The attachment of flexible spacers into aromatic polymers is a design approach that is used for improving processability of aromatic polymers. The concept is attractive because it enables the creation of aromatic polymers with improved processability by just introducing side chain as pendant. Here we report that new bisphenol A derivatives bearing alkyl chain having different length obtained by radical polymerization can readily make novel poly (arylene sulfone) with aromatic dihalides and aromatic dioles. The attachment of flexible alkyl groups into sulfonated poly(arylene sulfone)s enable to control of glass transition temperatures, $T_g$, and surface morphology of sulfoanted poly(arylene sulfone)s. The alkylated sulfonated poly(arylene sulfone)s had low $T_g s$, high hydrophobic surfaces, high modulus, improved methanol permeability, and high ion conductivity compared to the neat polymer or Nafion 115. The method is attractive because it enables the creation of aromatic polymers with improved processability by just introducing side chain as pendant. This novel alkylation method is expected to be applicable to other arylene based proton conductive polymers.