US3956237A
Expired / Lapsed
US
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Epoxy resin compositions comprising latent amine curing agents and novel accelerators
Assignee: Dow Chemical Co
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Filing: 1974-07-08
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Granted: 1976-05-11
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Expires: 1994-07-08
Abstract
Abstract Novel epoxy resin compositions are disclosed which comprise (A) an epoxy resin, (B) a latent amine curing agent for said epoxy resin, and (C) a unique class of latent accelerators corresponding to formula I wherein:
Inventors
- 👤 George A. Doorakian
- 👤 Lawrence G. Duquette
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 23:32
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4021; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/80; C08G18/8061; C08G18/807; C08G18/808; C08G59/68; C08G59/686
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
234 words
A thermally curable epoxy composition comprising A. an epoxy resin bearing a plurality of 1,2-epoxy groups; B. a latent amine curing agent for said epoxy resin; and C. a small but sufficient amount of at least one sterically hindered urea or thiourea accelerator to increase the rate of reaction between (A) and (B) at elevated temperatures; said accelerator corresponding to the formula ##SPC6## wherein: X is an atom of oxygen or sulfur; n is 1 or 2; R 1 is lower alkyl, chloro or bromo; R 2 is hydrogen, lower alkyl, chloro or bromo; R 3 is hydrogen or an inert organic radical, or R 1 and R 2 or R 1 and R 3 can be joined to form a 5- or 6-membered carbocyclic ring; --NR 4 R 5 is the organic residue derived by the removal of the amino hydrogen atom from a secondary amine; with the proviso that R 1 is located α on the benzene nucleus to at least one of the urea of thiourea substituents; and with the proviso that when n is 2, I is the position isomer having the urea or thiourea substituents located α,α' on the benzene nucleus with respect to R 1 , or, I is a mixture of position isomers consisting essentially of at least about 35 percent of the aforesaid α,α' position isomer and up to about 65 percent of the α,γ isomer.
Claim 2
Dependent Claim
234 words
A thermally curable epoxy composition comprising A. an epoxy resin bearing a plurality of 1,2-epoxy groups; B. a latent amine curing agent for said epoxy resin; and C. a small but sufficient amount of at least one sterically hindered urea or thiourea accelerator to increase the rate of reaction between (A) and (B) at elevated temperatures; said accelerator corresponding to the formula ##SPC6## wherein: X is an atom of oxygen or sulfur; n is 1 or 2; R 1 is lower alkyl, chloro or bromo; R 2 is hydrogen, lower alkyl, chloro or bromo; R 3 is hydrogen or an inert organic radical, or R 1 and R 2 or R 1 and R 3 can be joined to form a 5- or 6-membered carbocyclic ring; --NR 4 R 5 is the organic residue derived by the removal of the amino hydrogen atom from a secondary amine; with the proviso that R 1 is located α on the benzene nucleus to at least one of the urea of thiourea substituents; and with the proviso that when n is 2, I is the position isomer having the urea or thiourea substituents located α,α' on the benzene nucleus with respect to R 1 , or, I is a mixture of position isomers consisting essentially of at least about 35 percent of the aforesaid α,α' position isomer and up to about 65 percent of the α,γ isomer.
Claim 3
Dependent Claim
61 words
The composition defined by claim 1 wherein X is oxygen; n is 1; R 1 is methyl, ethyl or chloro; R 2 is hydrogen or the same as R 1 ; R 3 is hydrogen, lower alkyl or chloro; and --NR 4 R 5 is the residue derived by removal of the amino hydrogen from a di-lower alkyl amine or pyrrolidine.
Claim 4
Dependent Claim
49 words
The composition defined by claim 1 wherein X is oxygen; n is 2; R 1 is methyl; R 2 and R 3 are each hydrogen; and --NR 4 R 5 is the residue derived by the removal of the amino hydrogen atom from a di-lower alkyl amine or pyrrolidine.
Claim 5
Dependent Claim
36 words
The composition defined by claim 1 wherein (C) is at least one of the hindered ureas corresponding to the formulas ##SPC7## wherein R 1 and R 2 are the same and are each chloro or ethyl.
Claim 6
Dependent Claim
28 words
The composition defined by claim 4 wherein (C) is a mixture of ##SPC8## wherein R 1 and R 2 are the same and are each chloro or ethyl.
Claim 7
Dependent Claim
24 words
The composition defined by claim 1 wherein (A) is the diglycidyl ether of 4,4'-isopropylidenediphenol or a urethane-modified epoxy resin or an epoxy novolac resin.
Claim 8
Dependent Claim
10 words
The composition defined by claim 1 wherein (B) is dicyandiamide.
Claim 9
Dependent Claim
32 words
The composition defined by claim 1 wherein A. is the diglycidyl ether of bisphenol A, B. is dicyandiamide, C. is at least one of the hindered ureas corresponding to the formulas ##SPC9##
References Cited (Backward Citations)
US3386956A
Cited
US3759914A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-05-11 | 1979-11-10 | 1980-05-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-05-11 | 1983-11-10 | 1984-05-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-05-11 | 1987-11-10 | 1988-05-11 | $7700.00 | Window Closed / Lapsed |