离子液体的体积性质和界面性能研究
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摘要
离子液体是由阴阳离子组成的在室温或室温温度下呈液态的物质。离子液体具有较宽的液态范围,良好的溶解性,能溶解许多有机物、无机物,无蒸汽压,无挥发性,易回收重新使用等特点,基于这些特点,研究者对离子液体进行了更广泛的研究,本文主要做了如下工作：
研究了十种纯离子液体的密度和表面张力,并对离子液体的分子体积Vm、标准熵S°、晶格能UPOT及离子液体表面性能等热力学性质进行了讨论,并将硬球模型理论应用于离子液体表面张力的计算,并对实验测定的10个纯离子液体的表面张力的实验数据进行关联,并计算得到实验表面张力值与理论表面张力值的平均偏差为0.53%,结果令人满意。
测定了常压、298.15 K下的1-乙基-3-甲基咪唑硫酸甲酯([C2mim]MeSO4)、N-丁基吡啶硝酸盐([BuPy]NO3)、N-辛基吡啶硝酸盐([OcPy]NO3)与分子溶剂(水,甲醇,乙醇,正丁醇)在不同摩尔分数下混合的密度和表面张力,并由实验得到的密度数据计算得到二元混合体系摩尔体积、超额摩尔体积、表面张力偏差,并将超额摩尔体积和表面张力偏差用R-K方程进行拟合。
另外,本论文还测定了离子液体[Cnmim]BF4/正己烷(n=3、4、5、6),[Cnmim]BF4/环己烷(n=4、6、8、10),[Cnmim]BF4/正庚烷(n=3、4、5、6)体系的界面张力,并对界面性能进行研究。
Ionic liquid which composed by ion of anion and cationic is liquid substances in room temperature.Ionic liquid has a wider range of liquid, good solubility which can dissolve organic, inorganic and many without steam pressure, without volatile, easy recovery to use characteristic, based on these features of ionic liquid.the researchers conducted more extensive research, this paper mainly do the following:
In this paper, the density and surface tension of the ten pure ionic liquid have been studied. Molecular volume, Vm,standard entropies,S°,lattice energy, UPOT,and the surface properties of the ten ionic liquid which obtained from the experimental density values were also discussed. Reiss molecular hard-sphere model is applied to calculate the surface tension of a pure ionic liquid, then correlate the surface tension data of the 10 pure ionic liquid system to get the corresponding correlation parameters.The average deviation of surface tension is 0.53%. The calculation results are very successful.
Density and surface tension have been measured over the whole composition range for [C2mim]MeSO4,[BuPy]NO3, [OcPy]NO3 with molecue solven(water, methanol, ethanol, 1-butanol) binary systems at 298.15 K and atmospheric pressure. Excess molar volumes and surface tension deviations for the binary systems have been calculated and were fitted to a Redlich-Kister equation to determine the fitting parameters and the root mean square deviations.
In addition,the interface performance and interface tension between [Cnmim]BF4/hexane (n=3、4、5、6), [Cnmim]BF4/cyclohexane (n=4、6、8、10), [Cnmim]BF4/heptane (n=3、4、5、6) have been studied.
研究了十种纯离子液体的密度和表面张力,并对离子液体的分子体积Vm、标准熵S°、晶格能UPOT及离子液体表面性能等热力学性质进行了讨论,并将硬球模型理论应用于离子液体表面张力的计算,并对实验测定的10个纯离子液体的表面张力的实验数据进行关联,并计算得到实验表面张力值与理论表面张力值的平均偏差为0.53%,结果令人满意。
测定了常压、298.15 K下的1-乙基-3-甲基咪唑硫酸甲酯([C2mim]MeSO4)、N-丁基吡啶硝酸盐([BuPy]NO3)、N-辛基吡啶硝酸盐([OcPy]NO3)与分子溶剂(水,甲醇,乙醇,正丁醇)在不同摩尔分数下混合的密度和表面张力,并由实验得到的密度数据计算得到二元混合体系摩尔体积、超额摩尔体积、表面张力偏差,并将超额摩尔体积和表面张力偏差用R-K方程进行拟合。
另外,本论文还测定了离子液体[Cnmim]BF4/正己烷(n=3、4、5、6),[Cnmim]BF4/环己烷(n=4、6、8、10),[Cnmim]BF4/正庚烷(n=3、4、5、6)体系的界面张力,并对界面性能进行研究。
Ionic liquid which composed by ion of anion and cationic is liquid substances in room temperature.Ionic liquid has a wider range of liquid, good solubility which can dissolve organic, inorganic and many without steam pressure, without volatile, easy recovery to use characteristic, based on these features of ionic liquid.the researchers conducted more extensive research, this paper mainly do the following:
In this paper, the density and surface tension of the ten pure ionic liquid have been studied. Molecular volume, Vm,standard entropies,S°,lattice energy, UPOT,and the surface properties of the ten ionic liquid which obtained from the experimental density values were also discussed. Reiss molecular hard-sphere model is applied to calculate the surface tension of a pure ionic liquid, then correlate the surface tension data of the 10 pure ionic liquid system to get the corresponding correlation parameters.The average deviation of surface tension is 0.53%. The calculation results are very successful.
