US4426243A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Room-temperature-curable, quick-setting acrylic/epoxy adhesives and methods of bonding
Assignee: Illinois Tool Works Inc
•
Filing: 1981-12-01
•
Granted: 1984-01-17
•
Expires: 2001-12-01
Abstract
Abstract A polymerizable mixture for adhesive bonding is disclosed. The polymerizable mixture comprises a polymerizable acrylic-based material, a polymerizable epoxide-based material and a bifunctional molecular material reactable with said acrylic-based material and said epoxide-based material.
Inventors
- 👤 Paul C. Briggs
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 08:08
CPC Classifications
C; C09; C09J; C09J163/00; C09J163/10; C08; C08F; C08F222/00; C08F222/10; C08F222/1006; C08F222/102; C08F299/00; C08F299/02; C08F299/026; C08G; C08G59/00; C08G59/18; C08G59/40; C09J4/00; Y; Y10; Y10S; Y10S525/00; Y10S525/922; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31515; Y10T428/31536
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
140 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between two surfaces, comprising: applying to one of said surfaces a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, a bifunctional molecular material reactable with said acrylic-based material and said epoxide-based material, and a catalyst; causing an activator to be applied to the other one of said surfaces; and bringing said surfaces together with said mixture and said activator therebetween, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional material amount, said ester and bifunctional molecular material amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 2
Independent Claim
140 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between two surfaces, comprising: applying to one of said surfaces a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, a bifunctional molecular material reactable with said acrylic-based material and said epoxide-based material, and a catalyst; causing an activator to be applied to the other one of said surfaces; and bringing said surfaces together with said mixture and said activator therebetween, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional material amount, said ester and bifunctional molecular material amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 3
Independent Claim
152 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent resistant adhesive bond between two surfaces, comprising: applying an activator to one of said surfaces; bringing said surfaces into such close proximity as to provide a gap between said surfaces, said activator being within said gap; adding into said gap a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, a bifunctional molecular material reactable with said acrylic-based material and said epoxide-based material, and a catalyst; and causing contact of said activator by said polymerizable mixture, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional material amount, said ester and bifunctional material amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 4
Independent Claim
152 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent resistant adhesive bond between two surfaces, comprising: applying an activator to one of said surfaces; bringing said surfaces into such close proximity as to provide a gap between said surfaces, said activator being within said gap; adding into said gap a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, a bifunctional molecular material reactable with said acrylic-based material and said epoxide-based material, and a catalyst; and causing contact of said activator by said polymerizable mixture, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional material amount, said ester and bifunctional material amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 5
Dependent Claim
17 words
The method of claim 1 or claim 2 wherein said polymerizable mixture further includes a crosslinking ingredient.
Claim 6
Dependent Claim
24 words
The method of claim 3 wherein said polymerizable acrylic-based material is selected from the group consisting of methyl methacrylate and ethoxylated bisphenol A dimethacrylate.
Claim 7
Dependent Claim
16 words
The method of claim 4 wherein said polymerizable epoxide-based material is diglycidyl ether of bisphenol A.
Claim 8
Dependent Claim
22 words
The method of claim 5 wherein said bifunctional molecular material is selected from the group consisting of glycidyl methacrylate and methacrylic acid.
Claim 9
Dependent Claim
12 words
The method of claim 6 wherein said crosslinking ingredient is trimethylolpropane trimethacrylate.
Claim 10
Independent Claim
153 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: applying to one of said surfaces a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, a catalyst, and bifunctional molecules reactable with both of said materials; applying to said mixture an effective amount of an activator for obtaining quick setting of said mixture; and bringing said surfaces into contact with said mixture, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional molecules amount, said ester and bifunctional material amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 11
Independent Claim
153 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: applying to one of said surfaces a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, a catalyst, and bifunctional molecules reactable with both of said materials; applying to said mixture an effective amount of an activator for obtaining quick setting of said mixture; and bringing said surfaces into contact with said mixture, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional molecules amount, said ester and bifunctional material amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 12
Independent Claim
154 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: applying to one of said surfaces a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, an activator, and bifunctional molecules reactable with both of said materials; applying to said mixture an effective amount of a catalyst for obtaining quick setting of said mixture; and bringing said surfaces into contact with said mixture, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional molecules amount, said ester material and bifunctional molecules amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 13
Independent Claim
154 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: applying to one of said surfaces a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, an activator, and bifunctional molecules reactable with both of said materials; applying to said mixture an effective amount of a catalyst for obtaining quick setting of said mixture; and bringing said surfaces into contact with said mixture, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional molecules amount, said ester material and bifunctional molecules amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 14
Independent Claim
154 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: applying to one of said surfaces a catalyst; applying to said catalyst an effective amount of a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, an activator, and bifunctional molecules reactable with both of said materials for obtaining quick setting of said mixture; and bringing said surfaces into contact with said mixture, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional molecules amount, said ester material and bifunctional molecules amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 15
