A　novel　synthesis　of　the　functionalized　bimodal　mesoporous　silica　with　ionic　liquid　(FBMMs)　was　performed.　After　grafting　1-methyl-3-(trimethoxysilyl)propylimidazolium　chloride　onto　the　surface　of　bimodal　mesoporous　silicas,　1,4-bis(9-O-quininyl)phthalazine　((QN)(2)-PHAL)　and　K2Os(OH)(4)center　dot　2H(2)O　were　immobilized　onto　the　modified　FBMMs　by　adsorption　or　ionic　exchange　methods,　and　then,　the　asymmetric　dihydroxylation　reaction　was　carried　out　by　using　solid　catalysts.　Techniques　such　as　X-ray　diffraction,　Fourier　Transform　Infrared　spectroscopy,　N-2　adsorption　and　desorption　were　employed　to　characterize　their　structure　and　properties.　The　results　showed　that　the　mesoporous　ordering　degree　of　bimodal　mesoporous　silica　decreased　after　functionalization　and　immobilization　of　OsO4-(QN)(2)PHAL.　Being　very　effective　in　asymmetric　dihydroxylation　with　high　yield　and　enantioselectivity,　the　prepared　heterogeneous　solid　catalyst　could　be　recycled　for　five　times　with　little　loss　of　enantioselectivity,　with　comparison　of　those　results　obtained　in　homophase　system.　Moreover,　the　effect　of　Osmium　catalyst　on　asymmetric　dihydroxylation　was　investigated.　(C)　2011　Elsevier　Ltd.　All　rights　reserved.