Density and surface tension have been measured over the whole composition range for [C2mim]MeSO4,[BuPy]NO3, [OcPy]NO3 with molecue solven(water, methanol, ethanol, 1-butanol) binary systems at 298.15 K and atmospheric pressure. Excess molar volumes and surface tension deviations for the binary systems have been calculated and were fitted to a Redlich-Kister equation to determine the fitting parameters and the root mean square deviations.
In addition,the interface performance and interface tension between [Cnmim]BF4/hexane (n=3、4、5、6), [Cnmim]BF4/cyclohexane (n=4、6、8、10), [Cnmim]BF4/heptane (n=3、4、5、6) have been studied.
引文
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[3]李汝雄.绿色溶剂-离子液体的合成与应用.第2版.北京：化学工业出版社,2005：7
[4]顾彦龙,彭家建,乔琨等.室温离子液体及其在催化和有机合成中的应用.化学进展,2003,15(3)：222-241
i5]赵文岩,韩萌,戴树桂.离子液体1-甲基-3-己基咪唑六氟磷酸用于水中多环芳烃萃取的研究.环境化学.2005,24(4)：467-470
[6]D. R. Macfarlane, J. Golding, P. Meakin, et al. High conductivity molten salts based on t he imide ion. Electrochimica Acta,2000,45:1271-1278
[7]黄玉萍,严峰,赵濉,等.离子液体催化二苯醚与正十二烯单烷基化反应的研究.石油化工.2005.34 (7)：622-625
[8]孙华雨.烷基咪唑类离子液体的合成及其构效关系.[兰州理工大学硕士论文].2009：3-4
[9]方敏君.离子液体溶解和降解碳水化合物的研究.[浙江大学大学硕士论文].2008.6
[10]J. L. Anthony, E. J. aginn, J. F. Brennecke. Solution thermodynamics imidazolium based ionic liquids and water. Journal of Physical Chemistry B,2001,(105):1092-1094
[11]E. Rilo a. J. Picoa, S. Garcia-Garabala, L.M. Varela et al. Density and surface tension in binary mixtures of CnMIM-BF4 ionic liquids with water and ethanol. Fluid Phase Equili bria.2009.285:83-89
[12]Wilkes J S.Levisky J A,Hussey C L.Dialkylimidazolium Chloraluminate Melts:A New Cla-ss of room-Temperature Ionic Liquids for Electrochemistry, Spectroscopy,and Synthesis.In organic Chemistry.1982,21:1263
[13]李吉广,胡玉峰,褚洪达,等.离子液体[C6mim][PF6]和[C8mim][PF6]的热力学性质研究.黑龙江大学自然科学学报.2009,26(5)：675-679
[14]R.G.A. Azevedo, J.S.S. Esperanca, V. Najdanovic-Visak. etl al, J. Chem. Eng. Data 200 5,50:997-1008.
[15]Allan N. Soriano, Bonifacio T.Doma Jr., Meng-Hui Li. Measurements of the density and refractive index for 1-n-butyl-3-methylimidazolium-based ionic liquids.J.Chem.Thermodyna-mics.2009,41:301-307.
[16]A.B.Pereiro,E. Tojo,A. Rodri'guez,etl al..Properties of ionic liquid HMIMPF6 with carbona tes, ketones and alkyl acetates. J.Chem. Thermodynamics.2006,38:651-661.
