Patent US2039335A successfully refreshed from Google Patents.
US4126504A
Expired / Lapsed
US
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Adhesive compositions and method employing same
Assignee: Pratt and Lambert Inc
•
Filing: 1977-01-27
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Granted: 1978-11-21
•
Expires: 1997-01-27
Abstract
Abstract Improved, fast curing adhesives, with and without fillers, and articles bonded therewith are provided. The adhesive comprises a first part made up of a thermoplastic, non-reactive elastomeric polymer dissolved in an addition polymerizable combination of an acrylic or methacrylic monomer, a copolymerizable monomer containing at least one free carboxylic acid group, and a non-activated free radical addition polymerization catalyst system, and a second part comprising an activator for the free radical catalyst system. Exemplary of such a formulation is a first part made up of a elastomer, e.g. an acrylonitrile/butadiene rubber dissolved in a mixture of acrylic acid and methyl methacrylate, each of the three components being present in equal amounts. About 5 weight percent benzoyl peroxide and about 0.1 weight percent hydroquinone are dissolved in the mix. The resulting formulation has a high degree of relative stability in the absence of an activator for the benzoyl peroxide. An appropriate second part, i.e., activator, comprises a tertiary amine, such as N,N-dimethyl aniline, diethyl aniline, N,N-dimethyl-p-toluidine. The second part may also contain an oxidizable heavy metal salt or other known acceleration for such free radical catalyst systems. In one modification the activator may be encapsulated in insoluble, rupturable microspheres to form a one-liquid adhesive.
Inventors
- 👤 Leon E. Wolinski
- 👤 Peter D. Berezuk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 06:02
CPC Classifications
C; C09; C09J; C09J5/00; C09J5/04; C08; C08F; C08F291/00; C09J4/00; C09J4/06; Y; Y10; Y10T; Y10T428/00; Y10T428/249921; Y10T428/249994; Y10T428/249995; Y10T428/249997
Claims Analysis
Total Claims: 87
Claim 1
Independent Claim
213 words
A method of adhesively joining a pair of mating surfaces comprising applying to at least one of said mating surfaces a composition comprising a free radical additional polymerization catalyst activator in a sufficient amount to activate a free radical addition polymerization catalyst by contact, said activator composition being free of any free radical catalyst, applying to at least one of said mating surfaces an activatable, curable adhesive comprising a solution of a nonreactive elastomeric polymer selected from the group consisting of homopolymers and copolymers of butadiene and lower alkyl substituted butadienes, copolymers of styrene or acrylonitrile or methylmethacrylate with butadiene or lower alkyl substituted butadienes, carboxy modified acrylonitrile-butadiene copolymers, neoprene, butyl rubber, silicones other than dimethyl silicone, polysulfide rubber, pyridine-butadiene copolymer, chlorosulfonated polyethylene, polyethers of epichlorhydrin, and the said polymers and copolymers having vinyl group-containing monomers grafted thereon, said elastomeric polymer being dissolved in a free radical addition polymerizable acrylic monomer and a free radical addition polymerizable acid monomer co-polymerizable with said acrylic monomer, said solution containing a catalytically effective amount of a non-activated free radical addition polymerization catalyst having a half-life of at least about 1/2 hour at 85° C., joining said pair of mating surfaces in a contact relationship, and maintaining said contact relationship until said adhesive cures to a set.
