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US4544728A Expired / Lapsed US ⏱️ 0.0 years remaining

Storage-stable thermosetting compositions comprising imido prepolymers

Assignee: Novartis Corp
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Filing: 1984-10-25
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Granted: 1985-10-01
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Expires: 2004-10-25
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Abstract

Abstract Storage-stable thermosetting compositions, well adopted for molding or the production of prepregs, and characterized by the absense of gas release upon crosslinking, are comprised of (A) an imido/hydroxylated organosilicon compound prepolymer, (B) triallyl isocyanurate or an acrylic ester of an ethoxyphenylated siloxane, and (C) an imidazole compound.

Inventors

  • 👤 Rene Dien
  • 👤 Guy Poulain

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 02:51
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C08G73/125; C08G73/126; C08G73/127

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 123 words
A thermosetting composition of matter which comprises: (A) a prepolymeric reaction product of: (a) a diimide or plurality of diimides, or combination of diimide and N-cyclohexylmaleimide, each such diimide or diimides having the general formula: ##STR7## wherein Y is H or CH 3 and L is cyclohexylene, phenylene, tolylene, 2,5-diethyltolylene, or a radical of the formula: ##STR8## in which T is: ##STR9## and X is H, CH 3 or isopropyl; with (b) an organosilicon compound comprising at least one hydroxy group bonded to a silicon atom thereof; (B) a triallyl isocyanurate, or an acrylic ester of an ethoxyphenylated siloxane compound of the general formula: ##STR10## in which R is H, CH 3 or C 2 H 5 ; and (C) an imidazole compound.
Claim 2
Dependent Claim 123 words
A thermosetting composition of matter which comprises: (A) a prepolymeric reaction product of: (a) a diimide or plurality of diimides, or combination of diimide and N-cyclohexylmaleimide, each such diimide or diimides having the general formula: ##STR7## wherein Y is H or CH 3 and L is cyclohexylene, phenylene, tolylene, 2,5-diethyltolylene, or a radical of the formula: ##STR8## in which T is: ##STR9## and X is H, CH 3 or isopropyl; with (b) an organosilicon compound comprising at least one hydroxy group bonded to a silicon atom thereof; (B) a triallyl isocyanurate, or an acrylic ester of an ethoxyphenylated siloxane compound of the general formula: ##STR10## in which R is H, CH 3 or C 2 H 5 ; and (C) an imidazole compound.
Claim 3
Dependent Claim 33 words
The composition of matter as defined by claim 1, wherein said diimide (1) comprises an N,N'-cyclohexylenedimaleimide, N,N'-metaphenylenedimaleimide, N,N'-paraphenylenedimaleimide, N,N'-4,4'-diphenylmethanedimaleimide, N,N'-(4,4'-diphenyl ether)dimaleimide, N,N'-4,4'-(diphenyl sulfone)dimaleimide, N,N'-tolylenedimaleimide, N,N'-4,4'-triphenylmethanedimaleimide, N,N'-cyclohexyldi(phenylmaleimide), 2,2'-propane N,N'-di (phenylmaleimide), 1,1-cyclohexane N,N'-di(4-methyl-3-phenylmaleimide), or diethyltolylene-N,N'-dimaleimide.
Claim 4
Dependent Claim 19 words
The composition of matter as defined by claim 1, wherein said diimide (1) comprises N,N'-4,4'-diphenylmethanedimaleimide, 2,4-tolylenedimaleimide, or mixture thereof.
Claim 5
Dependent Claim 158 words
