烷基咪唑离子液体缓蚀剂缓蚀机理的理论研究
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摘要
采用量子化学计算与分子动力学模拟相结合的方法研究了氯化1-丁基-3-甲基咪唑(A)、氯化1-己基-3-甲基咪唑(B)、氯化1-辛基-3-甲基咪唑(C)、1-辛基-3-甲基咪唑硫酸氢盐(D)、1-辛基-3-甲基咪唑乙酸盐(E)、1-辛基-3-甲基咪唑三氟甲磺酸盐(F)六种离子液体对盐酸溶液中铁腐蚀抑制的微观机理,并对缓蚀性能进行了评价.量子化学计算发现,这六种离子液体分子的反应活性区域主要集中在阳离子的咪唑环和阴离子的Cl、O原子上,而且缓蚀效率随烷基链长的增加而增加,离子液体F的缓蚀效率最高.分子动力学模拟发现离子液体的阳离子主要以咪唑环、阴离子主要以含氧基团吸附且覆盖在金属铁的表面,形成一层保护膜阻碍腐蚀介质与铁表面相互作用而起到缓蚀作用.六种离子液体的缓蚀效率顺序为F>E>D>C>B>A,与实验研究结果相一致.
The corrosion inhibition mechanisms and performances of six ionic liquids including 1-butyl-3-methy-limidazolium chloride(A),1-hexyl-3-methylimidazolium chloride(B),1-octyl-3-methyl-imidazolium chloride(C),1-octyl-3-methylimidazolium hydrogen sulfate(D),1-octyl-3-methylimidazolium acetate(E),and 1-octyl-3-methylimidazolium trifluoromethanesulfonate(F) at iron surface in hydrochloric acid are analyzed and evaluated.It shows that the reactive regions of these six ionic liquids molecules are concentrated on the imidazole of cations and the Cl,O atoms of the anions from quantum chemical calculations.The inhibition efficiency is increasing with the increase of alkyl chain length of ionic liquids.The best corrosion inhibitor in present study is ionic liquid F.From molecular dynamics simulations,it is found that imidazole rings of the cations and oxygen-containing groups of the anions in ionic liquids are covering iron surface as a protective film,which hinders contact between the iron surface with corrosion media.The order of inhibition efficiency of six ionic liquids follows as F>E>D>C>B>A,which is consistent with experimental results.
The corrosion inhibition mechanisms and performances of six ionic liquids including 1-butyl-3-methy-limidazolium chloride(A),1-hexyl-3-methylimidazolium chloride(B),1-octyl-3-methyl-imidazolium chloride(C),1-octyl-3-methylimidazolium hydrogen sulfate(D),1-octyl-3-methylimidazolium acetate(E),and 1-octyl-3-methylimidazolium trifluoromethanesulfonate(F) at iron surface in hydrochloric acid are analyzed and evaluated.It shows that the reactive regions of these six ionic liquids molecules are concentrated on the imidazole of cations and the Cl,O atoms of the anions from quantum chemical calculations.The inhibition efficiency is increasing with the increase of alkyl chain length of ionic liquids.The best corrosion inhibitor in present study is ionic liquid F.From molecular dynamics simulations,it is found that imidazole rings of the cations and oxygen-containing groups of the anions in ionic liquids are covering iron surface as a protective film,which hinders contact between the iron surface with corrosion media.The order of inhibition efficiency of six ionic liquids follows as F>E>D>C>B>A,which is consistent with experimental results.
引文
[1]Sherif E-S,Abdo H,Abedin S.Corrosion inhibition of cast iron in Arabian Gulf seawater by two different ionic liquids[J].Materials,2015,8(7):3883-3895.
[2]Guzman-Lucero D,Olivares-Xometl O,Martiínez-Palou R,et al.Synthesis of selected vinylimidazolium ionic liquids and their effectiveness as corrosion inhibitors for carbon steel in aqueous sulfuric acid[J].Industrial&Engineering Chemistry Research,2011,50(12):7129-7140.
[3]张天胜,张浩,高红.缓蚀剂[M].北京:化学工业出版社,2002:1-26.
[4]清云,高峰,罗跃,等.天然气集输缓蚀剂的研究进展[J].广州化工,2010,38(12):74-75.
[5]Zheng X,Zhang S,Gong M,et al.Experimental and theoretical study on the corrosion inhibition of mild steel by 1-octyl-3-methylimidazolium L-prolinate in sulfuric acid solution[J].Industrial&Engineering Chemistry Research,2014,53(42):16349-16358.
[6]陈国浩.二氧化碳腐蚀体系缓蚀剂的缓蚀机理及缓蚀协同效应研究[D].北京:北京化工大学,2012:1-17.
