← Back to Patent Explorer
US5942073A Expired / Lapsed US ⏱️ 0.0 years remaining

Siloxane-modified adhesive/adherend systems

Assignee: Ameron Inc
•
Filing: 1997-05-05
•
Granted: 1999-08-24
•
Expires: 2017-05-05
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Adhesive/adherend systems of this invention comprise a siloxane-modified adhesive component and a siloxane-modified adherend component. The siloxane-modified adhesive component is prepared by combining an epoxy resin with an organosilane ingredient, a polysiloxane resin, an amine hardener, an organometallic catalyst, a base catalyst, and any thickener and extender pigment. The siloxane-modified adherend component is prepared using a polysiloxane resin and may also contain other resins such epoxy, phenolic, polyester, vinyl ester, polyurethane, polyamide, melamine, furan, acrylate, thermoplastic polyvinyl chloride, polyethylene, polycarbonate, ABS, polystyrene, ethylene vinyl acetate, polyvinyl acetate, polyamide, and polypropylene resins. When placed into contact with one another, the siloxane groups in the siloxane-modified adhesive and siloxane-modified adherend components form Si--O--Si bonds between themselves to form an attachment force that both occurs at ambient temperature within a reasonable amount of time, and that is greater than otherwise possible using adhesive/adherend systems having unmodified adhesive and/or adherend components.

Inventors

  • 👤 Norman R. Mowrer
  • 👤 John F. Kane
  • 👤 Colin G. Hull

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 12:27
CPC Classifications
B; B32; B32B; B32B27/00; B32B27/06; B32B27/08; B32B27/28; B32B27/283; B32B7/00; B32B7/04; B32B7/12; C; C08; C08L; C08L83/00; C09; C09J; C09J163/00; C09J183/00; C09J183/10; C09J7/00; C09J7/20; C09J7/22; C09J7/30; C09J7/38; B32B2383/00; B32B2405/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31652; Y10T428/31663

