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化学学报
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化学学报 ›› 2002, Vol. 60 ›› Issue (4): 647-652. 上一篇    下一篇

研究论文

结合三维静电势参数研究化合物溶解度与溶剂分子结构间的定量关系

商志才;邹建卫;黄美兰;俞庆森   

  1. 浙江大学化学系,杭州(310027)
  • 发布日期:2002-04-15

QSPR Studies on Solubilities of Some Given Solutes in Pure Solvents Using Frontier Orbital Energies and Theoretical Descriptors Derived from Electrostatic Potentials on Molecular Surface

Shang Zhicai;Zou Jianwei;Huang Meilan;Yu Qingsen   

  1. Department of Chemistry, Zhejiang University,Hangzhou(310027)
  • Published:2002-04-15

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被引次数

41 | 6

对一系列溶剂分子进行了结构优化和静电势及其导出参数的计算，运用多元线 性回归方法对10种化合物萘、菲、蒽、联苯、苊、六氯苯、苯偶酰、噻吨-9-酮、 二苯砜和敌草隆的溶解性能与溶剂分子的结构参数进行了关联。结果表明：分子表 面最正和最负的静电势V_(s,max)和V_(s,min)、电荷分离度Π以及分子的静电相互 作用趋势量τ这四个三维静电势参数，加上分子的前线轨道能级ε_(HOMO)和ε_ (LUMO)能很好地用于表达这些化合物在不同纯溶剂中的溶解度与溶剂分子结构间的 定量关系。

关键词: 溶解性, 定量构效关系, 静电势, 萘, 菲, 蒽, 联苯 P, 苊, 六氯苯

Electrostatic potential calculations have been performed at HF/6- 31G~* level for a group of 78 pure solvent molecules. Linear correlation between the solubilities of naphthalene, phenanthrene, anthracene, biphenyl, acenaphthene, hexachlorobenzene, benzil, thioxanthen-9-one, diphenyl sulfone and diuron in pure solvents and the theoretical descriptors of solvents have been established by multiple regression method, and the significance of these models have been analyzed from the viewpoint of intermolecular interactions between solute and solvent. It appears that V_(s,min), V_(s,max), Π and τ, together with frontier orbital energy ε_(HOMO) and ε_(LUMO) can be well used to express the quantitative structure-solubility relationships of the above compounds.

Key words: QUANTITATIVE STRUCTURE ACTIVITY RELATIONSHIP, ELECTROSTATIC POTENTIAL NAPHTHALENE, PHENANTHRENE, ANTHRACENE, DIPHENYL P, ACENAPHTHENE, HEXACHLOROBENZENE

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