IP Library Granted Patent US 12,241,002
Granted Patent B2
US 12,241,002 · App. 17/450,549 · Granted Mar 4, 2025

Anaerobically curable compositions

Inventors: Stephen Fearon (Dublin, IE); Gavin Haberlin (Dublin, IE); David Condron (Dublin, IE)
Assignee: Henkel AG & Co. KGaA
C09J175/14C09J5/00C09J11/04C09J11/08C09J2423/04C09J2475/00
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Quick Facts
Patent No.
US 12,241,002
App. No.
17/450,549
Granted
Mar 4, 2025
Kind
B2
Abstract

An anaerobically curable composition comprising a hydroxy-functionalized mono(meth)acrylate compound, an aromatic mono(meth)acrylate compound which is not the same as the hydroxy-functionalized mono(meth)acrylate compound, a (meth)acrylate functionalised polyurethane resin, and an anaerobic cure inducing component.

Claims (30)

1. An anaerobically curable composition comprising:

(i) a hydroxy-functionalized mono(meth)acrylate compound in an amount of about 5-30 wt %, based on the total weight of the composition,

(ii) an aromatic mono(meth)acrylate compound which is not the same compound as the hydroxy-functionalized mono(meth)acrylate compound and comprises benzyl methacrylate, tetrahydrofurfuryl methacrylate or combinations thereof, in an amount of about 25-40 wt %, based on the total weight of the composition,

(iii) a (meth)acrylate functionalised polyurethane resin in an amount of about 25-40 wt %, based on the total weight of the composition, and

(iv) an anaerobic cure inducing component comprising a peroxide.

2. The composition of claim 1 wherein the hydroxy-functionalized mono(meth)acrylate compound comprises hydroxyethyl methacrylate.

3. The composition of claim 1 wherein the hydroxy-functionalized mono(meth)acrylate compound is present in an amount from about 7% to about 15% by weight based on the total weight of the composition.

4. The composition of claim 1 wherein the hydroxy-functionalized mono(meth)acrylate compound has a molecular weight below about 1000 g/mol, or below about 800 g/mol, or below about 600 g/mol, or below about 400 g/mol, or below about 200 g/mol.

5. The composition of claim 1 wherein the hydroxy-functionalized mono(meth)acrylate compound has a molecular weight of from about 100 g/mol to about 150 g/mol.

6. The composition of claim 1 wherein the aromatic mono(meth)acrylate compound has a molecular weight below about 1000 g/mol, or below about 800 g/mol, or below about 600 g/mol, or below about 400 g/mol, or below about 200 g/mol.

7. The composition claim 1 wherein the aromatic mono(meth)acrylate compound has a molecular weight of from about 150 g/mol to about 200 g/mol.

8. An anaerobically curable composition comprising:

(i) a hydroxy-functionalized mono(meth)acrylate compound in an amount of about 5-30 wt %, based on the total weight of the composition,

(ii) an aromatic mono(meth)acrylate compound which is not the same compound as the hydroxy-functionalized mono(meth)acrylate compound, in an amount of about 25-40 wt %, based on the total weight of the composition,

(iii) a (meth)acrylate functionalised polyurethane resin in an amount of about 25-40 wt %, based on the total weight of the composition, wherein the (meth)acrylate functionalised polyurethane resin has a molecular weight of from about 5000 to about 7000 g/mol, or a molecular weight from about 5500 to about 6000 g/mol, and

(iv) an anaerobic cure inducing component comprising a peroxide.

9. The composition of claim 1 wherein the composition further comprises a polyethylene filler.

10. The composition of claim 9 wherein the polyethylene filler is present in an amount from about 5% to about 15% by weight based on the total weight of the composition.

11. The composition of claim 1 wherein the composition further comprises a hydrophobic silica.

12. The composition of claim 1 wherein the composition is thixotropic.

13. The composition of claim 1 wherein the composition has a viscosity of about 500 mPa·s to about 3000 mPa·s as measured at 25° C. using BS EN 125092:2001.

14. A cure product formed by anaerobic cure of a composition according to claim 1 .

15. A method of sealing a joint between a male and a female mating parts comprising:

(i) providing a composition according to claim 1 ;

(ii) applying the composition to at least one mating part;

(iii) joining the mating parts so as to form a joint between the male and female mating parts;

(iv) and curing the composition so that the joint between the male and female mating parts is sealed by the cured composition;

optionally wherein one of the male or female mating parts is formed from a metal and the other is formed from a plastics material.

16. A sealed joint assembly comprising a male mating part and a female mating part mated together and forming a joint and the cure product of a composition according to claim 1 forming a seal for the joint.

17. The composition of claim 1 , wherein the (meth)acrylate functionalized polyurethane resin is present in an amount of about 25-36 wt %, based on the total weight of the composition.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 22, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059207/0627 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 28, 2021
From: FEARON, STEPHEN; HABERLIN, GAVIN; CONDRON, DAVID
To: HENKEL IRELAND OPERATIONS & RESEARCH LIMITED
Reel/Frame 058488/0870 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 28, 2021
From: HENKEL IRELAND OPERATIONS & RESEARCH LIMITED
To: HENKEL IP & HOLDING GMBH
Reel/Frame 058488/0963 →
Priority Claims (1)
GB 1905119 · Apr 11, 2019 · national
Continuity (2)
Continuation PCTEP2020060272 · Apr 9, 2020
Related Publication 20220025234A1 · Jan 27, 2022
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