Patent US5735962A successfully refreshed from Google Patents.
Patent US4521583A successfully refreshed from Google Patents.
US4521583A
Expired / Lapsed
US
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Curable epoxy resin compositions
Assignee: Wyeth Holdings LLC
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Filing: 1984-02-09
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Granted: 1985-06-04
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Expires: 2004-02-09
Abstract
Abstract Curable compositions comprising substituted bisurea catalyzed epoxide prepolymers alone, or with aromatic polyamine curing agents, alone, or in further combination with reinforcements, e.g., graphite fibers, and optionally modified with second resins are disclosed. The cured resin fiber matrix compositions exhibit high toughness combined with excellent hot/wet strength.
Inventors
- 👤 Dalip K. Kohli
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 02:18
CPC Classifications
C; C08; C08L; C08L63/00; C08L63/08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/50; C08G59/56; C08G59/4007; C08G59/4014; C08G59/4021
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
87 words
A heat curable composition comprising (a) an epoxy prepolymer or combination of prepolymers having more than one epoxide group per molecule, and (b) a curing catalyst for said epoxy consisting essentially of (i) an amount effective to cure said epoxy of a bisurea compound comprising the reaction product of an organic diamine with at least two moles, per mole of organic diamine, of an aryl monoisocyanate, alone, or in further combination with (ii) an amount effective to cure said epoxy of an amine functional aromatic curing agent.
Claim 2
Dependent Claim
87 words
A heat curable composition comprising (a) an epoxy prepolymer or combination of prepolymers having more than one epoxide group per molecule, and (b) a curing catalyst for said epoxy consisting essentially of (i) an amount effective to cure said epoxy of a bisurea compound comprising the reaction product of an organic diamine with at least two moles, per mole of organic diamine, of an aryl monoisocyanate, alone, or in further combination with (ii) an amount effective to cure said epoxy of an amine functional aromatic curing agent.
Claim 3
Dependent Claim
89 words
A composition as defined in claim 1 wherein said bisurea compound (b)(i) is of the formula ##STR33## wherein X is a divalent organic hydrocarbon radical, a divalent or trivalent hetero-interrupted hydrocarbon radical, or a divalent inertly-substituted hydrocarbon radical, R is hydrogen, a monovalent hydrocarbon radical, an amino or hydrocarbon substituted amino radical, a cyano radical, a hydrocarbonoxy radical or an inertly-substituted such radical, and R 1 is, independently, hydrogen, a monovalent hydrocarbon radical, an inertly-substituted hydrocarbon radical, a single bond, or a divalent alkylene radical or inertly-substituted such radical.
Claim 4
Dependent Claim
125 words
A composition as defined in claim 2 wherein in said bisurea compound (b)(i) X is a divalent alkylene radical of from 2 to 12 carbon atoms, a trivalent nitrogen-interrupted alkylene radical of 4 to 12 carbon atoms, a divalent arylene or polyarylene radical of 6 to 12 carbon atoms or a divalent polyarylene radical of 6 to 30 carbon atoms interrupted with --CR 2 --, --O--, --S-- or --SO 2 -- groups, wherein R 2 is hydrogen, a monovalent hydrocarbon radical or an inertly-substituted hydrocarbon radical, R is hydrogen, cyano, amino, methoxy, vinyl or ethinyl, and R 1 is hydrogen, alkyl of 1 to 6 carbon atoms, aryl of 6 to 12 carbon atoms, or a divalent alkylene of from 2 to 3 carbon atoms.
Claim 5
Dependent Claim
75 words
A composition as defined in claim 3 wherein in said bisurea compound (b)(i), X is divalent alkylene of from 2 to 12 carbon atoms, trivalent nitrogen-interrupted alkylene of from 4 to 12 carbon atoms, divalent diaryl sulfone of from 12 to 20 carbon atoms, R is hydrogen, amino, vinyl, methoxy or ethinyl, and R 1 is hydrogen, or alkyl of 1 to 6 carbon atoms, or divalent alkylene of from 2 to 3 carbon atoms.
Claim 6
Dependent Claim
24 words
A composition as defined in claim 2 wherein in compound (b)(i) X is --CH.sub.2).sub.6, R 1 is --CH 3 , and R is --H.
Claim 7
Dependent Claim
26 words
A composition as defined in claim 2 wherein in compound (b)(i) X is --CH.sub.2).sub.3, R 1 is --CH 2 CH 3 , and R is --H.
Claim 8
Dependent Claim
21 words
A composition as defined in claim 2 wherein in compound (b)(i) X is --CH.sub.2).sub.6, and R and R 1 are --H.
Claim 9
Dependent Claim
21 words
A composition as defined in claim 2 wherein in compound (b)(i), X is --CH.sub.2).sub.3, and R and R 1 are --H.
Claim 10
Dependent Claim
45 words
A composition as defined in claim 2 wherein in compound (b)(i) X is -CH.sub.2).sub.2, R is --H, one R 1 is a single bond and the other R 1 is -CH 2 ) 2 , one end of which is linked to the single bond.
