Previous studies on Polymer Electrolyte Membranes have shown that sulfonated polymers exhibit high thermal stability and mechanical properties. The proton conductivity of the sulfonated polymer is strongly dependent upon the degree of sulfonation, where it increases with increasing degree of sulfonation. Also, some observations suggest that densely packed sulfonate groups confer some advantages in allowing more mobile water and protons in the low water content range. In this study bisphenol-based polymers were modified by adding sulfone-amides to form a ball of sulfonates (BOS). Thin, ductile films of the membrane are fabricated by the solution casting method, which resulted in membranes with a thickness of approximately 50 mm. The synthesized copolymers and membranes are characterized by 1 H NMR, FT-IR, ion exchange capacity, water uptake, specific density and proton conductivity measurements. The water uptake and proton conductivity of the membranes are analyzed to determine the impact of varying degrees of sulfonation and side -chains groups within the modified Bisphenol based membranes. Conductivity was tested over a range of temperatures and relative humidity levels simulating potential operating conditions. Water sorption was tested over a range of relative humidity levels to gain an understanding of how relative humidity affects membrane hydration, which is one of the primary factors determining the rate of proton transport in the membrane. In addition, specific density was also measured as density offers insight into membrane hydration and polymer morphology and allows assessment of the mobility of the charge carriers. By studying membranes in this fashion, their performance can be objectively assessed in a controlled environment prior to testing in PEM fuel cells.