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 Na 2 S. The ether-linked material was soluble only in conc. H 2 SO 4 while the thioether polymer was only soluble in a mixture of trifluoroethanol and chloroform. The parent AA-BB polyether from resorcinol and a,adichloro-p-xylene (or the dibromo analog) was obtained as a very high molecular weight product which showed multiple crystalline forms depending on sample history. Solidstate 13 C-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.
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