Benzyl ether polymers: Crystallinity and pendant adamantyl effects

摘要

A series of benzyl ether polymers with and without pendant adamantyl groups has been synthesized. A-B homopolymers with dibenzylether and thioether connecting units were made by phase transfer reaction of 2-(4-bromomethylphenyl)-6-bromomethylbenzoxazole with KOH or Na2S. The ether-linked material was soluble only in cone. H2SO4 while the thioether polymer was only soluble in a mixture of trifluoroethanol and chloroform. The parent AA-BB polyether from resorcinol and alpha,alpha'dickloro-p-xylene (or the dibromo analog) was obtained as a very high molecular weight product which showed multiple crystalline forms depending an sample history. Solid-state C-13-NMR spectroscopy and x-ray diffraction patterns were obtained on two samples [each with a single (different) type of crystalline domain], a high molecular weight sample displaying both types, and on amorphous material. Incorporation of pendent adamantyl groups was also examined because of their ability to enormously modify polymer properties. (C) 1997 John Wiley & Sons.