US4178426A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Epoxy resin compositions
Assignee: Huntsman Corp
•
Filing: 1978-02-27
•
Granted: 1979-12-11
•
Expires: 1998-02-27
Abstract
Abstract The adhesion properties of amine-cured epoxy resins are enhanced by addition of certain polyether diureide additives in combination with specific amine curing agents. The adhesively superior epoxy resin composition comprises a vincinal polyepoxide, a curing amount of an aminopropyl ethylenediamine curing agent, and an effective amount of a polyether diureide having terminal ureido or monosubstituted ureido groups and a molecular weight of from about 2000 to about 3000.
Inventors
- 👤 Harold G. Waddill
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 19:02
CPC Classifications
C; C08; C08L; C08L63/00; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/50; C08G59/5006; C08G65/00; C08G65/02; C08G65/32; C08G65/329; C08G65/333; C08G65/33396; C08L71/00; C08L71/02
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
172 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 epoxide equivalency of greater than 1.8; a curing amount of a polyamine curing agent comprising 3-aminopropyl ethylenediamine or bis-(3-aminopropyl) ethylenediamine; and, an effective amount of an additive consisting essentially of a polyether diureide having terminal ureido or mono substituted ureido groups said diureide having 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 radical having from 6 to about 12 carbon atoms; or, a 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 2
Dependent Claim
172 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 epoxide equivalency of greater than 1.8; a curing amount of a polyamine curing agent comprising 3-aminopropyl ethylenediamine or bis-(3-aminopropyl) ethylenediamine; and, an effective amount of an additive consisting essentially of a polyether diureide having terminal ureido or mono substituted ureido groups said diureide having 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 radical having from 6 to about 12 carbon atoms; or, a 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 3
Dependent Claim
33 words
The composition of claim 1 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 4
Dependent Claim
9 words
The composition of claim 1 wherein R is hydrogen.
Claim 5
Dependent Claim
23 words
The composition of claim 2 wherein R is a lower alkyl radical selected from the group consisting of methyl, ethyl, n-propyl and n-butyl.
Claim 6
Dependent Claim
23 words
The composition of claim 2 wherein said vicinal polyepoxide is more than 80% by weight of a polyglycidyl ether of a polyhydric phenol.
Claim 7
Dependent Claim
17 words
The composition of claim 5 wherein said vicinal polyepoxide is a polyglycidyl ether of a polyhydric phenol.
Claim 8
Independent Claim
171 words
A method for increasing the adhesive strength of an epoxy resin composition which comprises the steps of adding to an epoxy resin comprising a vicinal polyepoxide having an epoxide equivalency of greater than 1.8, an effective amount of a polyether diureide additive having a molecular weight of about 2000 to about 3000 and a curing amount of 3-aminopropyl ethylenediamine or bis-(3-aminopropyl)ethylenediamine to provide a curable admixture and curing said admixture said diureide having 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 radical having from 6 to about 12 carbon atoms; or, a 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 said molecular weight. PG,24
Claim 9
Independent Claim
171 words
A method for increasing the adhesive strength of an epoxy resin composition which comprises the steps of adding to an epoxy resin comprising a vicinal polyepoxide having an epoxide equivalency of greater than 1.8, an effective amount of a polyether diureide additive having a molecular weight of about 2000 to about 3000 and a curing amount of 3-aminopropyl ethylenediamine or bis-(3-aminopropyl)ethylenediamine to provide a curable admixture and curing said admixture said diureide having 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 radical having from 6 to about 12 carbon atoms; or, a 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 said molecular weight. PG,24
Claim 10
Dependent Claim
33 words
The method of claim 7 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 11
Dependent Claim
9 words
The method of claim 8 wherein R is hydrogen.
Claim 12
Dependent Claim
23 words
The method of claim 8 wherein R is a lower alkyl radical selected from the group consisting of methyl, ethyl, n-propyl and n-butyl.
Claim 13
Dependent Claim
143 words
A curable resin composition comprising a diglycidyl ether of 4,4'-isopropylidene bisphenol polyepoxide; a curing amount of 3-aminopropyl ethylenediamine or bis-(3-aminopropyl) ethylenediamine curing agent and an effective amount of a polyether diureide additive having terminal ureido groups said diureide having 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 radical having from 6 to about 12 carbon atoms; or, a 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 14
Dependent Claim
143 words
A curable resin composition comprising a diglycidyl ether of 4,4'-isopropylidene bisphenol polyepoxide; a curing amount of 3-aminopropyl ethylenediamine or bis-(3-aminopropyl) ethylenediamine curing agent and an effective amount of a polyether diureide additive having terminal ureido groups said diureide having 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 radical having from 6 to about 12 carbon atoms; or, a 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 15
Dependent Claim
40 words
The resin of claim 11 wherein said curing agent is present in about a stoichiometric amount; and said additive is present in amount from about 2 to 50 parts by weight based on 100 parts by weight of said polyepoxide.
References Cited (Backward Citations)
US3324176A
Cited
US3580887A
Cited
US3717612A
Cited
US3758421A
Cited
US3763177A
Cited
US3730915A
Cited
US4002598A
Cited
US4110309A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-10 | 1983-06-11 | 1983-12-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-10 | 1987-06-11 | 1987-12-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-10 | 1991-06-11 | 1991-12-11 | $7700.00 | Window Closed / Lapsed |