IP Library Granted Patent US 7,709,559
Granted Patent B1
US 7,709,559 · App. 12/169,714 · Granted May 4, 2010

Cure accelerators for anaerobic curable compositions

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Quick Facts
Patent No.
US 7,709,559
App. No.
12/169,714
Granted
May 4, 2010
Kind
B1
Abstract

The present invention relates to new cure accelerators for anaerobic curable compositions. These anaerobic cure accelerators are generally sulfonimide derivatives and sulfonamide derivatives.

Claims (34)

1. An anaerobic curable composition, comprising:

(a) a (meth)acrylate component;

(b) an anaerobic cure-inducing composition; and

(c) an anaerobic cure accelerator compound within structure I

wherein R and R 1 may or may not be present, but when at least one is present it is ═O; X is N or S; and R 2 is halogen or a Group I element, which may be in hydrated form.

2. The composition according to claim 1 , wherein the (meth)acrylate component is represented by H 2 C═CGCO 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 according to claim 1 , wherein in the anaerobic cure accelerator R and R 1 are each ═O; and R 2 is chlorine.

5. The composition according to claim 1 , wherein the accelerator is a member selected from the group consisting of

6. The composition according to claim 1 , further comprising a peroxide compound.

7. Reaction products of the composition according to claim 1 .

8. A process for preparing a reaction product from an anaerobic curable composition, comprising the steps of:

apply an anaerobic curable composition according to claim 1 , to a desired substrate surface and

exposing the composition to an anaerobic environment for a time sufficient to cure the composition.

9. A method of preparing an anaerobic curable composition, comprising the step of:

mixing together:

a (meth)acrylate component,

an anaerobic cure inducing composition, and

an anaerobic cure accelerator compound in accordance with claim 1 .

10. The composition according to claim 1 , wherein the anaerobic cure-inducing composition comprises the combination of a free radical initiator and a free radical co-accelerator.

11. A method of using an anaerobic cure accelerator compound in accordance with claim 1 , comprising either:

(I) mixing the anaerobic cure accelerator compound in an anaerobic curable composition comprising

(a) a (meth)acrylate component; and

(b) an anaerobic cure-inducing composition; or

(II) applying onto a surface of a substrate the anaerobic cure accelerator compound and applying thereover an anaerobic curable composition comprising

(a) a (meth)acrylate component; and

(b) an anaerobic cure-inducing composition.

12. An anaerobic curable composition, consisting essentially of:

(a) a (meth)acrylate component;

(b) an anaerobic cure-inducing composition; and

(c) an anaerobic cure accelerator compound in accordance with claim 1 ; and

(d) optionally, one or more additives selected from the group consisting of free radical initiators, free radical co-accelerators, free radical inhibitors, metal catalysts, thickeners, non-reactive plasticizers, fillers, and toughening agents.

13. A bond formed between two mated substrates with the composition of claim 1 .

14. The composition according to claim 1 , wherein the anaerobic cure-inducing composition comprises a peroxide and one or more of a hydrazine and a toluidine.

Assignments (3)
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 Jul 9, 2008
From: MESSANA, ANDREW D.
To: HENKEL CORPORATION
Reel/Frame 021210/0308 →