[17]E. Rilo, J. Pico, Garcia-Garabal, etl al. Density and surface tension in binary mixtures of CnMIM-BF4 ionic liquids with water and ethanol.Fluid Phase Equilibria 2009.285:83-89
[18]M. Garcia-Mardones, V. Perez-Gregorio, H. Guerrero, etl al. Thermodynamic study of bin-ary mixtures containing 1-butylpyridinium tetrafluoroborate and methanol, or ethanol. J. Chem. Thermodynamics.2010,42:1500-1505
[19]王维德.表面张力对传质过程的影响.化学工程.2004,32(2)：14-18
[20]Liu H. Duan Y. Y. Surface Tension of Difluoromethane (R-32)+1,1,2.3.3,3-Heptafluoropr-opane (R-227ea)+from (253 to 333)K. J. Chem. Eng. Data.2005.50(1):182-186
[21]George L, Philip R W. Surface tension measurements of N-Alkylimidazolium ionic liquid s. Langmuir.2001,17:6138-6142
[22]GeorgeLaw, PhilipR.Watson, AdrianJ.Carmichael Molecular composition and orientation at the surface of room-temperature ionicliquids:Eeect of molecular structure. Phys. Chem. Chem. Phys.2001,3:2879-2885
[23]Jonathan G. Huddleston. Ann E. Visser, W. Matthew Reichert, Characterization and com parison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation. Green Chemistry,2001,3:156-164
[24]V. Haika, R.TsekovandW. Freyland Peculiarity of the liquid/vapour interface of an ionic liquid:study of surface tension and viscoelasticity of liquid BMImPF6 at various temper-atures. Phys. Chem. Chem. Phys..2005,7:2038-2043
[25]Ana B. Pereiro, Francisco Santamarta, Emilia Tojo. Temperature Dependence of Physical Properties of Ionic Liquid 1,3-Dimethylimidazolium Methyl Sulate. J. Chem. Eng. Data. 2006,51, (3):952-954
[26]Yang J Z, Lu X M, Gui J S, Xu W G. A new theory for ionic liquids—the Interstice Model Part 1. The density and surface tension of ionic liquid EMISE. Green Chem.,20 04,6:541-543
[27]Qing-GuoZhang,Jia-ZhenYang, Xing-MeiLua,Jin-SongGui,MingHuang Studies on anionic liquid based on FeCl3 and its properties. Fluid Phase Equilibria,2004,226:207-211
[28]纪俊荣.离子液体表面/界面性能的研究.[河北科技大学硕士学位论文].2010,6
[29]R.M.Lynden-Bell,M.Del Popolob.Simulation of the surface structure of butylmethylimidazo-lium ionic liquids. Phys.Chem.Chem.Phys.,2006,8:949-954
[30]L. Glasser. Lattice and phase transition thermodynamics of ionic liquids. Thermochim. Acta. 2004421:87-93
[31]Ana B. Pereiro, Pedro Verdi'a,Emilia Tojo,et al. Physical Properties of 1-Butyl-3-methyli-midazolium Methyl Sulfate as a Function of Temperature. J.Chem. Eng.2007,52:377-380
[32]李良学,尤矢勇,湛昌国.烷烃拓扑结构与标准熵关系的研究.荆州师专学报(自然科学版),1991.14(2)：49-53
[33]王长林.孙悦林.晶格能与离子晶体.内蒙古科技与经济.2000,6：109-110
[34]Emilio J. Gonza'lez. Begor~a Gonza'lez. Noelia Calvar,et al. Physical Properties of Binar-y Mixtures of the Ionic Liquid 1-Ethyl-3-methylimidazolium Ethyl Sulfate with Several Alcohols at T) (298.15,313.15, and 328.15) K and Atmospheric Pressure. J. Chem. Eng. Data.2007.52:1641-1648
[35]A. B. Pereiro, A. Rodriguez, Thermodynamic properties of ionic liquids in organic solve-nts from (293.15 to 303.15) K, Journal of Chemical and Engineering Data.2007,52:600-6 08.
[36]Mohammed Taghi Zafarani-Moattar,Hemayat Shekaari.Application of Prigogine-Flory-Patte-rson theory to excess molar volume and speed of sound of 1-n-butyl-3-methylimidazoliu m hexafluorophosphate or 1-n-butyl-3-methylimidazolium tetrafluoroborate in methanol and acetonitrile.J. Chem. Thermodynamics.2006,38:1377-1384
[37]Sanchez I.C.Liquids:Surface Tension, Compressibility and Invariants.J.Chem.Phys.,1983, 79 (1):405-415
[38]John D H, Kenneth R S. The phase behavior of 1-alkyl-3-methylimidazolium tetrafluoroborates: ionic liquids and ionic liquid crystals. J. Chem.Soc. Dalton Trans..1999:2133-2139
[39]Ma H, Wan X, Chen X, Zhou Q. Reverse atom transfer radical polymerization of methyl-methacrylate in imidazolium ionic liquids. Polymer,2003.44(18):5311-5316
[40]Cuo C C,Huang G, Zhang X B,Guo D C. Catalysis of chitosan-supported iron tetrapheny Iporphyrin for aerobic oxidation of cyclohexane in absence of reductants and solvents. Ap-pl.Catal. A:Gen..2003.247:261-267
[41]Matsuda, T.; Mishima, Y.; Azizian, S.etal. Interfacial tension and wetting behavior of air/oil/ionic liquid systems. Colloid Polym. Sci.2007,285 (14):1601-1605.
