In this paper the synthesis and characterization of a hyperbranched poly(ar
yl ether oxazoIe) with terminal phenolic groups are described. An ABB' mono
mer containing a pair of phenolic groups and an aryl fluoride which is acti
vated toward displacement by the attached oxazole ring was prepared. The nu
cleophilic substitution of the fluoride with the phenolic group leads to th
e formation of ether linkage and subsequently the hyperbranched poly(aryl e
ther oxazole) P1. As determined by a combination of model compound studies
and H-1 NMR integration experiments, the degree of branching of PI is appro
ximately 50%. The polymer P1 is thermally stable and readily soluble in pol
ar organic solvents. The terminal phenolic groups in P1 were easily functio
nalized, yielding hyperbranched polymers with a variety of functional chain
ends. Physical properties, such as the glass transition temperature and th
e solubility of the hyperbranched poly(aryl ether oxazole)s, depended signi
ficantly on the nature of the chain ends.