Claim 2
Independent Claim
213 words
A method of adhesively joining a pair of mating surfaces comprising applying to at least one of said mating surfaces a composition comprising a free radical additional polymerization catalyst activator in a sufficient amount to activate a free radical addition polymerization catalyst by contact, said activator composition being free of any free radical catalyst, applying to at least one of said mating surfaces an activatable, curable adhesive comprising a solution of a nonreactive elastomeric polymer selected from the group consisting of homopolymers and copolymers of butadiene and lower alkyl substituted butadienes, copolymers of styrene or acrylonitrile or methylmethacrylate with butadiene or lower alkyl substituted butadienes, carboxy modified acrylonitrile-butadiene copolymers, neoprene, butyl rubber, silicones other than dimethyl silicone, polysulfide rubber, pyridine-butadiene copolymer, chlorosulfonated polyethylene, polyethers of epichlorhydrin, and the said polymers and copolymers having vinyl group-containing monomers grafted thereon, said elastomeric polymer being dissolved in a free radical addition polymerizable acrylic monomer and a free radical addition polymerizable acid monomer co-polymerizable with said acrylic monomer, said solution containing a catalytically effective amount of a non-activated free radical addition polymerization catalyst having a half-life of at least about 1/2 hour at 85° C., joining said pair of mating surfaces in a contact relationship, and maintaining said contact relationship until said adhesive cures to a set.
Claim 3
Dependent Claim
18 words
The method of claim 1 wherein the free radical addition polymerization activator is dissolved in a volatile solvent.
Claim 4
Dependent Claim
44 words
The method of claim 1 wherein the free radical addition polymerization activator is dissolved in a composition consisting essentially of a non-reactive elastomeric polymer, a free radical addition polymerizable acrylic monomer, and a free radical addition polymerizable acid monomer co-polymerizable with said acrylic monomer.
Claim 5
Dependent Claim
36 words
The method of claim 1 wherein the non-reactive elastomeric polymer is selected from group consisting of, poly (butadiene-styrene), polyacrylate, poly (ethers of epichlorhydrin), poly (butadiene - styrene acrylonitrile), and carboxy modified acrylonitrile-butadiene rubbers, and mixtures thereof.
Claim 6
Dependent Claim
54 words
The method of claim 1 wherein said adhesive comprises from about 10 to 70 weight percent of said elastomeric polymer resin, from about 5 to 67 weight percent of said acrylic monomer, from about 5 to 67 weight percent of said acid monomer, and about 0.1 to 5.0 weight percent of said polymerization catalyst.
Claim 7
Dependent Claim
53 words
The method of claim 1 wherein said adhesive comprises from about 10 to 30 weight percent of said elastomeric polymer from about 30 to 50 weight percent of said acrylic monomer, from about 5 to 35 weight percent of said acid monomer, and about 2 to 4 weight percent of said polymerization catalyst.
Claim 8
Dependent Claim
32 words
The method of claim 1 wherein said acrylic monomer is selected from the group consisting of alkyl acrylate and alkyl methacrylate esters, acrylamide, methacrylamide, N-alkyl substituted amides, acrylonitrile, methacrylonitrile and mixtures thereof.
Claim 9
Dependent Claim
34 words
The method of claim 1 wherein said acid monomer is selected from the group consisting of acrylic acid, methacrylic acid, the hydroxyethyl acrylate half esters of maleic, itaconic, fumaric, oxalic, terephthalic, and mixtures thereof.
Claim 10
Dependent Claim
12 words
The method of claim 1 wherein said polymerization catalyst is benzoyl peroxide.
Claim 11
Dependent Claim
24 words
The method of claim 1 wherein said catalyst activator is selected from the group consisting of dimethyl aniline, diethyl aniline, N,N-dimethyl-p-toluidine, and mixtures thereof.
Claim 12
Dependent Claim
27 words
The method of claim 1 wherein said acrylic monomer is selected from the group consisting of methyl methacrylate, ethyl acrylate, n-butyl acrylate, acrylamide, methacrylamide, and mixtures thereof.
Claim 13
Dependent Claim
12 words
The method of claim 1 wherein said acid monomer is acrylic acid.
Claim 14
Dependent Claim
28 words
The method of claim 1 wherein said activator is applied in a volatile carrier solvent, and said solvent is evaporated prior to contacting said activator with said adhesive.
Claim 15
Dependent Claim
17 words
The method of claim 1 wherein said activator is admixed with a free radical addition polymerization accelerator.
Claim 16
Dependent Claim
13 words
The method of claim 14 wherein said accelerator comprises a heavy metal salt.
