Curable compositions containing mesogenic epoxy compounds and cured products thereof

Claim 2

A curable composition comprising (A) an epoxy resin containing one or more rodlike mesogenic moieties represented by the following Formula I ##STR44## wherein at least about 80 percent of the --(Z 1 --Z 2 ) n --Z 1 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy halogen atom, --NO 2 , or --C≡N; each Z 1 is independently --CR 1 ═CR 1 --, --CR 1 ═CR 1 --CR 1 ═CR 1 --, --CR 1 ═N--N═CR 1 --, --CR 1 ═CR 1 --CO--O--CH 2 --, --CR 1 ═CR 1 --CO--O--CH 2 CH 2 --, --CH 2 --O--CO--CR 1 ═CR 1 --, --CH 2 --CH 2 --O--CO--CR 1 ═CR 1 --, --CR 1 ═CR 1 --CO--O--, --O--CO--CR 1 ═CR 1 -- , --CO--NR 1 --, --NR 1 --CO--, --CO--NR 1 --NR 1 --CO--, --C≡C--, --C≡C--C≡C--, --CR 1 ═CR 1 --O--CO--CH 2 --, --CH 2 --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--CH 2 --CH 2 --, --CH 2 --CH 2 --CO--O--CR 1 ═CR 1 --, --CH 2 --CH 2 --CO--O--, --O--CO--CH 2 --CH 2 --, --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--, ##STR45## Z 2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms and is cycloaliphatic, polycycloaliphatic, aromatic or a combination thereof; n is 0 to 2; each Z' is independently a --CO--, --O--CO--, --CO--O--, --CO--NR 1 --, or --NR 1 --CO-- group and each n' independently has a value of zero or one; with the proviso that: (a) both of the R 1 groups in the --CR 1 ═CR 1 -- group cannot simultaneously be a hydrogen atom; (b) each Z 1 can also independently be ##STR46## --CR 1 ═N--, --N═CR 1 --, --CO--CR 1 ═CR 1 -- and --CR 1 ═CR 1 --CO-- when Z 2 is not a benzene ring and n≠0; (c) R 1 in the --CR 1 ═N-- and --N═CR 1 -- groups is other than hydrogen; (d) when n=1, either one of Z 1 can also be selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O-- and a direct single bond provided that the other Z 1 group is not selected from this same group or is not selected from a group selected from the group consisting of ##STR47## when (i) each n' is zero, or (ii) when one n'=zero and one n'=1 with Z' being --O--CO-- or --CO--O-- and R 1 is a group having only one carbon atom; (e) when n=2, one or two Z 1 groups can also independently be selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O--, and a direct single bond, provided that the remaining Z 1 groups are not selected from this group; (f) when one Z 1 is ##STR48## wherein (i) when each n'=1 with each Z' being --O--CO-- or --CO--O--, or (ii) when one n'=1 with Z' being --O--CO-- or --CO--O-- and the other n'=zero resulting in the other Z' being a direct bond and R 1 is a group having only one carbon atom, then n must have a value of 1 or 2 and R 1 is a group having only one carbon atom; and (B) a curing quantity of at least one curing agent therefor with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction.

Claim 3

A curable composition of claim 1 wherein when X is a hydrocarbyl or hydrocarbyloxy group, it has from 1 to about 6 carbon atoms and when it is a halogen atom, it is chlorine or bromine.

Claim 4

A curable composition of claim 1 wherein when X is a hydrocarbyl or hydrocarbyloxy group, it has from 1 to about 4 carbon atoms and when it is a halogen atom, it is bromine.

Claim 5

A curable composition comprising (A) an epoxy resin containing one or more rodlike mesogenic moieties represented by the following Formula II ##STR49## and Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; and X 1 is a divalent hydrocarbyl group having from 1 to about 10, carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; and n' is zero or one; and with the proviso that Z 4 is not --CO--O-- or --O--CO-- when R 1 is a group having only one carbon atom; and (B) a curing quantity of at least one curing agent therefor, with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction.

Claim 6

A curable composition comprising (A) an epoxy resin containing one or more rodlike mesogenic moieties represented by the following Formula II ##STR49## and Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; and X 1 is a divalent hydrocarbyl group having from 1 to about 10, carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; and n' is zero or one; and with the proviso that Z 4 is not --CO--O-- or --O--CO-- when R 1 is a group having only one carbon atom; and (B) a curing quantity of at least one curing agent therefor, with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction.

Claim 7

A curable composition of claim 4 wherein when X is a hydrocarbyl or hydrocarbyloxy group, it has from 1 to about 6 carbon atoms and when it is a halogen atom, it is chlorine or bromine.

