Aromatic polycyanate/monocyanate comonomer compositions and polytriazines derived therefrom

Claim 2

A comonomer composition which is curable to form a cured polytriazine product, said composition comprising at least one aromatic polycyanate and at least one aromatic monocyanate having a hydrocarbyl nucleus and substituted at each position ortho to the cyanate group, said aromatic monocyanate(s) being present in an amount effective to cause the cured polytriazine product of the comonomer composition to have impact strength higher than the impact strength of a cured polytriazine product of the aromatic polycyanate alone.

Claim 3

The comonomer composition of claim 1 wherein the aromatic polycyanate is a polycyanate of bisphenol A or bisphenol S, a halogenated and/or alkylated analog of bisphenol A or bisphenol S, a novolak, or a polyphenol bridged by at least one polycyclic aliphatic group.

Claim 4

The comonomer composition of claim 2 wherein the aromatic polycyanate is a polycyanate of bisphenol A, a halogenated analog of bisphenol A, or a polyphenol bridged by at least one polycyclic aliphatic group.

Claim 5

The comonomer composition of claim 3 wherein the aromatic polycyanate is a polycyanate of a polyphenol bridged by at least one polycyclic aliphatic group.

Claim 6

The comonomer composition of claim 4 wherein the aromatic polycyanate has the formula: ##STR17## wherein the average value of n is about 0.2

Claim 7

The comonomer composition of claim 1 wherein the aromatic monocyanate is a phenyl cyanate, a naphthyl cyanate, an anthracyl cyanate, or a phenanthryl cyanate.

Claim 8

The comonomer composition of claim 6 wherein the aromatic monocyanate is a phenyl cyanate or a naphthyl cyanate.

Claim 9

The comonomer composition of claim 7 wherein the naphthyl cyanate is a 1-naphthyl cyanate substituted at the 2 position.

Claim 10

The comonomer composition of claim 8 wherein the 1-naphthyl cyanate is substituted at the 2 position with methyl, bromo, or chloro.

Claim 11

The comonomer composition of claim 8 wherein the 1-naphthyl cyanate is further substituted at the 8 position.

Claim 12

The comonomer composition of claim 10 wherein the 1-naphthyl cyanate is substituted at each of the 2 and 8 positions independently with methyl, bromo, or chloro.

Claim 13

The comonomer composition of claim 7 wherein the naphthyl cyanate is a 2naphthyl cyanate substituted at each of the 1 and 3 positions.

Claim 14

The comonomer composition of claim 12 wherein the 2naphthyl cyanate is substituted at each of the 1 and 3 positions independently with methyl, bromo, or chloro.

Claim 15

The comonomer composition of claim 7 wherein the aromatic monocyanate is a phenyl cyanate.

Claim 16

The comonomer composition of claim 14 wherein the phenyl cyanate is represented by the formula: ##STR18## wherein each R is independently halo, straight or branched C 1-4 alkyl, phenyl or substituted phenyl, mercapto, cyano, formyl, Y--0--, Y--S, Y--CO--, Y--COO--, --X--CH 2 --, Y--OCH 2 --, Y--SCH 2 --, Y--COCH 2 --, or Y--COOCH 2 --; each R 1 is independently hydrogen, halo, C 1-4 alkyl, C 1-4 alkoxy or alkylthio, or cyano; R 2 is hydrogen, halo, straight or branched C 1-4 alkyl, phenyl or substituted phenyl, mercapto, cyano, formyl, Y--O--, Y--S--, Y--CO--, Y--COO--, X--CH 2 --, Y--OCH 2 --, Y--SCH 2 --, Y--COCH 2 --, or Y--COOCH 2 --; X is halo, phenyl or substituted phenyl, mercapto, formyl, or cyano; and Y is C 1-4 alkyl, or phenyl or substituted phenyl.

Claim 17

The comonomer composition of claim 15 wherein the phenyl cyanate is represented by the formula: ##STR19## wherein each R is independently halo, straight or branched C 1-4 alkyl, --X--CH 2 --, Y--OCH 2 --, Y--SCH 2 --, Y--COCH 2 --, or Y--COOCH 2 --; each R 1 is independently hydrogen, halo, C 1-4 alkyl, C 1-4 alkoxy or alkylthio or cyano; R 2 is hydrogen, halo, straight or branched C 1-4 alkyl, phenyl or substituted phenyl, mercapto, cyano, formyl, Y--O--, Y--S--, Y--CO--, Y--COO--, X--CH 2 --, Y--OCH 2 --, Y--SCH 2 --, Y--COCH 2 --, or Y--COOCH 2 --; X is halo, phenyl or substituted phenyl, mercapto, formyl, or cyano; and Y is C 1-4 alkyl, or phenyl or substituted phenyl.

