occurring filler selected from the group consisting of wood flour and walnut shell flour which inhibits free radical cure and at least one oxygen scavenger; and

(c) mixing the first and second parts to form a curable acrylic adhesive composition.

15. A method of bonding at least two substrates together using the acrylic adhesive composition of claim 1 comprising the steps of:

(a) providing a first part containing at least one (meth)acrylate component and a cure system;

(b) providing a second part comprising a naturally occurring filler which inhibits free radical cure and at least one oxygen scavenger;

(c) mixing the first and second parts to form a curable composition;

(d) applying the curable composition to at least one surface of one or more of the substrates; and

(e) matingly engaging the surfaces of the substrates together and permitting the composition to cure to form a bond therebetween.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059357/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 26, 2015
From: HENKEL US IP LLC
To: HENKEL IP & HOLDING GMBH
Reel/Frame 035100/0151 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2014
From: HENKEL CORPORATION
To: HENKEL US IP LLC
Reel/Frame 034183/0611 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 27, 2012
From: SCHUFT, CHARLES F.; MASON, DAVID N., III; FROST, DOUGLAS E.
To: HENKEL CORPORATION
Reel/Frame 028448/0873 →