Claim 8

A curable composition of claim 4 wherein when X is a hydrocarbyl or hydrocarbyloxy group, it has from 1 to about 4 carbon atoms and when it is a halogen atom, it is bromine.

Claim 9

A curable composition comprising (A) a diglycidyl ether of 4,4'-dihydroxy-α-methylstilbene, a diglycidyl ether of 4,4'-dihydroxybenzanilide, a diglycidyl ether of 4,4'-dihydroxy-2,2'-dimethylazoxybenzene or any combination thereof; and (B) a curing quantity of at least one curing agent therefor.

Claim 10

A curable composition comprising (A) a diglycidyl ether of 4,4'-dihydroxy-α-methylstilbene, a diglycidyl ether of 4,4'-dihydroxybenzanilide, a diglycidyl ether of 4,4'-dihydroxy-2,2'-dimethylazoxybenzene or any combination thereof; and (B) a curing quantity of at least one curing agent therefor.

Claim 11

A curable composition comprising (I) a blend comprising (A) one or more epoxy resins or monoepoxide compounds containing one or more rodlike mesogenic moieties represented by either the following Formula I ##STR50## wherein at least about 80 percent of the --(Z 1 --Z 2 ) n --Z 1 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having suitably from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; each Z 1 is independently --CR 1 ═CR 1 --, --CR 1 ═CR 1 --CR 1 ═CR 1 --, --CR 1 ═N--N═CR 1 --, --CR 1 ═CR 1 --CO--O--CH 2 --, --CR 1 ═CR 1 --CO--O--CH 2 --CH 2 --, --CH 2 --O--CO--CR 1 ═CR 1 --, --CH 2 --CH 2 --O--CO--CR 1 ═CR 1 --, --CR 1 ═CR 1 --CO--O--, --O--CO--CR 1 ═CR 1 --, --CO--NR 1 --, --NR 1 --CO--, --CO--NR 1 --NR 1 --CO--, --C≡C--, --C≡C--C≡C--, --CR 1 ═CR 1 --O--CO--CH 2 --, --CH 2 --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--CH 2 --CH 2 --, --CH 2 --CH 2 --CO--O--CR 1 ═CR 1 --, --CH 2 --CH 2 ═CO--O--, --O--CO--CH 2 --CH 2 --, --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--, ##STR51## Z 2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms and is cycloaliphatic, polycycloaliphatic, aromatic or a combination thereof; n is 0 to 2; each Z' is independently a --CO--, --O--CO--, --CO--O--, --CO--NR 1 --, or --NR 1 --CO-- group and each n' independently has a value of zero or one; with the proviso that: (a) both of the R 1 groups in the --CR 1 ═CR 1 -- group cannot simultaneously be a hydrogen atom; (b) each Z 1 can also independently be ##STR52## --CR 1 ═N--, --N═CR 1 --, --CO--CR 1 ═CR 1 -- and --CR 1 ═CR 1 --CO-- when Z 2 is not a benzene ring and n≠0; (c) R 1 in the --CR 1 ═N-- and --N═CR 1 -- groups is other than hydrogen; (d) when n=1, either one of Z 1 can also be selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O-- and a direct single bond provided that the other Z 1 group is not selected from this same group or is not selected from a group selected from the group consisting of ##STR53## when (i) each n' is zero, or (ii) when one n'=zero and one n'=1 with Z' being --CO--CO-- or --CO--O-- and R 1 is a group having only one carbon atom; (e) when n=2, one or two Z 1 groups can also independently be selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O--, and a direct single bond, provided that the remaining Z 1 groups are not selected from this group; (f) when one Z 1 is ##STR54## wherein (i) when each n'=1 with each Z' being --O--CO-- or --CO--O--, or (ii) when one n'=1 with Z' being --O--CO-- or --CO--O-- and the other n'=zero resulting in the other Z' being a direct bond and R 1 is a group having only one carbon atom, then n must have a value of 1 or 2 and R 1 is a group having only one carbon atom; or the following Formula II ##STR55## and Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; and X 1 is a divalent hydrocarbyl group having from 1 to about 10, carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; and n' is zero or one; and with the proviso that Z 4 is not --CO--O-- or --O--CO-- when R 1 is a group having only one carbon atom; or the following Formula III ##STR56## wherein at least about 80 percent of the --(Z 5 --Z 2 ) n --Z 5 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having suitably from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; each Z 5 is independently --CR 1 ═CR 1 --, --CR 1 ═CR 1 --CR 1 ═CR 1 --, --CR 1 ═N--N═CR 1 --, --CR 1 ═CR 1 --CO--O--CH 2 --, --CR 1 ═CR 1 --CO--O--CH 2 --CH 2 --, --CH 2 --O--CO--CR 1 ═CR 1 --, --CH 2 --CH 2 --O--CO--CR 1 ═CR 1 --, --CR 1 ═CR 1 --CO--O--, --O--CO--CR 1 ═CR 1 --, --N═N--, --CO--NR 1 --, --NR 1 --CO--, --CO--NR 1 --NR 1 --CO--, --C≡C--, --C≡C--C≡C--, --CO--S--, --S--CO--, --CR 1 ═N--, --N═CR 1 --, --CO--O--, --O--CO--, --CR 1 ═CR 1 --O--CO--CH 2 --, --CH 2 --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--CH 2 --CH 2 --, --CH 2 --CH 2 --CO--O--CR 1 ═CR 1 --, --CH 2 --CH 2 --CO--O--, --O--CO--CH 2 --CH 2 --, --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--, a direct single bond when n≧1, ##STR57## Z 2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms and is cycloaliphatic, polycycloaliphatic, aromatic or a combination thereof; n is zero or two; each Z' is independently a --CO--, --O--CO--, --CO--O--, --CO--NR 1 --, or NR 1 --CO-- group; and each n' is independently zero or one; or by the following Formula IV ##STR58## wherein Z 6 is ##STR59## Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; X 1 is a divalent hydrocarbyl group having from 1 to about 10 carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; and n' is zero or one; or any combination of any two or more epoxy resins or monoepoxide compounds represented by the aforementioned Formulas I, II, III and IV; (B) one or more polyepoxides which are substantially free of rodlike mesogenic moieties; and (II) a curing amount of at least one curing agent therefor, with the proviso that said epoxy resin(s) or monoepoxide compound(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction.

