IP Library Granted Patent US 8,691,900
Granted Patent B2
US 8,691,900 · App. 13/451,588 · Granted Apr 8, 2014

Aqueous-based composition suitable for use in threadlocking applications

Inventor: Peter Wrobel (Dublin, IE)
Assignee: Henkel IP & Holding GmbH
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Quick Facts
Patent No.
US 8,691,900
App. No.
13/451,588
Granted
Apr 8, 2014
Kind
B2
Abstract

The present invention relates to aqueous-based compositions suitable for use in threadlocking applications comprising: a) at least one carboxyl group containing (co)polymer; b) at least one polymerizable monomer A containing one acryloyl group; c) at least one polymerizable compound B containing at least two acryloyl groups; d) at least one encapsulated free radical initiator; and e) water. The inventive aqueous-based compositions are preferably substantially free of volatile organic solvents.

Claims (23)

1. An aqueous-based composition comprising:

a) at least one carboxyl group containing (co)polymer containing (i) 10 to 99 mole percentage of one or more carboxyl group containing ethylenically unsaturated monomer(s) selected from the group consisting of acrylic acid, methacrylic acid, crotonic acid, itaconic acid, fumaric acid, maleic acid, and citraconic acid; and (ii) 1 to 90 mole percentage of aromatic compound that do not contain any carboxyl group;

b) at least one polymerizable monomer A containing one acryloyl group selected from acrylic esters of formula (I),

wherein R 1 represents hydrogen or C 1-12 alkyl and R 2 is selected from linear or branched C 5-50 alkyl, C 5-50 cycloalkyl, C 5-50 alkenyl, or C 5-50 alkynyl;

c) at least one polymerizable compound B containing at least two acryloyl groups;

d) at least one encapsulated free radical initiator; and

e) water.

2. The aqueous-based composition according to claim 1 , being substantially free of volatile organic solvents.

3. The aqueous-based composition according to claim 1 , wherein the at least one polymerizable compound B is selected from acryloyl-containing polyesters, acryloyl-containing polyurethanes, alkoxylated acryloyl compounds and mixtures or copolymers thereof.

4. The aqueous-based composition according to claim 3 , wherein the alkoxylated acryloyl compound is selected from compounds of formula (II),

wherein R 3 is a C 1 -C 250 organic group having a valence of c; each occurrence of R 4 to R 7 is independently hydrogen, C 1 -C 6 alkyl, or C 6 -C 12 aryl; each occurrence of b is independently 0 to about 20 with the proviso that at least one occurrence of b is at least 1; each occurrence of R 8 is independently hydrogen or methyl; and c is 2 to 10.

5. The aqueous-based composition according to claim 4 , wherein the alkoxylated acryloyl compound is selected from (ethoxylated) 2-10 1,6-hexanediol di(meth)acrylate, (propoxylated) 2-40 1,6-hexanediol di(meth)acrylate, (ethoxylated) 2-40 1,4-butanediol di(meth)acrylate, (propoxylated) 2-40 1,4-butanediol di(meth)acrylate, (ethoxylated) 2-40 1,3-butanediol di(meth)acrylate, (propoxylated) 2-40 1,3-butanediol di(meth)acrylate, (ethoxylated) 2-40 ethylene glycol di(meth)acrylate, (propoxylated) 2-40 ethylene glycol di(meth)acrylate, (ethoxylated) 2-40 propylene glycol di(meth)acrylate, (propoxylated) 2-40 propylene glycol di(meth)acrylate, (ethoxylated) 2-40 1,4-cyclohexanedimethanol di(meth)acrylate, (propoxylated) 2-40 1,4-cyclohexanedimethanol di(meth)acrylate, (ethoxylated) 2-40 bisphenol-A di(meth)acrylate, (propoxylated) 2-40 bisphenol-A di(meth)acrylate, (ethoxylated) 3-60 glycerol tri(meth)acrylate, (propoxylated) 3-60 glycerol tri(meth)acrylate, (ethoxylated) 3-60 trimethylolpropane tri(meth)acrylate, (propoxylated) 3-60 trimethylolpropane tri(meth)acrylate, (ethoxylated) 3-60 isocyanurate tri(meth)acrylate, (ethoxylated) 3-60 isocyanurate tri(meth)acrylate, (ethoxylated) 4-80 pentaerythritol tetra(meth)acrylate, (propoxylated) 4-80 pentaerythritol tetra(meth)acrylate, (ethoxylated) 6-120 dipentaerythritol tetra(meth)acrylate, (propoxylated) 6-120 dipentaerythritol tetra(meth)acrylate.

6. The aqueous-based composition according to claim 1 , wherein the free radical initiator comprises one or more peroxide compounds.

7. The aqueous-based composition according to claim 1 , wherein the aqueous-based composition further comprises one or more additives selected from thickeners, plasticizers, pigments, dyes, accelerators, adhesion promoters, crosslinking agents, fillers, and flame retardants.

8. The aqueous-based composition according to claim 1 , wherein based on its total amount the aqueous-based composition comprises:

a) from 15 to 40 percent by weight of at least one carboxyl group containing (co)polymer;

b) from 2 to 10 percent by weight of at least one polymerizable monomer A containing one acryloyl group;

c) from 10 to 30 percent by weight of at least one polymerizable compound B containing at least two acryloyl groups;

d) from 1 to 8 percent by weight of at least one encapsulated free radical initiator;

e) from 10 to 72 percent by weight of water; and

f) from 0 to 20 percent by weight of one or more additives.

9. The aqueous-based composition according to claim 2 , wherein the carboxyl group containing (co)polymer is composed of 10 to 99 mole percentage of one or more carboxyl group containing ethylenically unsaturated monomer(s), and of 1 to 90 mole percentage of one or more ethylenically unsaturated monomer(s), which do not contain any carboxyl group.

10. The aqueous-based composition according to claim 9 , wherein the carboxyl group containing ethylenically unsaturated monomer is selected from acrylic acid, methacrylic acid, crotonic acid, itaconic acid, fumaric acid, maleic acid, and citraconic acid, and the ethylenically unsaturated monomer, which does not contain any carboxyl group, is selected from vinyl aromatic compounds.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 17, 2015
From: HENKEL AG & CO. KGAA
To: HENKEL IP & HOLDING GMBH
Reel/Frame 036585/0607 →
MERGER Recorded Jul 20, 2015
From: HENKEL IRELAND LIMITED
To: HENKEL AG & CO. KGAA
Reel/Frame 036132/0509 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2014
From: WROBEL, PETER
To: HENKEL IRELAND LIMITED
Reel/Frame 032258/0667 →
Continuity (2)
Continuation PCTEP2009064000 · Oct 23, 2009
Related Publication 20120201628A1 · Aug 9, 2012