Terpolymer from (1) a poly(vinylbenzylether) of a polyphenol (2) a cyanate ester of a polyphenol and (3) alkenyl aryl compound

Claim 2

Homogeneous thermost terpolymers comprising the polymeric reaction product of (a) about 30% to about 50% by weight of a poly(vinyl benzyl ether) of a polyphenol having the structure: ##STR17## in which X is selected from the group consisting of ##STR18## --SO 2 --, --O--, --S--, and --CH 2 -- radicals, R is selected from the group consisting of --CH 2 --C 6 H 4 --CH 2 --, --CH 2 ) b in which b ranges from 1 to about 6, --CH 2 --CH═CH--CH 2 --, --CH 2 C.tbd.C--CH 2 --, --CH 2 --C 6 H 3 (A) 2 --CH(OY)--CH 2 --CH(CH 2 OY)--C 6 H 3 (A) 2 --CH 2 --, --N═CH--O--C 6 H 5 --C(CH 3 ) 2 --C 6 H 5 --O--CH═N--, --C(NH)--O--C 6 H 5 --C(CH 3 ) 2 --C 6 H 5 --O--C(NH)--, --C 6 H 5 --CH(OY)--CH 2 --CH(M)--CH 2 --CH(CH 2 OY)--C 6 H 5 --, --CH 2 --CH(OH)--CH 2 --O--C 6 H 5 --C(CH 3 ) 2 --C 6 H 5 --O-- CH 2 --CH(OH)--CH 2 --, and --CH 2 --CH(OH)--CH 2 --O--C 6 H 3 Br 2 --C(CH 3 ) 2 --C 6 H 3 Br 2 --O--CH 2 --CH(OH)--CH 2 --, radicals, where M is a --C 6 H 5 , --C 6 H 4 --CH 3 ), or C 6 H 4 --CH═CH 2 ) and Y is --C 6 H 4 --OH, A is independently selected from the group consisting of hydrogen, chlorine, bromine, fluorine, alkyl, alkoxy and phenyl radicals and n has an average value in the range of from about 0 to abut 20 and (b) about 15% to about 20% by weight of a dicyanate ester of a polyether of a polyphenol having the structure: ##STR19## in which X is selected from the group consisting of ##STR20## --SO 2 --, --O--, --S--, and --CH 2 -- radicals, R is selected from the group consisting of --CH 2 --C 6 H 4 --CH 2 --, --CH 2 ) b in which b ranges from 1 to about 6, --CH 2 --CH═CH--CH 2 --, --CH 2 --C.tbd.C--CH 2 --, ##STR21## radicals, B is independently selected from the group consisting of hydrogen, chlorine, bromine, fluorine, alkyl, alkoxy and phenyl radicals and m has an average value in the range of from about 0 to about 20 and (c) 30% to about 50% by weight of an alkenyl aryl compound having the structure: ##STR22## in which R is an alkenyl radical selected from the group consisting of vinyl, allyl, and methyl allyl radicals and R 1 is independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, methyl, chloromethyl, bromomethyl, alkenyl, t-butyl, --CH 2 ) n CH 3 in which n is an integer from 1 to 10 and phenyl radicals.

Claim 3

The homogeneous thermoset terpolymer as set forth in claim 1 in which A is hydrogen.

Claim 4

The homogeneous thermoset terpolymer as set forth in claim 1 in which A is bromine.

Claim 5

The homogeneous thermoset terpolymer as set forth in claim 1 in which A is methyl.

Claim 6

The homogeneous thermoset terpolymer as set forth in claim 1 in which B is hydrogen.

Claim 7

The homogeneous thermoset terpolymer as set forth in claim 1 in which B is bromine.

Claim 8

The homogeneous thermoset terpolymer as set forth in claim 1 in which B is methyl.

Claim 9

The homogeneous thermoset terpolymer as set forth in claim 1 in which said alkenyl aryl compound is divinylbenzene.

Claim 10

The homogeneous thermoset terpolymer as set forth in claim 1 in which said alkenyl aryl compound is styrene.

Claim 11

The homogeneous thermoset terpolymer as set forth in claim 1 in which said alkenyl aryl compound is vinyltoluene.

Claim 12

The homogeneous thermoset terpolymer as set forth in claim 1 in which said poly(vinyl benzyl ether) of a polyphenol is a poly(vinyl benzyl ether) of p,p'-isopropylidenediphenol, said dicyanate ester of a polyether of a polyphenol is the dicyanate ester of polyether of p,p'-isopropylidenediphenol and said alkenyl aryl compound is divinylbenzene.

Claim 13

The homogeneous thermoset terpolymer as set forth in claim 1 in which said poly(vinyl benzyl ether) of a polyphenol is styrenated tetrabromosubstituted p,p'-isopropylidenediphenol, the dicyanate ester of a polyether of a polyphenol is the dicyanate ester of p,p'-isopropylidenediphenol and said alkenyl aryl compound is divinylbenzene.

