Products resulting from polymerizing or curing polycyanates containing mesogenic moieties as lateral substituents
AssigneeThe Dow Chemical Company
InventorsRobert E. Hefner, Jr., Jimmy D. Earls
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Abstract
Novel polycyanate compositions containing one or more mesogenic moieties as lateral substituents are disclosed which provide improved processability relative to polycyanates containing one or more mesogenic moieties in the main chain of the molecule. Molecular level ordering of the resulting thermosets is maintained much similar to that found thermosets of polycyanates which have one or more mesogenic moieties in the main chain.
Claims12
The product resulting from polymerizing a polycyanate composition containing one or more mesogenic moieties as lateral substituent(s);
- and, optionally, subjecting said composition to orientation during polymerization.
The product resulting from polymerizing a polycyanate containing one or more mesogenic moieties as lateral substituent(s) represented by the following Formula I ##STR30## wherein each R is independently hydrogen or a hydrocarbyl or hydrocarbyloxy group having from 1 to about 10 carbon atoms, a halogen atom, a nitro group, nitrile group, a phenyl group, or a --CO--R.sup.1 group;
- each R.sup.1 is independently hydrogen or hydrocarbyl group having from 1 to about 3 carbon atoms;
- n.sup.1 has a value of zero or one and n.sup.2 has a value of zero to about 10, with the proviso that when n.sup.1 has a value of 1, n.sup.2 has a value of 1 to about 10;
- n" independently has a value of zero to about 10;
- each T is independently a --NR.sup.1 --O--, --S--, --CO--O--, --O--OC, --NR.sup.1 --CO-- or --CO--NR.sup.1 -- group;
- T.sup.1 is --H, --(CHR.sup.1).sub.n" CH.sub.2 R.sup.1 or --(CHR.sup.1).sub.n" -(T).sub.n.sup.1 -(CHR.sup.1).sub.n2 -T--T.sup.2 and T.sup.2 is a ##STR31## group;
- wherein the --A-- linkages, the direct bond and the aromatic ring bonding position are in the para position with respect to each other;
- each A is independently --CR.sup.1 .dbd.CR.sup.1 --, --C.tbd.C--, --N.dbd.N--, --CR.sup.1 .dbd.N--, --O--CO--, --NR.sup.1 --CO--, --CR.sup.1 .dbd.N--N.dbd.CR.sup.1 --, --CR.sup.1 .dbd.CR.sup.1 CO--, --CO--O--, --CO--NR.sup.1 --, --CO--CR.sup.1 .dbd.CR.sup.1 --, --CR.sup.1 .dbd.CR.sup.1 --O--CO--(CH.sub.2).sub.n' -, --N.dbd.CR.sup.1 --, --(CH.sub.2).sub.n' -CO--O--CR.sup.1 .dbd.CR.sup.1 --, --CR.sup.1 .dbd.CR.sup.1 --O--CO--, --CO--O--CR.sup.1 .dbd.CR.sup.1 --, --CO--O--N.dbd.CR.sup.1 --, --CR.sup.1 .dbd.N--O--CO--, --CR.sup.1 .dbd.CR.sup.1 --CO--O--, --CO--S--, --O--CO--CR.sup.1 .dbd.CR.sup.1 --, --CR.sup.1 .dbd.CR.sup. 1 --CO--O--(CH.sub.2).sub.n' -, --S--CO--, --(CH.sub.2).sub.n' -O--CO--CR.sup.1 .dbd.CR.sup.1 --, --CHR.sup.1 --CHR.sup.1 --CO--O--, --O--CO--CHR.sup.1 --CHR.sup.1 --, --C.tbd.C--C.tbd.C--, --CR.sup.1 .dbd.CR.sup.1 --CR.sup.1 .dbd.CR.sup.1 --, --CO--NR.sup.1 --NR.sup.1 CO--, ##STR32## each A' is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms;
- each A.sup.1 is independently a --CO--, --O--CO--,--CO--O--, --CO--NR.sup.1 --, or --NR.sup.1 --CO-- group;
- n has a value of zero or one;
- n' has a value from 1 to about 6;
- q has a value of 1 or 2;
- and wherein the aromatic rings can also contain one or more heteroatoms selected from N, O, or S;
- and, optionally, subjecting said composition to orientation during polymerization.
