US4110364A — Curable resin compositions of cyanate esters

Claim 1

Independent Claim 175 words

A curable resin composition comprising: (a) a cyanate ester component selected from the group consisting of: (i) polyfunctional aromatic cyanate ester monomers having the formula: R--O--C.tbd.N).sub.n wherein n is at least 2 and not more than 5 and R is an aromatic organic group, the cyanate groups being bonded to an aromatic ring of said aromatic organic group, (ii) homoprepolymers of (i) and (iii) coprepolymers of (i) and an amine, said amine being a diamine of the formula H 2 N -- R 2 -- NH 2 , wherein R 2 is a divalent aromatic or alicyclic organic group, or a member selected from the group consisting of hexamethylenetetramine, polyethyleneimine, polyamino styrene, polyvinyl imidazole, triethylene diamine, 2-methylimidazole, 2-undecyclimidazole, 2-heptadecylimidazole, 2-phenylimidazole, 2-ethyl-4-methylimidazole, 1-benzyl-2-methylimidazole, 1-propyl-2-methylimidazole, 1-cyanoethyl-2-methylimidazole, 1-cyanoethyl-2-ethyl-4-methylimidazole, 1-cyanoethyl-2-undecylimidazole, 1-cyanoethyl-2-phenylimidazole, 1-guanaminoethyl-2-methylimidazole, and adducts formed between these imidazoles and trimellitic acid and (b) a bismaleimide component selected from the group consisting of (i) bismaleimides, (ii) bismaleimide homoprepolymers and (iii) bismaleimide coprepolymers of (i) and amines as above-defined, the weight ratio of component (a) to (b) being 1:99 to 99:1.

Claim 2

Dependent Claim 175 words

A curable resin composition comprising: (a) a cyanate ester component selected from the group consisting of: (i) polyfunctional aromatic cyanate ester monomers having the formula: R--O--C.tbd.N).sub.n wherein n is at least 2 and not more than 5 and R is an aromatic organic group, the cyanate groups being bonded to an aromatic ring of said aromatic organic group, (ii) homoprepolymers of (i) and (iii) coprepolymers of (i) and an amine, said amine being a diamine of the formula H 2 N -- R 2 -- NH 2 , wherein R 2 is a divalent aromatic or alicyclic organic group, or a member selected from the group consisting of hexamethylenetetramine, polyethyleneimine, polyamino styrene, polyvinyl imidazole, triethylene diamine, 2-methylimidazole, 2-undecyclimidazole, 2-heptadecylimidazole, 2-phenylimidazole, 2-ethyl-4-methylimidazole, 1-benzyl-2-methylimidazole, 1-propyl-2-methylimidazole, 1-cyanoethyl-2-methylimidazole, 1-cyanoethyl-2-ethyl-4-methylimidazole, 1-cyanoethyl-2-undecylimidazole, 1-cyanoethyl-2-phenylimidazole, 1-guanaminoethyl-2-methylimidazole, and adducts formed between these imidazoles and trimellitic acid and (b) a bismaleimide component selected from the group consisting of (i) bismaleimides, (ii) bismaleimide homoprepolymers and (iii) bismaleimide coprepolymers of (i) and amines as above-defined, the weight ratio of component (a) to (b) being 1:99 to 99:1.

Claim 3

Dependent Claim 41 words

The curable resin composition of claim 1 which further contains an amine as defined in claim 10 as component (d) in an amount of up to 10% by weight based on the total weight of the components (a), (b) and (d).

Claim 4

Dependent Claim 34 words

The curable resin composition of claim 2 wherein the amount of the amine as component (d) is 0.05 to 5% by weight based on the total weight of the components (a), (b) and (d).

Claim 5

Dependent Claim 56 words

The curable resin composition according to claim 1 wherein the cyanate ester homoprepolymer (a) (ii) has an average molecular weight of between 400 and 6,000; and the bismaleimide coprepolymer (b) (iii) has the formula: ##STR7## where m is zero or a positive number, up to about 10, and R 2 is the same as defined hereinabove.

Claim 6

Dependent Claim 46 words

The curable resin composition of claim 4 wherein in the case of (i), ratio (I) is 0.1 to 3; in the case of (II), ratio (IIa) is 0.34 to 1 and ratio (IIb) is 0.34 to 1; and ratio (III) is 0.05 to 5% by weight.

Claim 7

Dependent Claim 49 words

A curable resin composition according to claim 1 wherein: (a) the cyanate ester component is a prepolymer of a polyfunctional aromatic cyanate ester monomer having at least two cyanate groups bonded to the aromatic ring thereof and (b) the bismaleimide component is a prepolymer of the bismaleimide and amine.

Claim 8

Dependent Claim 45 words

A curable resin composition according to claim 1 wherein: (a) the cyanate ester component is a prepolymer of a polyfunctional aromatic cyanate ester monomer having at least two cyanate groups bonded to the aromatic ring thereof and (b) the bismaleimide component is a bismaleimide monomer.

Claim 9

Dependent Claim 40 words

A curable resin composition according to claim 7 wherein said cyanate ester component (a) comprises a prepolymer of a cyanate ester monomer prepared by reacting bisphenol A and a cyanogen halide and said bismaleimide component (b) comprises 4,4'-bisaminophenyl methane bismaleimide.

Claim 10

Dependent Claim 33 words

A curable resin composition according to claim 8 wherein said cyanate ester component (a) comprises a cyanate ester monomer in admixture with said prepolymer, said admixture having an average molecular weight of 500.

Claim 11

Dependent Claim 43 words

The curable resin composition according to claim 1 wherein the diamine is selected from the group consisting of m-phenylene diamine, m-, or p-xylylendiamine, 1,4-cyclohexane diamine, hexahydroxylylene diamine, 4,4'-bisaminophenyl methane, 4,4'-bisaminophenyl sulfone, bis(4-amino-3-methylphenyl)methane (DMT), bis(4-amino-3,5-dimethylphenyl) methane (MDX), 4,4'-bisaminophenylcyclohexane, 4,4'-bisaminophenyl ether, 2,2-bis(4'-aminophenyl)propane, 2,2-bis(4-amino-3-methylphenyl)methane, and α,α-bis(4'-aminophenyl)phenylmethane.

Claim 12

Dependent Claim 177 words

The curable resin composition of claim 10 which further comprises (c) an epoxy compound component having an epoxy equivalent of 70 to 6,000 and being prepared by reacting an epihalohydrin with a polyhydric phenol or an amine as defined in claim 10 and (d) an amine component as defined in claim 10, the amount of the component (c) satisfying the following conditions: (i) when the amount of major component, component (a) or (b) is 65 to 95% by weight based on the total amount of the components (a) and (b), ratio (I) given by the following equation ##EQU4## is 0.05 to 4, and (ii) when the amount of each of the components (a) and (b) is more than 35% by weight to less than 65% by weight based on the total amount of components (a) and (b), ratio (IIa) and ratio (IIb) given by the following equations ##EQU5## are both not more than 1, and the amount of component (d) being such that ratio (III) given by the following equation ##EQU6## is up to 10% by weight.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1981-08-28	1982-02-27	1982-08-29	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1985-08-28	1986-02-27	1986-08-29	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1989-08-28	1990-02-27	1990-08-29	$7700.00	Window Closed / Lapsed

Curable resin compositions of cyanate esters

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