Independent Claim
154 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: applying to one of said surfaces a catalyst; applying to said catalyst an effective amount of a polymerizable mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, an activator, and bifunctional molecules reactable with both of said materials for obtaining quick setting of said mixture; and bringing said surfaces into contact with said mixture, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said epoxide-based material being in an effective amount for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, the ester material amount being relatively greater by weight than the bifunctional molecules amount, said ester material and bifunctional molecules amounts being effective for causing said adhesive bond to cure at room temperature, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 16
Independent Claim
225 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: preparing a polymerizable mixture in at least two different portions, a catalyst being in at least one of said portions, an activator being in the other one of said portions, said mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, said catalyst, said activator, and a bifunctional molecular substance reactable with both of said materials, the ester material amount being relatively greater by weight than the bifunctional substance amount, said epoxide-based material being present in said polymerizable mixture in excess of about 9.7% by weight thereof for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, said ester material and bifunctional substance amounts being effective for polymerizing said mixture and for curing said adhesive bond at room temperature; applying at least one of said portions to one of said surfaces; applying the other one of said portions to the other one of said surfaces; and causing said surfaces to which said portions have been applied to be brought into close proximity in a manner such that intimate contacting together of both of said portions is made, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 17
Independent Claim
225 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: preparing a polymerizable mixture in at least two different portions, a catalyst being in at least one of said portions, an activator being in the other one of said portions, said mixture comprising a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, said catalyst, said activator, and a bifunctional molecular substance reactable with both of said materials, the ester material amount being relatively greater by weight than the bifunctional substance amount, said epoxide-based material being present in said polymerizable mixture in excess of about 9.7% by weight thereof for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, said ester material and bifunctional substance amounts being effective for polymerizing said mixture and for curing said adhesive bond at room temperature; applying at least one of said portions to one of said surfaces; applying the other one of said portions to the other one of said surfaces; and causing said surfaces to which said portions have been applied to be brought into close proximity in a manner such that intimate contacting together of both of said portions is made, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 18
Independent Claim
174 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: applying to one of said surfaces an activator; applying to said activator an effective amount of a polymerizable mixture comprising a polymerizable epoxide-based material; a catalyst; a first amount of a polymerizable acrylic-based ester material and a second amount of bifunctional molecules reactable with both of said materials, the ester material amount being relatively greater by weight than the bifunctional molecules amount, said epoxide-based material being present in said polymerizable mixture in excess of about 9.7% by weight thereof for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, said ester material and bifunctional molecules amounts being effective for polymerizing said mixture and for curing said adhesive bond at room temperature, for obtaining quick setting of said mixture; and bringing said surfaces into contact with said mixture, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 19
Independent Claim
174 words
A method of obtaining a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bond between at least two surfaces, comprising: applying to one of said surfaces an activator; applying to said activator an effective amount of a polymerizable mixture comprising a polymerizable epoxide-based material; a catalyst; a first amount of a polymerizable acrylic-based ester material and a second amount of bifunctional molecules reactable with both of said materials, the ester material amount being relatively greater by weight than the bifunctional molecules amount, said epoxide-based material being present in said polymerizable mixture in excess of about 9.7% by weight thereof for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, said ester material and bifunctional molecules amounts being effective for polymerizing said mixture and for curing said adhesive bond at room temperature, for obtaining quick setting of said mixture; and bringing said surfaces into contact with said mixture, whereby to effect a quick-setting, strong, durable, heat-resistant and solvent-resistant adhesive bonding of said surfaces together, said mixture polymerizing and said adhesive bond curing at said room temperature.
Claim 20
Dependent Claim
32 words
A method as defined in claim 8 or claim 9 or claim 10 or claim 12 comprising further curing said mixture at a temperature which is elevated relative to said room temperature.
Claim 21
Dependent Claim
110 words
A polymerizable adhesive mixture for obtaining a high-strength, heat-, chemical- and solvent-resistant bond which rapidly polymerizes, cures and sets at room temperature, comprising: a polymerizable epoxide-based material; a catalyst; an activator; a first amount of a polymerizable acrylic-based ester material and a second amount of a bifunctional molecular material chemically reactable with said acrylic-based material and said epoxide-based material, said epoxide-based material being in an effective amount for promoting said high-strength, heat-, chemical- and solvent-resistant bond, the ester material amount being relatively greater by weight than the bifunctional material amount, said ester and bifunctional material amounts being effective for causing rapid polymerizing and curing of said mixture at room temperature.
Claim 22
Dependent Claim
110 words
A polymerizable adhesive mixture for obtaining a high-strength, heat-, chemical- and solvent-resistant bond which rapidly polymerizes, cures and sets at room temperature, comprising: a polymerizable epoxide-based material; a catalyst; an activator; a first amount of a polymerizable acrylic-based ester material and a second amount of a bifunctional molecular material chemically reactable with said acrylic-based material and said epoxide-based material, said epoxide-based material being in an effective amount for promoting said high-strength, heat-, chemical- and solvent-resistant bond, the ester material amount being relatively greater by weight than the bifunctional material amount, said ester and bifunctional material amounts being effective for causing rapid polymerizing and curing of said mixture at room temperature.