Claims Analysis

Total Claims: 35
Claim 1
Independent Claim 64 words
An adhesive/adherend system comprising: an adhesive component comprising siloxane groups distributed therein wherein the adhesive component is prepared by combining: an epoxy resin; with an organosilane ingredient; a polysiloxane resin; an amine hardener; an organometallic catalyst; and a base catalyst; and an adherend component fabricated from a material comprising siloxane groups distributed therein, wherein the adhesive component is in contact with the adherend component.
Claim 2
Dependent Claim 64 words
An adhesive/adherend system comprising: an adhesive component comprising siloxane groups distributed therein wherein the adhesive component is prepared by combining: an epoxy resin; with an organosilane ingredient; a polysiloxane resin; an amine hardener; an organometallic catalyst; and a base catalyst; and an adherend component fabricated from a material comprising siloxane groups distributed therein, wherein the adhesive component is in contact with the adherend component.
Claim 3
Dependent Claim 33 words
The adhesive/adherend system as recited in claim 1 wherein the epoxy resin is selected from the group consisting of aliphatic, cycloaliphatic and aromatic epoxy resins having greater than one epoxide group per molecule.
Claim 4
Dependent Claim 105 words
The adhesive/adherend system as recited in claim 1 wherein the organosilane ingredient has a weight average molecular weight of from about 90 to 500, and is selected from the group consisting of epoxy silanes, aminosilanes, mercaptosilanes, vinyl silanes, acryl, and methacrylic silanes having the following general formula: ##STR6## where "Y" is an organo-functional group selected from ##STR7## where R 3 is selected from the group consisting of alkyl, cycloalkyl, alkylaryl, alkenyl, aryl aminoalkyl, aminoaryl, and aminocycloalkyl groups having up to about ten carbon atoms, and where each R 4 group is independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy, and acetoxy groups.
Claim 5
Dependent Claim 106 words
The adhesive/adherend system as recited in claim 1 wherein the polysiloxane resin is selected from the group consisting of silanol- and alkoxy-functional polysiloxane resins having the general formula: ##STR8## where each R 2 is independently selected from the group consisting of the hydroxy group and alkyl, aryl, alkenyl, and alkoxy groups having up to about six carbon atoms, where each R 1 is independently selected from the group consisting of hydrogen, alkyl, alkenyl, and aryl groups having up to about 12 carbon atoms, and where "n" is selected so that the polysiloxane resin ingredient has a weight average molecular weight of from about 200 to 10,000.
Claim 6
Dependent Claim 37 words
The adhesive/adherend system as recited in claim 1 wherein the amine hardener is selected from the group consisting of aliphatic amines, cycloaliphatic amines, aromatic amines, polyamides, and amidoamines having at least two active amine hydrogens per molecule.
Claim 7
Dependent Claim 72 words
The adhesive/adherend system as recited in claim 1 wherein the base catalyst is an amine having the general formula ##STR9## where each R 9 and R 10 group is independently selected from the group consisting of hydrogen, aryl, and alkyl groups having up to about 12 carbon atoms, and where R 11 is selected from the group consisting of alkyl, aryl, and hydroxy alkyl groups having up to about 12 carbon atoms.
Claim 8
Dependent Claim 20 words
The adhesive/adherend system as recited in claim 1 wherein the adhesive component further comprises a thickener and an extended pigment.
Claim 9
Dependent Claim 29 words
The adhesive/adherend system as recited in claim 1 wherein the adherend component is a composite comprising a reinforcing material and a resin component formed from a polysiloxane resin ingredient.
Claim 10
Dependent Claim 52 words
The adhesive/adherend system as recited in claim 8 wherein the resin component of the adherend further comprises a resin selected from the group consisting of epoxy, phenolic, polyester, vinyl ester, polyurethane, polyamide, melamine, furan, acrylate, thermoplastic polyvinyl chloride, polyethylene, polycarbonate, acrylonitrile-butadiene-styrene copolymer, polystyrene, ethylene vinyl acetate, polyvinyl acetate, polyamide, and polypropylene resins.
Claim 11
Dependent Claim 21 words
The adhesive/adherend system as recited in claim 1 wherein the adhesive component and adherend component are bonded together by Si--O--Si linkages.
Claim 12
Dependent Claim 68 words
An adhesive/adherend system comprising: an adhesive composition prepared by combining: an epoxy resin; with an organosilane ingredient; a polysiloxane resin; an amine hardener; an organometallic catalyst; and a base catalyst; and an adherend composite fabricated from a siloxane-containing resin that forms Si--O--Si bonds with the polysiloxane resin of the adhesive composition when the adhesive composition and adherend composite are placed into contact to form a strong attachment therewith.
Claim 13
Dependent Claim 68 words
An adhesive/adherend system comprising: an adhesive composition prepared by combining: an epoxy resin; with an organosilane ingredient; a polysiloxane resin; an amine hardener; an organometallic catalyst; and a base catalyst; and an adherend composite fabricated from a siloxane-containing resin that forms Si--O--Si bonds with the polysiloxane resin of the adhesive composition when the adhesive composition and adherend composite are placed into contact to form a strong attachment therewith.
Claim 14
Dependent Claim 33 words
The adhesive/adherend system as recited in claim 11 wherein the epoxy resin is selected from the group consisting of aliphatic, cycloaliphatic and aromatic epoxy resins having greater than one epoxide group per molecule.