Claim 17
Dependent Claim
31 words
The method of claim 15 wherein said heavy metal salt is a salt of a heavy metal selected from the group consisting of copper, iron, cobalt, manganese, lead and mixtures thereof.
Claim 18
Dependent Claim
17 words
The method of claim 15 wherein said heavy metal salt is a naphthenate of a heavy metal.
Claim 19
Dependent Claim
27 words
The method of claim 15 wherein said heavy metal salt is a salt of a heavy metal at an oxidation state lower than its highest oxidation state.
Claim 20
Dependent Claim
43 words
The method of claim 1 wherein said mating surfaces are the same or different members of the group consisting of steel, aluminum, wood, glass, polyvinyl chloride, nylon, polystyrene, polyesters, glass-reinforced polyesters, ABS, natural rubber, SBR rubber, neoprene, rubber, polyolefins, polytetrafluoroethylene, and galvanized steel.
Claim 21
Dependent Claim
30 words
The method of claim 1 wherein said activator is applied to one of said pair of mating surfaces and said adhesive is applied to the second of said mating surfaces.
Claim 22
Dependent Claim
49 words
The method of claim 1 wherein said activator is applied in an amount sufficient to form a layer of from about 0.01 to 0.5 mils in thickness and said adhesive is applied in an amount sufficient to form a layer of from about 0.3 to 40 mils in thickness.
Claim 23
Dependent Claim
22 words
The method of claim 1 wherein said adhesive cures to a set in a period of from about 10 to 300 seconds.
Claim 24
Dependent Claim
30 words
The method of claim 1 wherein said acid monomer is selected from the group consisting of the hydroxyethyl acrylate half esters of maleic, itaconic, fumaric, oxalic, terephathalic, and mixtures thereof.
Claim 25
Dependent Claim
17 words
The method of claim 1 wherein said acid monomer comprises above 20 to about 30% methacrylic acid.
Claim 26
Independent Claim
200 words
A method of adhesively joining a pair of mating surfaces comprising applying to at least one of said mating surfaces a free radical addition polymerization catalyst activator in a sufficient amount to activate a free radical addition polymerization catalyst by contact, applying to at least one of said mating surfaces an activatable, curable adhesive comprising a solution of a nonreactive elastomeric polymer resin selected from the group consisting of homopolymers and copolymers of butadiene and lower alkyl substituted butadienes, copolymers of styrene or acrylonitrile or methylmethacrylate with butadiene or lower alkyl substituted butadienes, carboxy modified acrylonitrile-butadiene copolymers, neoprene, butyl rubber, silicones other than dimethylsilicone, polysulfide rubber, pyridine-butadiene copolymer, chlorosulfonated polyethylene, polyethers of epichlorhydrin, and the said polymers and copolymers having vinyl group-containing monomers grafted thereon, and an epoxide resin, said elastomeric polymer and epoxy resin being dissolved in a free radical addition polymerizable acrylic monomer and a free radical addition polymerizable acid monomer copolymerizable with said acrylic monomer, said solution containing a catalytically effective amount of a non-activated free radical addition polymerization catalyst having a half-life of at least about 1/2 hour at 85° C., said epoxide resin being non-reactive with any other component of the adhesive at ambient temperatures.
Claim 27
Independent Claim
200 words
A method of adhesively joining a pair of mating surfaces comprising applying to at least one of said mating surfaces a free radical addition polymerization catalyst activator in a sufficient amount to activate a free radical addition polymerization catalyst by contact, applying to at least one of said mating surfaces an activatable, curable adhesive comprising a solution of a nonreactive elastomeric polymer resin selected from the group consisting of homopolymers and copolymers of butadiene and lower alkyl substituted butadienes, copolymers of styrene or acrylonitrile or methylmethacrylate with butadiene or lower alkyl substituted butadienes, carboxy modified acrylonitrile-butadiene copolymers, neoprene, butyl rubber, silicones other than dimethylsilicone, polysulfide rubber, pyridine-butadiene copolymer, chlorosulfonated polyethylene, polyethers of epichlorhydrin, and the said polymers and copolymers having vinyl group-containing monomers grafted thereon, and an epoxide resin, said elastomeric polymer and epoxy resin being dissolved in a free radical addition polymerizable acrylic monomer and a free radical addition polymerizable acid monomer copolymerizable with said acrylic monomer, said solution containing a catalytically effective amount of a non-activated free radical addition polymerization catalyst having a half-life of at least about 1/2 hour at 85° C., said epoxide resin being non-reactive with any other component of the adhesive at ambient temperatures.
