Anaerobically curable compositions

Patent metadata

Field	Value
Publication number	US-9580530-B2
Application number	US-201213435985-A
Country	US
Kind code	B2
Filing date	Mar 30, 2012
Priority date	Oct 15, 2009
Publication date	Feb 28, 2017
Grant date	Feb 28, 2017

Abstract

The present invention relates to anaerobically curable compositions containing a benzoxazine component and which demonstrates resistance to elevated temperature conditions and/or accelerated cure speed.

First claim

What is claimed is:

1. An anaerobic curable composition, comprising:
(a) a (meth)acrylate component;
(b) an anaerobic cure system; and
(c) a benzoaxzine component,
wherein the benzoxazine component is embraced by

wherein o is 1-4, X is selected from the group consisting of a direct bond (when o is 2), alkyl (when o is 1), alkylene (when o is 2-4), carbonyl (when o is 2), thiol (when o is 1), thioether (when o is 2), sulfoxide (when o is 2), and sulfone (when o is 2), and R 1 is aryl, or

wherein p is 2, Y is selected from the group consisting of biphenyl (when p is 2), diphenyl methane (when p is 2), diphenyl isopropane (when p is 2), diphenyl sulfide (when p is 2), diphenyl sulfoxide (when p is 2), diphenyl sulfone (when p is 2), and diphenyl ketone (when p is 2), and R 4 is selected from the group consisting of hydrogen, halogen, alkyl and alkenyl.

2. An anaerobic curable composition comprising:
(a) a (meth)acrylate component;
(b) anaerobic cure system; and
(c) a benzoxazine component,
wherein the benzoxazine component is embraced by one or more of

wherein X is selected from the group consisting of a direct bond, CH 2 , C(CH 3 ) 2 , C═O, S, S═O and O═S═O, and R 1 , R 2 , and R 3 are the same or different aryl and R 4 is selected from the group consisting of hydrogen, alkyl, alkenyl and aryl.

3. A anaerobic curable composition comprising:
(a) a (meth)acrylate component;
(b) an anaerobic cure system; and
(c) a benzoxazine component,
wherein the benzoxazine component is embraced by one or more of

wherein X is selected from the group consisting of a direct bond, CH 2 , C(CH 3 ) 2 , C═O, S═O, O═S═O, and s, and R 1 and R 2 , are the same or different aryl.

4. An anaerobic curable composition comprising:
(a) a (meth)acrylate component;
(b) an anaerobic cure system; and
(c) a benzoxazine component, wherein the benzoxazine component is embraced by

wherein R 1 and R 2 are the same or different aryl.

5. 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, sulfonate and sulfone.

6. The composition according to claim 1 , wherein the (meth)acrylate component is, 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.

7. The composition according to claim 1 , wherein the benzoxazine component acts as a toughener.

8. The composition according to claim 1 , wherein the benzoxazine component acts as an accelerator.

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

10. 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.

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

Assignees

• Attarwala Shabbir
• Zhu Qinyan
• Birkett David P
• Wyer Martin
• Mullen David
• Mcgarry Lee
• Henkel IP & Holding GmbH

Inventors

• Attarwala Shabbir
• Zhu Qinyan
• Birkett David P
• Wyer Martin
• Mullen David
• Mcgarry Lee

Classifications

• Y10T428/31935

  Ester, halide or nitrile of addition polymer · CPC title

• C09D4/00 Primary

  Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16} · CPC title

• C08K5/357

  Six-membered rings · CPC title

• C08F222/1006 Primary

  of polyhydric alcohols or polyhydric phenols · CPC title

• C08F222/1025

  of aromatic dialcohols · CPC title