苯硫酚衍生物的溶解性质的定量结构-性质相关(QSPR)研究  

Quantitative Structure-Property Relationship (QSPR) Study on Solubility of Some Thiophenol Derivatives

作　　者：李俊峰[1] 陈建挺[2] 张学胜[2] 

机构地区：[1]嘉兴学院生物与化学工程学院,浙江嘉兴314001 [2]江苏工业学院环境与安全工程学院,江苏常州213164

出　　处：《嘉兴学院学报》2010年第3期41-46,93,共7页Journal of Jiaxing University

摘　　要：在高效液相色谱(HPLC)测定方法的基础上,采用摇瓶法,准确测得25℃时16个取代苯硫酚类化合物的水溶解度(-lgSw)和19个正辛醇/水分配系数(lgKow)数据.采用密度泛函理论(DFT)中的B3LYP方法,在6-311G**基组上全优化计算得到24个取代苯硫酚的结构参数和热力学参数,采用SPSS12.0 for windows程序,分别求得-lgSw和lgKow值与这些参数之间的相关方程,相关系数R2分别为0.958和0.946.用交叉验证法对方程的稳定性进行了验证(q2分别为0.925和0.930),并用t检验和变异膨胀因子(Variance Inflation Factors,VIF)对两个方程中各变量的显著性和自相关性进行了检验.结果表明:所建方程具有较强的预测能力,并用其预测了8个没有实验数据的取代苯硫酚的-lgSw值和5个lgKow值.Based on the high-performance liquid chromatography （HPLC） determination,the water solubilities （-lgSw） of 16 substituted thiophenols and n-octanol/water partition coefficients （lgKow） of 19 substituted thiophenols at 25 ℃ were determined with shaking-flask method. Molecular structures of 24 substituted thiophenols were fully optimized with B3LYP method of density functional theory （DFT） on the 6 -311G^＊＊ basis set. The obtained structural parameters and thermodynamic parameters were taken as theoretical descriptors with SPSS 12. 0 for windows program so as to obtain the predicted correlation model of -lgSw and lgKow. Their correlation coefficients （R^2） were 0. 958 and 0. 946 respectively,and the models were verified with variance inflation factor （VIF） and t-value so that the cross-validation coefficients （q^2） were obtained as 0.925 and 0.930. In addition,8–lgSw values and 5 lgK ow values of other substituted thiophenols were predicted.

关 键 词：苯硫酚 水溶解度(-lgSw) 正辛醇/水分配系数(lgKow) 定量结构-性质相关(QSPR) 密度泛函理论(DFT) 

分 类 号：TQ460.31[化学工程—制药化工]