Claim 28
Dependent Claim
34 words
The method of claim 25 wherein the non-reactive elastomeric polymer is selected from group consisting of, poly (butadiene-styrene), polyacrylate, poly (ethers of epichlorhydrin) poly (butadiene-styrene acrylonitrile), and carboxy modified acrylonitrile-butadiene rubbers, and mixtures thereof.
Claim 29
Dependent Claim
64 words
The method of claim 25 wherein said adhesive comprises from about 10 to 70 weight percent of said elastomeric polymer, from about 5 to 67 weight percent of said acrylic monomer, from about 5 to 67 weight percent of said acid monomer, from about 2 to 20 weight percent of said epoxy resin and about 0.1 to 5.0 weight percent of said polymerization catalyst.
Claim 30
Dependent Claim
63 words
The method of claim 25 wherein said adhesive comprises from about 10 to 30 weight percent of said elastomeric polymer, from about 30 to 50 weight percent of said acrylic monomer, from about 5 to 35 weight percent of said monomer, from about 6 to 12 weight percent of said epoxy resin and about 2 to 4 weight percent of said polymerization catalyst.
Claim 31
Dependent Claim
32 words
The method of claim 25 wherein said acrylic monomer is selected from the group consisting of alkyl acrylate and alkyl methacrylate esters, acrylamide, methacrylamide, N-alkyl substituted amides, acrylonitrile, methacrylonitrile and mixures thereof.
Claim 32
Dependent Claim
34 words
The method of claim 25 wherein said acid monomer is selected from the group consisting of acrylic acid, methacrylic acid, the hydroxyethyl acrylate half esters of maleic, itaconic fumaric, oxalic, terephthalic, and mixtures thereof.
Claim 33
Dependent Claim
12 words
The method of claim 25 wherein said polymerization catalyst is benzoyl peroxide.
Claim 34
Dependent Claim
20 words
The method of claim 25 wherein said adhesive is activatable by contact with a free radical addition polymerization catalyst activator.
Claim 35
Dependent Claim
24 words
The method of claim 32 wherein said catalyst activator is selected from the group consisting of dimethyl aniline, diethyl aniline, N,N-dimethyl-p-toluidine, and mixtures thereof.
Claim 36
Dependent Claim
27 words
The method of claim 25 wherein said acrylic monomer is selected from the group consisting of methyl methacrylate, ethyl acrylate, n-butyl acrylate, acrylamide, methacrylamide, and mixtures thereof.
Claim 37
Dependent Claim
12 words
The method of claim 25 wherein said acid monomer is acrylic acid.
Claim 38
Dependent Claim
30 words
The method of claim 25 wherein said acid monomer is selected from the group consisting of the hydroxyethyl acrylate half esters of maleic, itaconic, fumaric, oxalic, terephathalic, and mixtures thereof.
Claim 39
Dependent Claim
109 words
An activatable, curable adhesive comprising a solution of a non-reactive elastomeric polymer selected from the group consisting of homopolymers and copolymers of styrene or acrylonitrile or methylmethacrylate with butadiene or lower alkyl substituted butadienes, carboxy modified acrylonitrile butadiene copolymers, chlorosulfonated polyethylene, polyethers of epichlorhydrin, and the said polymers and copolymers having vinyl group-containing monomers grafted thereon, said elastomeric polymer being dissolved in a free radical addition polymerizable acrylic monomer and a free radical addition polymerizable acid monomer co-polymerizable with said acrylic monomer, said solution containing a catalytically effective amount of a non-activated free radical addition polymerization catalyst having a half-life of at least about 1/2 hour at 85° C.