[42]Davis H.T., Scriven L·E·A Simple Theory of Surface Tension at Low Vapor Pressure.·J.·P hys·Chem.,1976,80:2805-2806
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[2]张锁江,孙宁,吕兴梅,等.离子液体的周期性变化规律及导向图.中国科学B辑化学,2006,36(1)：23
[3]李汝雄.绿色溶剂-离子液体的合成与应用.第2版.北京：化学工业出版社,2005：7
[4]顾彦龙,彭家建,乔琨等.室温离子液体及其在催化和有机合成中的应用.化学进展,2003,15(3)：222-241
i5]赵文岩,韩萌,戴树桂.离子液体1-甲基-3-己基咪唑六氟磷酸用于水中多环芳烃萃取的研究.环境化学.2005,24(4)：467-470
[6]D. R. Macfarlane, J. Golding, P. Meakin, et al. High conductivity molten salts based on t he imide ion. Electrochimica Acta,2000,45:1271-1278
[7]黄玉萍,严峰,赵濉,等.离子液体催化二苯醚与正十二烯单烷基化反应的研究.石油化工.2005.34 (7)：622-625
[8]孙华雨.烷基咪唑类离子液体的合成及其构效关系.[兰州理工大学硕士论文].2009：3-4
[9]方敏君.离子液体溶解和降解碳水化合物的研究.[浙江大学大学硕士论文].2008.6
[10]J. L. Anthony, E. J. aginn, J. F. Brennecke. Solution thermodynamics imidazolium based ionic liquids and water. Journal of Physical Chemistry B,2001,(105):1092-1094
[11]E. Rilo a. J. Picoa, S. Garcia-Garabala, L.M. Varela et al. Density and surface tension in binary mixtures of CnMIM-BF4 ionic liquids with water and ethanol. Fluid Phase Equili bria.2009.285:83-89
[12]Wilkes J S.Levisky J A,Hussey C L.Dialkylimidazolium Chloraluminate Melts:A New Cla-ss of room-Temperature Ionic Liquids for Electrochemistry, Spectroscopy,and Synthesis.In organic Chemistry.1982,21:1263
[13]李吉广,胡玉峰,褚洪达,等.离子液体[C6mim][PF6]和[C8mim][PF6]的热力学性质研究.黑龙江大学自然科学学报.2009,26(5)：675-679
[14]R.G.A. Azevedo, J.S.S. Esperanca, V. Najdanovic-Visak. etl al, J. Chem. Eng. Data 200 5,50:997-1008.
[15]Allan N. Soriano, Bonifacio T.Doma Jr., Meng-Hui Li. Measurements of the density and refractive index for 1-n-butyl-3-methylimidazolium-based ionic liquids.J.Chem.Thermodyna-mics.2009,41:301-307.
[16]A.B.Pereiro,E. Tojo,A. Rodri'guez,etl al..Properties of ionic liquid HMIMPF6 with carbona tes, ketones and alkyl acetates. J.Chem. Thermodynamics.2006,38:651-661.
[17]E. Rilo, J. Pico, Garcia-Garabal, etl al. Density and surface tension in binary mixtures of CnMIM-BF4 ionic liquids with water and ethanol.Fluid Phase Equilibria 2009.285:83-89
[18]M. Garcia-Mardones, V. Perez-Gregorio, H. Guerrero, etl al. Thermodynamic study of bin-ary mixtures containing 1-butylpyridinium tetrafluoroborate and methanol, or ethanol. J. Chem. Thermodynamics.2010,42:1500-1505
[19]王维德.表面张力对传质过程的影响.化学工程.2004,32(2)：14-18
[20]Liu H. Duan Y. Y. Surface Tension of Difluoromethane (R-32)+1,1,2.3.3,3-Heptafluoropr-opane (R-227ea)+from (253 to 333)K. J. Chem. Eng. Data.2005.50(1):182-186
[21]George L, Philip R W. Surface tension measurements of N-Alkylimidazolium ionic liquid s. Langmuir.2001,17:6138-6142
[22]GeorgeLaw, PhilipR.Watson, AdrianJ.Carmichael Molecular composition and orientation at the surface of room-temperature ionicliquids:Eeect of molecular structure. Phys. Chem. Chem. Phys.2001,3:2879-2885
[23]Jonathan G. Huddleston. Ann E. Visser, W. Matthew Reichert, Characterization and com parison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation. Green Chemistry,2001,3:156-164
[24]V. Haika, R.TsekovandW. Freyland Peculiarity of the liquid/vapour interface of an ionic liquid:study of surface tension and viscoelasticity of liquid BMImPF6 at various temper-atures. Phys. Chem. Chem. Phys..2005,7:2038-2043
[25]Ana B. Pereiro, Francisco Santamarta, Emilia Tojo. Temperature Dependence of Physical Properties of Ionic Liquid 1,3-Dimethylimidazolium Methyl Sulate. J. Chem. Eng. Data. 2006,51, (3):952-954
[26]Yang J Z, Lu X M, Gui J S, Xu W G. A new theory for ionic liquids—the Interstice Model Part 1. The density and surface tension of ionic liquid EMISE. Green Chem.,20 04,6:541-543
[27]Qing-GuoZhang,Jia-ZhenYang, Xing-MeiLua,Jin-SongGui,MingHuang Studies on anionic liquid based on FeCl3 and its properties. Fluid Phase Equilibria,2004,226:207-211
[28]纪俊荣.离子液体表面/界面性能的研究.[河北科技大学硕士学位论文].2010,6
[29]R.M.Lynden-Bell,M.Del Popolob.Simulation of the surface structure of butylmethylimidazo-lium ionic liquids. Phys.Chem.Chem.Phys.,2006,8:949-954
[30]L. Glasser. Lattice and phase transition thermodynamics of ionic liquids. Thermochim. Acta. 2004421:87-93
[31]Ana B. Pereiro, Pedro Verdi'a,Emilia Tojo,et al. Physical Properties of 1-Butyl-3-methyli-midazolium Methyl Sulfate as a Function of Temperature. J.Chem. Eng.2007,52:377-380
[32]李良学,尤矢勇,湛昌国.烷烃拓扑结构与标准熵关系的研究.荆州师专学报(自然科学版),1991.14(2)：49-53
[33]王长林.孙悦林.晶格能与离子晶体.内蒙古科技与经济.2000,6：109-110
[34]Emilio J. Gonza'lez. Begor~a Gonza'lez. Noelia Calvar,et al. Physical Properties of Binar-y Mixtures of the Ionic Liquid 1-Ethyl-3-methylimidazolium Ethyl Sulfate with Several Alcohols at T) (298.15,313.15, and 328.15) K and Atmospheric Pressure. J. Chem. Eng. Data.2007.52:1641-1648
[35]A. B. Pereiro, A. Rodriguez, Thermodynamic properties of ionic liquids in organic solve-nts from (293.15 to 303.15) K, Journal of Chemical and Engineering Data.2007,52:600-6 08.
[36]Mohammed Taghi Zafarani-Moattar,Hemayat Shekaari.Application of Prigogine-Flory-Patte-rson theory to excess molar volume and speed of sound of 1-n-butyl-3-methylimidazoliu m hexafluorophosphate or 1-n-butyl-3-methylimidazolium tetrafluoroborate in methanol and acetonitrile.J. Chem. Thermodynamics.2006,38:1377-1384
[37]Sanchez I.C.Liquids:Surface Tension, Compressibility and Invariants.J.Chem.Phys.,1983, 79 (1):405-415
[38]John D H, Kenneth R S. The phase behavior of 1-alkyl-3-methylimidazolium tetrafluoroborates: ionic liquids and ionic liquid crystals. J. Chem.Soc. Dalton Trans..1999:2133-2139
[39]Ma H, Wan X, Chen X, Zhou Q. Reverse atom transfer radical polymerization of methyl-methacrylate in imidazolium ionic liquids. Polymer,2003.44(18):5311-5316
[40]Cuo C C,Huang G, Zhang X B,Guo D C. Catalysis of chitosan-supported iron tetrapheny Iporphyrin for aerobic oxidation of cyclohexane in absence of reductants and solvents. Ap-pl.Catal. A:Gen..2003.247:261-267
[41]Matsuda, T.; Mishima, Y.; Azizian, S.etal. Interfacial tension and wetting behavior of air/oil/ionic liquid systems. Colloid Polym. Sci.2007,285 (14):1601-1605.
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