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US4480082A Expired / Lapsed US ⏱️ 0.0 years remaining

Epoxy resin fortifiers based on aromatic amides

Assignee: National Research Council Canada
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Filing: 1983-07-25
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Granted: 1984-10-30
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Expires: 2003-07-25
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Abstract

Abstract The reaction product of (i) an aromatic amide having the amine group of the amide attached to an aromatic ring, and (ii) a mono- or di-epoxide, has been found to be a good fortifier of epoxy resins. Epoxy resins have been found to attain increased strength and modulus (yet not brittle) by compounding: (a) a resin-forming polyepoxide, (b) an amine curing agent for (a), and (c) the above fortifier; and heat curing the mixture. Strengths as high as 130-150 MPa and modulus values to as high as 5000 MPa have been achieved yet with a ductile mode of fracture.

Inventors

  • 👤 Paul D. McLean
  • 👤 Andrew Garton
  • 👤 Robert F. Scott
  • 👤 Susan E. Gransden

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 14:47
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/182; C08G59/40; C08G59/44

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 51 words
A fortifier for epoxy resins comprising the reaction product of (i) an aromatic amide of the formula ##STR4## wherein A to E are selected from hydrogen, hydroxyl, halogen, lower alkyl, halogenated lower alkyl, amino, and an alkylene-linked aromatic amide moiety; and X is selected from hydrogen, lower alkyl, phenyl and ##STR5##
Claim 2
Dependent Claim 51 words
A fortifier for epoxy resins comprising the reaction product of (i) an aromatic amide of the formula ##STR4## wherein A to E are selected from hydrogen, hydroxyl, halogen, lower alkyl, halogenated lower alkyl, amino, and an alkylene-linked aromatic amide moiety; and X is selected from hydrogen, lower alkyl, phenyl and ##STR5##
Claim 3
Dependent Claim 15 words
The fortifier of claim 1 in admixture with an amine curing agent for epoxy resins.
Claim 4
Dependent Claim 33 words
A curable epoxy resin composition comprising a resin-forming polyepoxide and the fortifier + curing agent mixture of claim 2, the fortifier being selected to bestow an increased tensile strength and modulus on curing.
Claim 5
Dependent Claim 42 words
The fortifier of claim 1 wherein the epoxide reactant of the fortifier as a monoepoxide of the formula ##STR6## wherein A' and B' are selected from hydrogen, halogen, lower alkyl, halogenated lower alkyl, phenyl, halogenated phenyl and an alkylene-linked aromatic ether moiety.
Claim 6
Dependent Claim 28 words
The fortifier of claim 1 wherein the epoxide reactant of the fortifier is a diepoxide containing two epoxide groups one of which is less reactive than the other.
Claim 7
Dependent Claim 15 words
The fortifier of claim 1 wherein the epoxide reactant of the fortifier is vinylcyclohexene dioxide.
Claim 8
Dependent Claim 23 words
The compositions of claim 2 wherein the amine curing agent is selected from the group consisting of methylene dianiline, N-aminoethylpiperazine, metaphenylenediamine, and tetraethylenetriamine.
Claim 9
Dependent Claim 26 words
The epoxy resin composition of claim 3 wherein the concentration of fortifier ranges up to about 40 parts by wt. per hundred parts of the resin.
Claim 10
Dependent Claim 21 words
The epoxy resin composition of claim 3 cured to a strong, high modulus, solid form having a ductile mode of fracture.
Claim 11
Dependent Claim 11 words
The fortifier component of claim 1 further reacted with an isocyanate.
Claim 12
Dependent Claim 23 words
The fortifier component of claim 1 further reacted with an isocyanate selected from methyl isocyanate, ethyl isocyanate, phenyl isocyanate and halogenated derivatives thereof.
Claim 13
Dependent Claim 11 words
The fortifier component of claim 1 further reacted with a nitrile.
Claim 14
Dependent Claim 23 words
The fortifier component of claim 1 further reacted with a nitrile selected from p-aminobenzonitrile, phthalonitrile, malononitrile, succinonitrile, adiponitrile, acrylonitrile, and halogenated derivatives thereof.
Claim 15
Dependent Claim 33 words
A process of preparing the fortifier of claim 1 comprising heating the aromatic amide and mono- or diepoxide together at within about 70° C.-200° C. for a time within about 15 min.-2 hr.
Claim 16
Dependent Claim 38 words
A process of preparing the fortifier of claim 1 comprising heating about 1 mole of the amide with from about 0.8-3 moles of the mono- or diepoxide at the equivalent of about 100°-180° C. for about 1 hr.
Claim 17
Dependent Claim 23 words
The process of claim 14 carried out in the presence of a catalyst of the type of diethylamine hydrochloride, ethylmethylimidazole, alphamethylbenzyldimethylamine, and 2-hydroxybenzyldimethylamine.
Claim 18
Dependent Claim 44 words
The process of claim 14 including the further steps of compounding the resulting fortifier with a resin-forming polyepoxide and an amine curing agent for said polyepoxide, and, heat curing the mixture to form a strong, high modulus solid having a ductile mode of fracture.

References Cited (Backward Citations)

US2870170A Cited
US3759914A Cited
US4182832A Cited
US4197389A Cited
US4195152A Cited
US4182831A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-10-30 1988-04-30 1988-10-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-10-30 1992-04-30 1992-10-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-10-30 1996-04-30 1996-10-30 $7700.00 Window Closed / Lapsed

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