Claim 40
Dependent Claim
109 words
An activatable, curable adhesive comprising a solution of a non-reactive elastomeric polymer selected from the group consisting of homopolymers and copolymers of styrene or acrylonitrile or methylmethacrylate with butadiene or lower alkyl substituted butadienes, carboxy modified acrylonitrile butadiene copolymers, chlorosulfonated polyethylene, polyethers of epichlorhydrin, and the said polymers and copolymers having vinyl group-containing monomers grafted thereon, said elastomeric polymer being dissolved in a free radical addition polymerizable acrylic monomer and a free radical addition polymerizable acid monomer co-polymerizable with said acrylic monomer, said solution containing a catalytically effective amount of a non-activated free radical addition polymerization catalyst having a half-life of at least about 1/2 hour at 85° C.
Claim 41
Dependent Claim
55 words
The activatable, curable adhesive of claim 37 wherein said adhesive comprises from about 10 to 70 weight percent of said elastomeric polymer, from about 5 to 67 weight percent of said acrylic monomer, from about 5 to 67 weight percent of said acid monomer, and about 0.1 to 5.0 weight percent of said polymerization catalyst.
Claim 42
Dependent Claim
55 words
The activatable, curable adhesive of claim 37 wherein said adhesive comprises from about 10 to 30 weight percent of said elastomeric polymer, from about 30 to 50 weight percent of said acrylic monomer, from about 5 to 35 weight percent of said acid monomer, and about 2 to 4 weight percent of said polymerization catalyst.
Claim 43
Dependent Claim
34 words
The activatable, curable adhesive of claim 37 wherein said acrylic monomer is selected from the group consisting of alkyl acrylate and alkyl methacrylate esters, acrylamide, methacrylamide, N-alkyl substituted amides, acrylonitrile, methacrylonitrile and mixtures thereof.
Claim 44
Dependent Claim
36 words
The activatable, curable adhesive of claim 37 wherein said acid monomer is selected from the group consisting of acrylic acid, methacrylic acid, the hydroxyethyl acrylate half esters of maleic, itaconic, fumaric, oxalic, terephthalic, and mixtures thereof.
Claim 45
Dependent Claim
14 words
The activatable, curable adhesive of claim 37 wherein said polymerization catalyst is benzoyl peroxide.
Claim 46
Dependent Claim
22 words
The activatable, curable adhesive of claim 37 wherein said adhesive is activatable by contact with a free radical addition polymerization catalyst activator.
Claim 47
Dependent Claim
24 words
The adhesive of claim 43 wherein said catalyst activator is selected from the group consisting of dimethyl aniline, diethyl aniline, N,N-dimethyl-p-toluidine, and mixtures thereof.
Claim 48
Dependent Claim
27 words
The adhesive of claim 37 wherein said acrylic monomer is selected from the group consisting of methyl methacrylate, ethyl acrylate, n-butyl acrylate, acrylamide, methacrylamide, and mixtures thereof.
Claim 49
Dependent Claim
12 words
The adhesive of claim 37 wherein said acid monomer is acrylic acid.
Claim 50
Dependent Claim
41 words
The activatable curable adhesive of claim 37 wherein the non-reactive elastomeric polymer is selected from the group consisting of poly (butadiene), poly (butadiene-styrene), polyacrylate, poly (ethers of epichlorhydrin), poly (butadiene - styrene acrylonitrile), and carboxy modified acrylonitrilebutadiene rubbers, and mixtures thereof.
Claim 51
Dependent Claim
48 words
The adhesive of claim 43 wherein the solution has dispersed therein pressure rupturable microspheres having a shell composition substantially insoluble in said solution for a relatively long time period and having encapsulated therein a free radical addition polymerization catalyst activator to form a one-liquid activatable curable adhesive dispersion.
