US4187367A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Epoxy resins with improved adhesion and peel strength
Assignee: Huntsman Corp
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Filing: 1978-03-27
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Granted: 1980-02-05
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Expires: 1998-03-27
Abstract
Abstract A process is disclosed for making a cured epoxy resin which has improved adhesion and peel strength. The cured resin is made by combining an epoxy resin with a polyether diureide having terminal ureido or monosubstituted ureido groups and having a molecular weight of from about 2000 to 3000 and an aminoalkylene derivative of a polyoxyalkylenepolyamine. The cured resin is useful, for example, for bonding metals.
Inventors
- 👤 Harold G. Waddill
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:19
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4021; C08G65/00; C08G65/02; C08G65/32; C08G65/329; C08G65/333; C08G65/33303; C08G65/33306; C08G65/33396
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
53 words
An epoxy resin composition having superior adhesion properties and being the cured product of a curable admixture which comprises: a vicinal polyepoxide having an average of at least 1.8 reactive 1,2-epoxy groups per molecule; a polyether diureide having a molecular weight of about 2000 to 3000 and an aminopropyl derivative of a polyoxyalkylenepolyamine.
Claim 2
Dependent Claim
53 words
An epoxy resin composition having superior adhesion properties and being the cured product of a curable admixture which comprises: a vicinal polyepoxide having an average of at least 1.8 reactive 1,2-epoxy groups per molecule; a polyether diureide having a molecular weight of about 2000 to 3000 and an aminopropyl derivative of a polyoxyalkylenepolyamine.
Claim 3
Dependent Claim
15 words
A composition as in claim 1 also containing a composition effective in accelerating the cure.
Claim 4
Dependent Claim
113 words
The composition of claim 1 wherein said diureide is of the formula ##STR3## wherein R is hydrogen; or, a branched or straight chain alkyl radical of from 1 to about 10 carbon atoms, or a monocyclic aryl, alkaryl or aralkyl having from 6 to about 12 carbon atoms; or, are branched or straight chain alkenyl or alkadienyl radical of from 2 to about 10 carbon atoms; X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 5
Dependent Claim
33 words
The composition of claim 3 wherein R is hydrogen or a lower alkyl; X is a methyl radical; Z is a 1,2-propylene radical; and n is an average number from 16 to 19.
Claim 6
Dependent Claim
9 words
The composition of claim 3 wherein R is hydrogen.
Claim 7
Dependent Claim
23 words
The composition of claim 4 wherein R is a lower alkyl radical selected from the group consisting of methyl, ethyl, n-propyl and n-butyl.
Claim 8
Dependent Claim
72 words
An epoxy resin composition having superior adhesion properties and being the cured product of a curable admixture which comprises: a vicinal polyepoxide having an average of at least 1.8 reactive 1,2-epoxy groups per molecule; a polyether diureide having a molecular weight of about 2000 to 3000 and an aminopropyl derivative of a polyoxyalkylene polyamine having the following general structure: H.sub.2 NCH.sub.2 CH.sub.2 CH.sub.2 HNCH(CH.sub.3)CH.sub.2 [OCH.sub.2 CH(CH.sub.3)].sub.x NHCH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2 where x≅5.6.
Claim 9
Dependent Claim
72 words
An epoxy resin composition having superior adhesion properties and being the cured product of a curable admixture which comprises: a vicinal polyepoxide having an average of at least 1.8 reactive 1,2-epoxy groups per molecule; a polyether diureide having a molecular weight of about 2000 to 3000 and an aminopropyl derivative of a polyoxyalkylene polyamine having the following general structure: H.sub.2 NCH.sub.2 CH.sub.2 CH.sub.2 HNCH(CH.sub.3)CH.sub.2 [OCH.sub.2 CH(CH.sub.3)].sub.x NHCH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2 where x≅5.6.
Claim 10
Dependent Claim
15 words
A composition as in claim 7 also containing a composition effective in accelerating the cure.
Claim 11
Dependent Claim
113 words
The composition of claim 7 wherein said diureide is of the formula ##STR4## wherein R is hydrogen; or, a branched or straight chain alkyl radical of from 1 to about 10 carbon atoms, or a monocyclic aryl, alkaryl or aralkyl having from 6 to about 12 carbon atoms; or, are branched or straight chain alkenyl or alkadienyl radical of from 2 to about 10 carbon atoms; X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 12
Dependent Claim
33 words
The composition of claim 9 wherein R is hydrogen or a lower alkyl; X is a methyl radical; Z is a 1,2-propylene radical; and n is an average number from 16 to 19.