[7]王彬.油气田用抑制CO2腐蚀的咪唑啉类缓蚀剂的缓蚀行为研究[D].青岛:中国海洋大学,2011:1-24.
[8]张军.咪唑啉类缓蚀剂缓蚀机理的理论研究[D].东营:中国石油大学(华东),2008:1-18.
[9]张锁江,徐春明,吕兴梅.离子液体与绿色化学[M].北京:科学出版社,2009:1-9.
[10]Yesudass S,Olasunkanmi L O,Bahadur I,et al.Experimental and theoretical studies on some selected ionic liquids with different cations/anions as corrosion inhibitors for mild steel in acidic medium[J].Journal of the Taiwan Institute of Chemical Engineers,2016,64:252-268.
[11]Kowsari E,Arman S Y,Shahini M H,et al.In situ synthesis,electrochemical and quantum chemical analysis of an amino acid-derived ionic liquid inhibitor for corrosion protection of mild steel in 1M HCl solution[J].Corrosion Science,2016,112:73-85.
[12]Kannan P,Karthikeyan J,Murugan P,et al.Corrosion inhibition effect of novel methyl benzimidazolium ionic liquid for carbon steel in HCl medium[J].Journal of Molecular Liquids,2016,221:368-380.
[13]Yousefi A,Javadian S,Dalir N,et al.Imidazolium-based ionic liquids as modulators of corrosion inhibition of SDS on mild steel in hydrochloric acid solutions:experimental and theoretical studies[J].RSC Advances,2015,5(16):11697-11713.
[14]Zheng X,Zhang S,Li W,et al.Investigation of 1-butyl-3-methyl-1H-benzimidazolium iodide as inhibitor for mild steel in sulfuric acid solution[J].Corrosion Science,2014,80:383-392.
[15]Manamela K M,Murulana L C,Kabanda M M,et al.Adsorptive and DFT studies of some imidazolium based ionic liquids as corrosion inhibitors for zinc in acidic medium[J].International Journal of Electrochemical Science,2014,9(6):3029-3046.
[16]Zhang Q B,Hua Y X.Corrosion inhibition of mild steel by alkylimidazolium ionic liquids in hydrochloric acid[J].Electrochimica Acta,2009,54(6):1881-1887.
[17]Shukla S K,Murulana L C,Ebenso E E.Inhibitive effect of imidazolium based aprotic ionic liquids on mild steel corrosion in hydrochloric acid medium[J].International Journal of Electrochemical Science,2011,6(9):4286-4295.
[18]Murulana L C,Singh A K,Shukla S K,et al.Experimental and quantum chemical studies of some bis(trifluoromethyl-sulfonyl)imide imidazolium-based ionic liquids as corrosion inhibitors for mild steel in hydrochloric acid solution[J].Industrial&Engineering Chemistry Research,2012,51(40):13282-13299.
[19]Sasikumar Y,Adekunle A S,Olasunkanmi L O,et al.Experimental,quantum chemical and Monte Carlo simulation studies on the corrosion inhibition of some alkyl imidazolium ionic liquids containing tetrafluoroborate anion on mild steel in acidic medium[J].Journal of Molecular Liquids,2015,211:105-118.
[20]Mashuga M,Olasunkanmi L,Adekunle A,et al.Adsorption,thermodynamic and quantum chemical studies of 1-hexyl-3-methyl-imidazolium based Ionic liquids as corrosion inhibitors for mild steel in HCl[J].Materials,2015,8(6):3607-3632.
[21]Zhang Q,Hua Y.Corrosion inhibition of aluminum in hydrochloric acid solution by alkylimidazolium ionic liquids[J].Materials Chemistry and Physics,2010,119(1-2):57-64.
[22]Frisch M J,Trucks G W,Schlegel H B,et al.Gaussian 09,revision B.01[CP].Gaussian,Inc.,Wallingford CT,2010.
[23]Lu T,Chen F.Multiwfn:a multifunctional wavefunction analyzer[J].Journal of computational chemistry,2012,33(5):580-592.
[24]Materials Studio.Revision 6.0[CP].Accelrys Inc.,San Diego,USA,2013.
[25]Satoh S,Fujimoto H,Kobayashi H.Theoretical study of NH3 adsorption on Fe(110)and Fe(111)surfaces[J].Journal of Physical Chemistry B,2006,110(10):4846-4852.
[26]Zhao H,Zhang X,Ji L,et al.Quantitative structure-activity relationship model for amino acids as corrosion inhibitors based on the support vector machine and molecular design[J].Corrosion Science,2014,83:261-271.
[27]Salarvand Z,Amirnasr M,Talebian M,et al.Enhanced corrosion resistance of mild steel in 1 M HCl solution by trace amount of 2-phenyl-benzothiazole derivatives:Experimental,quantum chemical calculations and molecular dynamics(MD)simulation studies[J].Corrosion Science,2017,114:133-145.