Claim 15
Dependent Claim 105 words
The adhesive/adherend system as recited in claim 12 wherein the organosilane ingredient has a weight average molecular weight of from about 90 to 500, and is selected from the group consisting of epoxy silanes, aminosilanes, mercaptosilanes, vinyl silanes, acryl, and methacrylic silanes having the following general formula: ##STR10## where "Y" is an organo-functional group selected from ##STR11## where R 3 is selected from the group consisting of alkyl, cycloalkyl, alkylaryl, alkenyl, aryl, aminoalkyl, aminoaryl, and aminocycloalkyl groups having up to about ten carbon atoms, and where each R 4 group is independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy, and acetoxy groups.
Claim 16
Dependent Claim 106 words
The adhesive/adherend system as recited in claim 11 wherein the polysiloxane resin is selected from the group consisting of silanol- and alkoxy-functional polysiloxane resins having the general formula: ##STR12## where each R 2 is independently selected from the group consisting of the hydroxy group and alkyl, aryl, alkenyl, and alkoxy groups having up to about six carbon atoms, where each R 1 is independently selected from the group consisting of hydrogen, alkyl, alkenyl, and aryl groups having up to about 12 carbon atoms, and where "n" is selected so that the polysiloxane resin ingredient has a weight average molecular weight of from about 200 to 10,000.
Claim 17
Dependent Claim 18 words
The adhesive/adherend system as recited in claim 14 wherein the adhesive component further comprises a fumed silica thickener.
Claim 18
Dependent Claim 17 words
The adhesive/adherend system as recited in claim 15 wherein the adhesive component further comprises an extender pigment.
Claim 19
Dependent Claim 37 words
The adhesive/adherend system as recited in claim 13 wherein the amine hardener is selected from the group consisting of aliphatic amines, cycloaliphatic amines, aromatic amines, polyamides, and amidoamines having at least two active amine hydrogens per molecule.
Claim 20
Dependent Claim 53 words
The adhesive/adherend system as recited in claim 11 wherein the siloxane-containing component of the adherend composite further comprises a resin selected from the group consisting of epoxy, phenolic, polyester, vinyl ester, polyurethane, polyamide, melamine, furan, acrylate, thermoplastic polyvinyl chloride, polyethylene, polycarbonate, acrylonitrile-butadiene-styrene copolymer, polystyrene, ethylene vinyl acetate, polyvinyl acetate, polyamide, and polypropylene resins.
Claim 21
Dependent Claim 41 words
The adhesive/adherend system as recited in claim 11 wherein a sufficient amount of the organometallic catalyst and base catalyst is used to prepare the adhesive composition to promote forming Si--O--Si bonds with the siloxane-containing component of the adherend at ambient temperature.
Claim 22
Dependent Claim 200 words
An adhesive/adherend system comprising: an adhesive composition prepared by combining: an epoxy resin; with an organosilane ingredient; a polysiloxane resin selected from the group consisting of silanol- and alkoxy-functional polysiloxane resins having the general formula: ##STR13## where each R 2 is independently selected from the group consisting of the hydroxy group and alkyl, aryl, alkenyl, and alkoxy groups having up to about six carbon atoms, where each R 1 is independently selected from the group consisting of hydrogen, alkyl, alkenyl, and aryl groups having up to about 12 carbon atoms, and where "n" is selected so that the polysiloxane resin ingredient has a weight average molecular weight of from about 200 to 10,000; a thickener; an amine hardener; an organometallic catalyst; a base catalyst; and an extender pigment; and an adherend composite comprising: a siloxane-containing component that forms Si-O-Si bonds with the polysiloxane resin of the adhesive composition when the adhesive composition and adherend composite are placed into contact to form an attachment therewith; and a resin selected from the group consisting of epoxy, phenolic, polyester, vinyl ester, polyurethane, polyamide, melamine, furan, acrylate, thermoplastic polyvinyl chloride, polyethylene, polycarbonate, acrylonitrile-butadiene-styrene copolymer, polystyrene, ethylene vinyl acetate, polyvinyl acetate, polyamide, and polypropylene resins.
Claim 23
Dependent Claim 200 words
An adhesive/adherend system comprising: an adhesive composition prepared by combining: an epoxy resin; with an organosilane ingredient; a polysiloxane resin selected from the group consisting of silanol- and alkoxy-functional polysiloxane resins having the general formula: ##STR13## where each R 2 is independently selected from the group consisting of the hydroxy group and alkyl, aryl, alkenyl, and alkoxy groups having up to about six carbon atoms, where each R 1 is independently selected from the group consisting of hydrogen, alkyl, alkenyl, and aryl groups having up to about 12 carbon atoms, and where "n" is selected so that the polysiloxane resin ingredient has a weight average molecular weight of from about 200 to 10,000; a thickener; an amine hardener; an organometallic catalyst; a base catalyst; and an extender pigment; and an adherend composite comprising: a siloxane-containing component that forms Si-O-Si bonds with the polysiloxane resin of the adhesive composition when the adhesive composition and adherend composite are placed into contact to form an attachment therewith; and a resin selected from the group consisting of epoxy, phenolic, polyester, vinyl ester, polyurethane, polyamide, melamine, furan, acrylate, thermoplastic polyvinyl chloride, polyethylene, polycarbonate, acrylonitrile-butadiene-styrene copolymer, polystyrene, ethylene vinyl acetate, polyvinyl acetate, polyamide, and polypropylene resins.
