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US3956237A Expired / Lapsed US ⏱️ 0.0 years remaining

Epoxy resin compositions comprising latent amine curing agents and novel accelerators

Assignee: Dow Chemical Co
•
Filing: 1974-07-08
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Granted: 1976-05-11
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Expires: 1994-07-08
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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 12:47
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

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