Claim 52
Dependent Claim
35 words
The adhesive of claim 76 wherein the non-reactive elastomeric polymer is selected from the group consisting of poly (butadiene-styrene), polyacrylate, poly (ethers of epichlorhydrin), poly (butadiene-styrene acrylonitrile), and carboxy modified acrylonitrile-butadiene rubbers, and mixtures thereof.
Claim 53
Dependent Claim
47 words
The adhesive of claim 43 wherein the solution has dispersed therein pressure rupturable microspheres having a shell composition substantially insoluble in said solution for a relatively long time period and having encapsulated therein a free radical addition polymerization acatalyst activator to form one-liquid activatable curable adhesive dispersion.
Claim 54
Dependent Claim
48 words
The adhesive dispersion of claim 50 wherein the acrylic monomer is selected the group consisting of methyl methacrylate, ethyl acrylate, n-butyl acrylate, acrylamide, methacrylamide and mixtures thereof, and said catalyst activator is selected from the group consisting of dimethyl aniline, diethyl aniline, N, N-dimethyl -p-toluidine, and mixtures thereof.
Claim 55
Dependent Claim
35 words
The adhesive dispersion of claim 51 wherein the acid monomer is selected from the group consisting of acrylic acid, methacrylic acid, the hydroxyethyl acrylate half esters of maleic, itaconic, fumaric, oxalic, terephthalic, and mixtures thereof.
Claim 56
Dependent Claim
65 words
The adhesive dispersion of claim 52 comprising from about 10 to about 70 weight percent of said elastomeric polymer, from about 5 to 67 weight percent of said acrylic monomer, from about 5 to 67 weight percent of said acid monomer, and about 0.1 to 5.0 weight percent of said polymerization catalyst and from about 1 to 20 weight percent of the microsphere encapsulated activator.
Claim 57
Dependent Claim
65 words
The adhesive dispersion of claim 53 comprising from about 10 to about 30 weight percent of said elastomeric polymer, from about 30 to 50 weight percent of said acrylic monomer, from about 5 to 35 weight percent of said acid monomer, and about 2 to 4 weight percent of said polymerization catalyst and from about 4 to 7 weight percent of the microspheres encapsulated activator.
Claim 58
Dependent Claim
28 words
The adhesive dispersion of claim 54 wherein the density of the microspheres and encapsulated activator is substantially equal to that of the adhesive solution of polymer and monomers.
Claim 59
Dependent Claim
63 words
The adhesive dispersion of claim 54 wherein the acrylic monomer is methyl methacrylate, the acid monomer is a member of the class consisting of methacrylic acid, acrylic acid and mixtures thereof, but wherein the acrylic acid does not exceed about 10 weight percent of the adhesive dispersion, and the pressure-rupturable microsphere consists of a spherule having a shell comprising a formaldehyde cross-linked gelatin.
Claim 60
Dependent Claim
64 words
The adhesive of claim 56 comprising about 33 parts by weight of acrylonitrile-butadiene elastomer, about 10 parts by weight of acrylic acid, about 54 parts by weight of methyl methacrylate, about 5 parts benzoyl peroxide and from about 2 to about 5 parts by weight of N,N-dimethyl-p-toludine as the activator encapsulated in a pressure rupturable microsphere having a shell comprising a formaldehyde cross-linked gelatin.
Claim 61
Dependent Claim
64 words
The adhesive of claim 56 comprising about 33 parts by weight of acrylonitrile-butadiene elastomer, about 10 parts by weight of methacrylic acid, about 54 parts by weight of methyl methacrylate, about 5 parts benzoyl peroxide and from about 2 to about 5 parts by weight of N,N-dimethyl-p-toludine as the activator encapsulated in a pressure rupturable microsphere having a shell comprising a formaldehyde cross-linked gelatin.
