苯并咪唑类缓蚀剂的定量构效关系研究本科毕业设计毕业论文.doc

本 科 毕 业 设 计(论文) 题 目：苯并咪唑类缓蚀剂的定量构效关系研究 摘 要 采用2D-QSAR和3D-QSAR相结合的方法研究苯并咪唑类缓蚀剂分子结构与缓蚀性能之间的关系。首先，采用量子化学密度泛函理论( DFT ) 对15种苯并咪唑类缓蚀剂的量子化学参数进行计算，并利用遗传函数近似算法( GA ) 建立量化参数与缓蚀效率之间的二维定量构效关系( 2D-QSAR ) 模型；其次，采用比较分子力场分析法( CoMFA ) 建立缓蚀剂分子的最优三维定量构效关系( 3D-QSAR ) 模型；最后基于3D-QSAR结果设计出了14种新型苯并咪唑类缓蚀剂分子，并利用2D-QSAR模型进行验证。结果表明：苯并咪唑类缓蚀剂的缓蚀性能与其分子总能量ET、最高占据轨道能量EHOMO以及自旋极化a( Spin polarization ) 正相关；立体场和静电场对缓蚀剂活性的贡献分别为52.1%和47.9%，在R1位置引入体积大小适中且具有一定电负性的基团可提高缓蚀效率；设计缓蚀剂分子均具有较高的理论缓蚀效率，最优2D-QSAR模型对所设计分子的活性预测结果与3D-QSAR模型预测结果相吻合。 关键词：苯并咪唑；缓蚀剂；定量构效关系；分子设计 ABSTRACT In this thesis, studied the relationship between the benzimidazole inhibitor structure and corrosion inhibition performance of combined 2D-QSAR and 3D-QSAR method. Firstly, quantum chemical density functional theory ( DFT ) was used to calculate the quantum chemical parameters of 15 kinds of benzimidazole corrosion inhibitor. Than the genetic function approximation algorithm ( GA ) was used to study of two dimension quantitative structure-activity relationship(2D-QSAR) between quantum chemical parameters and their inhibition efficiency. Comparative molecular field analysis ( CoMFA ) method was used to establish the optimal 3D-QSAR model. Finally, based on the deeply reach of relationship between structure and inhibition efficiency of inhibitor molecules, design 14 kinds of new inhibitor molecules. The 2D-QSAR results show that the corrosion performance of benzimidazole inhibitors positive correlate with molecular total energy ET 、the highest occupied orbital energies ( EHOMO ) and the Spin polarization of atomic energy; negative correlate with the first carbon atom nucleophilic attack index. 3D-QSAR study results show that the proportion of steric field and electrostatic field contribution to the inhibitor activity were 52.1% and 47.9% , introduce a functional group with moderate volume size, and certain electronegativity in the R1 position will improve the inhibition efficiency of corrosion inhibitor. The 3D-QSAR model prediction of des