Claim 18

The comonomer composition of claim 15 wherein the phenyl cyanate is represented by the formula: ##STR20## wherein each R is independently halo, straight or branched C 1-4 alkyl, X--CH 2 --, Y--OCH 2 --, or Y--COOCH 2 --; each R 1 is independently hydrogen, halo, C 1-4 alkyl, C 1-4 alkoxy or alkylthio, or cyano; R 2 is hydrogen, halo, straight or branched C 1-4 alkyl, phenyl or substituted phenyl, cyano, Y--O--, X--CH 2 --, Y--OCH 2 --, or Y--COOCH 2 --; X is halo, phenyl or substituted phenyl, or cyano; Y is C 1-4 alkyl, or phenyl or substituted phenyl.

Claim 19

The comonomer composition of claim 15 wherein the phenyl cyanate is represented by the formula: ##STR21## wherein each R is independently halo, methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl or isopropyl; each R 1 is independently hydrogen, halo, methyl, methoxy, or cyano; and R 2 is hydrogen, halo, methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl, isopropyl, methoxy, cyano, phenyl, phenyloxy, or benzyl.

Claim 20

The comonomer composition of claim 18 wherein the phenyl cyanate is represented by the formula: ##STR22## wherein each R is independently halo, methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl, or isopropyl; each R 1 is independently hydrogen, halo, or methyl; and R 2 is hydrogen, halo, methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl, or isopropyl.

Claim 21

The comonomer composition of claim 19 wherein the phenyl cyanate is represented by the formula: ##STR23## wherein each R is independently methyl, methoxymethyl, acetoxymethyl, secondary butyl, or isopropyl; and each R 1 is independently hydrogen, chloro, bromo, or methyl.

Claim 22

The comonomer composition of claim 20 wherein the phenyl cyanate is represented by the formula: ##STR24## wherein each R is independently methyl, methoxymethyl, acetoxymethyl, secondary butyl, or isopropyl; and each R 1 is independently hydrogen, bromo, or methyl.

Claim 23

The comonomer composition of claim 21 wherein the phenyl cyanate is represented by the formula: ##STR25## wherein each R is independently methyl, methoxymethyl, secondary butyl, or isopropyl; and each R 1 is independently hydrogen, bromo, or methyl.

Claim 24

The comonomer composition of claim 22 wherein the phenyl cyanate is represented by the formula: ##STR26## wherein R is methyl, isopropyl, or secondary butyl; and each R 1 is independently hydrogen, bromo, or methyl.

Claim 25

The comonomer composition of claim 23 wherein the phenyl cyanate is represented by the formula: ##STR27## wherein R is methyl, isopropyl, or secondary butyl; and each R 1 is independently bromo or methyl.

Claim 26

The comonomer composition of claim 24 wherein the phenyl cyanate is represented by the formula: ##STR28## wherein R 1 is bromo or methyl.

Claim 27

The comonomer composition of claim 25 wherein the phenyl cyanate is represented by the formula: ##STR29##

Claim 28

The comonomer composition of claim 26 wherein the phenyl cyanate is represented by the formula: ##STR30##

Claim 29

The comonomer composition of claim 26 wherein the aromatic polycyanate is represented by the formula: ##STR31## wherein the average value of n is about 0.2.

Claim 30

The comonomer composition of claim 27 wherein the aromatic polycyanate is represented by the formula: ##STR32## wherein the average value of n is about 0.2.

Claim 31

The comonomer composition of claim 1 wherein between about 1 percent and about 30 percent of the cyanate groups in the comonomer composition are derived from the aromatic monocyanate(s).

Claim 32

The comonomer composition of claim 1 wherein between about 5 percent and about 30 percent of the cyanate groups in the comonomer composition are derived from the aromatic monocyanate(s).

Claim 33

The comonomer composition of claim 5 wherein the aromatic monocyanate contributes between about 5 percent and about 30 percent of the cyanate groups in the comonomer composition and is represented by the formula: ##STR33## wherein each R is independently halo, methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl, or isopropyl; each R 1 is independently hydrogen, halo, methyl, methoxy, or cyano; and R 2 is hydrogen, halo, methyl, methoxymethyl, acetoxymethyl, secondary or tertiary butyl, isopropyl, methoxy, cyano, phenyl, phenyloxy, or benzyl.