Triazolinone herbicides which is environment-benign have a broaden application perspective. Several triazolinone compounds such as amicarbazone, sulfentrazone, azafenidin and carfentrazone-ethyl have been developed as herbicides. In order to search for novel 1 2 4-triazolinone derivatives with high herbicidal activities, 2-(2,4,5-trichlorophenyl)-4-(2-substituted-benzyl)-5-methyl-2H-1 2,4-triazol-3(4H)-ones and 2,4-disubstitued-1,2,4-triazol-3(2H)-ones were designed and synthesized. Their structures were identified by H-1 NMR, MS and elemental analysis. The results of preliminary biological activity tests show that some compounds display excellent herbicidal activity and some display good activity of promoting cucumber cotyledon root-formation at 1.5 kg/ha.