New high temperature polymers. VI. Ordered heterocycle copolymers

Abstract

AbstractA new class of linear, thermostable polymers is reported. The compositions are ordered heterocycle copolymers in which two different heterocycles alternate regularly along the polymer chain. Examples of combinations studied are: oxadiazole–benzimidazole, oxadiazole–pyromellitimide, and thiazole–pyromellitimide. The heterocycle copolymers, or alternatively, the corresponding precursor polymers, were prepared by condensing preformed di‐or tetrafunctional blocks which contain one type of heterocycle with a second di‐ or tetrafunctional monomer under such conditions that no rearrangement of bonds occurred. The polymers are characterized in general by neither melting nor decomposing below 500°C. when heated in an inert atmosphere at a rate of about 10°C./min. Some of the copolymers are readily soluble in organic solvents; many, however, are soluble only in solvents such as concentrated sulfuric acid. In the case of the more intractable polymers, soluble precursor polymers can usually be prepared. In such precursor polymers only one of the heterocycles is preformed; the second heterocycle is formed by post‐treatment after the polymer has been fabricated into an end product. All of the polymers yielded self‐supporting films, some having very high strength; films of several of the polymers were hot‐drawable. Drawn film of an ordered oxadiazoleimide copolymer was shown to be well oriented and moderately crystalline.