Claim 11
Dependent Claim
48 words
A composition as defined in claim 2 wherein in compound (b)(i) X is the trivalent radical ##STR34## R is --H, one R 1 is --H and the other R 1 is --CH 2 ) 2 , one end of which is linked to the single-bonded N in X.
Claim 12
Dependent Claim
59 words
A composition as defined in claim 1 wherein said curing agent (b)(ii) is of the formulae ##STR35## wherein a is 2 or 3, R 3 is hydrogen, alkyl, or aryl, X is divalent or trivalent organic hydrocarbon, hetero-interrupted hydrocarbon, --N-- and Y is the same as X and in addition, a substituted hydrocarbon, --O--, --S--, or --SO 2 --.
Claim 13
Dependent Claim
25 words
A composition as defined in claim 11 wherein in component (b)(ii) a is 2, X is --CH 2 ) 3 and R 3 is H.
Claim 14
Dependent Claim
21 words
A composition as defined in claim 11 wherein in component (b)(ii) Y is --SO 2 -- and R 3 is hydrogen.
Claim 15
Dependent Claim
88 words
A composition as defined in claim 11 wherein bisurea compound (b)(i) is of the formula ##STR36## wherein X is a divalent organic hydrocarbon radical, a divalent or trivalent hetero-interrupted hydrocarbon radical, or a divalent inertly-substituted hydrocarbon radical, R is hydrogen, a monovalent hydrocarbon radical, an amino or hydrocarbon substituted amino radical, a cyano radical, a hydrocarbonoxy radical or an inertly-substituted such radical, and R 1 is, independently, hydrogen, a monovalent hydrocarbon radical, an inertly-substituted hydrocarbon radical, a single bond, or a divalent alkylene radical or inertly-substituted such radical.
Claim 16
Dependent Claim
30 words
A composition as defined in claim 14 wherein in component (b)(i), X is --CH 2 ) 3 , R 1 is --CH 2 CH 3 , and R is H.
Claim 17
Dependent Claim
42 words
A composition as defined in claim 13 wherein in component (b)(ii), X is --CH 2 ) 3 and R 3 is H, and in component (b)(i), X is , --CH 2 ) 3 and R 1 is --CH 2 CH 3 .
Claim 18
Dependent Claim
43 words
A composition as defined in claim 13 wherein in component (b)(ii), a is 2, Y is --SO 2 --, and R 3 is H and in component (b)(i), X is --CH 2 ) 3 and R 1 is --CH 2 CH 3 .
Claim 19
Dependent Claim
19 words
A composition as defined in claim 1 wherein the epoxy prepolymer (a) comprises a compound of the formula: ##STR37##
Claim 20
Dependent Claim
20 words
A composition as defined in claim 18 wherein the epoxy prepolymer (a) also includes a compound of the formula: ##STR38##
Claim 21
Dependent Claim
67 words
A heat curable composition comprising: (a) An epoxy prepolymer or combination of prepolymers having more than one epoxide group per molecule, and (b) A curing catalyst for said epoxy consisting essentially of an amount effective to cure said epoxy of a bisurea compound of the formula ##STR39## alone, or in further combination with an amount effective to cure said epoxy of an amine functional aromatic curing agent.
Claim 22
Dependent Claim
67 words
A heat curable composition comprising: (a) An epoxy prepolymer or combination of prepolymers having more than one epoxide group per molecule, and (b) A curing catalyst for said epoxy consisting essentially of an amount effective to cure said epoxy of a bisurea compound of the formula ##STR39## alone, or in further combination with an amount effective to cure said epoxy of an amine functional aromatic curing agent.
Claim 23
Dependent Claim
61 words
A composition as defined in claim 20, wherein said amine functional aromatic curing agent has the formula ##STR40## wherein a is 2 or 3, R 3 is hydrogen, alkyl, or aryl, X is divalent or trivalent organic hydrocarbon, hetero-interrupted hydrocarbon, or ##STR41## and Y is the same as X and in addition, a substituted hydrocarbon, --O--, --S--, or --SO 2 --.
Claim 24
Dependent Claim
18 words
A composition as defined in claim 21 wherein said amine functional aromatic curing agent has the formula ##STR42##
Claim 25
Dependent Claim
18 words
A composition as defined in claim 21 wherein said amine functional aromatic curing agent has the formula ##STR43##
Claim 26
Dependent Claim
19 words
A composition as defined in claim 20 wherein the epoxy prepolymer (a) comprises a compound of the formula ##STR44##
Claim 27
Dependent Claim
20 words
A composition as defined in claim 24 wherein the epoxy prepolymer (a) also includes a compound of the formula ##STR45##
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-06-03 | 1988-12-03 | 1989-06-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-06-03 | 1992-12-03 | 1993-06-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-06-03 | 1996-12-03 | 1997-06-04 | $7700.00 | Window Closed / Lapsed |