[28]Daoud D,Douadi T,Hamani H,et al.Corrosion inhibition of mild steel by two new S-heterocyclic compounds in 1 M HCl:experimental and computational study[J].Corrosion Science,2015,94:21-37.
[29]Gece G.The use of quantum chemical methods in corrosion inhibitor studies[J].Corrosion Science,2008,50(11):2981-2992.
[30]Yang W,Parr R G.Hardness,softness,and the fukui function in the electronic theory of metals and catalysis[J].Proceedings of the National Academy of Sciences,1985,82(20):6723-6726.
[31]Chermette H.Chemical reactivity indexes in density functional theory[J].Journal of Computational Chemistry,1999,20(1):129-154.
[32]Shahraki M,Dehdab M,Elmi S.Theoretical studies on the corrosion inhibition performance of three amine derivatives on carbon steel:Molecular dynamics simulation and density functional theory approaches[J].Journal of the Taiwan Institute of Chemical Engineers,2016,62:313-321.
[33]Li X,Deng S,Fu H,et al.Adsorption and inhibition effect of 6-benzylaminopurine on cold rolled steel in 1.0M HCl[J].Electrochimica Acta,2009,54(16):4089-4098.
[34]Guo L,Ren X,Zhou Y,et al.Theoretical evaluation of the corrosion inhibition performance of 1,3-thiazole and its amino derivatives[J].Arabian Journal of Chemistry,2017,10(1):121-130.
[35]Fukui K.Role of frontier orbitals in chemical reactions[J].Science,1982,218(4574):747-754.
[36]Tian G C,Wang D,Li Y D.Simulation of the structure and properties of room temperature molten salts 1-ethyl-3-methyl-imidazolium chloride/chloroaluminate[J].Advanced Materials Research,2012,430:547-550.
[2]Guzman-Lucero D,Olivares-Xometl O,Martiínez-Palou R,et al.Synthesis of selected vinylimidazolium ionic liquids and their effectiveness as corrosion inhibitors for carbon steel in aqueous sulfuric acid[J].Industrial&Engineering Chemistry Research,2011,50(12):7129-7140.
[3]张天胜,张浩,高红.缓蚀剂[M].北京:化学工业出版社,2002:1-26.
[4]清云,高峰,罗跃,等.天然气集输缓蚀剂的研究进展[J].广州化工,2010,38(12):74-75.
[5]Zheng X,Zhang S,Gong M,et al.Experimental and theoretical study on the corrosion inhibition of mild steel by 1-octyl-3-methylimidazolium L-prolinate in sulfuric acid solution[J].Industrial&Engineering Chemistry Research,2014,53(42):16349-16358.
[6]陈国浩.二氧化碳腐蚀体系缓蚀剂的缓蚀机理及缓蚀协同效应研究[D].北京:北京化工大学,2012:1-17.
[7]王彬.油气田用抑制CO2腐蚀的咪唑啉类缓蚀剂的缓蚀行为研究[D].青岛:中国海洋大学,2011:1-24.
[8]张军.咪唑啉类缓蚀剂缓蚀机理的理论研究[D].东营:中国石油大学(华东),2008:1-18.
[9]张锁江,徐春明,吕兴梅.离子液体与绿色化学[M].北京:科学出版社,2009:1-9.
[10]Yesudass S,Olasunkanmi L O,Bahadur I,et al.Experimental and theoretical studies on some selected ionic liquids with different cations/anions as corrosion inhibitors for mild steel in acidic medium[J].Journal of the Taiwan Institute of Chemical Engineers,2016,64:252-268.
[11]Kowsari E,Arman S Y,Shahini M H,et al.In situ synthesis,electrochemical and quantum chemical analysis of an amino acid-derived ionic liquid inhibitor for corrosion protection of mild steel in 1M HCl solution[J].Corrosion Science,2016,112:73-85.
[12]Kannan P,Karthikeyan J,Murugan P,et al.Corrosion inhibition effect of novel methyl benzimidazolium ionic liquid for carbon steel in HCl medium[J].Journal of Molecular Liquids,2016,221:368-380.
[13]Yousefi A,Javadian S,Dalir N,et al.Imidazolium-based ionic liquids as modulators of corrosion inhibition of SDS on mild steel in hydrochloric acid solutions:experimental and theoretical studies[J].RSC Advances,2015,5(16):11697-11713.
[14]Zheng X,Zhang S,Li W,et al.Investigation of 1-butyl-3-methyl-1H-benzimidazolium iodide as inhibitor for mild steel in sulfuric acid solution[J].Corrosion Science,2014,80:383-392.
[15]Manamela K M,Murulana L C,Kabanda M M,et al.Adsorptive and DFT studies of some imidazolium based ionic liquids as corrosion inhibitors for zinc in acidic medium[J].International Journal of Electrochemical Science,2014,9(6):3029-3046.
[16]Zhang Q B,Hua Y X.Corrosion inhibition of mild steel by alkylimidazolium ionic liquids in hydrochloric acid[J].Electrochimica Acta,2009,54(6):1881-1887.
[17]Shukla S K,Murulana L C,Ebenso E E.Inhibitive effect of imidazolium based aprotic ionic liquids on mild steel corrosion in hydrochloric acid medium[J].International Journal of Electrochemical Science,2011,6(9):4286-4295.
[18]Murulana L C,Singh A K,Shukla S K,et al.Experimental and quantum chemical studies of some bis(trifluoromethyl-sulfonyl)imide imidazolium-based ionic liquids as corrosion inhibitors for mild steel in hydrochloric acid solution[J].Industrial&Engineering Chemistry Research,2012,51(40):13282-13299.
[19]Sasikumar Y,Adekunle A S,Olasunkanmi L O,et al.Experimental,quantum chemical and Monte Carlo simulation studies on the corrosion inhibition of some alkyl imidazolium ionic liquids containing tetrafluoroborate anion on mild steel in acidic medium[J].Journal of Molecular Liquids,2015,211:105-118.
[20]Mashuga M,Olasunkanmi L,Adekunle A,et al.Adsorption,thermodynamic and quantum chemical studies of 1-hexyl-3-methyl-imidazolium based Ionic liquids as corrosion inhibitors for mild steel in HCl[J].Materials,2015,8(6):3607-3632.
[21]Zhang Q,Hua Y.Corrosion inhibition of aluminum in hydrochloric acid solution by alkylimidazolium ionic liquids[J].Materials Chemistry and Physics,2010,119(1-2):57-64.
[22]Frisch M J,Trucks G W,Schlegel H B,et al.Gaussian 09,revision B.01[CP].Gaussian,Inc.,Wallingford CT,2010.
[23]Lu T,Chen F.Multiwfn:a multifunctional wavefunction analyzer[J].Journal of computational chemistry,2012,33(5):580-592.
[24]Materials Studio.Revision 6.0[CP].Accelrys Inc.,San Diego,USA,2013.
[25]Satoh S,Fujimoto H,Kobayashi H.Theoretical study of NH3 adsorption on Fe(110)and Fe(111)surfaces[J].Journal of Physical Chemistry B,2006,110(10):4846-4852.
[26]Zhao H,Zhang X,Ji L,et al.Quantitative structure-activity relationship model for amino acids as corrosion inhibitors based on the support vector machine and molecular design[J].Corrosion Science,2014,83:261-271.
[27]Salarvand Z,Amirnasr M,Talebian M,et al.Enhanced corrosion resistance of mild steel in 1 M HCl solution by trace amount of 2-phenyl-benzothiazole derivatives:Experimental,quantum chemical calculations and molecular dynamics(MD)simulation studies[J].Corrosion Science,2017,114:133-145.
[28]Daoud D,Douadi T,Hamani H,et al.Corrosion inhibition of mild steel by two new S-heterocyclic compounds in 1 M HCl:experimental and computational study[J].Corrosion Science,2015,94:21-37.
[29]Gece G.The use of quantum chemical methods in corrosion inhibitor studies[J].Corrosion Science,2008,50(11):2981-2992.
[30]Yang W,Parr R G.Hardness,softness,and the fukui function in the electronic theory of metals and catalysis[J].Proceedings of the National Academy of Sciences,1985,82(20):6723-6726.
[31]Chermette H.Chemical reactivity indexes in density functional theory[J].Journal of Computational Chemistry,1999,20(1):129-154.
[32]Shahraki M,Dehdab M,Elmi S.Theoretical studies on the corrosion inhibition performance of three amine derivatives on carbon steel:Molecular dynamics simulation and density functional theory approaches[J].Journal of the Taiwan Institute of Chemical Engineers,2016,62:313-321.
[33]Li X,Deng S,Fu H,et al.Adsorption and inhibition effect of 6-benzylaminopurine on cold rolled steel in 1.0M HCl[J].Electrochimica Acta,2009,54(16):4089-4098.
[34]Guo L,Ren X,Zhou Y,et al.Theoretical evaluation of the corrosion inhibition performance of 1,3-thiazole and its amino derivatives[J].Arabian Journal of Chemistry,2017,10(1):121-130.
[35]Fukui K.Role of frontier orbitals in chemical reactions[J].Science,1982,218(4574):747-754.
[36]Tian G C,Wang D,Li Y D.Simulation of the structure and properties of room temperature molten salts 1-ethyl-3-methyl-imidazolium chloride/chloroaluminate[J].Advanced Materials Research,2012,430:547-550.