|
|
|
| QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP STUDIES ON CORROSION INHIBITION OF BENZIMIDAZOLE AND ITS DERIVATIVES |
| HU Songqing1, HU Jianchun1, YU Jinhua2, SHI Xin1, ZHANG Jun1 |
1. College of Physics Science & Technology，China University of Petroleum，Dongying 257061
2. Mechanical Engineering Department in Kelamayi Vocational Technique Institute, Dushanzi 833600 |
|
|
|
|
Abstract By using density functional theory (DFT) method of quantum chemistry, 6 quantum chemistry parameters for 20 kinds of benzimidazole and its derivatives were calculated at B3LYP/6-31*G basis set levels. The quantitative structure-activity relationship (QSAR) of 16 derivatives was studied using regression analysis methods. Via a stepwise regression analysis, some main independent factors affecting the activity of the compounds were selected out, and the QSAR model was established. One-leave-one test and prediction set test were used to examine the relative equation. It has been found that energy of highest occupied molecular orbital (EHOMO), total negative charge on moleculars (TNC), as well as lipophilicity index (LogP) are main independent factors contributing to corrosion inhibition. The regression coefficient adjusted by freedom is 0.977 and the QSAR model has a good stability and predictive ability for such corrosion inhibitors. We also analysed the inhibition mechanism of the benzimidazole derivatives.
|
|
Received: 26 March 2009
|
|
|
|
Corresponding Authors:
HU Song-Qing
E-mail: ccupc@163.com
|
| [1] Cruz J, Martinez-Aguilera L M R, Salcedo R, et al. Reactivity properties of derivatives of 2-imidazoline: an abinitio DFT study [J]. Int. J. Quantum Chem., 2001, 85(4/5): 546-556
[2] Bereket G, Hur E, (O)gretir C. Quantum chemical studies on some imidazole derivatives as corrosion inhibitors for iron in acidic medium [J]. J. Mol. Struct. (Theochem), 2002, 578: 79-88
[3] Zhao W, Xia M Z, Lei W, et al. Quantum chemistry studies of organophosphorus corrosion inhibitors [J]. J. Chin. Soc. Corros.Prot., 2002, 22(4): 217-220
(赵维, 夏明珠, 雷武等. 有机磷缓蚀剂分子结构与缓蚀性能的量子化学研究 [J]. 中国腐蚀与防护学报, 2002, 22(4): 217-220)
[4] Zhang S G, Lei W, Xia M Z, et al. QSAR study on N-containing corrosion inhibitors: quantum chemical approach assisted by topological index [J]. J. Mol. Struct.(Theochem), 2005, 732: 173-182
[5] Bartley J, Huynh N, Bottle S E,et al. Computer simulation of the corrosion inhibition of copper in acidic solution by alkyl esters of 5-carboxybenzotriazole [J].Corros. Sci., 2003, 45: 8-96
[6] Gao D W, Wang P. Relation between structure and efficiency of inhibitorsin acid solution by artificial neur-network [J]. Corros. Sci. Prot. Technol., 2005, 37(11): 1496-1498
(高大文, 王鹏. 基于神经网络构建取代苯类化合物QSAR模型 [J]. 哈尔滨工业大学学报, 2005, 37(11): 1496-1498)
[7] Lei W, Zhao W, Xia M Z, et al. QSAR studies of thiourea and its derivatives based on the quantum calculation [J]. Comput. Appl.Chem., 2003, 20 (5): 706-708
(雷武, 赵伟, 夏明珠等. 含硫缓蚀剂基于量化参数的定量构效-活性相关研究 [J]. 计算机与应用化学, 2003, 20(5): 706-708)
[8] El Sayed H El Ashry, Ahmed El Nemr, Sami A Esawy, et al. Corrosion inhibitors PartⅡ: Quantum chemical studies on the corrosion inhibitions of steel in acidic medium by some triazole, oxadiazole and thiadizole derivatives [J]. Electrochim.Acta, 2006, 51: 3957-3968
[9] Khaled K F. The inhibition of benzimidazole derivatives on corrosion of iron in HCl solutions [J].Electrochim. Acta, 2003, 48: 2493-2503
[10] Fam N, Wlson L Y. Using theoretical descriptors in quantitative structure activity relationships: application to partition properties of alkyl (1-phenylsulfony) cycloalkane-carboxylates [J]. Chemosphere, 1997,(35): 2417-2447
[11] Rogg R V, Craig A T. An Introduction to Mathematical Statistics [M]. Beijing: Higher Education Press, 2004
[12] Van Acker S A B E, Koymans L M H, Bast A. Molecular pharmacology of vitam in E: Structural aspects of antioxidant activity [J]. Free Radical Bio. Med., 1993, 15: 311-328
[13] Zhang S G, Yang P. The molecular structure and corrosion inhibitor efficiency of some cyclic nitrogen compounds: an DFT study [J]. J.Chin. Soc. Corros. Prot., 2004, 24(4): 240-244
(张士国, 杨频. 用量子化学密度泛函理论研究环状含氮化合物分子结构与缓蚀性能的关系 [J]. 中国腐蚀与防护学报, 2004, 24(4): 240-244)
[14] Zhao Y S, Pang Z Z, Lu Y H, et al. QSPR study of imidazole and its derivatives as corrosion inhibitor of copper for hydrochloric acid pickling [J]. J. Beijing Univ. Chem. Technol., 2003, 30(3): 55-58
(赵永生, 庞正智, 卢艳华等. 咪唑化合物作为铜的盐酸酸洗缓蚀剂的QSPR研究 [J].北京化工大学学报, 2003, 30(3): 55-58) |
| No Suggested Reading articles found! |
|
|
Viewed |
|
|
|
Full text
|
|
|
|
|
Abstract
|
|
|
|
|
Cited |
|
|
|
|
| |
Shared |
|
|
|
|
| |
Discussed |
|
|
|
|