Claim 12

A curable composition comprising (I) a blend comprising (A) one or more epoxy resins or monoepoxide compounds containing one or more rodlike mesogenic moieties represented by either the following Formula I ##STR50## wherein at least about 80 percent of the --(Z 1 --Z 2 ) n --Z 1 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having suitably from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; each Z 1 is independently --CR 1 ═CR 1 --, --CR 1 ═CR 1 --CR 1 ═CR 1 --, --CR 1 ═N--N═CR 1 --, --CR 1 ═CR 1 --CO--O--CH 2 --, --CR 1 ═CR 1 --CO--O--CH 2 --CH 2 --, --CH 2 --O--CO--CR 1 ═CR 1 --, --CH 2 --CH 2 --O--CO--CR 1 ═CR 1 --, --CR 1 ═CR 1 --CO--O--, --O--CO--CR 1 ═CR 1 --, --CO--NR 1 --, --NR 1 --CO--, --CO--NR 1 --NR 1 --CO--, --C≡C--, --C≡C--C≡C--, --CR 1 ═CR 1 --O--CO--CH 2 --, --CH 2 --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--CH 2 --CH 2 --, --CH 2 --CH 2 --CO--O--CR 1 ═CR 1 --, --CH 2 --CH 2 ═CO--O--, --O--CO--CH 2 --CH 2 --, --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--, ##STR51## Z 2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms and is cycloaliphatic, polycycloaliphatic, aromatic or a combination thereof; n is 0 to 2; each Z' is independently a --CO--, --O--CO--, --CO--O--, --CO--NR 1 --, or --NR 1 --CO-- group and each n' independently has a value of zero or one; with the proviso that: (a) both of the R 1 groups in the --CR 1 ═CR 1 -- group cannot simultaneously be a hydrogen atom; (b) each Z 1 can also independently be ##STR52## --CR 1 ═N--, --N═CR 1 --, --CO--CR 1 ═CR 1 -- and --CR 1 ═CR 1 --CO-- when Z 2 is not a benzene ring and n≠0; (c) R 1 in the --CR 1 ═N-- and --N═CR 1 -- groups is other than hydrogen; (d) when n=1, either one of Z 1 can also be selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O-- and a direct single bond provided that the other Z 1 group is not selected from this same group or is not selected from a group selected from the group consisting of ##STR53## when (i) each n' is zero, or (ii) when one n'=zero and one n'=1 with Z' being --CO--CO-- or --CO--O-- and R 1 is a group having only one carbon atom; (e) when n=2, one or two Z 1 groups can also independently be selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O--, and a direct single bond, provided that the remaining Z 1 groups are not selected from this group; (f) when one Z 1 is ##STR54## wherein (i) when each n'=1 with each Z' being --O--CO-- or --CO--O--, or (ii) when one n'=1 with Z' being --O--CO-- or --CO--O-- and the other n'=zero resulting in the other Z' being a direct bond and R 1 is a group having only one carbon atom, then n must have a value of 1 or 2 and R 1 is a group having only one carbon atom; or the following Formula II ##STR55## and Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; and X 1 is a divalent hydrocarbyl group having from 1 to about 10, carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; and n' is zero or one; and with the proviso that Z 4 is not --CO--O-- or --O--CO-- when R 1 is a group having only one carbon atom; or the following Formula III ##STR56## wherein at least about 80 percent of the --(Z 5 --Z 2 ) n --Z 5 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having suitably from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; each Z 5 is independently --CR 1 ═CR 1 --, --CR 1 ═CR 1 --CR 1 ═CR 1 --, --CR 1 ═N--N═CR 1 --, --CR 1 ═CR 1 --CO--O--CH 2 --, --CR 1 ═CR 