US4636535A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Curable epoxy resin compositions
Assignee: Wyeth Holdings LLC
•
Filing: 1985-01-16
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Granted: 1987-01-13
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Expires: 2005-01-16
Abstract
Abstract Curable compositions are provided comprising epoxide prepolymers and polyaminobenzoates, alone, or combined with reinforcements, e.g., graphite fibers, and, optionally modified with second resins. The cured fiber resin matrix compositions exhibit high toughness combined with excellent hot/wet strength.
Inventors
- 👤 David W. Wang
- 👤 Jeanne L. Courter
- 👤 Dalip K. Kohli
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 05:34
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/34; C07D207/36; C07D207/40; C07D207/404; C07D303/00; C07D303/02; C07D303/36; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/22; C08G59/32; C08G59/38; C08G59/40; C08G59/50; C08G59/52; C08J; C08J5/00; C08J5/04; C08J5/06; C08K; C08K7/00; C08K7/02; C08K7/04; C08K7/06; C08L; C08L63/00; C08L79/00; C08L79/04; C08L79/08
Claims Analysis
Total Claims: 39
Claim 1
Independent Claim
117 words
A fiber resin matrix composition comprising: (a) non-siliceous reinforcing filaments, and (b) a heat-curable epoxy resin composition comprising: (i) an epoxy prepolymer or combination of prepolymers having more than one epoxide group per molecule, and (ii) an amount effective to promote cure of an amine-functional curing agent or combination of curing agents selected from those of the formula: ##STR34## wherein R is hydrogen or methyl and X is a divalent non-aromatic organic hydrocarbon, non-aromatic hetero-interrupted hydrocarbon, or non-aromatic halo- or alkyl-substituted hydrocarbon radical, wherein the structure of X is characterized by conferring on composites comprised of said fiber resin matrix composition improved interlaminar toughness and residual compression strength after impact, while maintaining compression strength under hot/wet conditions.
Claim 2
Dependent Claim
117 words
A fiber resin matrix composition comprising: (a) non-siliceous reinforcing filaments, and (b) a heat-curable epoxy resin composition comprising: (i) an epoxy prepolymer or combination of prepolymers having more than one epoxide group per molecule, and (ii) an amount effective to promote cure of an amine-functional curing agent or combination of curing agents selected from those of the formula: ##STR34## wherein R is hydrogen or methyl and X is a divalent non-aromatic organic hydrocarbon, non-aromatic hetero-interrupted hydrocarbon, or non-aromatic halo- or alkyl-substituted hydrocarbon radical, wherein the structure of X is characterized by conferring on composites comprised of said fiber resin matrix composition improved interlaminar toughness and residual compression strength after impact, while maintaining compression strength under hot/wet conditions.
Claim 3
Dependent Claim
49 words
A composition as in claim 1, wherein X is a divalent radical selected from the group consisting of polymethylene of from 2 to 10 carbon atoms; --(CH 2 CH 2 OCH 2 CH 2 OCH 2 CH 2 )--; --CH 2 CH 2 OCH 2 CH 2 --; ##STR35##
Claim 4
Dependent Claim
29 words
A composition as in claim 2, wherein said curing agent (b)(ii) is selected from compounds of the formula: ##STR36## wherein z is an integer of from 2 to 6.
Claim 5
Dependent Claim
18 words
A composition as in claim 3, wherein said curing agent (b)(ii) comprises a compound of the formula: ##STR37##
Claim 6
Dependent Claim
29 words
A composition as in claim 2, wherein said curing agent (b)(ii) is selected from compounds of the formula: ##STR38## wherein z is an integer of from 2 to 6.
Claim 7
Dependent Claim
18 words
A composition as in claim 5, wherein said curing agent (b)(ii) comprises a compound of the formula: ##STR39##
Claim 8
Dependent Claim
28 words
A composition as defined in claim 2 wherein curing agent (b)(ii) comprises a mixture of a compound of the formula: ##STR40## and a compound of the formula: ##STR41##
Claim 9
Dependent Claim
22 words
A composition as in claim 1, wherein said curing agent (b)(ii) is used in combination with a second aromatic polyamine curing agent.
