IP Library Granted Patent US 6,897,277
Granted Patent B1
US 6,897,277 · App. 10/740,669 · Granted May 24, 2005

Cure accelerators for anaerobic curable compositions

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 6,897,277
App. No.
10/740,669
Granted
May 24, 2005
Kind
B1
Abstract

The present invention relates to phenyl glycines and derivatives thereof as cure accelerators for anaerobic curable compositions.

Claims (30)

1. An anaerobic curable composition, comprising:

(a) a (meth)acrylate component;

(b) an anaerobic cure-inducing composition substantially free of saccharin; and

(c) an anaerobic cure accelerator compound within structure I

 wherein R is a member selected from the group consisting of hydrogen, halogen, alkyl, alkenyl, hydroxyalkyl, hydroxyalkenyl, carboxyl, and sulfonato, and R 1 is a member selected from the group consisting of hydrogen, alkyl, alkenyl, hydroxyalkyl, hydroxyalkenyl, and aralkyl.

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, aklenyl, 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, sulonate 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 the anaerobic cure accelerator is a member selected from the group consisting of N-phenyl glycine, N-methyl-N-phenylglycine, and combinations thereof.

5. The composition according to claim 1 , further comprising an additional accelerator.

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

7. The composition according to claim 1 , wherein the additional accelerator is saccharin.

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

9. 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.

10. 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 .

11. 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.

12. 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; or

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

13. 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, thickneners, non-reactive plasticizers, fillers, and toughening agents.

14. A composition comprising a bond formed between two mated substrates with the composition of claim 1 .

Assignments (4)
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 →
MERGER Recorded Sep 3, 2004
From: HENKEL LOCTITE CORPORATION
To: HENKEL CORPORATION
Reel/Frame 015759/0079 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2003
From: KLEMARCZYK, PHILIP T.; BRANTL, KAREN R.
To: HENKEL LOCTITE CORPORATION
Reel/Frame 014839/0007 →