1 --CO--O--CH 2 --CH 2 --, --CH 2 --O--CO--CR 1 ═CR 1 --, --CH 2 --CH 2 --O--CO--CR 1 ═CR 1 --, --CR 1 ═CR 1 --CO--O--, --O--CO--CR 1 ═CR 1 --, --N═N--, --CO--NR 1 --, --NR 1 --CO--, --CO--NR 1 --NR 1 --CO--, --C≡C--, --C≡C--C≡C--, --CO--S--, --S--CO--, --CR 1 ═N--, --N═CR 1 --, --CO--O--, --O--CO--, --CR 1 ═CR 1 --O--CO--CH 2 --, --CH 2 --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--CH 2 --CH 2 --, --CH 2 --CH 2 --CO--O--CR 1 ═CR 1 --, --CH 2 --CH 2 --CO--O--, --O--CO--CH 2 --CH 2 --, --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--, a direct single bond when n≧1, ##STR57## Z 2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms and is cycloaliphatic, polycycloaliphatic, aromatic or a combination thereof; n is zero or two; each Z' is independently a --CO--, --O--CO--, --CO--O--, --CO--NR 1 --, or NR 1 --CO-- group; and each n' is independently zero or one; or by the following Formula IV ##STR58## wherein Z 6 is ##STR59## Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; X 1 is a divalent hydrocarbyl group having from 1 to about 10 carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; and n' is zero or one; or any combination of any two or more epoxy resins or monoepoxide compounds represented by the aforementioned Formulas I, II, III and IV; (B) one or more polyepoxides which are substantially free of rodlike mesogenic moieties; and (II) a curing amount of at least one curing agent therefor, with the proviso that said epoxy resin(s) or monoepoxide compound(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction.

Claim 13

A curable composition of claim 8 wherein; (a) when component (A) is an epoxy resin represented by Formula I and when X therein is a hydrocarbyl or hydrocarbyloxy group, it has from 1 to about 6 carbon atoms and when it is a halogen atom, it is chlorine or bromine; (b) when component (A) is an epoxy resin represented by Formula II and when X therein is a hydrocarbyl or hydrocarbyloxy group, it has from 1 to about 6 carbon atoms and when it is a halogen atom, it is chlorine or bromine; (c) component (B) is an epoxy resin represented by the following Formulas V, VI, VII, VIII, IX, X or XI ##STR60## wherein each A is independently a divalent hydrocarbyl group having from 1 to about 12 carbon atoms, --O--, --S--, --S--S--, --SO--, --SO 2 --, or --CO--; each A' is independently a divalent hydrocarbon group having from 1 to about 6 carbon atoms; Q is a single bond, --CH 2 --S--CH 2 --, --(CH 2 ) n1 --, or ##STR61## each R is independently hydrogen or an alkyl group having from 1 to about 4 carbon atoms; each R 2 and R 3 is independently hydrogen, a hydrocarbyl or halohydrocarbyl group having from 1 to about 6 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12, carbon atoms, a halogen atom, --NO 2 or C≡N; m has a value from about 1 to about 10; m' has an average value from about 0.01 to about 12; m 1 has an average value from about 1 to about 12; m 2 has a value from about 1 to about 12; n' has a value of zero or 1; n" has an average value from about zero to about 3 and n 1 has an average value from about 1 to about 10; and (d) component (A) is present in an amount of from about 1 to about 99 percent by weight based on the combined quantities of components (A) and (B); and component (B) is present in an amount of from about 99 to about 1 percent by weight based on the combined quantities of components (A) and (B).