Claim 10
Dependent Claim
29 words
A composition as in claim 8, wherein said second aromatic polyamine is selected from diamino diphenyl sulfone, bis-3-aminophenoxy diphenyl sulfone, bis-4-aminophenoxy diphenyl sulfone, diaminobenzoate methylene dianiline or phenylene diamine.
Claim 11
Dependent Claim
33 words
A composition as in claim 1, wherein said non-siliceous filaments (a) comprise carbon, silicon carbide, boron, rayon, polybenzimidazole, polybenzothiazole, polyester, polyamide, metal coated such filaments or a combination of any of the foregoing.
Claim 12
Dependent Claim
18 words
A composition as in claim 10, wherein said filaments comprise graphite filaments, polyaramid filaments or nickel-plated graphite filaments.
Claim 13
Dependent Claim
15 words
A composition as in claim 1, wherein the epoxy prepolymer (b)(i) is a cycloaliphatic polyepoxide.
Claim 14
Dependent Claim
77 words
A composition as in claim 1, wherein the epoxy prepolymer (b)(i) is selected from aromatic compounds of the formula: ##STR42## and halogen and alkyl substituted derivatives of such compounds, wherein c is 2, 3 or 4 and equal to the valence of Q, Q is a divalent, trivalent or tetravalent radical; G is --O--, --NR'--or ##STR43## R' is hydrogen or alkyl; and d is 1 or 2 and equal to 1 less than the valence of G.
Claim 15
Dependent Claim
28 words
A composition as in claim 13, wherein the epoxy prepolymer (b)(i) comprises a compound of the formula: ##STR44## wherein x is an integer of from 1 to 4.
Claim 16
Dependent Claim
10 words
A composition as in claim 14, wherein x is 1.
Claim 17
Dependent Claim
18 words
A composition as in claim 13, wherein the epoxy prepolymer (b)(i) comprises a compound of the formula: ##STR45##
Claim 18
Dependent Claim
18 words
A composition as in claim 13, wherein the epoxy prepolymer (b)(i) comprises a compound of the formula: ##STR46##
Claim 19
Dependent Claim
18 words
A composition as in claim 13, wherein the epoxy prepolymer (b)(i) comprises a compound of the formula: ##STR47##
Claim 20
Dependent Claim
48 words
A composition as in claim 13, wherein the epoxy prepolymer (b)(i) comprises a compound of the formula: ##STR48## wherein y is 1 or 2, X is --O-- or ##STR49## R 3 is H or CH 3 and n is 2 to 8, or a mixture of the foregoing.
Claim 21
Dependent Claim
27 words
A composition as in claim 13, wherein the epoxy prepolymer (b)(i) comprises a compound of the formula: ##STR50## in combination with a compound of the formula: ##STR51##
Claim 22
Dependent Claim
18 words
A composition as in claim 13, wherein the epoxy prepolymer (b)(i) comprises a compound of the formula: ##STR52##
Claim 23
Dependent Claim
33 words
A composition as in claim 13, wherein component (b) comprises materials with the following parts by weight allocation: from about 75 to 125 parts (b)(i), and from about 30 to 50 parts (b)(ii).
Claim 24
Dependent Claim
13 words
A composition as in claim 1, which additionally contains in (b) a filler.
Claim 25
Dependent Claim
12 words
A composition as in claim 23, wherein the filler is fumed silica.
Claim 26
Dependent Claim
19 words
A composition as in claim 1, which also includes in (b) a small effective amount of a curing catalyst.
Claim 27
Dependent Claim
29 words
A composition as in claim 25, wherein the catalyst comprises the reaction product of toluene diisocyanate and dimethyl amine or the reaction product of boron trifluoride and an amine.
Claim 28
Dependent Claim
23 words
A composition as in claim 1, which also includes a minor, effective, property-modifying amount of a bis-maleimide compound or a styrene-butadiene-acrylonitrile core-shell polymer.
