Curable composition containing a difunctional epoxy resin, a polyfunctional epoxy resin, a difunctional phenol and a polyfunctional phenol

Claim 2

A composition which comprises (A) an epoxy-containing component comprising a substantially unreacted mixture of (1) from about 5 to about 95 percent by weight of at least one epoxy resin having an average of not more than 2 vicinal epoxide groups per molecule; and (2) from about 95 to about 5 percent by weight of at least one epoxy resin having an average of more than 2 vicinal epoxide groups per molecule represented by the following formulas III or IV or a combination of such resins ##STR5## wherein each A' is independently a divalent hydrocarbyl group having from 1 to about 4 carbon atoms; each R is independently hydrogen or an alkyl group having from 1 to about 3 carbon atoms; each R' is independently hydrogen or a hydrocarbyl group having from 1 to about 5 carbon atoms; each X is independently hydrogen, an alkyl group having from 1 to about 10 carbon atoms; m has a value from about 1 to about 4; and m' has a value from zero to about 1; and (B) a phenolic hydroxyl-containing component consisting essentially of (1) from about 10 to about 70 equivalent percent of at least one phenolic hydroxyl-containing compound having an average of not more than 2 phenolic hydroxyl groups per molecule; and (2) from about 90 to about 30 equivalent percent of at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C) optionally, a stabilizing quantity of one or more stabilizers; and wherein components (A) and (B) are present in quantities which provide a ratio of phenolic hydroxyl groups for each epoxy group of from about 0.75:1 to about 1.2:1.

Claim 3

A composition of claim 1 wherein (a) component (A) comprises from about 5 to about 60 weight percent of component (1) and from about 95 to about 40 weight percent of component (2); (b) component (B) comprises from about 10 to about 50 equivalent percent of component (1) and from about 90 to about 50 equivalent percent of component (2); and (c) components (A) and (B) are present in quantities which provide a ratio of phenolic hydroxyl groups for each epoxy group of from about 0.85:1 to about 1.1:1.

Claim 4

A curable composition of claim 2 wherein (a) component (A) comprises from about 5 to about 40 weight percent of component (1) and from about 95 to about 60 weight percent of component (2); (b) component (B) comprises from about 10 to about 35 equivalent percent of component (1) and from about 90 to about 65 equivalent percent of component (2); and (c) components (A) and (B) are present in quantities which provide a ratio of phenolic hydroxyl groups for each epoxy group of from about 0.95:1 to about 1:1.

Claim 5

A curable composition of claim 1, 2 or 3 wherein (a) component (A-1) is an epoxy resin represented by the following formulas I or II or a combination of such epoxy resins ##STR6## wherein each A is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms, --S--, --S--S--, --SO--, --SO 2 --, --CO--, or --O--; each R is independently hydrogen or an alkyl group having from 1 to about 3 carbon atoms; each X is independently hydrogen, an alkyl group having from 1 to about 10 carbon atoms or a halogen; each n independently has a value of zero or 1; and n' has a value from zero to about 10; (b) component (A-2) is an epoxy resin represented by the following formulas III or IV or a combination of such epoxy resins ##STR7## wherein each A' is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms; each R is as defined above: each R' is independently hydrogen or a hydrocarbyl group having from 1 to about 10 carbon atoms; m has a value from about 0.1 to about 7; and m' has a value from zero to about 3; (c) component (B-1) is a phenolic hydroxyl-containing compound represented by the following formulas V or VI or a combination of such phenolic hydroxyl-containing compounds ##STR8## wherein A, X and n are as previously defined; and (d) component (B-2) is a phenolic hydroxyl-containing compound represented by the following formulas VII or VIII or a combination of such phenolic hydroxyl-containing compounds ##STR9## wherein each A', R', X and m are as defined above.

Claim 6

A composition of claim 4 wherein (a) component (A-1) is a diglycidyl ether represented by formula II wherein n has a value of 1 and n' has a value from zero to about 2; (b) component (A-2) is a polyglycidyl ether represented by formula III wherein m has a value from about 1 to about 5; (c) component (B-1) is a phenolic hydroxyl-containing compound represented by formula VI wherein n has a value of 1; and (d) component (B-2) is a phenolic hydroxyl-containing compound represented by formula VII wherein m has a value from about 0.1 to about 7.

Claim 7

A composition of claim 5 wherein (a) component (A-1) is a diglycidyl ether of bisphenol A; (b) component (A-2) is a polyglycidyl ether of a phenol-formaldehyde novolac resin; (c) component (B-1) is bisphenol A or tetrabromo bisphenol A; (d) component (B-2) is a phenol-formaldehyde novolac resin; and (e) component (C), when present, is a p-toluene sulfonic acid, benzene sulfonic acid, methyl p-toluene sulfonate, ammonium perchlorate, fluoboric acid, perchloric acid, nitric acid, or a combination thereof.

Claim 8

A curable composition which comprises (A) an epoxy-containing component comprising a substantially unreacted mixture of (1) from about 5 to about 95 percent by weight of at least one epoxy resin having an average of not more than 2 vicinal epoxide groups per molecule; and (2) from about 95 to about 5 percent by weight of at least one epoxy resin having an average of more than 2 vicinal epoxide groups per molecule represented by the following formulas III or IV or a combination of such resins ##STR10## wherein each A' is independently a divalent hydrocarbyl group having from 1 to about 4 carbon atoms; each R is independently hydrogen or an alkyl group having from 1 to about 3 carbon atoms; each R' is independently hydrogen or a hydrocarbyl group having from 1 to about 5 carbon atoms; each X is independently hydrogen, an alkyl group having from 1 to about 10 carbon atoms; m has a value from about 1 to about 4; and m' has a value from zero to about 1; (B) a phenolic hydroxyl-containing component consisting essentially of (1) from about 10 to about 70 equivalent percent of at lest one phenolic hydroxyl-containing compound having an average of not more than 2 phenolic hydroxyl groups per molecule; and (2) from about 90 to about 30 equivalent percent of at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C) a catalytic quantity of at least one catalyst for effecting the reaction between components (A) and (B); and wherein components (A) and (B) are present in quantities which provide a ratio of phenolic hydroxyl groups for each epoxy group of from about 0.75:1 to about 1.2:1.

