Superior hole-transporting mobility and excellent photoconductive properties of aryl amine-containing polymers place them among the most studied materials for optoelectronic applications. Solution processability, however, is a significant limitation to highly arylated polymers particularly for multi-layer organic light emitting devices prepared via spin coating. In this work, the preparation of perfluorocyclopentene aryl ether amine polymers demonstrated improved solubility, but has showed increased thermal stability. Octafluorocyclopentene was used as a coupling agent to prepare a new class of aryl ether amine-containing monomers ultimately yielding high molecular weight, optically transparent step-growth polymers. Herein, this work will present strategic routes for monomer/polymer synthesis, characterization, and viability as a new class of processable coatings or bulk components for the broad area of organic electronics applications.