IP Library Granted Patent US 7,041,747
Granted Patent B1
US 7,041,747 · App. 10/443,765 · Granted May 9, 2006

Polymerizable compositions in non-flowable forms

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Quick Facts
Patent No.
US 7,041,747
App. No.
10/443,765
Granted
May 9, 2006
Kind
B1
Abstract

The present invention relates to adhesive and sealant compositions in non-flowable form. More particularly, the present invention relates to non-flowable adhesive and sealant compositions which are particularly useful in the threadlocking and sealing applications and which can be packaged in a convenient pocket-sized applicator dispenser.

Claims (37)

1. An adhesive composition comprising:

a. at least one room-temperature flowable polymerizable compound, at least a portion of which comprises one or more phenyl-containing (meth)acrylate compounds; and

b. a polymeric matrix selected from the group consisting of urea-urethanes, hydroxy-, amine- or amide-modified aliphatic hydrocarbons, polyester-amide-based rheological additives, polyamides, polyacrylamides, polyimides, polyhydroxyalkylacrylates and combinations thereof, and present in an amount sufficient to render said composition non-flowable at temperatures up to about 180° F. (82° C.) and wherein said composition is dispensable at room temperature without application of heat,

wherein said phenyl-containing (meth)acrylate compound comprises:

wherein R 21 and R 22 , which may be the same or different, are selected from the group consisting of hydrogen, or alkyl of 1 to about 4 carbon atoms;

R 23 , R 24 , R 25 , and R 26 , which may be the same or different, are selected from the group consisting of hydrogen, hydroxyl, alkyl or alkyloxy of 1 to about 4 carbon atoms;

R 27 is phenyl oxy, phenyl alkyloxy or urethane phenyl;

f is an integer from 0 to about 5; and

g is an integer from 1 to about 5.

2. The composition of claim 1 , wherein said hydroxy-, amine- or amide-modified aliphatic hydrocarbons include hydroxyl or amine modified glycerides of 12-hydroxystearic acid.

3. The composition of claim 1 , wherein said polyester-amide-based rheological additives include compositions that are a reaction product of polycarboxylic acid, polyamine, alkoxylated polyols and a monocarboxylic acid having aliphatic unsaturation.

4. The composition of claim 1 , wherein said flowable polymerizable compound is selected from the group consisting of a monofunctional polymerizable acrylate ester monomer, a polyfunctional (meth)acrylate monomer, and combinations thereof.

5. The composition of claim 4 , wherein said monofunctional polymerizable acrylate ester monomer is selected from the group consisting of acrylate esters of bisphenol A, methacrylate esters of bisphenol A, glycidyl methacrylate esters of bisphenol A, and combinations thereof.

6. The composition of claim 4 , wherein said monofunctional polymerizable acrylate ester monomer is ethoxylated bisphenol-A-dimethacrylate.

7. A composition comprising:

a. at least one room-temperature flowable polymerizable compound, at least a portion of which comprises one or more phenyl-containing (meth)acrylate compounds; and

b. a polymeric matrix selected from the group consisting of urea-urethanes, hydroxy-, amine- or amide-modified aliphatic hydrocarbons, polyester-amide-based rheological additives, polyamides, polyacrylamides, polyimides, polyhydroxyalkylacrylates and combinations thereof, and present in an amount sufficient to render said composition non-flowable at temperatures up to about 180° F. (82° C.) and wherein said composition is dispensable at room temperature without application of heat,

wherein said phenyl-containing (meth)acrylate is selected from the group consisting of 2-methacryloxyethyl phenyl urethane, 2-phenoxy 2 hydroxy propyl methacrylate, 3-phenoxy 2 hydroxy propyl methacrylate, and combinations thereof.

8. The composition of claim 1 , wherein said phenyl-containing (meth)acrylate is present in an amount up to about 40% by weight of the total composition.

9. The composition of claim 1 , further including a polymerization initiator.

10. The composition of claim 9 , wherein said polymerization initiator is a peroxy compound.

11. The composition of claim 1 , further including a material selected from the group consisting of polymerization inhibitors, free radical scavengers, chelators, fillers, viscosity modifiers, lubricity agents, coloring agents, fluorescent agents, catalysts and combinations thereof.

12. The composition of claim 1 , wherein the polymeric matrix is present in amounts of about 5% to about 15% by weight of the composition.

13. The composition of claim 1 , further including a curing agent for said polymerizable compounds.

14. The composition of claim 13 , wherein said curing agent is contained in a rupturable encapsulate.

15. An adhesive composition comprising:

a. at least one polymerizable compound selected from the group consisting of a monofunctional polymerizable acrylate ester monomer, a polyfunctional (meth)acrylate monomer, and combinations thereof;

b. at least one phenyl-containing (meth)acrylate compound embraced by the formula:

wherein R 21 and R 22 , which may be the same or different, are selected from hydrogen, or alkyl of 1 to about 4 carbon atoms;

R 23 , R 24 , R 25 , and R 26 , which may be the same or different, are selected from hydrogen, hydroxyl, alkyl or alkyloxy of 1 to about 4 carbon atoms;

R 27 is phenyl oxy, phenyl alkyloxy or urethane phenyl;

f is an integer from 0 to about 5;

g is an integer from 1 to about 5; and

c. a polymeric matrix selected from the group consisting of urea-urethanes, hydroxy-, amine- or amide-modified aliphatic hydrocarbons, polyester-amide-based Theological additives, polyamides, polyacrylamides, polyimides, polyhydroxyalkylacrylates and combinations thereof, and present in an amount sufficient to render said composition non-flowable at temperatures up to about 180° F. (82° C.) and wherein said composition is dispensable at room temperature without application of heat.

16. An article of manufacture comprising:

a. a dispensing container for housing and dispensing an adhesive or sealant composition, said container comprising a generally elongate hollow body having first and second ends, with one of said ends defining a dispense opening; and

b. an adhesive or sealant composition of claim 15 within said container.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059357/0267 →
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 →
ADDRESS CHANGE Recorded Oct 30, 2014
From: HENKEL CORPORATION
To: HENKEL CORPORATION
Reel/Frame 034104/0198 →
ADDRESS CHANGE Recorded Sep 17, 2014
From: HENKEL CORPORATION
To: HENKEL CORPORATION
Reel/Frame 033763/0185 →