Claim 9

A curable composition which comprises (A) an epoxy-containing component comprising a substantially unreacted mixture of (1) from about 5 to about 95 percent by weight of at least one epoxy resin having an average of not more than 2 vicinal epoxide groups per molecule; and (2) from about 95 to about 5 percent by weight of at least one epoxy resin having an average of more than 2 vicinal epoxide groups per molecule represented by the following formulas III or IV or a combination of such resins ##STR10## wherein each A' is independently a divalent hydrocarbyl group having from 1 to about 4 carbon atoms; each R is independently hydrogen or an alkyl group having from 1 to about 3 carbon atoms; each R' is independently hydrogen or a hydrocarbyl group having from 1 to about 5 carbon atoms; each X is independently hydrogen, an alkyl group having from 1 to about 10 carbon atoms; m has a value from about 1 to about 4; and m' has a value from zero to about 1; (B) a phenolic hydroxyl-containing component consisting essentially of (1) from about 10 to about 70 equivalent percent of at lest one phenolic hydroxyl-containing compound having an average of not more than 2 phenolic hydroxyl groups per molecule; and (2) from about 90 to about 30 equivalent percent of at least one phenolic hydroxyl-containing compound having an average of more than 2 phenolic hydroxyl groups per molecule; and (C) a catalytic quantity of at least one catalyst for effecting the reaction between components (A) and (B); and wherein components (A) and (B) are present in quantities which provide a ratio of phenolic hydroxyl groups for each epoxy group of from about 0.75:1 to about 1.2:1.

Claim 10

A curable composition of claim 7 wherein (a) component (A) comprises from about 5 to about 60 weight percent of component (1) and from about 95 to about 40 weight percent of component (2); (b) component (B) comprises from about 10 to about 50 equivalent percent of component (1) and from about 90 to about 50 equivalent percent of component (2); and (c) components (A) and (B) are present in quantities which provide a ratio of phenolic hydroxyl groups for each epoxy group of from about 0.85:1 to about 1.1:1.

Claim 11

A curable composition of claim 8 wherein (a) component (A) comprises from about 5 to about 40 weight percent of component (1) and from about 95 to about 60 weight percent of component (2); (b) component (B) comprises from about 10 to about 35 equivalent percent of component (1) and from about 90 to about 65 equivalent percent of component (2); and (c) components (A) and (B) are present in quantities which provide a ratio of phenolic hydroxyl groups for each epoxy group of from about 0.95:1 to about 1:1.

Claim 12

A curable composition of claim 7, 8 or 9 wherein (a) component (A-1) is an epoxy resin represented by the following formulas or a combination of such epoxy resins ##STR11## wherein each A is independently a divalent hydrocarbyl group having suitably from 1 to about 10 carbon atoms, --S--, --S--S--, --SO--, --SO 2 --, --CO--, or --O--; each R is independently hydrogen or an alkyl group having from 1 to about 3 carbon atoms; each X is independently hydrogen, an alkyl group having from 1 to about 10 carbon atoms or a halogen; each n independently has a value of zero or 1; and n' has a value from zero to about 10; (b) component (A-2) is an epoxy resin represented by the following formulas III or IV or a combination of such epoxy resins ##STR12## wherein each A' is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms; each R is as defined above; each R' is independently hydrogen or a hydrocarbyl group having from 1 to about 10 carbon atoms; m has a value from about 0.1 to about 7; and m' has a value from zero to about 3; (c) component (B-1) is a phenolic hydroxyl-containing compound represented by the following formulas V or VI or a combination of such phenolic hydroxyl-containing compounds ##STR13## wherein A, X and n are as previously defined; (d) component (B-2) is a phenolic hydroxyl-containing compound represented by the following formulas VII or VIII or a combination of such phenolic hydroxyl-containing compounds ##STR14## wherein each A', R', X and m are as defined above; and (e) component (C) is a phosphonium compound, an imidazole or a combination thereof.

Claim 13

A curable composition of claim 10 wherein (a) component (A-1) is a diglycidyl ether represented by formula II wherein n has a value of 1 and n has a value from zero to about 2; (b) component (A-2) is a polyglycidyl ether represented by formula III wherein m has a value from about 1 to about 5; (c) component (B-1) is a phenolic hydroxyl-containing compound represented by formula VI wherein n has a value of 1; and (d) component (B-2) is a phenolic hydroxyl-containing compound represented by formula VII wherein m has a value from about 0.1 to about 7.

Claim 14

A curable composition of claim 11 wherein (a) component (A-1) is a diglycidyl ether of bisphenol A; (b) component (A-2) is a polyglycidyl ether of a phenol-formaldehyde novolac resin; (c) component (B-1) is bisphenol A or tetrabromo bisphenol A; (c) component (B-2) is a phenol-formaldehyde novolac resin; and (d) component (C) is a quaternary phosphonium acetate.acetic acid complex and fluoboric acid in a respective molar ratio of from about 1:0.9 to about 1.25, 2-methylimidazole or a combination thereof.

Claim 15

The product resulting from curing the curable composition of claims 7, 8, or 9.

Claim 16

The product resulting from curing the curable composition of claim 10.

Claim 17

The product resulting from curing the curable composition of claim 11.

Claim 18

The product resulting from curing the curable composition of claim 12.