A　novel　series　of　donor-donor−π-acceptor　(D-D−π-A)　9,9′-dihexylfluorene-based　dianchoring　organic　dyes,　each　featuring　distinct　bridging　electron-donating　moieties,　have　been　synthesized　and　characterized.　Their　performances　in　photocatalytic　hydrogen　evolution　(PHE)　were　evaluated,　taking　into　account　of　their　photophysical　and　electrochemical　attributes.　Remarkably,　(Z)-3-(5-(4-((4-(5-((E)-2-carboxy-2-cyanovinyl)thiophen-2-yl)phenyl)(9,9-dihexyl-9H-fluoren-2-yl)amino)phenyl)thiophen-2-yl)-2-cyanoacrylic　acid　achieved　an　active　and　robust　H2　generation　system　with　a　turnover　number　(TON)　of　up　to　17　400　in　126　h,　with　a　production　of　1090　μmol　(26.3　mL)　of　hydrogen.　The　initial　turnover　frequency　(TOFi),　initial　activity　(activityi),　and　initial　apparent　quantum　yield　(AQYi)　were　808　h-1,　505　mmol　g-1　h-1,　and　8.65%,　respectively,　under　visible　light　irradiation　in　water.　This　photosensitizer　is　considered　one　of　the　most　effective　and　durable　systems　for　photocatalytic　hydrogen　production　that　attached　to　molecular　Pt-TiO2,　as　stated　out　in　the　literature　using　organic　dyes　under　visible　light,　when　compared　the　TOF　and　TON　values.　The　experimental　results　demonstrated　that　the　dianchoring　dyes　with　bridging　units　could　significantly　enhance　PHE　performance,　maintaining　justifiable　durability　over　prolonged　irradiation.　©　2024　American　Chemical　Society.