IP Library Granted Patent US 10,227,507
Granted Patent B2
US 10,227,507 · App. 15/723,258 · Granted Mar 12, 2019

Anaerobic curable compositions

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Quick Facts
Patent No.
US 10,227,507
App. No.
15/723,258
Granted
Mar 12, 2019
Kind
B2
Abstract

Anaerobic curable compositions are provided, which comprise a (meth)acrylate component, at least a portion which comprises (meth)acrylate-functionalized isosorbide, and methods of their production and use.

Claims (23)

1. An anaerobically curable composition comprising:

at least one (meth)acrylate component;

an anaerobic cure system; and

(meth)acrylate-functionalized isosorbide.

2. The composition of claim 1 , wherein the (meth)acrylate component is represented by H 2 C═C(G)CO 2 R 1 , wherein G is a member selected from the group consisting of H, halogen and alkyl having from 1 to about four carbon atoms, and R 1 is a member selected from the group consisting of alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkaryl, and aryl groups having from 1 to about 16 carbon atoms, with or without substitution or interruption by a member selected from the group consisting of silane, silicon, oxygen, halogen, carbonyl, hydroxyl, ester, carboxylic acid, urea, urethane, carbamate, amine, amide, sulfur, sulfonate and sulfone.

3. The composition according to claim 1 , wherein the (meth)acrylate component is a member selected from the group consisting of silicone (meth)acrylates, polyethylene glycol di(meth)acrylates, bisphenol-A-(meth)acrylates, ethoxylated bisphenol-A-(meth)acrylates, bisphenol-F-(meth)acrylates, ethoxylated bisphenol-F-(meth)acrylates, tetrahydrofuran (meth)acrylates and di(meth)acrylates, hydroxypropyl (meth)acrylate, hexanediol di(meth)acrylate, and trimethylol propane tri(meth)acrylate.

4. The composition of claim 1 , wherein the (meth)acrylate-functionalized isosorbide is present in an amount of about 1.0 percent to about 60.0 percent by weight of the total composition.

5. The composition of claim 1 , wherein the (meth)acrylate component is present in an amount of about 50 percent to about 90 percent by weight of the total composition.

6. A method for using an anaerobically curable composition, said method comprising the steps of:

(a) providing an anaerobically curable composition in accordance with claim 1 ;

(b) providing two or more substrates, each having at least one complementary surface;

(c) applying said anaerobically curable composition to at least one of said complementary surfaces of the substrates; and

(d) mating said complementary surfaces of the substrates such that said anaerobically curable composition is disposed therebetween such that an anaerobic environment is present so as to permit said anaerobically curable composition to cure.

7. An anaerobic composition comprising:

(a) a (meth)acrylate component in an amount of about 50 percent to about 90 percent by weight of the total composition;

(b) an anaerobic cure system; and

(c) (meth)acrylate-functionalized isosorbide in an amount of about 1.0 percent to about 60.0 percent by weight of the total composition.

8. The composition of claim 7 , wherein the anaerobic cure system comprises a cure initiator in an amount of 0.1 percent to about 5 percent by weight of the total composition and a cure accelerator in an amount of about 0.1 percent to about 5 percent by weight of the total composition.

9. The composition of claim 7 , wherein the (meth)acrylate-functionalized isosorbide is present in an amount of about 1 percent to about 15 percent by weight of the total composition.

10. A cured composition from the anaerobic composition of claim 7 .

11. A method of preparing an anaerobic adhesive composition comprising:

(a) forming a composition comprising at least one (meth)acrylate component and an anaerobic cure system; and

(b) combining said composition with a (meth)acrylate-functionalized isosorbide in an amount of 1.0 percent to about 60.0 percent by weight of the total composition.

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 4, 2019
From: MESSANA, ANDREW D.
To: HENKEL IP & HOLDING GMBH
Reel/Frame 048234/0258 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 4, 2019
From: O'KANE, RUAIRI; LEDWITH, DEIRDRE; HYNES, AIMEE
To: HENKEL IRELAND OPERATIONS AND RESEARCH LIMITED
Reel/Frame 048234/0503 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 4, 2019
From: HENKEL IRELAND OPERATIONS AND RESEARCH LIMITED
To: HENKEL IP & HOLDING GMBH
Reel/Frame 048234/0670 →