US4107153A — Heat-resistant thermosetting polyimide resin

Claim 1

Independent Claim 289 words

A heat-resistant thermosetting resin composition consisting essentially of the reaction product of at least one component (A), at least one component (B) and at least one component (C) under molar ratios satisfying the conditions 0 < B/B+C) ≦ 0.5 and 1≦A/(B+C) < 2 wherein: component (A) is bis-imide of the general formula: ##STR8## wherein R is a divalent radical selected from the group consisting of straight or branched alkylene radicals and having a ring of five to six carbon atoms, heterocyclic radical having at least any one of oxygen, nitrogen and sulfur, phenylene radical, polycyclic aromatic radical, and a plurality of phenylene or alicyclic radicals directly bonded with any one of -- O --, --CH 2 --, --SO 2 --, --NHCO--, --NR 5 --, --NR 5 R 6 --, each of R 5 and R 6 being an alkyl radical of one to four carbon atoms, a cycloalkyl radical having an alicyclic ring of five to six carbon atoms or a phenyl radical and R' is divalent radical of an acid selected from the group consisting of maleic, citraconic and tetrahydrophthalic acid; component (B) is selected from the group consisting of cyanuric acid, isocyanuric acid and tris (epoxypropyl) isocyanurate; and component (C) is selected from the group consisting of pyromellitic diimide; benzophenone tetracarboxylic acid diimide; 2, 3, 6, 7-naphthalene-tetracarboxylic acid diimide; 3, 3', 4, 4'-diphenyltetra-carboxylic acid diimide; hydantoin or derivative of the formula: ##STR9## wherein R 1 and R 2 may be the same or different and represent hydrogen or one to three carbon atom alkyl radicals, and barbituric acid or derivative of the formula: ##STR10## wherein R 3 and R 4 may be the same or different and represent hydrogen or one to five carbon atom alkyl radicals.

Claim 2

Dependent Claim 289 words

A heat-resistant thermosetting resin composition consisting essentially of the reaction product of at least one component (A), at least one component (B) and at least one component (C) under molar ratios satisfying the conditions 0 < B/B+C) ≦ 0.5 and 1≦A/(B+C) < 2 wherein: component (A) is bis-imide of the general formula: ##STR8## wherein R is a divalent radical selected from the group consisting of straight or branched alkylene radicals and having a ring of five to six carbon atoms, heterocyclic radical having at least any one of oxygen, nitrogen and sulfur, phenylene radical, polycyclic aromatic radical, and a plurality of phenylene or alicyclic radicals directly bonded with any one of -- O --, --CH 2 --, --SO 2 --, --NHCO--, --NR 5 --, --NR 5 R 6 --, each of R 5 and R 6 being an alkyl radical of one to four carbon atoms, a cycloalkyl radical having an alicyclic ring of five to six carbon atoms or a phenyl radical and R' is divalent radical of an acid selected from the group consisting of maleic, citraconic and tetrahydrophthalic acid; component (B) is selected from the group consisting of cyanuric acid, isocyanuric acid and tris (epoxypropyl) isocyanurate; and component (C) is selected from the group consisting of pyromellitic diimide; benzophenone tetracarboxylic acid diimide; 2, 3, 6, 7-naphthalene-tetracarboxylic acid diimide; 3, 3', 4, 4'-diphenyltetra-carboxylic acid diimide; hydantoin or derivative of the formula: ##STR9## wherein R 1 and R 2 may be the same or different and represent hydrogen or one to three carbon atom alkyl radicals, and barbituric acid or derivative of the formula: ##STR10## wherein R 3 and R 4 may be the same or different and represent hydrogen or one to five carbon atom alkyl radicals.

Claim 3

Dependent Claim 17 words

The resin composition of claim 1 where said component (A) is an N, N'-bis-imide of maleic acid.

Claim 4

Dependent Claim 53 words

A heat-resistant thermosetting resin composition of claim 2, wherein said N, N'-bis-imide of maleic acid is at least one selected from the group consisting of N, N'-4,4'-diphenylmethane-bis-maleimide; N, N'-4, 4'-diphenylether-bis-maleimide; N, N'-paraphenylene-bis-maleimide; N, N'-benzidine-bis-maleimide; N, N'-metaxylene-bis-maleimide; N, N'-1, 5-naphthalene-bis-maleimide; N, N'-4, 4'-diphenylsulphone-bis-maleimide; N, N'-4, 4'-diphenyl-phenylamine-bis-maleimide; N, N'-metaphenylene-bis maleimide and N, N'-3, 3'-(N, N'-metaphenylene-bis-benzamide)-bis-maleimide.

Claim 5

Dependent Claim 28 words

A heat-resistant thermosetting resin compositions of claim 1, wherein said component (C) is selected from the group consisting of hydantoin; 5, 5'-dimethyl hydantoin; 5-n-propyl hydantoin and 5-isopropyl hydantoin.

Claim 6

Dependent Claim 30 words

A heat-resistant thermosetting resin composition of claim 1, wherein said component (C) is selected from the group consisting of barbituric acid, barbital, phenobarbital, amobarbital, pentobarbital, secobarbital, butabital, ethylhexabital and butethal.

Claim 7

Dependent Claim 34 words

The resin composition of claim 1 wherein component (A) is N, N'-4, 4'-diphenyl-methane-bis-maleimide, component (B) is cyanuric acid and component (C) is selected from the group consisting of pyromellitic diimide, dimethyl hydantoin and barbital.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1981-08-14	1982-02-13	1982-08-15	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1985-08-14	1986-02-13	1986-08-15	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1989-08-14	1990-02-13	1990-08-15	$7700.00	Window Closed / Lapsed

Heat-resistant thermosetting polyimide resin

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