多环芳烃沸点和辛醇/水分配系数的QSPR研究  

QSPR studies on boiling points and octanol/water partition coefficients of polycyclic aromatic hydrocarbons

作　　者：李小林[1] 荆国华[1] 周作明[1] 卓静[1] 

机构地区：[1]华侨大学化工学院,福建厦门361021

出　　处：《计算机与应用化学》2010年第4期528-532,共5页Computers and Applied Chemistry

基　　金：福建省自然科学基金资助项目(D0710019);国务院侨办自然科学基金资助项目(06QZR09)

摘　　要：用量子化学MOPAC-AM1法计算21种多环芳烃(PAHs)的SEDs(steric and electronic descriptors)参数,然后用多元线性回归法建立预测多环芳烃的沸点(BP)和辛醇/水分配系数(logK_(ow))等的QSPR模型,预测BP的模型含3个变量[前线轨道能量差(E_(lumo)-E_(homo))、分子总电子能(EE)和分子总连接性(TCon)],预测logK_(ow)的模型含3个变量[偶极矩(D)、分子总能量(TE)和分子总连接性(TCon)]。所建2个模型的相关系数的平方(R^2)分别为0.997 6和0.9861,交叉验证系数(R_(LOO)~2)分别为0.9820和0.9575,说明模型均具有很好的预测能力和较强的稳健性,同时也证明SEDs参数适用于多环芳烃类化合物的QSPR研究。SEDs（Steric and Electronic Descriptors） parameters of 21 polycyclic aromatic hydrocarbons（PAHs） were calculated based on semi-empirical quantum chemical AM1 method implemented in MOPAC software.Based on the multiple linear regression（MLR）, the obtained parameters were taken as theoretical descriptors to establish the quantitative structure property relationship（QSPR） models for predicting boiling points and octanol/water partition coefficients.The boiling points predict model included 3 parameters,namely： the energy gap between LUMO and HOMO（E_（lumo）-E_（homo））,electronic energy（EE） and total connectivity（TCon）.The octanol/ water partition coefficients predict model included 3 parameters,namely：dipole moment（D）,total energy（TE） and total connectivity （TCon）.The squared correlation coefficients（R^2） were 0.997 6 and 0.986 1,the Leave-one-out cross validated correlation coefficients （R_（LOO）~2） were 0.982 0 and 0.957 5,respectively,for the two models.This revealed that the two models had high predictive ability and stability.The SEDs parameters were proved to have the general applicability in QSPR study of PAHs congeners.

关 键 词：多环芳烃 沸点 辛醇/水分配系数 定量结构性质相关 

分 类 号：O621.29[理学—有机化学] X131[理学—化学]