Claim 14

A curable composition of claim 9 wherein; (a) when component (A) is an epoxy resin represented by Formulas I or II and when X is a hydrocarbyl or hydrocarbyloxy group, it has from 1 to about 4 carbon atoms and when it is a halogen atom, it is bromine; and (b) component (A) is present in an amount of from about 10 to about 80 percent by weight based on the combined quantities of components (A) and (B); and component (B) is present in an amount of from about 90 to about 20 percent by weight based on the combined quantities of components (A) and (B).

Claim 15

A curable composition of claim 10 wherein component (A) is present in an amount of from about 10 to about 50 percent by weight based on the combined quantities of components (A) and (B); and component (B) is present in an amount of from about 90 to about 50 percent by weight based on the combined quantities of components (A) and (B).

Claim 16

A curable composition of claim 11 wherein component (B) is a diglycidyl ether of bisphenol A, a diglycidyl ether of 4,4'-dihydroxydiphenyl methane, a diglycidyl ether of 4,4'-dihydroxybenzophenone , a diglycidyl ether of 4,4'-dihydroxythiodiphenol, a diglycidyl ether of 1,1-bis(4-hydroxylphenyl)-1-phenyl ethane (bisphenol AP), or any combination thereof.

Claim 17

A curable composition of claim 12 wherein component (A) is a diglycidyl ether of 4,4'-dihydroxy-α-methylstilbene, a diglycidyl ether of 4,4'-dihydroxybenzanilide, a diglycidyl ether of 4,4'-dihydroxy-2,2'-dimethylazoxybenzene, or any combination thereof.

Claim 18

A curable composition comprising (I) a blend comprising (A) one or more epoxy resins containing an average of more than one vicinal epoxide group per molecule and one or more rodlike mesogenic moieties per molecule; and (B) one or more compounds containing only one vicinal epoxide group per molecule and one or more rodlike mesogenic moieties per molecule: and (II) at least one curing agent therefor, with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction.

Claim 19

A curable composition comprising (I) a blend comprising (A) one or more epoxy resins containing an average of more than one vicinal epoxide group per molecule and one or more rodlike mesogenic moieties per molecule; and (B) one or more compounds containing only one vicinal epoxide group per molecule and one or more rodlike mesogenic moieties per molecule: and (II) at least one curing agent therefor, with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction.

Claim 20

A curable composition of claim 14 wherein (a) said epoxy resins containing an average of more than one vicinal epoxide group per molecule and one or more rodlike mesogenic moieties per molecule are those represented by the following Formula I ##STR62## wherein at least about 80 percent of the --(Z 1 --Z 2 ) n --Z 1 -- linkages and the glycidyl ether groups are in the para position with respect to each other: each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; each Z 1 is independently --CR 1 ═CR 1 --, --CR 1 ═CR 1 --CR 1 ═CR 1 --, --CR 1 ═N--N═CR 1 , --CR 1 ═CR 1 --CO--O--CH 2 --, --CR 1 ═CR 1 --CO--O--CH 2 --CH 2 --, --CH 2 --O--CO--CR 1 ═CR 1 --, --CH 2 --CH 2 --O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --CO--O--, --O--CO--CR 1 ═CR 1 --, --CO--NR 1 --, --NR 1 --CO--, --CO--NR 1 --NR 1 --CO--, --C≡C--, --C≡C--C≡C--, --N═N--, --CO--S--, --S--CO--, --CR 1 ═N--, --N═CR 1 --, --CO--CR 1 ═CR 1 --, --CR 1 --CR 1 --CO--, --CR 1 ═CR 1 --O--CO--CH 2 --, --CH 2 --CO--O--CR 1 ═CR 1 -- , --CR 1 ═CR 1 --O--CO--CH 2 --CH 2 --, --CH 2 --CH 2 --CO--O--CR 1 ═CR 1 --, --CH 2 --CH 2 --CO--O--, --O--CO--CH 2 --CH 2 --, --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--, --O--CO--, --CO--O--, ##STR63## Z 2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms and is cycloaliphatic, polycycloaliphatic, aromatic or a combination thereof; n is 0 to 2; each Z' is independently a --CO--, --O--CO--, --CO--O--, --CO--NR 1 --, or NR 1 --CO-- group and each n' independently has a value of zero or one; or the following Formula II ##STR64## and Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; X 1 is a divalent hydrocarbyl group having from 1 to about 10 carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; and n' is zero or one; or any combination of any two or more epoxy resins represented by Formulas I and II; (b) said monoepoxide compound containing one or more rodlike mesogenic moieties is a compound represented by either the following Formula III ##STR65## wherein at least about 80 percent of the --(Z 5 --Z 2 ) n --Z 5 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having suitably from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; each Z 5 is independently --CR 1 ═CR 1 --, --CR 1 ═CR 1 --CR 1 ═CR 1 --, --CR 1 ═N--N═CR 1 --, --CR 1 ═CR 1 --CO--O--CH 2 --, --CR 1 ═CR 1 --CO--O--CH 2 --CH 2 --, --CH 2 --O--CO--CR 1 ═CR 1 --, --CH 2 --CH 2 --O--CO--CR 1 ═CR 1 --, --CR 1 ═CR 1 --CO--O--, --O--CO--CR 1 ═CR 1 --, --N═N--, --CO--NR 1 --, --NR 1 --CO--, --CO--NR 1 --NR 1 --CO--, --C≡C--, --C≡C--C≡C--, --CO--S--, --S--CO--, --CR 1 ═N--, --N═CR 1 --, --CO--O--, --O--CO--, --CR 1 ═CR 1 --O--CO--CH 2 --, --CH 2 --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--CH 2 --CH 2 --, --CH 2 --CH 2 --CO--O--CR 1 ═CR 1 --, --CH 2 --CH 2 --CO--O--, --O--CO--CH 2 --CH 2 --, --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--, a direct single bond when n≧1, ##STR66## Z 2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms and is cycloaliphatic, polycycloaliphatic, aromatic or a combination thereof; n is zero or two; each Z' is independently a --CO--, --O--CO--, --CO--O--, --CO--NR 1 --, or --NR 1 --CO-- group; and each n' is independently zero or one; or by the following Formula IV ##STR67## wherein Z 6 is ##STR68## Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; X 1 is a divalent hydrocarbyl group having from 1 to about 10 carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; and n' is zero or one; any combination of any two or more monoepoxide compounds represented by Formulas III and IV; and (c) component (A) is present in an amount of from about 1 to about 99 percent by weight based upon the combined weight of components (A) and (B) and component (B) is present in an amount of from about 99 to about 1 percent by weight based upon the combined weight of components (A) and (B).