Claim 62
Dependent Claim
58 words
The method of adhesively fastening a pair of mating surfaces comprising: in any order, the steps of coating at least one of said mating surfaces with the one-liquid activatable curable adhesive dispersion of claim 48 rupturing the microspheres in said adhesive dispersion, and thereafter maintaining the surfaces in a contact relationship until said adhesive cures to a set.
Claim 63
Dependent Claim
42 words
The method of claim 59, comprising applying the adhesive dispersion of claim 48 to at least one of said mating surfaces and joining said surfaces together in a contact relationship with a force sufficient to rupture the microspheres in said adhesive dispersion.
Claim 64
Dependent Claim
37 words
The method of claim 59 comprising rupturing the microspheres in the adhesive dispersion of claim 48, thereafter applying said dispersion to at least one of said mating surfaces and joining the surfaces together in a contact relationship.
Claim 65
Dependent Claim
14 words
The method of claim 60 wherein the adhesive dispersion is that of claim 52.
Claim 66
Dependent Claim
14 words
The method of claim 60 wherein the adhesive dispersion is that of claim 53.
Claim 67
Dependent Claim
14 words
The method of claim 60 wherein the adhesive dispersion is that of claim 56.
Claim 68
Dependent Claim
14 words
The method of claim 61 wherein the adhesive dispersion is that of claim 52.
Claim 69
Dependent Claim
14 words
The method of claim 61 wherein the adhesive dispersion is that of claim 53.
Claim 70
Dependent Claim
14 words
The method of claim 61 wherein the adhesive dispersion is that of claim 56.
Claim 71
Dependent Claim
32 words
The activatable, curable adhesive of claim 37 wherein said acid monomer is selected from the group consisting of the hydroxyethyl acrylate half esters of maleic, itaconic, fumaric, oxalic, terephathalic, and mixtures thereof.
Claim 72
Dependent Claim
19 words
The adhesive of claim 38 wherein said acid monomer comprises above 20 to about 30 weight percent methacrylic acid.
Claim 73
Dependent Claim
141 words
An activatable, curable adhesive comprising a solution of a non-reactive elastomeric polymer resin selected from the group consisting of homopolymers of butadiene and lower alkyl substituted butadienes, copolymers of sytrene or acrylonitrile or methylmethacrylate with butadiene or lower alkyl substituted butadienes, carboxy modified acrylonitrile-butadiene copolymers, neoprene, butyl rubber, silicones other than dimethyl silicone, polysulfide rubber, pyridinebutadiene copolymer, chlorosulfonated polyethylene, polyethers of epichlorhydrin, and the said polymers and copolymers having vinyl group-containing monomers grafted thereon, and an epoxide resin, said elastomeric polymer and epoxide resin being dissolved in a free radical addition polymerizable acid monomer copolymerizable with said acrylic monomer, said solution containing a catalytically effective amount of a non-activated free radical addition polymerization catalyst having a half-life of at least about 1/2 hour at 85° C., said epoxide resin being non-reactive with any other component of the adhesive at ambient temperature.
Claim 74
Dependent Claim
141 words
An activatable, curable adhesive comprising a solution of a non-reactive elastomeric polymer resin selected from the group consisting of homopolymers of butadiene and lower alkyl substituted butadienes, copolymers of sytrene or acrylonitrile or methylmethacrylate with butadiene or lower alkyl substituted butadienes, carboxy modified acrylonitrile-butadiene copolymers, neoprene, butyl rubber, silicones other than dimethyl silicone, polysulfide rubber, pyridinebutadiene copolymer, chlorosulfonated polyethylene, polyethers of epichlorhydrin, and the said polymers and copolymers having vinyl group-containing monomers grafted thereon, and an epoxide resin, said elastomeric polymer and epoxide resin being dissolved in a free radical addition polymerizable acid monomer copolymerizable with said acrylic monomer, said solution containing a catalytically effective amount of a non-activated free radical addition polymerization catalyst having a half-life of at least about 1/2 hour at 85° C., said epoxide resin being non-reactive with any other component of the adhesive at ambient temperature.
