用密度泛函理论预测酚类化合物的正辛醇/水分配系数  

Predicting n-octanol/water partition coefficient of phenols with density functional theory

作　　者：叶庆国[1] 宋斌[1] 张宏哲[2] 张德强[1] 张帆[2] 

机构地区：[1]青岛科技大学化工学院,山东青岛266042 [2]中国石油化工股份有限公司青岛安全工程研究院化学品安全控制国家重点实验室,山东青岛266071

出　　处：《化学研究》2011年第4期66-71,共6页Chemical Research

摘　　要：利用密度泛函理论(DFT),基于B3 LYP/6-3 1 G(d,p)和B3 LYP/6-3 1 1 G(d,p)两种水平计算了3 6种酚类化合物的分子结构参数和热力学参数,建立了两种水平的正辛醇/水分配系数(Kow)的定量结构-性质关系模型;确定相关系数(R)分别为0.9 8 8和0.9 8 8,交叉验证系数(q2)分别为0.9 4和0.9 6,并用变异膨胀因子(Vif)和t值对模型进行了检验.结果表明,基于B3 LYP/6-3 1 G(d,p)和B3 LYP/6-3 1 1 G(d,p)的模型均具有较好的预测能力;其中B3 LYP/6-3 1 G(d,p)基组较小,所需运算时间短,且所得模型更稳健,更适用于预测酚类化合物的Kow.Structural and thermodynamic parameters of 36 phenol compounds were optimized by using density functional theory（DFT） at the levels of B3LYP/6-31G（d,p） and B3LYP/6-311G（d,p）,respectively.As-obtained parameters were used to establish the quantitative structure-property relationship models for n-octanol/water partition coefficient.The correlation coefficients（R） were determined to be 0.988 and 0.988,and the cross validated correlation coefficients（q2） were determined to be 0.94 and 0.96,respectively.The models were validated by Vif（variance inflation factors） and t-test.Results show that both models obtained at the B3LYP/6-31G（d,p） and B3LYP/6-311G（d,p） levels have good predictive ability,and B3LYP/6-31G（d,p） is more suitable for predicting the Kow of phenol compounds,due to its shorter time needed and more robust model.

关 键 词：酚类 正辛醇/水分配系数 定量结构-性质关系(QSPR) 密度泛函理论 预测 

分 类 号：O643.38[理学—物理化学]