Claim 24
Dependent Claim 39 words
The adhesive/adherend system as recited in claim 20 wherein the epoxy resin used to form the adhesive component is selected from the group consisting of aliphatic, cycloaliphatic and aromatic epoxy resins having greater than one epoxide group per molecule.
Claim 25
Dependent Claim 29 words
The adhesive/adherend system as recited in claim 21 wherein from about 15 to 40 percent by weight of the epoxy resin is used based on the total adhesive composition.
Claim 26
Dependent Claim 105 words
The adhesive/adherend system as recited in claim 20 wherein the organosilane ingredient has a weight average molecular weight of from about 90 to 500, and is selected from the group consisting of epoxy silanes, aminosilanes, mercaptosilanes, vinyl silanes, acryl, and methacrylic silanes having the following general formula: ##STR14## where "Y" is an organo-functional group selected from ##STR15## where R 3 is selected from the group consisting of alkyl, cycloalkyl, alkylaryl, alkenyl, aryl, aminoalkyl, aminoaryl, and aminocycloalkyl groups having up to about ten carbon atoms, and where each R 4 group is independently selected from the group consisting of alkyl, cycloalkyl, aryl, alkoxy, and acetoxy groups.
Claim 27
Dependent Claim 37 words
The adhesive/adherend system as recited in claim 20 wherein the amine hardener is selected from the group consisting of aliphatic amines, cycloaliphatic amines, aromatic amines, polyamides, and amidoamines having at least two active amine hydrogens per molecule.
Claim 28
Dependent Claim 29 words
The adhesive/adherend system as recited in claim 24 wherein from about 1 to 25 percent by weight of the amine hardener is used based on the total adhesive composition.
Claim 29
Dependent Claim 77 words
The adhesive/adherend system as recited in claim 20 wherein the base catalyst is selected from the group of amine compounds having the general formula: ##STR16## where each R 9 and R 10 group is independently selected from the group consisting of hydrogen, aryl, and alkyl groups having up to about 12 carbon atoms, and where R 11 is selected from the group consisting of alkyl, aryl, and hydroxy alkyl groups having up to about 12 carbon atoms.
Claim 30
Dependent Claim 21 words
The adhesive/adherend system as recited in claim 20 wherein the siloxane-containing component of the adherend is formed from the polysiloxane resin.
Claim 31
Dependent Claim 52 words
The adhesive/adherend system as recited in claim 27 wherein the siloxane-containing component of the adherend further comprises a resin selected from the group consisting of epoxy, phenolic, polyester, vinyl ester, polyurethane, polyamide, melamine, furan, acrylate, thermoplastic polyvinyl chloride, polyethylene, polycarbonate, acrylonitrile-butadiene-styrene copolymer, polystyrene, ethylene vinyl acetate, polyvinyl acetate, polyamide, and polypropylene resins.
Claim 32
Dependent Claim 85 words
An adhesive/adherend system comprising: an adhesive composition prepared by combining: an epoxy resin; with an organosilane ingredient; a polysiloxane resin; a fumed silica thickener; an amine hardener; an organometallic catalyst; an amine curative agent; and an extender pigment; and an adherend composite fabricated from a reinforcing material and a siloxane-containing component disposed throughout the composite that forms Si--O--Si bonds with siloxane groups of the adhesive composition when the adhesive composition and adherend composite are placed into contact with one another to form an attachment therewith.
Claim 33
Dependent Claim 85 words
An adhesive/adherend system comprising: an adhesive composition prepared by combining: an epoxy resin; with an organosilane ingredient; a polysiloxane resin; a fumed silica thickener; an amine hardener; an organometallic catalyst; an amine curative agent; and an extender pigment; and an adherend composite fabricated from a reinforcing material and a siloxane-containing component disposed throughout the composite that forms Si--O--Si bonds with siloxane groups of the adhesive composition when the adhesive composition and adherend composite are placed into contact with one another to form an attachment therewith.
Claim 34
Dependent Claim 41 words
The adhesive/adherend system as recited in claim 29 wherein a sufficient amount of the organometallic catalyst and base catalyst is used to prepare the adhesive composition to promote forming Si--O--Si bonds with the siloxane-containing component of the adherend at ambient temperature.
Claim 35
Dependent Claim 106 words
The adhesive/adherend system as recited in claim 29 wherein the polysiloxane resin is selected from the group consisting of silanol- and alkoxy-functional polysiloxane resins having the general formula: ##STR17## where each R 2 is independently selected from the group consisting of the hydroxy group and alkyl, aryl, alkenyl, and alkoxy groups having up to about six carbon atoms, where each R 1 is independently selected from the group consisting of hydrogen, alkyl, alkenyl, and aryl groups having up to about 12 carbon atoms, and where "n" is selected so that the polysiloxane resin ingredient has a weight average molecular weight of from about 200 to 10,000.

References Cited (Backward Citations)

US4332844A Cited
US4401498A Cited
US4401500A Cited
US4613534A Cited
US4617078A Cited
US4637958A Cited
US4889576A Cited
US4906695A Cited
US5155198A Cited
US5486257A Cited
US5486258A Cited
US5618860A Cited
US5804616A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2002-08-23 2003-02-22 2003-08-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2006-08-23 2007-02-22 2007-08-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2010-08-23 2011-02-22 2011-08-24 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag