|Table of Contents|

Estimation of inhibition efficiency of benzimidazole corrosion inhibitors based on density functional theory

《南京理工大学学报》(自然科学版)[ISSN:1005-9830/CN:32-1397/N]

Issue:
2014年03期
Page:
424-
Research Field:
Publishing date:

Info

Title:
Estimation of inhibition efficiency of benzimidazole corrosion inhibitors based on density functional theory
Author(s):
Du XihuaFeng Changjun
School of Chemistry and Chemical Engineering,Xuzhou Institute of Technology,Xuzhou 221111,China
Keywords:
density functional theorybenzimidazole corrosion inhibitorsinhibition efficiencypartition functionsatomic chargeselectrotopological state indicesleapsandbounds regressionneural networks
PACS:
TB37;O64
DOI:
-
Abstract:
In order to study the inhibition performance of benzimidazole corrosion inhibitors,the quantum chemical parameters of 20 benzimidazole derivatives are calculated at the B3LYP/631G level using the density functional theory.The partition functions and atomic charges of benzimidazole inhibitors are got.The electrotopological state indices of 20 benzimidazole derivatives are calculated.The quantitative structureactivity relationship(QSAR) models of the corrosion inhibition efficiency(IE)of the compounds are established by the leapsandbounds regression analysis.The results show that the partition functions,atomic charges and electrotopological state indices affect the corrosion IE of these compounds directly,and the QSAR models have both favorable robustness and good prediction capability.The structural parameters mentioned above are used as the input neurons of an artificial neural network.A backpropagation neural network model is constructed with the network architecture of 4∶10∶1.The correlation coefficient is 0.976,and the average relative error between predicted values and experimental values is 2.51%.Twelve new benzimidazole derivatives are designed with their corrosion IE improved obviously based on the QSAR models.

References:

