Granted Patent B2

US 8,481,659 · App. 13/269,138 · Granted Jul 9, 2013

Abstract

Claims (20)

1. An anaerobic curable composition comprising

(a) a (meth)acrylate component;

(b) an anaerobic cure system; and

(c) a reaction product prepared from reactants comprising:

(a) at least one compound selected from the group of compounds represented by structure I:

wherein z is 1-3; and

(b) either:

(i) at least one compound selected from the group of compounds represented by structure II:

wherein Z″ is selected from the group consisting of —O—, —S—, and —NH—; q is 1 to 4; R 6 is independently selected from the group consisting of hydroxyalkyl, aminoalkyl, and thioalkyl; and

n is at least 1, wherein the reaction product comprises at least two pendant functional groups independently selected from the group consisting of —OH, —NH 2 and —SH; or

(ii) an alkylating agent, alkenylating agent or alkarylating agent.

2. The composition according to claim 1 , wherein the anaerobic curing system comprises a 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, 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-tertramethylbutyl hydroperoxide and combinations thereof.

3. The composition according to claim 1 , further comprising at least one accelerator.

4. The composition according to claim 3 , wherein the accelerator is selected from the group consisting of amines, amine oxides, sulfonamides, metals and sources thereof, acids, and mixtures thereof.

5. The composition according to claim 3 , wherein the accelerator is selected from the group consisting of triazines, ethanolamine, diethanolamine, triethanolamine, N,N-dimethyl aniline, benzene sulphonimide, cyclohexyl amine, triethyl amine, butyl amine, saccharin, N,N-diethyl-p-toluidine, N,N-dimethyl-o-toluidine, acetyl phenylhydrazine, maleic acid, and mixtures thereof.

6. The composition according to claim 1 , further comprising at least one stabilizer.

7. The composition according to claim 6 , wherein the stabilizer is selected from the group consisting of benzoquinone, naphthoquinone, anthraquinone, hydroquinone, methoxyhydroquinone, butylated hydroxy toluene, ethylene diamine tetraacetic acid or a salt thereof, and mixtures thereof.

8. The composition according to claim 1 , wherein in (a) the compound of structure I is THQ, indoline or indole.

9. The composition according to claim 1 , wherein in (b) the compound of structure II is glycidol.

10. The composition according to claim 1 , wherein (b) comprises an alkyl halide.

Assignments (15)