A novel sulfonated aromatic dichloride monomer was successfully prepared by the reaction of 2,5-dichlorobenzophenone with fuming sulfuric acid. Copolymerization of this monomer in the form of sodiumsalt (
1) with
N-(4-chloro-2-trifluoromethylphenyl)-5-chloro-1,8-naphthalimide (
2) or bis(
N-(4-chloro-2-trifluoromethylphenyl)-1,4,5,8-naphthalimide (
3) generated two series of novel poly(arylene-
co-naphthalimide)s
I-x and
II-x where
x represents the content of the sulfonated monomer. The synthesized copolymers with the -SO
3Hgroup in the side chains possessed high molecular weights revealed by their high viscosity and the formation oftough and flexible membranes. The copolymers exhibited excellent stability toward water and oxidation due tothe introduction of the hydrophobic CF
3 groups. The sulfonated copolyimides that incorporated with 1,8-naphthalimide (
I-x) exhibited better hydrolytic and oxidative stabilities than those with 1,4,5,8-naphthalimide.Copolymer I-50 membrane endured for more than 83 h in Fenton's reagent at room temperature. The mechanicalproperties of I-50 membrane kept almost unchanged after immersing membrane in
boiling water for 196 h. Theproton conductivities of copolymer films increased with increasing IEC and temperature, reaching values a
bove6.8 × 10
-1 S/cm at 80
C. Consequently, these materials proved to be promising as proton exchange membranes.