Claim 21

A curable composition of claim 15 wherein component (A) is present in an amount of from about 10 to about 80 percent by weight based upon the combined weight of components (A) and (B) and component (B) is present in an amount of from about 90 to about 20 percent by weight based upon the combined weight of components (A) and (B).

Claim 22

A curable composition of claim 16 wherein component (A) is present in an amount of from about 10 to about 50 percent by weight based upon the combined weight of components (A) and (B) and component (B) is present in an amount of from about 90 to about 50 percent by weight based upon the combined weight of components (A) and (B).

Claim 23

A curable composition of claim 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 or 17 wherein said curing agent is an aromatic amine, cycloaliphatic amine, aliphatic amine, carboxylic acid, carboxylic acid anhydride, imidazole, aromatic hydroxyl-containing compound, guanidine or a combination thereof.

Claim 24

A curable composition of claim 18 wherein said curing agent is sulfanilamide, diaminodiphenylsulfone, methylenedianiline. isophoronediamine, diaminocyclohexane, 2,5-dimethyl-2,5-hexanediamine, hexamethylenediamine, phthalic anhydride, methylimidazole, methylethylimidazole, novolac of phenol formaldehyde, or a combination thereof.

Claim 25

The product resulting from curing the curable composition of claim 18.

Claim 26

The product of claim 20 wherein said curable composition is subjected to the application of an electric field, magnetic field, drawing and/or shear flow prior to and/or during curing.

Claim 27

The product resulting from curing the curable composition of claim 19.

Claim 28

The product of claim 22 wherein said curable composition is subjected to the application of an electric field, magnetic field, drawing and/or shear flow prior to and/or during curing.

Claim 29

The product resulting from curing a curable composition comprising (A) at least one epoxy resin containing one or more rodlike mesogenic moieties, said epoxy resin being represented by the following Formula I ##STR69## wherein at least about 80 percent of the --(Z 1 --Z 2 ) n --Z 1 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; Z 2 , Z', n and n' are as hereinbefore defined; with the proviso that: (a) when n=1, either one of Z 1 is selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O-- and a direct single bond provided that the other Z 1 group is selected from this same group or is selected from a group selected from the group consisting of ##STR70## when (i) each n' is zero, or (ii) when one n'=zero and one n'=1 with Z' being --O--CO-- or --CO--O-- and R 1 is a group having only one carbon atom; (b) when n=2, one or two Z 1 groups are independently selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O--, and a direct single bond, provided that the remaining Z 1 groups are selected from this group; (c) when one Z 1 is ##STR71## wherein (i) when each n'=1 with each Z' being --O--CO-- or --CO--O--, or (ii) when one n'=1 with Z' being --O--CO-- or --CO--O-- and the other n'=zero resulting in the other Z' being a direct bond and R 1 is a group having only one carbon atom, then n must have a value of 1 or 2 and R 1 is a group having only one carbon atom; and (B) a curing amount of at least one suitable curing agent for component (A); with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction; and wherein said curing is conducted outside a liquid crystal range of said epoxy resin and with the proviso that the epoxy resin and curing agent are not simultaneously the diglycidyl ether of 4,4'-dihydroxyphenylbenzoate and 4,4'-diaminophenylbenzoate, respectively.

