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US4608426A Expired / Lapsed US ⏱️ 0.0 years remaining

Bis-maleimide resin composition

Assignee: Wyeth Holdings LLC
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Filing: 1985-01-29
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Granted: 1986-08-26
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Expires: 2005-01-29
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Abstract

Abstract A novel bis-imide matrix resin composition comprising (i) 40 to 95 percent by weight of ethyleneically unsaturated bis-imides, preferably a low melting mixture of a major portion of maleimides of aromatic amines such as toluene diamine and methylene dianiline with a minor portion of maleimide of an aliphatic amine such as trimethyl hexamethylene diamine, (ii) 5 percent to 60 percent by weight of a heatactivatible cross-linking agent combination for gelling the bis-imides, said combination comprising (1) an arylene polyamine and (2) an alkenylphenol or alkenylphenol ether, and, as a polymerization catalyst therefor, (iii) an imidazole compound. The resin composition is useful as a matrix resin for high performance, fiber reinforced composites, having low shrinkage, good thermal stability and moisture resistance and excellent impact strength.

Inventors

  • 👤 Bruce A. Stern

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 20:03
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C08G73/121; C08G73/122

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 133 words
A resin composition comprising: (i) 40 to 95 percent by weight of a mixture of unsaturated N,N'-bis-imides of the formula: ##STR7## where Y represents a divalent radical of at least 2 carbon atoms and contains a carbon-carbon double bond and in major portion of the mixture, Z is the residue of at least one aromatic diamine and in the minor portion of the mixture Z is the residue of an aliphatic diamine; (ii) 5 to 60 percent by weight of a heat-activatible cross-linking agent combination for said bis-imides (i), said combination comprising (1) 1 to 99 parts by weight of an arylene polyamine compound and (2) 99 to 1 parts by weight of an alkenyl phenol or an alkenylphenol ether; and (iii) 0 to 5 percent by weight of an imidazole polymerization catalyst.
Claim 2
Dependent Claim 133 words
A resin composition comprising: (i) 40 to 95 percent by weight of a mixture of unsaturated N,N'-bis-imides of the formula: ##STR7## where Y represents a divalent radical of at least 2 carbon atoms and contains a carbon-carbon double bond and in major portion of the mixture, Z is the residue of at least one aromatic diamine and in the minor portion of the mixture Z is the residue of an aliphatic diamine; (ii) 5 to 60 percent by weight of a heat-activatible cross-linking agent combination for said bis-imides (i), said combination comprising (1) 1 to 99 parts by weight of an arylene polyamine compound and (2) 99 to 1 parts by weight of an alkenyl phenol or an alkenylphenol ether; and (iii) 0 to 5 percent by weight of an imidazole polymerization catalyst.
Claim 3
Dependent Claim 17 words
A composition as defined in claim 1 wherein the cross-linking agent comprises 3,3'-diaminophenyl sulfone and o,o'-diallyl bisphenol-A.
Claim 4
Dependent Claim 24 words
A composition as defined in claim 1 wherein Y is derived from an acid or anhydride selected from maleic, citraconic, Nadic, tetrahydrophthalic or tetrahydronaphthalic.
Claim 5
Dependent Claim 56 words
A composition as defined in claim 3 wherein the bis-imide is a maleimide derived from at least one diamine selected from ethylene diamine, hexamethylene diamine, phenylene diamine, trimethylhexamethylene diamine, methylene dianiline, toluene diamine, 4,4'-diphenylmethane diamine, 4,4'-diphenylether diamine, 4,4'-diphenylsulfone diamine, 4,4'-dicyclohexanemethane diamine, metaxylylene diamine, 4,4'-diphenylcyclohexane diamine, 3,3'-diphenyl sulfone diamine or a mixture of any of the foregoing.
Claim 6
Dependent Claim 24 words
A composition as defined in claim 1 wherein 75 to 95 percent by weight of mixture (i) consists of bis-imides derived from aromatic diamines.
Claim 7
Dependent Claim 19 words
A composition as defined in claim 5 wherein mixture (i) has a melting point between 70° and 125° C.
Claim 8
Dependent Claim 16 words
A composition as defined in claim 1 wherein Y contains from 2 to 6 carbon atoms.
Claim 9
Dependent Claim 13 words
A composition as defined in claim 1 wherein the bis-imide is an N,N'-bis-maleimide.
Claim 10
Dependent Claim 43 words
A composition as defined in claim 8 wherein said mixture of bis-imides (i) is derived from diamines consisting essentially of 50 to 80 percent of methylene dianiline, 5 to 30 percent of toluene diamine and 5 to 25 percent of trimethyl hexamethylene diamine.
Claim 11
Dependent Claim 24 words
A composition as defined in claim 9 wherein said imidazole polymerization catalyst is present in an amount from 0.01 to 1.0 percent by weight.
Claim 12
Dependent Claim 12 words
A composition as defined in claim 10 wherein said catalyst is 2-methyl-4-ethylimidazole.

References Cited (Backward Citations)

US4266047A Cited
US4100140A Cited
US4131707A Cited
US4160859A Cited
US4247670A Cited
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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) 1989-08-25 1990-02-24 1990-08-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-08-25 1994-02-24 1994-08-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-08-25 1998-02-24 1998-08-26 $7700.00 Window Closed / Lapsed

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