A curable composition comprising (A) a polycyanate composition containing one or more mesogenic moieties as lateral substituent(s);
- and (B) a curing quantity of one or more suitable curing atoms or curing catalysts therefor;
- and, optionally, subjecting said composition to orientation during cure.
A curable composition comprising (A) a polycyanate composition containing one or more mesogenic moieties as lateral substituent(s) represented by the following Formula I ##STR33## wherein each R is independently hydrogen or a hydrocarbyl or hydrocarbyloxy group having from 1 to about 10 carbon atoms, a halogen atom, a nitro group, nitrile group, a phenyl group, or a --CO--R.sup.1 group;
- each R.sup.1 is independently hydrogen or hydrocarbyl group having from 1 to about 3 carbon atoms;
- n.sup.1 has a value of zero or one and n.sup.2 has a value of zero to about 10, with the proviso that when n.sup.1 has a value of 1, n.sup.2 has a value of 1 to about 10;
- n" independently has a value of zero to about 10;
- each T is independently a--NR.sup.1 --, --O--, --S--, --CO--O--, --O--OC, --NR.sup.1 --CO-- or --CO--NR.sup.1 -- group;
- T.sup.1 is --H, --(CHR.sup.1).sub.n" CH.sub.2 R.sup.1 or --(CHR.sup.1).sub.n" -(T).sub.n.sup.1 -(CHR.sup.1).sub. n2 -T--T.sup.2 and T.sup.2 is a ##STR34## wherein the --A-- linkages, the direct bond and the aromatic ring bonding position are in the para position with respect to each other;
- each A is independently --CR.sup.1 .dbd.CR.sup.1 --, --C.tbd.C--, --N.dbd.N--, --CR.sup.1 .dbd.N--, --O--CO--, --NR.sup.1 --CO--, --CR.sup.1 .dbd.N--N.dbd.CR.sup.1 --, --CR.sup.1 .dbd.CR.sup.1 CO--, --CO--O--, --CO--NR.sup.1 --, --CO--CR.sup.1 .dbd.CR.sup.1 --, --CR.sup.1 .dbd.CR.sup.1 --O--CO--(CH.sub.2).sub.n' -, --N.dbd.CR.sup.1 --, --(CH.sub.2).sub.n' -CO--O--CR.sup.1 .dbd.CR.sup.1 --, --CR.sup.1 .dbd.CR.sup.1 --O--CO--, --CO--O--CR.sup.1 .dbd.CR.sup.1 --, --CO--O--N.dbd.CR.sup.1 --, --CR.sup.1 .dbd.N--O--CO--, --CR.sup.1 .dbd.CR.sup.1 --CO--O--, --CO--S--, --O--CO--CR.sup.1 .dbd.CR.sup.1 --, --CR.sup.1 .dbd. CR.sup.1 --CO--O--(CH.sub.2).sub.n' -, --S--CO--, --(CH.sub.2).sub.n' -O--CO--CR.sup.1 .dbd.CR.sup.1 --, --CHR.sup.1 --CHR.sup.1 --CO--O--, --O--CO--CHR.sup.1 --CHR.sup.1 --, --C.tbd.C--C.tbd.C--, --CR.sup.1 .dbd.CR.sup.1 --CR.sup.1 .dbd.CR.sup.1 --, --CO--NR.sup.1 --NR.sup.1 CO--, ##STR35## each A' is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms;
- each A.sup.1 is independently a --CO--, --O--CO--, --CO--O--, --CO--NR.sup.1 --, or --NR.sup.1 --CO-- group;
- n has a value of zero or one;
- n' has a value from 1 to about 6;
- q has a value of 1 or 2;
- and wherein the aromatic rings can also contain one or more heteroatoms selected from N, O, or S;
- and (B) a curing quantity of one or more suitable curing agents or curing catalysts therefor;
- and, optionally, subjecting said composition to orientation during cure.
Dependencies are inferred from the claim text.