Claim 30

The product resulting from curing a curable composition comprising (A) at least one epoxy resin containing one or more rodlike mesogenic moieties, said epoxy resin being represented by the following Formula I ##STR69## wherein at least about 80 percent of the --(Z 1 --Z 2 ) n --Z 1 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; Z 2 , Z', n and n' are as hereinbefore defined; with the proviso that: (a) when n=1, either one of Z 1 is selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O-- and a direct single bond provided that the other Z 1 group is selected from this same group or is selected from a group selected from the group consisting of ##STR70## when (i) each n' is zero, or (ii) when one n'=zero and one n'=1 with Z' being --O--CO-- or --CO--O-- and R 1 is a group having only one carbon atom; (b) when n=2, one or two Z 1 groups are independently selected from the group consisting of --CH═CH--, --N═N--, --CO--S--, --S--CO--, --CH═N--, --N═CH--, --O--CO--, --CO--O--, and a direct single bond, provided that the remaining Z 1 groups are selected from this group; (c) when one Z 1 is ##STR71## wherein (i) when each n'=1 with each Z' being --O--CO-- or --CO--O--, or (ii) when one n'=1 with Z' being --O--CO-- or --CO--O-- and the other n'=zero resulting in the other Z' being a direct bond and R 1 is a group having only one carbon atom, then n must have a value of 1 or 2 and R 1 is a group having only one carbon atom; and (B) a curing amount of at least one suitable curing agent for component (A); with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction; and wherein said curing is conducted outside a liquid crystal range of said epoxy resin and with the proviso that the epoxy resin and curing agent are not simultaneously the diglycidyl ether of 4,4'-dihydroxyphenylbenzoate and 4,4'-diaminophenylbenzoate, respectively.

Claim 31

The product resulting from curing a curable composition comprising (A) at least one epoxy resin containing one or more rodlike mesogenic moieties said epoxy resin being represented by the following Formula II ##STR72## and Z 4 is --CO--O-- or --O--CO--; each R is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; R 1 is a group having only one carbon atom each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; and (B) a curing amount of at least one suitable curing agent for component (A); with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction; and wherein said curing is conducted outside a liquid crystal range of said epoxy resin.

Claim 32

The product resulting from curing a curable composition comprising (A) at least one epoxy resin containing one or more rodlike mesogenic moieties said epoxy resin being represented by the following Formula II ##STR72## and Z 4 is --CO--O-- or --O--CO--; each R is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; R 1 is a group having only one carbon atom each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 12 carbon atoms, a halogen atom, --NO 2 , or --C≡N; and (B) a curing amount of at least one suitable curing agent for component (A); with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction; and wherein said curing is conducted outside a liquid crystal range of said epoxy resin.

Claim 33

The product of claim 24 wherein said curable composition is subjected to the application of an electric field, magnetic field, drawing and/or shear flow prior to and/or during curing.