Claim 14

The homogeneous thermoset terpolymer as set forth in claim 1 in which said poly(vinyl benzyl ether) of a polyphenol is a poly(vinyl benzyl ether) of tetrabromosubstituted p,p'-isopropylidenediphenol, the dicyanate ester of a polyether of a polyphenol is the dicyanate ester of a polyether of tetrabromosubstituted p,p'-isopropylidenediphenol and said alkenyl aryl compound is divinylbenzene.

Claim 15

The homogeneous thermoset terpolymer as set forth in claim 1 in which said poly(vinyl benzyl ether) of a polyphenol is a poly(vinyl benzyl ether) of p,p'-isopropylidenediphenol, said dicyanate ester of a polyether of a polyphenol is the dicyanate ester of a polyether of p,p'-isopropylidenediphenol and said alkenyl aryl compound is vinyltoluene.

Claim 16

The homogeneous thermoset terpolymer as set forth in claim 1 in which said poly(vinyl benzyl ether) of a polyphenol is a poly(vinyl benzyl ether) of tetrabromosubstituted p,p'-isopropylidenediphenol, the dicyanate ester of a polyether of a polyphenol is the dicyanate ester of a polyether of p,p'-isopropylidenediphenol and said alkenyl aryl compound is vinyltoluene.

Claim 17

A process for the production of a homogeneous thermoset terpolymer which comprises reacting a blend of (a) poly(vinyl benzyl ether) of a polyphenol having the structure: ##STR23## in which X is selected from the group consisting of ##STR24## --SO 2 --, --O--, --S--, and --CH 2 -- radicals, R is selected from the group consisting of --CH 2 --C 6 H 4 --CH 2 --, --CH 2 ) b in which b ranges from 1 to about 6, --CH 2 --CH═CH--CH 2 --, --CH 2 --C.tbd.C--CH 2 --, --CH 2 --C 6 H 3 (A) 2 --CH(OY)--CH 2 --CH(CH 2 OY)--C 6 H 3 (A) 2 --CH 2 --, --N═CH--O--C 6 H 5 --C(CH 3 ) 2 --C 6 H 5 --O--CH═N--, --C(NH)--O--C 6 H 5 --C(CH 3 ) 2 --C 6 H 5 --O--C(NH)--, --C 6 H 5 --CH(OY)--CH 2 --CH(M)--CH 2 --CH(CH 2 OY)--C 6 H 5 --, --CH 2 --CH(OH)--CH 2 --O--C 6 H 5 --C(CH 3 ) 2 --C 6 H 5 -- O--CH 2 --CH(OH)--CH 2 --, and --CH 2 --CH(OH)--CH 2 --O--C 6 H 3 Br 3 --C(CH 3 ) 2 --C 6 H 3 Br 2 --O--CH 2 --CH(OH)--CH 2 --, radicals, where M is a --C 6 H 5 , --C 6 H 4 --CH 3 ), or C 6 H 4 --CH═CH 2 ) and Y is --C 6 H 4 --OH, A is independently selected from the group consisting of hydrogen, chlorine, bromine, fluorine, alkyl, alkoxy and phenyl radicals and n has an average value in the range of from about 0 to about 20, and (c) an alkenyl aryl compound with a blend of (b) a dicyanate ester of a polyether of a polyphenol having the structure: ##STR25## in which X is selected from the group consisting of ##STR26## --SO 2 --, --O--, --S--, CH 2 radicals, R is selected from the group consisting of --CH 2 --C 6 H 4 --CH 2 --, --CH 2 ) b in which b ranges from 1 to about 6, --CH 2 --CH═CH--CH 2 --, --CH 2 --C.tbd.C--CH 2 --, ##STR27## radicals, B is independently selected from the group consisting of hydrogen, chlorine, bromine, fluorine, alkyl, alkoxy and phenyl radicals and m has an average value in the range of from about 0 to about 20 and (c) an alkenyl aryl compound having the structure: ##STR28## in which R is an alkenyl radical selected from the group consisting of vinyl, allyl, and methyl allyl radicals and R 1 is independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, methyl, chloromethyl, bromomethyl, alkenyl, t-butyl, --CH 2 ) n CH 3 in which n is an integer from 1 to 10 and phenyl radicals at reaction conditions, and recovering the resultant homogeneous thermoset terpolymer (a) being about 30% to about 50% by weight, (b) being about 15% to about 20% by weight, and (c) being about 30% to about 50% by weight of said terpolymer.

