Two acidic ionic liquids(ILS) based on N,N-bis (3- morpholinyl propyl) Piperazinium [(mp)2pi] trinuclear Quadrivalent cation including N,N-bis (3- morpholinyl propyl) Piperazinium tetra (trifluoromethanesulfonate)（ [(Hmp)2h2pi ](OTf)4）and N,N-bis (3- morpholinyl propyl) piperazinium tetra (hydrogen sulfate)([(Hmp)2h2pi ](HSO4)4) were synthesized and characterized .Their catalytic activities for the crossed Aldol condensation of cycloalkanones with aromatic aldehydes were examined and compared with other two single and dinuclear cations ILs :Morpholinium hydrogen sulfate ([Hnhm]HSO4) and piperazinium bis（hydrogen sulfate）([(Hnh)2pi](HSO4)2). The traditional industrial acid catalyst sulfuric acid has also been used for comparison .The results have showed that the catalytic activities of the trications type of ILs were stronger than that single or dinuclear ILs and sulfuric acid.Maxium product yield of 89% was observed on using [(Hmp)2h2pi ](OTf)4 as catalyst and it can be reused at least six times.