The structure-antifungal activity correlations between the structure of fourteen new 1-(phenoxymethyl)benzotriazoles (I) (Y=0), 1-(thiophenoxyrnethyl)benzotriazoles (II) (Y=S) and 1-(azidomethyl)benzotriazole (Ⅲ) derivatives were synthesized, and their activity, fifty percent inhibition of mycelial growth(pI_(50)), in vitro against Pyricularia oryzae, Fusarium axysporum f. sp swami, Valsa ceratosperma and Botrytis cinerea were investigated using a generalized QSAR method. The activity of (I) was superior to those of (II) and (Ⅲ). The effect of the substituents (X) on the phenoxy group (I) was rationalized by a parabolic function of electronic (σ), steric (B₁) and hydrophobic parameter(π), and hydrogen bonding (HB). Where the optimal values of substituent on the fungicidal activity againt P. oryzae and F. axcysporum f. sp. sesami are B₁=1.40A; (H) and σ=0.07∼0.15;(H), and those of substituent on the fungicidal activity against V. ceratosperma and B. dare σ=0.23∼0.28; (Cl), π=0.70; (Cl), respectively. The most effective compound ( I a) and ( I d) were examined in this study.