Condensation　polymerization　of　two　diallyl-containing　bisphenol　monomers　with　decafluorobiphenyl　catalyzed　by　CsF　at　low　temperatures　yielded　quantitatively　the　diallyl-containing　fluorinated　poly(arylene　ether)　s,　which　after　the　thiol-ene　click　reaction　with　sodium　3-mercapto-1-propanesulfonate　yielded　sulfonated　fluorinated　poly　(arylene　ether)　s　(SFPAEs)　with　long　alkyl　sulfonate　side-chains.　The　sulfonate　groups　were　spaced　by　7　atoms　away　from　the　aromatic　backbone,　in　stark　contrast　to　the　previous　reports　where　only　6　spacing　atoms　could　be　achieved　using　a　similar　chemistry　but　rather　harsh　reaction　conditions.　Two　series　of　SFPAEs　based　on　bisphenol　A　and　bisphenol　S　units,　respectively,　were　both　found　to　exhibit　distinct　phase　separation　and　enhanced　proton　conductivity.　Specifically,　the　SFPAE-A-70　with　an　ion　exchange　capacity　(IEC)　of　1.62　mmol　g(-1)　exhibited　an　in-plane　proton　conductivity　of　90　mS　cm(-1)　at　room　temperature,　which　was　slightly　higher　than　that　of　Nafion　212.　Furthermore,　all　of　the　SFPAEs　showed　significantly　improved　oxidative　stability　in　Fenton＇s　reagent　when　comparing　to　non-fluorinated　analogs.　This　study　offered　a　new　strategy　for　the　synthesis　of　highly　branched　ionomers　with　long　and　flexible　aliphatic　side-chains　for　high　performance　PEMs.