Claim 75
Dependent Claim
38 words
The activatable, curable adhesive of claim 70 wherein the elastomic polymer is selected from the group consisting of poly (butadiene-styrene), polyacrylate, poly (ethers of epichlorhydrin), poly (butadiene - styrene acrylonitrile), and carboxy modified acrylonitrile-butadiene rubbers, and mixtures thereof.
Claim 76
Dependent Claim
66 words
The activatable, curable adhesive of claim 70 wherein said adhesive comprises from about 10 to 70 weight percent of said elastomeric polymer, from about 5 to 67 weight percent of said acrylic monomer, from about 5 to 67 weight percent of said acid monomer, from about 2 to 20 weight percent of said epoxy resin, and about 0.1 to 5.0 weight percent of said polymerization catalyst.
Claim 77
Dependent Claim
66 words
The activatable, curable adhesive of claim 70 wherein said adhesive comprises from about 10 to 30 weight percent of said elastomeric polymer, from about 30 to 50 weight percent of said acrylic monomer, from about 5 to 35 weight percent of said acid monomer, from about 6 to 12 weight percent of said epoxy resin, and about 2 to 4 weight percent of said polymerization catalyst.
Claim 78
Dependent Claim
34 words
The activatable, curable adhesive of claim 70 wherein said acrylic monomer is selected from the group consisting of alkyl acrylate and alkyl methacrylate esters, acrylamide, methacrylamide, N-alkyl substituted amides, acrylonitrile, methacrylonitrile and mixtures thereof.
Claim 79
Dependent Claim
36 words
The activatable, curable adhesive of claim 70 wherein said acid monomer is selected from the group consisting of acrylic acid, methyacrylic acid, the hydroxyethyl acrylate half esters of maleic, itaconic, fumaric, oxalic, terephthalic, and mixtures thereof.
Claim 80
Dependent Claim
14 words
The activatable, curable adhesive of claim 70 wherein said polymerization catalyst is benzoyl peroxide.
Claim 81
Dependent Claim
22 words
The activatable, curable adhesive of claim 70 wherein said adhesive is activatable by contact with a free radical addition polymerization catalyst activator.
Claim 82
Dependent Claim
24 words
The adhesive of claim 77 wherein said catalyst activator is selected from the group consisting of dimethyl aniline, diethyl aniline, N,N-dimethyl-p-toluidine, and mixtures thereof.
Claim 83
Dependent Claim
27 words
The adhesive of claim 70 wherein said acrylic monomer is selected from the group consisting of methyl methacrylate, ethyl acrylate, n-butyl acrylate, acrylamide, methacrylamide, and mixtures thereof.
Claim 84
Dependent Claim
12 words
The adhesive of claim 70 wherein said acid monomer is acrylic acid.
Claim 85
Dependent Claim
48 words
The adhesive of claim 70 wherein the solution has dispersed therein pressure rupturable microspheres having a shell composition substantially insoluble in said solution for a relatively long time period and having encapsulated therein a free radical addition polymerization catalyst activator to form a one-liquid activatable curable adhesive dispersion.
Claim 86
Dependent Claim
58 words
The method of adhesively fastening a pair of mating surfaces comprising, in any order, the steps of coating at least one of said mating surfaces with the one-liquid activatable curable adhesive dispersion of claim 81 rupturing the microspheres in said adhesive dispersion, and thereafter maintaining the surfaces in a contact relationship until said adhesive cures to a set.
Claim 87
Dependent Claim
30 words
The adhesive of claim 70 wherein said acid monomer is selected from the group consisting of the hydroxyethyl acrylate half esters of maleic, itaconic, fumeric, oxalic, terephthalic, and mixtures thereof.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-11-20 | 1982-05-22 | 1982-11-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-11-20 | 1986-05-22 | 1986-11-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-11-20 | 1990-05-22 | 1990-11-21 | $7700.00 | Window Closed / Lapsed |