US 5,606,014 A · Imide oligomers and co-oligomers containing pendent phenylethynyl groups and polymers therefrom

Abstract

Controlled molecular weight imide oligomers and co-oligomers containing pendent phenylethynyl groups (PEPIs) and endcapped with nonreactive or phenylethynyl groups have been prepared by the cyclodehydration of the precursor amide acid oligomers or co-oligomers containing pendent phenylethynyl groups and endcapped with nonreactive or phenylethynyl groups. The amine terminated amide acid oligomers or co-oligomers are prepared from the reaction of dianhydride(s) with an excess of diamine(s) and diamine containing pendent phenylethynyl groups and subsequently endcapped with a phenylethynyl phthalic anhydride or monofunctional anhydride. The anhydride terminated amide acid oligomers and co-oligomers are prepared from the reaction of diamine(s) and diamine containing pendent phenylethynyl group(s) with an excess of dianhydride(s) and subsequently endcapped with a phenylethynyl amine or monofunctional amine. The polymerizations are carried out in polar aprotic solvents such as under nitrogen at room temperature. The amide acid oligomers or co-oligomers are subsequently cyclodehydrated to the corresponding imide oligomers. The polymers and copolymers prepared from these materials exhibit a unique and unexpected combination of properties.

Claims44

Dependent claims

Controlled molecular weight copolyimides containing pendent phenylethynyl groups and chain terminated with either nonreactive or reactive phthalic anhydride based endcapping agents have the following repeat unit:

##STR49## wherein Ar is a member selected from the group consisting of:
##STR50## wherein Y is a bond or Y is a radical selected from the group consisting of:
O, CO, SO.sub.2, C(CF.sub.3).sub.2, isophthalpyl, terephthaloyl, 1,3-diphenoxy and 1,4-diphenoxy,
wherein Ar' is a member selected from the group consisting of:
##STR51## wherein the catenation is selected from the group consisting of 2,2';
2,3';
2,4';
3,3';
3,4';
and 4,4' and X is a bond or X is a radical selected from the group consisting of:
##STR52## wherein W is a radical selected from the group consisting of:
H, ##STR53## wherein R is a radical selected from the group consisting of:
##STR54## wherein the amount of diamine containing pendent phenylethynyl groups ranges from 1-99 mole %.

10 more elements

Controlled molecular weight copolyimides containing pendent phenylethynyl groups and chain terminated with either nonreactive or reactive aniline based endcapping agents have the following repeat unit:

##STR63## wherein Ar is a member selected from the group consisting of:
##STR64## wherein Y is a bond or Y is a radical selected from the group consisting of:
O, CO, SO.sub.2, C(CF.sub.3).sub.2, isophthalpyl, terephthaloyl, 1,3-diphenoxy and 1,4-diphenoxy,
wherein Ar' is a member selected from the group consisting of:
##STR65## wherein the catenation is selected from the group consisting of 2,2';
2,3';
2,4';
3,3';
3,4';
and 4,4' and X is a bond or X is a radical selected from the group consisting of:
##STR66## wherein Z is a radical selected from the group consisting of:
H, ##STR67## wherein R is a radical selected from the group consisting of:
##STR68## wherein the amount of diamine containing pendent phenylethynyl groups ranges from 1-99 mole %.

10 more elements

Controlled molecular weight amic acid co-oligomers containing pendent phenylethynyl groups and chain terminated with either nonreactive or reactive phthalic anhydride based endcapping agents have the following repeat unit:

##STR89## wherein Ar is a member selected from the group consisting of:
##STR90## wherein Y is a bond or Y is a radical selected from the group consisting of:
O, CO, SO.sub.2, C(CF.sub.3).sub.2, isophthalpyl, terephthaloyl, 1,3-diphenoxy and 1,4-diphenoxy,
wherein Ar' is a member selected from the group consisting of:
##STR91## wherein the catenation is selected from the group consisting of 2,2';
2,3';
2,4';
3,3';
3,4';
and 4,4' and X is a bond or X is a radical selected from the group consisting of:
##STR92## wherein W is a radical selected from the group consisting of:
H, ##STR93## wherein R is a radical selected from the group consisting of:
##STR94## wherein the amount of diamine containing pendent phenylethynyl groups ranges from 1-99 mole %.

10 more elements

Dependencies are inferred from the claim text.

Imide oligomers and co-oligomers containing pendent phenylethynyl groups and polymers therefrom

Life of this patent

Imide oligomers and co-oligomers containing pendent phenylethynyl groups and polymers therefrom

Life of this patent

Abstract

Claims44