(Meth)acrylate-functionalized waxes and curable compositions made therewith

Patent metadata

Field	Value
Publication number	US-12286495-B2
Application number	US-202117346368-A
Country	US
Kind code	B2
Filing date	Jun 14, 2021
Priority date	Dec 13, 2018
Publication date	Apr 29, 2025
Grant date	Apr 29, 2025

Abstract

The present invention relates to (meth)acrylate-functionalized waxes and curable compositions, such as anaerobic adhesive compositions, made therewith.

First claim

The invention claimed is:

1. A compound having a formula:

wherein n is 0 to 3; t is 1 to 4; Z is H or Me;
R is a C 2 -C 12 aliphatic group optionally substituted with one or more: C 1 -C 6 alkyl, C 1 -C 6 alkoxy, hydroxyl, acrylate, methacrylate, oxo and where said C 2 -C 12 aliphatic group is optionally substituted with one or more heteroatoms selected from O, N or S;
R 1 has the structure:

wherein o is from 15 to 30;
R 2 comprises a C 2 -C 20 aliphatic group, a C 5 -C 20 aryl group, or a C 6 -C 20 alkaryl group optionally substituted with one or more C 1 -C 6 alkyl, C 1 -C 6 alkoxy, hydroxyl, and optionally substituted with one or more heteroatoms selected from O, N or S.

2. A compound having a formula:

wherein n is 0 to 3; t is 1 to 4; Z is H or Me;
R is a C 2 -C 12 aliphatic group optionally substituted with one or more: C 1 -C 6 alkyl, C 1 -C 6 alkoxy, hydroxyl, acrylate, methacrylate, oxo and where said C 2 -C 12 aliphatic group is optionally substituted with one or more heteroatoms selected from O, N or S;
R 1 has the structure:

wherein p is from 10 to 30;
R 2 comprises a C 2 -C 20 aliphatic group, a C 5 -C 20 aryl group, or a C 5 -C 20 alkaryl group optionally substituted with one or more C 1 -C 6 alkyl, C 1 -C 6 alkoxy, hydroxyl, and optionally substituted with one or more heteroatoms selected from O, N or S.

3. A compound having a structure selected from:

4. An anaerobic curable composition comprising:
(a) a (meth)acrylate component;
(b) an anaerobic cure-inducing composition; and
(c) a compound according to claim 1 .

5. The anaerobic curable composition of claim 4 , wherein the anaerobic cure-inducing composition comprises a peroxide or hydroperoxide selected from the group consisting of cumene hydroperoxide, para-menthane hydroperoxide, t-butyl hydroperoxide, t-butyl perbenzoate, benzoyl peroxide, dibenzoyl peroxide, 1,3-bis(t-butylperoxyisopropyl)benzene, diacetyl peroxide, butyl 4,4-bis(t-butylperoxy)valerate, p-chlorobenzoyl peroxide, t-butyl cumyl peroxide, lauryl peroxide, urea-hydrogen peroxide, n-vinyl pyrrolidone-hydrogen peroxide, bis(tert-butylcyclohexyl peroxydicarbonate, t-butyl perbenzoate, di-t-butyl peroxide, dicumyl peroxide, 2,5-dimethyl-2,5-di-t-butylperoxyhexane, 2,5-dimethyl-2,5-di-t-butyl-peroxyhex-3-yne, 4-methyl-2,2-di-t-butylperoxypentane, t-amyl hydroperoxide, 1,2,3,4-tetramethylbutyl hydroperoxide and combinations thereof.

6. The anaerobic curable composition of claim 4 , wherein the compound is present in an amount of from about 10% by weight to about 60% by weight by weight based on the total weight of the composition.

7. The anaerobic curable composition of claim 4 , wherein the compound is present in an amount of from about 25% by weight to about 50% by weight based on the total weight of the composition.

8. An anaerobic curable composition comprising:
(a) a (meth)acrylate component;
(b) an anaerobic cure-inducing composition; and
(c) a compound according to claim 2 .

9. An anaerobic curable composition comprising:
(a) a (meth)acrylate component;
(b) an anaerobic cure-inducing composition; and
(c) a compound according to claim 3 .

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Dworak David
• Ledwith Deirdre

Classifications

• C09J135/02

  Homopolymers or copolymers of esters (C09J135/06, C09J135/08 take precedence) · CPC title

• C09J133/14

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• C09J4/00

  Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16} · CPC title

• C08F2800/20

  as weight or mass percentages · CPC title

• C08F222/22

  Esters containing nitrogen · CPC title