Claim 29
Dependent Claim
15 words
A composition as in claim 27, wherein the bismaleimide compound is of the formula: ##STR53##
Claim 30
Dependent Claim
109 words
A heat-curable epoxy resin composition comprising a non-siliceous fiber reinforcement and (i) an epoxy prepolymer or combination of prepolymers having more than one epoxide group per molecule, and (ii) an amount effective to promote cure of an amine-functional curing agent or combination of curing agents selected from compounds of the formula: ##STR54## wherein R' is hydrogen or methyl, and X is a divalent non-aromatic organic hydrocarbon, non-aromatic hetero-interrupted hydrocarbon, or non-aromatic halo- or alkyl-substituted hydrocarbon radical, wherein the structure of X is characterized by conferring on composites comprised of said epoxy resin composition improved interlaminar toughness and residual compression strength after impact, while maintaining compression strength under hot/wet conditions.
Claim 31
Dependent Claim
109 words
A heat-curable epoxy resin composition comprising a non-siliceous fiber reinforcement and (i) an epoxy prepolymer or combination of prepolymers having more than one epoxide group per molecule, and (ii) an amount effective to promote cure of an amine-functional curing agent or combination of curing agents selected from compounds of the formula: ##STR54## wherein R' is hydrogen or methyl, and X is a divalent non-aromatic organic hydrocarbon, non-aromatic hetero-interrupted hydrocarbon, or non-aromatic halo- or alkyl-substituted hydrocarbon radical, wherein the structure of X is characterized by conferring on composites comprised of said epoxy resin composition improved interlaminar toughness and residual compression strength after impact, while maintaining compression strength under hot/wet conditions.
Claim 32
Dependent Claim
68 words
A composition as in claim 29, wherein X is selected from the group consisting of polymethylene of from 2 to 10 carbon atoms, --CH 2 CH 2 OCH 2 CH 2 --, --CH 2 CH 2 CH(CH 3 )CH 2 CH 2 --, --CH 2 CH(CH 3 )CH 2 CH 2 CH 2 --, --CH 2 CH 2 OCH 2 CH 2 OCH 2 CH 2 --, ##STR55##
Claim 33
Dependent Claim
33 words
A composition as in claim 29, which additionally contains one or more components selected from the group consisting of aromatic amine curing co-agents, curing catalysts, fillers, thermoplastic modifiers, rubber modifiers, and bismaleimide modifiers.
Claim 34
Dependent Claim
19 words
A composition as in claim 29, wherein, in compoennt (ii), X is --CH 2 CH 2 CH 2 --.
Claim 35
Dependent Claim
13 words
A composition as in claim 32 wherein, in component (ii), R' is methyl.
Claim 36
Dependent Claim
67 words
A heat-curable epoxy resin composition comprising a non-siliceous reinforcement and (i) an epoxy prepolymer or combination of prepolymers having more than one epoxide per molecule, and (ii) an amount effective to promote cure of an amine-functional curing agent or combination of curing agents selected from those of the formula: ##STR56## wherein R 1 is hydrogen or methyl, and z is an integer of from 2 to 12.
Claim 37
Dependent Claim
67 words
A heat-curable epoxy resin composition comprising a non-siliceous reinforcement and (i) an epoxy prepolymer or combination of prepolymers having more than one epoxide per molecule, and (ii) an amount effective to promote cure of an amine-functional curing agent or combination of curing agents selected from those of the formula: ##STR56## wherein R 1 is hydrogen or methyl, and z is an integer of from 2 to 12.
Claim 38
Dependent Claim
12 words
A composition as in claim 29, wherein said reinforcement comprises carbon filaments.
Claim 39
Dependent Claim
12 words
A composition as in claim 29, wherein said reinforcement comprises graphite filaments.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-01-12 | 1990-07-14 | 1991-01-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-01-12 | 1994-07-14 | 1995-01-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-01-12 | 1998-07-14 | 1999-01-13 | $7700.00 | Window Closed / Lapsed |