Claim 13
Dependent Claim
9 words
The composition of claim 9 wherein R is hydrogen.
Claim 14
Dependent Claim
23 words
The composition of claim 10 wherein R is a lower alkyl radical selected from the group consisting of methyl, ethyl, n-propyl and n-butyl.
Claim 15
Independent Claim
57 words
A method for increasing the adhesive strength of a cured epoxy resin composition having an average of at least 1.8 reactive 1,2-epoxy groups per molecule comprising: adding to said epoxy resin effective amounts of a polyether diureide having a molecular weight of about 2000 to 3000 and in aminopropyl derivative of a polyoxyalkylenepolyamine and curing the above.
Claim 16
Independent Claim
57 words
A method for increasing the adhesive strength of a cured epoxy resin composition having an average of at least 1.8 reactive 1,2-epoxy groups per molecule comprising: adding to said epoxy resin effective amounts of a polyether diureide having a molecular weight of about 2000 to 3000 and in aminopropyl derivative of a polyoxyalkylenepolyamine and curing the above.
Claim 17
Dependent Claim
18 words
A method as in claim 13 wherein there is also added a composition effective in accelerating the cure.
Claim 18
Dependent Claim
114 words
A method as in claim 13 wherein said diureide is of the formula: ##STR5## wherein R is hydrogen; or, a branched or straight chain alkyl radical of from 1 to about 10 carbon atoms, or a monocyclic aryl, alkaryl or aralkyl having from 6 to about 12 carbon atoms; or, are branched or straight chain alkenyl or alkedienyl radical of from 2 to about 10 carbon atoms; X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 19
Dependent Claim
34 words
A method as in claim 15 wherein R is hydrogen or a lower alkyl; X is a methyl radical; Z is a 1,2-propylene radical; and n is an average number from 16 to 19.
Claim 20
Dependent Claim
10 words
A method as in claim 15 wherein R is hydrogen.
Claim 21
Dependent Claim
24 words
A method as in claim 16 wherein R is a lower alkyl radical selected from the group consisting of methyl, ethyl, n-propyl and n-butyl.
Claim 22
Independent Claim
75 words
A method for increasing the adhesive strength of a cured epoxy resin composition having an average of at least 1.8 reactive 1,2-epoxy groups per molecule comprising the step of: adding to said epoxy resin effective amounts of a polyether diureide having a molecular weight of about 2000 to 3000 and an aminopropyl polyamine having the following general structure: H.sub.2 NCH.sub.2 CH.sub.2 CH.sub.2 HNCH(CH.sub.3)CH.sub.2 [OCH.sub.2 CH(CH.sub.3)].sub.x NHCH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2 where x≅5.6 and curing the above.
Claim 23
Independent Claim
75 words
A method for increasing the adhesive strength of a cured epoxy resin composition having an average of at least 1.8 reactive 1,2-epoxy groups per molecule comprising the step of: adding to said epoxy resin effective amounts of a polyether diureide having a molecular weight of about 2000 to 3000 and an aminopropyl polyamine having the following general structure: H.sub.2 NCH.sub.2 CH.sub.2 CH.sub.2 HNCH(CH.sub.3)CH.sub.2 [OCH.sub.2 CH(CH.sub.3)].sub.x NHCH.sub.2 CH.sub.2 CH.sub.2 NH.sub.2 where x≅5.6 and curing the above.
Claim 24
Dependent Claim
18 words
A method as in claim 18 wherein there is also added a composition effective in accelerating the cure.
Claim 25
Dependent Claim
114 words
A method as in claim 18 wherein said diureide is of the formula: ##STR6## wherein R is hydrogen; or, a branched or straight chain alkyl radical of from 1 to about 10 carbon atoms, or a monocyclic aryl, alkaryl or aralkyl having from 6 to about 12 carbon atoms; or, are branched or straight chain alkenyl or alkadienyl radical of from 2 to about 10 carbon atoms; X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 26
Dependent Claim
34 words
A method as in claim 21 wherein R is hydrogen or a lower alkyl; X is a methyl radical; Z is a 1,2-propylene radical; and n is an average number from 16 to 19.
Claim 27
Dependent Claim
10 words
A method as in claim 21 wherein R is hydrogen.
Claim 28
Dependent Claim
24 words
A method as in claim 22 wherein R is a lower alkyl radical selected from the group consisting of methyl, ethyl, n-propyl and n-butyl.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-02-04 | 1983-08-06 | 1984-02-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-02-04 | 1987-08-06 | 1988-02-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-02-04 | 1991-08-06 | 1992-02-05 | $7700.00 | Window Closed / Lapsed |