Claim 34

The product resulting from the application of an electric field, magnetic field, drawing and/or shear flow prior to and/or during curing of a curable composition comprising (A) at least one epoxy resin containing one or more rodlike mesogenic moieties said epoxy resin being those represented by either the following Formula I ##STR73## wherein at least about 80 percent of the --(Z 1 --Z 2 ) n --Z 1 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having suitably from 1 to about 12, carbon atoms, a halogen atom or bromine), --NO 2 , or --C≡N; each Z 1 is independently a direct single bond, --CR 1 ═CR 1 --, --CR 1 ═CR 1 --CR 1 ═CR 1 --, --CR 1 ═N--N═CR 1 --, --CR 1 ═CR 1 --CO--O--CH 2 --, --CR 1 ═CR 1 --CO--O--CH 2 --CH 2 --, --CH 2 --O--CO--CR 1 ═CR 1 --, --CH 2 --CH 2 --O--CO--CR 1 ═CR.sup. 1 --, --CR 1 ═CR 1 --CO--O--, --O--CO--CR 1 ═CR 1 --, --CO--NR 1 --, --NR 1 --CO--, --CO--NR 1 --NR 1 --CO--, --C≡C--, --C≡C--C≡C--, --N═N--, --CO--S--, --S--CO--, --CR 1 ═N--, --N═CR 1 --, --CO--CR 1 ═CR 1 --, --CR 1 ═CR 1 --CO--, --CR 1 ═CR 1 --O--CO--CH 2 --, --CH 2 --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--CH 2 --CH 2 --, --CH 2 --CH 2 --CO--O--CR 1 ═CR 1 --, --CH 2 --CH 2 --CO--O--, --O--CO--CH 2 --CH 2 --, --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--, --O--CO--, --CO--O--, ##STR74## Z 2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms and is cycloaliphatic, polycycloaliphatic, aromatic or a combination thereof; n is 0 to 2; each Z' is independently a --CO--, --O--CO--, --CO--O--, --CO--NR 1 --, or --NR 1 --CO-- group and each n' independently has a value of zero or one; or the following Formula II ##STR75## Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; X 1 is a divalent hydrocarbyl group having from to about 10, preferably from 1 to about 4, carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having suitably from 1 to about 12, carbon atoms, a halogen atom --NO 2 , or --C≡N; and n' is zero or one; and (B) a curing amount of at least one suitable curing agent for component, with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction.

Claim 35

The product resulting from the application of an electric field, magnetic field, drawing and/or shear flow prior to and/or during curing of a curable composition comprising (A) at least one epoxy resin containing one or more rodlike mesogenic moieties said epoxy resin being those represented by either the following Formula I ##STR73## wherein at least about 80 percent of the --(Z 1 --Z 2 ) n --Z 1 -- linkages and the glycidyl ether groups are in the para position with respect to each other; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having suitably from 1 to about 12, carbon atoms, a halogen atom or bromine), --NO 2 , or --C≡N; each Z 1 is independently a direct single bond, --CR 1 ═CR 1 --, --CR 1 ═CR 1 --CR 1 ═CR 1 --, --CR 1 ═N--N═CR 1 --, --CR 1 ═CR 1 --CO--O--CH 2 --, --CR 1 ═CR 1 --CO--O--CH 2 --CH 2 --, --CH 2 --O--CO--CR 1 ═CR 1 --, --CH 2 --CH 2 --O--CO--CR 1 ═CR.sup. 1 --, --CR 1 ═CR 1 --CO--O--, --O--CO--CR 1 ═CR 1 --, --CO--NR 1 --, --NR 1 --CO--, --CO--NR 1 --NR 1 --CO--, --C≡C--, --C≡C--C≡C--, --N═N--, --CO--S--, --S--CO--, --CR 1 ═N--, --N═CR 1 --, --CO--CR 1 ═CR 1 --, --CR 1 ═CR 1 --CO--, --CR 1 ═CR 1 --O--CO--CH 2 --, --CH 2 --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--CH 2 --CH 2 --, --CH 2 --CH 2 --CO--O--CR 1 ═CR 1 --, --CH 2 --CH 2 --CO--O--, --O--CO--CH 2 --CH 2 --, --CO--O--CR 1 ═CR 1 --, --CR 1 ═CR 1 --O--CO--, --O--CO--, --CO--O--, ##STR74## Z 2 is a group represented by a cyclic or bicyclic ring system containing from 5 to about 12 carbon atoms and is cycloaliphatic, polycycloaliphatic, aromatic or a combination thereof; n is 0 to 2; each Z' is independently a --CO--, --O--CO--, --CO--O--, --CO--NR 1 --, or --NR 1 --CO-- group and each n' independently has a value of zero or one; or the following Formula II ##STR75## Z 4 is --CO--O--, --O--CO--, --NR 1 --CO-- or --CO--NR 1 --; X 1 is a divalent hydrocarbyl group having from to about 10, preferably from 1 to about 4, carbon atoms which can contain one or more heteroatoms selected from N, O or S and may be saturated or unsaturated; each R and R 1 is independently hydrogen or an aliphatic hydrocarbon group having from 1 to about 4 carbon atoms; each X is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having suitably from 1 to about 12, carbon atoms, a halogen atom --NO 2 , or --C≡N; and n' is zero or one; and (B) a curing amount of at least one suitable curing agent for component, with the proviso that said epoxy resin(s) and said curing agent(s) comprising said curable composition are meltable or soluble under conditions necessary for their derivatization or further reaction.