Claim 18

A process for the production of a homogeneous thermoset terpolymer which comprises reacting a blend of (a) poly(vinyl benzyl ether) of a polyphenol having the structure: ##STR23## in which X is selected from the group consisting of ##STR24## --SO 2 --, --O--, --S--, and --CH 2 -- radicals, R is selected from the group consisting of --CH 2 --C 6 H 4 --CH 2 --, --CH 2 ) b in which b ranges from 1 to about 6, --CH 2 --CH═CH--CH 2 --, --CH 2 --C.tbd.C--CH 2 --, --CH 2 --C 6 H 3 (A) 2 --CH(OY)--CH 2 --CH(CH 2 OY)--C 6 H 3 (A) 2 --CH 2 --, --N═CH--O--C 6 H 5 --C(CH 3 ) 2 --C 6 H 5 --O--CH═N--, --C(NH)--O--C 6 H 5 --C(CH 3 ) 2 --C 6 H 5 --O--C(NH)--, --C 6 H 5 --CH(OY)--CH 2 --CH(M)--CH 2 --CH(CH 2 OY)--C 6 H 5 --, --CH 2 --CH(OH)--CH 2 --O--C 6 H 5 --C(CH 3 ) 2 --C 6 H 5 -- O--CH 2 --CH(OH)--CH 2 --, and --CH 2 --CH(OH)--CH 2 --O--C 6 H 3 Br 3 --C(CH 3 ) 2 --C 6 H 3 Br 2 --O--CH 2 --CH(OH)--CH 2 --, radicals, where M is a --C 6 H 5 , --C 6 H 4 --CH 3 ), or C 6 H 4 --CH═CH 2 ) and Y is --C 6 H 4 --OH, A is independently selected from the group consisting of hydrogen, chlorine, bromine, fluorine, alkyl, alkoxy and phenyl radicals and n has an average value in the range of from about 0 to about 20, and (c) an alkenyl aryl compound with a blend of (b) a dicyanate ester of a polyether of a polyphenol having the structure: ##STR25## in which X is selected from the group consisting of ##STR26## --SO 2 --, --O--, --S--, CH 2 radicals, R is selected from the group consisting of --CH 2 --C 6 H 4 --CH 2 --, --CH 2 ) b in which b ranges from 1 to about 6, --CH 2 --CH═CH--CH 2 --, --CH 2 --C.tbd.C--CH 2 --, ##STR27## radicals, B is independently selected from the group consisting of hydrogen, chlorine, bromine, fluorine, alkyl, alkoxy and phenyl radicals and m has an average value in the range of from about 0 to about 20 and (c) an alkenyl aryl compound having the structure: ##STR28## in which R is an alkenyl radical selected from the group consisting of vinyl, allyl, and methyl allyl radicals and R 1 is independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, methyl, chloromethyl, bromomethyl, alkenyl, t-butyl, --CH 2 ) n CH 3 in which n is an integer from 1 to 10 and phenyl radicals at reaction conditions, and recovering the resultant homogeneous thermoset terpolymer (a) being about 30% to about 50% by weight, (b) being about 15% to about 20% by weight, and (c) being about 30% to about 50% by weight of said terpolymer.

Claim 19

The process as set forth in claim 16 in which said reaction conditions include a temperature in the range of from about 50° C. to about 150° C. and a pressure in the range of from about atmospheric to about 50 atmospheres.

Claim 20

The process as set forth in claim 16 further characterized in that said reaction is effected in the presence of a free radical initiator.

Claim 21

The process as set forth in claim 16 in which said free radical initiator is 1,1-bis(t-butylperoxy)-3,3,5-trimethylcyclolhexane.

Claim 22

The process as set forth in claim 16 in which said poly(vinyl benzyl ether) of a polyphenol is a poly(vinyl benzyl ether) of p,p'-isopropylidenediphenol, said dicyanate ester of a polyether of a polyphenol is the dicyanate ester of a polyether of p,p'-isopropylidenediphenol and said alkenyl aryl compound is divinylbenzene.

Claim 23

The process as set forth in claim 16 in which said poly(vinyl benzyl ether) of a polyphenol is a poly(vinyl benzyl ether) of tetrabromosubstituted p,p'-isopropylidenediphenol, the dicyanate ester of a polyether of a polyphenol is the dicyanate ester of polyether of p,p'-isopropylidenediphenol and said alkenyl aryl compound is divinylbenzene.

Claim 24

The process as set forth in claim 16 in which said poly(vinyl benzyl ether) of a polyphenol is a poly(vinyl benzyl ether) of tetrabromosubstituted p,p'-isopropylidenediphenol, the dicyanate ester of a polyether of a polyphenol is the dicyanate ester of a polyether of tetrabromosubstituted p,p'-isopropylidenediphenol and said alkenyl aryl compound is divinylbenzene.

Claim 25

The process as set forth in claim 16 in which said poly(vinyl benzyl ether) of a polyphenol is a poly(vinyl benzyl ether) of p,p'-isopropylidenediphenol, said dicyanate ester of a polyether of a polyphenol is the dicyanate ester of p,p'-isopropylidenediphenol and said alkenyl aryl compound is vinyltoluene.

Claim 26

The process as set forth in claim 16 in which said poly(vinyl benzyl ether) of a polyphenol is a poly(vinyl benzyl ether) of tetrabromosubstituted p,p'-isopropylidenediphenol, the dicyanate ester of a polyether of a polyphenol is the dicyanate ester of a polyether of p,p'-isopropylidenediphenol and said alkenyl aryl compound is vinyltoluene.