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US4451615A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyisoprene toughened adhesive composition

Assignee: Henkel Loctite Ireland Ltd
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Filing: 1983-03-16
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Granted: 1984-05-29
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Expires: 2003-03-16
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Abstract

Abstract A structurally toughened heat resistant adhesive composition comprising a solution of polyisoprene elastomer in polymerizable acrylate ester monomers. The adhesive composition also contains an adhesion promoter, a cross-linking agent, a free-radical generator and a free-radical accelerator. The adhesive compositions are generally used as two-part systems, and yield bonds with improved heat and solvent resistant properties. The polymerizable acrylate ester monomers may be monofunctional or a combination of mono- and polyfunctional monomers. Among the useful classes of monomers are alkyl and cycloalkyl acrylates, alkyl and cycloalkyl methacrylates, alkoxy acrylates and methacrylates, alkylene diacrylates and dimethacrylates. A few of the preferred monomers are methyl methacrylate, lauryl methacrylate, isobornyl methacrylate, and tetrahydrofurfuryl methacrylate. The preferred polyisoprene rubbers are generally copolymers (or block copolymers) of (i) isoprene with styrene, acrylonitrile, or methacrylonitrile; (ii) homopolymers of polyisoprene; or (iii) copolymers of either (i) or (ii) with a functional monomer; or (iv) mixtures of the above. Most preferred are the homopolymers of isoprene.

Inventors

  • 👤 Ronald S. Charnock

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 15:28
CPC Classifications
C; C09; C09J; C09J4/00; C09J4/06; C08; C08F; C08F279/00; C08F279/02; C08F287/00

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 95 words
In a two-component adhesive composition of the type having a first component comprising a solution of polymer in at least one polymerizable monomer in combination with an adhesion promoter and a free radical catalyst system, and a second component comprising an activator, an improved composition providing increased high temperature resistance in the cured adhesive wherein: said polymer is present at levels of 20% or more of the total composition and is selected from the class of isoprene block copolymer rubbers having a molecular weight in excess of 5,000; and said monomer is an acrylate ester.
Claim 2
Dependent Claim 95 words
In a two-component adhesive composition of the type having a first component comprising a solution of polymer in at least one polymerizable monomer in combination with an adhesion promoter and a free radical catalyst system, and a second component comprising an activator, an improved composition providing increased high temperature resistance in the cured adhesive wherein: said polymer is present at levels of 20% or more of the total composition and is selected from the class of isoprene block copolymer rubbers having a molecular weight in excess of 5,000; and said monomer is an acrylate ester.
Claim 3
Dependent Claim 43 words
The composition of claim 1, wherein the acrylate ester monomer is selected from the class consisting of monofunctional monomers represented by the formula: ##STR6## wherein R 1 is H, CH 3 or lower alkyl; R 2 is alkyl, cycloalky, alkylhydroxy, alkylene or tetrahydrofurfuryl.
Claim 4
Dependent Claim 30 words
The composition of claim 2, wherein the acrylate ester monomer is selected from the group consisting of methyl methacrylate, cyclohexyl methacrylate, tetrahydrofurfuryl methacrylate, isobornyl methacrylate, hydroxyethyl methacrylate and hydroxypropyl methacrylate.
Claim 5
Dependent Claim 39 words
The composition of claim 1, wherein the acrylate ester monomer is a mixture of mono- and poly-functional acrylates and wherein the polyfunctional acrylate is present in amounts of between about 1% and 40% by weight of the total composition.
Claim 6
Dependent Claim 29 words
The composition of claim 4, wherein the monofunctional acrylate is selected from the group consisting of methyl methacrylate and cyclohexyl methacrylate and the polyfunctional acrylate is a glycol dimethacrylate.
Claim 7
Dependent Claim 17 words
The composition of claim 1, wherein the elastomeric rubber is a block copolymer of isoprene and styrene.
Claim 8
Dependent Claim 17 words
The composition of claim 1, wherein the elastomeric rubber is a block copolymer of isoprene and acrylonitrile.
Claim 9
Dependent Claim 17 words
The composition of claim 1, wherein the elastomeric rubber is a block copolymer of isoprene and methacrylonitrile.
Claim 10
Dependent Claim 14 words
The adhesive composition of claim 1, wherein the activator is an aldehyde-amine condensation product.
Claim 11
Dependent Claim 13 words
The adhesive composition of claim 9, wherein the aldehyde-amine condensation product is butyraldehyde-aniline.
Claim 12
Dependent Claim 23 words
The adhesive composition of claim 9, wherein the second component consists of a solution of said aldehyde-amine condensation product in an inert solvent.
Claim 13
Dependent Claim 15 words
The composition of claim 1, wherein the second component further comprises a free-radical polymerizable component.
Claim 14
Dependent Claim 21 words
The adhesive composition of claim 1, wherein the adhesion promoter is selected from the group consisting of acrylic and methacrylic acid.
Claim 15
Dependent Claim 13 words
The adhesive composition of claim 1, wherein the adhesion promoter is a silane.
Claim 16
Dependent Claim 40 words
The adhesive composition of claim 1, wherein the composition when cured and aged at a temperature of 180° C. for 24 hours shows increased shear strength when compared to the shear strength of the composition when cured at room temperature.
Claim 17
Independent Claim 123 words
A method of bonding a pair of substrates comprising applying a composition comprising: a first component comprising a solution of polymer in at least one polymerizable monomer in combination with an adhesion promoter and a free radical catalyst system, and a second component comprising an activator, said composition being an improved composition providing increased high temperature resistance in the cured adhesive wherein: said polymer is present at levels of 20% or more of the total composition and is selected from the class of isoprene block copolymer rubbers having a molecular weight in excess of 5,000 and said monomer in an acrylate ester, to at least one of the substrates and joining the two substrates for sufficient time to permit the composition to cure.
Claim 18
Independent Claim 123 words
A method of bonding a pair of substrates comprising applying a composition comprising: a first component comprising a solution of polymer in at least one polymerizable monomer in combination with an adhesion promoter and a free radical catalyst system, and a second component comprising an activator, said composition being an improved composition providing increased high temperature resistance in the cured adhesive wherein: said polymer is present at levels of 20% or more of the total composition and is selected from the class of isoprene block copolymer rubbers having a molecular weight in excess of 5,000 and said monomer in an acrylate ester, to at least one of the substrates and joining the two substrates for sufficient time to permit the composition to cure.

References Cited (Backward Citations)

US3300547A Cited
US3757828A Cited
US4138449A Cited
US4155950A Cited
US4181635A Cited
US4287317A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-05-29 1987-11-28 1988-05-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-05-29 1991-11-28 1992-05-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-05-29 1995-11-28 1996-05-29 $7700.00 Window Closed / Lapsed

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