Claim 23
Dependent Claim
24 words
The mixture of claim 14 wherein said polymerizable acrylic-based material is selected from the group consisting of methyl methacrylate and ethoxylated bisphenol A dimethacrylate.
Claim 24
Dependent Claim
16 words
The mixture of claim 14 wherein said polymerizable epoxide-based material is diglycidyl ether of bisphenol A.
Claim 25
Dependent Claim
22 words
The mixture of claim 14 wherein said bifunctional molecular material is selected from the group consisting of glycidyl methacrylate and methacrylic acid.
Claim 26
Dependent Claim
9 words
The mixture of claim 14 including a crosslinking ingredient.
Claim 27
Dependent Claim
12 words
The mixture of claim 18 wherein said crosslinking ingredient is trimethylolpropane trimethacrylate.
Claim 28
Dependent Claim
132 words
A polymerizable adhesive comprising: a ratioed mixture including between about 3:4 to about 4.5:2.5 by weight of a polymerizable acrylic-based ester material to a polymerizable epoxide-based material; a catalyzable bifunctional material reactable with said acrylic-based ester and epoxide-based materials, the ester material amount being relatively greater by weight than the bifunctional material amount, said epoxide-based material being present in said polymerizable adhesive in excess of about 9.7% by weight thereof, said ester and bifunctional material amounts being effective for polymerizing and curing said adhesive at room temperature; an effective amount of an activatable catalyst for accomplishing catalyzation of said bifunctional material; and an effective amount of an activator for activating said catalyst and for causing interbonding between said acrylic-based ester and epoxide-based materials, said adhesive polymerizing and curing at said room temperature.
Claim 29
Dependent Claim
132 words
A polymerizable adhesive comprising: a ratioed mixture including between about 3:4 to about 4.5:2.5 by weight of a polymerizable acrylic-based ester material to a polymerizable epoxide-based material; a catalyzable bifunctional material reactable with said acrylic-based ester and epoxide-based materials, the ester material amount being relatively greater by weight than the bifunctional material amount, said epoxide-based material being present in said polymerizable adhesive in excess of about 9.7% by weight thereof, said ester and bifunctional material amounts being effective for polymerizing and curing said adhesive at room temperature; an effective amount of an activatable catalyst for accomplishing catalyzation of said bifunctional material; and an effective amount of an activator for activating said catalyst and for causing interbonding between said acrylic-based ester and epoxide-based materials, said adhesive polymerizing and curing at said room temperature.
Claim 30
Dependent Claim
111 words
A polymerizable composition for adhesive bonding comprising: a mixture including a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, and a bifunctional molecular material reactable at room temperature with said acrylic-based material and with said epoxide-based material, said ester material being relatively greater in amount by weight than the bifunctional material amount, said epoxide-based material being present in said composition in excess of about 9.7% by weight thereof for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, said ester and bifunctional material amounts being effective for causing said composition to polymerize and harden at room temperature; a catalyst; and an activator, said composition polymerizing and hardening at said room temperature.
Claim 31
Dependent Claim
111 words
A polymerizable composition for adhesive bonding comprising: a mixture including a polymerizable acrylic-based ester material, a polymerizable epoxide-based material, and a bifunctional molecular material reactable at room temperature with said acrylic-based material and with said epoxide-based material, said ester material being relatively greater in amount by weight than the bifunctional material amount, said epoxide-based material being present in said composition in excess of about 9.7% by weight thereof for promoting said strong, durable, heat-resistant and solvent-resistant adhesive bond, said ester and bifunctional material amounts being effective for causing said composition to polymerize and harden at room temperature; a catalyst; and an activator, said composition polymerizing and hardening at said room temperature.
Claim 32
Dependent Claim
24 words
The composition of claim 21 wherein said polymerizable acrylic-based material is selected from the group consisting of methyl methacrylate and ethoxylated bisphenol A dimethacrylate.
Claim 33
Dependent Claim
16 words
The composition of claim 22 wherein said polymerizable epoxide-based material is diglycidyl ether of bisphenol A.
Claim 34
Dependent Claim
22 words
The composition of claim 23 wherein said bifunctional molecular material is selected from the group consisting of glycidyl methacrylate and methacrylic acid.
Claim 35
Dependent Claim
9 words
The composition of claim 24 including a crosslinking ingredient.
Claim 36
Dependent Claim
12 words
The composition of claim 25 wherein said crosslinking ingredient is trimethylolpropane trimethacrylate.
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USPTO Annuity & Maintenance Windows
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|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-01-16 | 1987-07-18 | 1988-01-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-16 | 1991-07-18 | 1992-01-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-16 | 1995-07-18 | 1996-01-17 | $7700.00 | Window Closed / Lapsed |