The composition of matter as defined by claim 1, wherein said organosilicon compound (b) has the general formula: ##STR11## in which R 1 , R 2 , R 3 , R 4 and R 5 , which are identical or different, are each a hydroxyl group or --OR 6 wherein R 6 is a linear or branched chain alkyl radical containing from 1 to 6 carbon atoms or a phenyl radical; a hydrogen atom; a linear or branched chain alkyl radical containing from 1 to 6 carbon atoms, optionally substituted by one or more chlorine or fluorine atoms or by a --CN group; a linear or branched chain alkenyl radical containing from 1 to 6 carbon atoms; or a phenyl radical, optionally substituted by one or more alkyl and/or alkoxy radicals containing from 1 to 4 carbon atoms, or by one or more chlorine atoms; and y is a whole or fractional number ranging from 0 to 1,000.
Claim 6
Dependent Claim 27 words
The composition of matter as defined by claim 4, wherein said organosilicon compound (b) comprises diethylsilanediol, diphenylsilanediol, methylphenylsilanediol, 1,1,3,3-tetramethyldisiloxane-1,3-diol, 1,1-dimethyl-3,3-diphenyldisiloxane-1,3-diol, 1,3-dimethyl-1,3-diphenyldisiloxane-1,3-diol, 1,1,3,3,5,5-hexamethyltrisiloxane-1,5-diol, 1,1,3,3,5,5,7,7-octamethyltetrasiloxane-1,7-diol, 1,1,3,3,5,5,7,7,9,9-decamethylpentasiloxane-1,9-diol, 1,1,3,3,5,5,7,7,9,9,11,11-dodecamethylhexasiloxane-1,11-diol, or 1,3,5,7,9-pentamethyl-1,3,5,7,9-pentaphenylpentasiloxane-1,9-diol.
Claim 7
Dependent Claim 16 words
The composition of matter as defined by claim 4, wherein said organosilicon compound (b) comprises diphenylsilane-diol.
Claim 8
Dependent Claim 80 words
The composition of matter as defined by claim 4, wherein said imidazole compound (C) has the general formula: ##STR12## in which R 7 , R 8 , R 9 and R 10 , which are identical or different, are each a hydrogen atom, an alkyl or alkoxy radical containing from 1 to 20 carbon atoms, vinyl, phenyl, or nitro, and R 9 and R 10 together with the carbon atoms from which they depend, may form a single ring member.
Claim 9
Dependent Claim 25 words
The composition of matter as defined by claim 7, wherein said imidazole compound (C) comprises imidazole or glyoxaline, 1-methylimidazole, 2-methylimidazole, 1,2-dimethylimidazole, 1-vinylimidazole, 1-vinyl-2-methylimidazole or benzimidazole
Claim 10
Dependent Claim 35 words
The composition of matter as defined by claim 1, wherein said prepolymer (A) comprises from 60 to 90% by weight of said diimide (1) and 10 to 40% by weight of said organosilicon compound (b).
Claim 11
Dependent Claim 25 words
The composition of matter as defined by claim 9, wherein said component (B) comprises from 10 to 20% by weight of the total weight thereof.
Claim 12
Dependent Claim 25 words
The composition of matter as defined by claim 10, wherein said component (C) comprises from 0.05 to 3% by weight of the total weight thereof.
Claim 13
Dependent Claim 67 words
A process for the preparation of the composition of matter as defined by claim 1, comprising intimately admixing said diimide (a) and said hydroxylated organosilicon compound (b), melting said admixture, adding the imidazole compound (C) dissolved in a diluent thereto, under vigorous stirring, next degassing the resulting composition, then adding the triallyl isocyanurate or acrylic ester (B) thereto, and casting, after homogenization, the resin which results therefrom.
Claim 14
Dependent Claim 12 words
The composition of matter as defined by claim 1, in thermoset state.
Claim 15
Dependent Claim 13 words
A shaped article comprising the composition of matter as defined by claim 1.
Claim 16
Dependent Claim 13 words
A shaped article comprising the composition of matter as defined by claim 13.

References Cited (Backward Citations)

US3763081A Cited
US4361690A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-09-30 1989-04-01 1989-10-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-09-30 1993-04-01 1993-10-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-09-30 1997-04-01 1997-10-01 $7700.00 Window Closed / Lapsed

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