物理化学学报 >> 2010, Vol. 26 >> Issue (09): 2494-2502.doi: 10.3866/PKU.WHXB20100902

量子化学及计算化学 上一篇    下一篇

离子液体中有机物溶解度的QSPR模型分析

潘善飞1,2, 胡桂香1, 吕杨1,2, 邹建卫1, 俞庆森1,2   

  1. 1. 浙江大学宁波理工学院分子设计与营养工程市重点实验室, 浙江 宁波 315100;
    2. 浙江大学化学系,杭州 310027
  • 收稿日期:2010-02-26 修回日期:2010-05-11 发布日期:2010-09-02
  • 通讯作者: 胡桂香 E-mail:hugx@nit.zju.edu.cn
  • 基金资助:

    国家自然科学基金(20803063)资助项目

QSPRModel Analysis on the Solubility of Organic Compounds in Ionic Liquids

PAN Shan-Fei1,2, HU Gui-Xiang1, LV Yang1,2, ZOU Jian-Wei1, YU Qing-Sen1,2   

  1. 1. Key Laboratory for Molecular Design and Nutrition Engineering of Ningbo City, Ningbo Institute of Technology,Zhejiang University, Ningbo 315100, Zhejiang Province, P. R. China;
    2. Department of Chemistry,Zhejiang University, Hangzhou 310027, P. R. China
  • Received:2010-02-26 Revised:2010-05-11 Published:2010-09-02
  • Contact: HU Gui-Xiang E-mail:hugx@nit.zju.edu.cn
  • Supported by:

    The project was supported by the National Natural Science Foundation of China (20803063).

PDF

2079

赞

摘要：

采用偏最小二乘(PLS)分析方法对84 个有机物在四种不同的离子液体中的溶解度进行基于VolSurf 参 数的定量构性关系(QSPR)研究,取得较好的结果.训练集模型对预测集具有良好的预测能力.参数分析表明有机 物具有较大体积的亲水区域, 对溶解度有利,且有机物与离子液体之间的相互作用能约为-0.84 kJ·mol-1. 一定的疏水性对溶解度也是有利因素, 当离子液体具有小体积的疏水取代基, 有机物具有不对称的局部疏水区域对溶 解度有利, 当离子液体具有大体积或多个疏水取代基, 有机物较高的疏水体积对溶解度有利. 多元线性回归 (MLR)显示亲水参数W1 最重要,表明分子的亲水性是影响有机物在离子液体中溶解的关键因素.

关键词: 离子液体, 溶解度, 定量构性关系, VolSurf, 偏最小二乘分析, 多元线性回归

Abstract:

A quantitative structure-property relationship (QSPR) study on the solubility of 84 organic compounds in 4 different ionic liquids was done based on VolSurf parameters using the partial least square (PLS) statistical method and good results were obtained. The training set model predicts the solubilities of the test set well. An analysis of the VolSurf descriptors show that large volume hydrophilic regions are beneficial for solubility, and the interaction energy is about -0.84 kJ·mol-1 between the organic compounds and the ionic liquids. A certain degree of hydrophobicity is also favorable for solubility. When the ionic liquids have a small hydrophobic substituent, an asymmetric partial hydrophobic region in the organic compound is advantageous for solubility. If the ionic liquid has a large hydrophobic substituent, a large hydrophobic region in the organic compound benefits the solubility. Multiple linear regression (MLR) analysis shows that hydrophilic parameterW1 is the most important parameter, which indicates that hydrophilicity is a key factor that influences the solubility of organic compounds in ionic liquids.

Key words: Ionic liquid, Solubility, Quantitative structure-property relationship, VolSurf, Partial least square, Multiple linear regression