[1]沈建,余鼎声,庞正智.苯并咪唑类化合物作为碳钢缓蚀剂的研究[J].北京化工大学学报(自然科学版),2005,32(4):110-112.
Shen Jian,Yu Dingsheng,Pang Zhengzhi.Behaviors of benzimidazoles as a corrosion inhibitor for carbon steel[J].Journal of Beijing University of Chemical Technology(Natural Science Edition),2005,32(4):110-112.
[2]Obot I B,ObiEgbedi N O.Theoretical study of benzimidazole and its derivatives and their potential activity as corrosion inhibitors[J].Corrosion Science,2010,52(2):657-660.
[3]Wang Xiumei,Yang Huaiyu,Wang Fuhui.An investigation of benzimidazole derivative as corrosion inhibitor for mild steel in different concentration HCl solutions[J].Corrosion Science,2011,53(1):113-121.
[4]Aljourani J,Raeissi K,Golozar M A.Benzimidazole and its derivatives as corrosion inhibitors for mild steel in 1M HCl solution[J].Corrosion Science,2009,51(8):1836-1843.
[5]王清云,佟永纯,曹成,等.HCl溶液中苯并咪唑类化合物对低碳钢的缓蚀性能研究[J].化学通报,2012,75(10):930-934.
Wang Qingyun,Tong Yongchun,Cao Cheng,et al.Study on corrosion inhibition of benzimidazole derivatives on low carbon steel in HCl solution[J].Chemistry,2012,75(10):930-934.
[6]Ashry E S H E,Nemr A E,Essawy S A,et al.Corrosion inhibitors part V:QSAR of benzimidazole and 2substituted derivatives as corrosion inhibitors by using the quantum chemical parameters[J].Progress in Organic Coatings,2008,61(1):11-20.
[7]Guadalupe H J,GarcíaOchoa E, MaldonadoRivas P J,et al.A combined electrochemical and theoretical study of N,N′bis(benzimidazole2ylethyl)1,2diaminoethane as a new corrosion inhibitor for carbon steel surface[J].Journal of Electroanalytical Chemistry,2011,655(2):164-172.
[8]张军,赵卫民,郭文跃,等.苯并咪唑类缓蚀剂缓蚀性能的理论评价[J].物理化学学报,2008,24(7):1239-1244.
Zhang Jun,Zhao Weimin,Guo Wenyue,et al.Theoretical evaluation of corrosion inhibition performance of benzimidazole corrosion inhibitors[J].Acta PhysicoChimica Sinica,2008,24(7):1239-1244.
[9]Roque J M,Pandiyan T,Cruz J,et al.DFT and electrochemical studies of tris(benzimidazole2ylmethyl)amine as an efficient corrosion inhibitor for carbon steel surface[J].Corrosion Science,2008,50(3):614-624.
[10]Xu Huiying,Zou Jianwei,Hu Guixiang,et al.QSPR/QSAR models for prediction of the physicochemical properties and biological activity of polychlorinated diphenyl ethers(PCDEs)[J].Chemosphere,2010,80(6):665-670.
[11]张骥,申鹏,陆涛,等.黄酮类化合物抑制MMP9的定量结构-活性关系和结构修饰的理论研究[J].化学学报,2011,69(4):383-392.
Zhang Ji,Shen Peng,Lu Tao,et al.Theoretical studies on quantitative structureactivity relationship and structural modification for the inhibition of MMP9 by flavonoids[J].Acta Chimica Sinica,2011,69(4):383-392.
[12]Kar S,Roy K.QSAR modeling of toxicity of diverse organic chemicals to Daphnia magna using 2D and 3D descriptors[J].Journal of Hazardous Materials,2010,177(1-3):344-351.
[13]Li Xiaolin,Ye Li,Wang Xiaoxiang,et al.Combined 3DQSAR,molecular docking and molecular dynamics study on thyroid hormone activity of hydroxylated polybrominated diphenyl ethers to thyroid receptors β[J].Toxicology and Applied Pharmacology,2012,265(3):300-307.
[14]胡松青,胡建春,郁金华,等.苯并咪唑及其衍生物缓蚀性能的定量构效关系研究[J].中国腐蚀与防护学报,2010,30(5):354-358.
Hu Songqing,Hu Jianchun,Yu Jinhua,et al.Quantitative structureactivity relationship studies on corrosion inhibition of benzimidazole and its derivatives[J].Journal of Chinese Society for Corrosion and Protection,2010,30(5):354-358.
[15]孙磉礅,米思奇,游靖,等.苯并咪唑类缓蚀剂的HQSAR研究及分子设计[J].物理化学学报,2013,29(6),1192-1200.
Sun Sangdun,Mi Siqi,You Jing,et al.HQSAR study and molecular design of benzimidazole derivatives as corrosion inhibitors[J].Acta PhysicoChimica Sinica,2013,29(6),1192-1200.
[16]堵锡华.基团距离参数和连接性指数对烷烃折光指数的拓扑研究[J].南京理工大学学报,2006,30(1):106-109.
Du Xihua.Topological research of group distance parameter and connectivity index to refractive index of alkanes[J].Journal of Nanjing University of Science and Technology,2006,30(1):106-109.
[17]堵锡华.多溴代二苯并呋喃/噻吩热力学性质的定量构效关系[J].化工学报,2010,61(12):3059-3066.
Du Xihua.QSPR study on thermodynamic properties of polybrominated dibenzofurans and polybrominated dibenzothiophenes[J].CIESC Journal,2010,61(12):3059-3066.
[18]冯长君,堵锡华,沐来龙.用新型连接性指数与神经网络预测取代苯酚和取代苯甲酸生物降解性[J].南京理工大学学报,2009,33(5):700-706.
Feng Changjun,Du Xihua,Mu Lailong.Prediction of biodegradability of substituted phenols and benzoic acids with novel molecular connectivity index and artificial neural network[J].Journal of Nanjing University of Science and Technology,2009,33(5):700-706.
[19]胡松青,米思奇,贾晓林,等.苯并咪唑类缓蚀剂的3DQSAR研究及分子设计[J].高等学校化学学报,2011,32(10):2402-2409.
Hu Songqing,Mi Siqi,Jia Xiaolin,et al.3DQSAR study and molecular design of benzimidazole derivatives as corrosion inhibitors[J].Chemical Journal of Chinese Universities,2011,32(10):2402-2409.
[20]赵一新,崔孟忠,唐小真,等.用密度泛函理论研究一种新型有机硅化合物异构体的振动光谱[J].化学学报,2005,63(14):1257-1262.
Zhao Yixin,Cui Mengzhong,Tang Xiaozhen,et al.DFT investigation of vibrational spectra on a new kind of silane compound isomers[J].Acta Chimica Sinica,2005,63(14):1257-1262.
[21]Li Xianchang,Li Wei,Li Zhong’an,et al.Vibrational spectral investigation of four second order nonlinear optical azobenzenecontaining materials:A combination of experimental and density functional theoretical(DFT)study[J].Spectrochimica Acta Part A:Molecular and Biomolecular Spectroscopy,2011,79(5):1976-1984.
[22]Weinberg J,Cimpoesu F,Lemer D A,et al.The association of dehydroepiandrosterone and adenosine triphosphate acid:A DFT study of interactions between prototypic biologically active molecules[J].Journal of Molecular Structure:THEOCHEM,2009,912(1-3):32-37.
[23]Frisch M J,Trucks G W,Schlegel H B,et al.Gaussian 98[Z].Revision A 9.Pittsburgh,PA,USA:Gaussian Inc.,1998.
[24]苏安.配分函数的物理意义和作用[J].新疆师范大学学报:自然科学版,2006,25(1):114-117.
Su An.The physical significance and the role of partition function[J].Journal of Xinjiang Normal University(Natural Sciences Edition),2006,25(1):114-117.
[25]Hall L H,Kier L B.Electrotopological state indices for atom types:A novel combination of electronic,topological and valence state information[J].Journal of Chemical Information and Modeling,1995,35(6):1039-1045.
[26]周璐璐,蒋军成,潘勇,等.电性拓扑状态指数预测硝基类含能材料静电感度[J].含能材料,2011,19(6):616-620.
Zhou Lulu,Jiang Juncheng,Pan Yong,et al.Prediction of the electrostatic sensitivity of nitro compounds with electrotopological state indices[J].Chinese Journal of Energetic Materials,2011,19(6):616-620.
[27]Hu Lihong,Wang Xiujun,Wong Laiho,et al.Combined firstprinciples calculation and neuralnetwork correction approach for heat of formation[J].Journal of Chemical Physics,2003,119(22):11501-11507.
[28]许禄,邵学广.化学计量学方法[M].2版.北京:科学出版社,2004:441.
[29]SaizUrra L,Gonzalez M P,Teijeira M.2Dautocorrelation descriptors for predicting cytotoxicity of naphthoquinone ester derivatives against oral human epidermoid carcinoma[J].Bioorganic & Medicinal Chemistry,2007,15(10):3565-3571.

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Last Update: 2014-06-30