The　three　bipyridine-proline　chiral　ligands　(Z)　with　different　structural　units　as　highly　active　species　were　successfully　introduced　on　Zn-modified　bimodal　mesoporous　silicas　(BMMs).　The　representative　heterogeneous　catalysts　(ZZnBMMs-n)　containing　different　molar　ratios　of　Z/Zn　(5,　20,　50,　100,　200%)　were　prepared,　and　their　catalytic　performances　were　evaluated　in　the　asymmetric　aldol　reactions　between　p-nitrobenzaldehyde　and　cyclohexanone,　showing　the　satisfactory　activities　(yields)　and　good　stereoselectivity　(dr　and　ee).　Meanwhile,　their　microstructural　features　and　physicochemical　properties　were　characterized　by　various　methods.　Particularly,　the　fractal　evolution,　the　pair　distance　distribution　function,　and　the　Porod　plots　of　the　ZZnBMMs　catalysts　were　demonstrated　by　SAXS　analysis.　The　results　revealed　that　the　interfacial　layer　thickness　and　their　mass　fractal　(D-m)　value　gradually　increased　with　the　enhanced　molar　ratios　of　Z/Zn,　along　with　the　decrease　of　pore　size　and　densification　of　volume,　suggesting　the　successful　Z-grafting　into　the　mesoporous　channels　of　Zn-modified　matrixes.　The　essential　relationships　between　the　fractal　features　and　their　catalytic　performance　(yield,　dr　and　ee)　were　explored,　showing　the　larger　the　D-m　values,　the　better　catalytic　performance.　Besides,　the　uniform　distributions　of　Zn　and　S　elements　in　ZZnBMMs　catalysts　and　the　formation　of　enamine-imine　intermediates　during　the　asymmetric　aldol　reactions　were　confirmed.