邻苯二甲酸酯类化合物正辛醇-水分配系数的QSPR研究

Research on Quantitative Structure-Property Relationships for n-Octanol/Water Partition Coefficients of Phthalic Acid Esters

采用PM3算法计算邻苯二甲酸酯类化合物(PAEs)的量子化学参数,应用偏最小二乘(PLS)算法建立了PAEs的正辛醇-水分配系数(KOW)的定量结构-性质相关(QSPR)模型.模型的结果表明,用量子化学参数建立的QSPR模型相关性显著,具有较好的稳健性和预测能力,因此,利用该模型可对其他PAEs分子的lgKOW值进行初步预测.模型的结果表明,影响lgKOW的主要量子化学参数是分子总能量TE、相对分子质量Mr、平均分子极化率α和分子生成热ΔHf.lgKOW随着Mr和α的增大而增大,随着TE和ΔHf的增大而减小.

Quantum chemical parameters based on the PM3 method were calculated for phthalic acid esters （PAEs）. Using partial least squares （PLS） algorithm, a quantitative structure-property relationships （QSAR） model for the n-octanol/water partition coefficients （Kow） of PAEs was developed. The result indicates that the model has a good stability and predicting ability. It can be concluded from this study that the main factors affecting lgKow of PAEs are total energy （ TE）, relative molecular weight （Mr）, average molecular polarizability （α） and standard heat of formation （△Hf）. The lgKow values increase with increasing Mτ and α values. In contrast, increasing TE and △Hf values leads to the decrease of lgKow.