Volumetric properties of binary mixtures of the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate with aniline

Journal of Solution Chemistry

Volumn 39, Issue 2, 2010, Pages 219-230

  Li, Yan ^a   Ye, Hong ^b   Zeng, Pingli ^a   Qi, Feng ^c  

^a ZHEJIANG PHARMACEUTICAL COLLEGE   (China)

^b ZHEJIANG PHARMACEUTICAL COLLEGE   (China)

^c Jinan University   (China)

Author keywords

1 Butyl 3 methylimidazolium tetrafluoroborate; Aniline; Apparent molar volumes; Excess molar volumes; Partial molar volumes

Indexed keywords

EID: 77952420476     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-009-9494-0     Document Type: Article

References (45)

1. J.F. Brennecke E.J. Maginn 2001 Ionic liquids: Innovative fluids for chemical processing AIChE J. 47 2384 2389 10.1002/aic.690471102 1:CAS:528:DC%2BD3MXotlCntb4%3D
2. M.J. Earle K.R. Seddon 2000 Ionic liquids. Green solvents for the future Pure Appl. Chem. 72 1391 1398 10.1351/pac200072071391 1:CAS:528: DC%2BD3cXotFKqsLs%3D
3. C.F. Poole 2004 Chromatographic and spectroscopic methods for the determination of solvent properties of room temperature ionic liquids J. Chromatogr. A 1037 49 82 10.1016/j.chroma.2003.10.127 1:CAS:528: DC%2BD2cXjvVemu7c%3D (Pubitemid 38591336)
4. R. Sheldon 2001 Catalytic reactions in ionic liquids Chem. Commun. 23 2399 2407 10.1039/b107270f
5. T. Welton 1999 Room-temperature ionic liquids. Solvents for synthesis and catalysis Chem. Rev. 99 2071 2084 10.1021/cr980032t 1:CAS:528: DyaK1MXkt1artrw%3D
6. P. Wasserscheid W. Keim 2000 Ionic liquids-new "solutions" for transition metal catalysis Angew. Chem., Int. Ed. 39 3772 3789 10.1002/1521-3773(20001103)39:21<3772::AID-ANIE3772>3.0.CO;2-5 1:CAS:528:DC%2BD3cXotFyqtLk%3D
7. J.S. Wilkes 2004 Properties of ionic liquid solvents for catalysis J. Mol. Catal. A 214 11 17 10.1016/j.molcata.2003.11.029 1:CAS:528: DC%2BD2cXjtVensLs%3D
8. V.R. Koch L.A. Dominey C. Nanjundiah 1996 The intrinsic anodic stability of several anions comprising solvent-free ionic liquids J. Electrochem. Soc. 143 798 803 10.1149/1.1836540 1:CAS:528:DyaK28XitFGgt7s%3D
9. H. Every A.G. Bishop M. Forsyth D.R. MacFarlane 2000 Ion diffusion in molten salt mixtures Electrochim. Acta 45 1279 1284 10.1016/S0013-4686(99)00332- 1 1:CAS:528:DC%2BD3cXntVCrtg%3D%3D (Pubitemid 30526850)
10. M. Doyle S.K. Choi G. Proulx 2000 High-temperature proton conducting membranes based on perfluorinated ionomer membrane-ionic liquid composites J. Electrochem. Soc. 147 34 37 10.1149/1.1393153 1:CAS:528:DC%2BD3cXmvFelsA%3D%3D (Pubitemid 30551883)
11. R.A. Sheldon R.M. Lau M.J. Sorgedrager F. van Rantwijk K.R. Seddon 2002 Biocatalysis in ionic liquids Green Chem. 4 147 151 10.1039/b110008b 1:CAS:528:DC%2BD2cXksVCgt70%3D
12. V. Najdanovic-Visak J.M.S.S. Esperanca L.P.N. Rebelo M.N. da Ponte H.J.R. Guedes K.R. Seddon J. Szydlowski 2002 Phase behaviour of room temperature ionic liquid solutions: an unusually large co-solvent effect in (water + ethanol) Phys. Chem. Chem. Phys. 4 1701 1703 10.1039/b201723g 1:CAS:528: DC%2BD38Xjt1yitbY%3D
13. W. Marczak S.P. Verevkin A. Heintz 2003 Enthalpies of solution of organic solutes in the ionic liquid 1-methyl-3-ethyl-imidazolium bis-(trifluoromethyl- sulfonyl) amide J. Solution Chem. 32 519 526 10.1023/A:1025361832209 1:CAS:528:DC%2BD3sXmsVGgtbc%3D
14. A. Heintz D.V. Kulikov S.P. Verevkin 2001 Thermodynamic properties of mixtures containing ionic liquids. 1. Activity coefficients at infinite dilution of alkanes, alkenes, and alkylbenzenes in 4-methyl-n-butylpyridinium tetrafluoroborate using gas-liquid chromatography J. Chem. Eng. Data 46 1526 1529 10.1021/je0101348 1:CAS:528:DC%2BD3MXmvFChurg%3D (Pubitemid 33073925)
15. U. Domanska A. Marciniak 2004 Solubility of ionic liquid [emim][PF6] in alcohols J. Phys. Chem. B 108 2376 2382 10.1021/jp030582h 1:CAS:528: DC%2BD2cXls1WksQ%3D%3D
16. G.J. Kabo A.V. Blokhin Y.U. Paulechka A.G. Kabo M.P. Shymanovich J.W. Magee 2004 Thermodynamic properties of 1-butyl-3-methylimidazolium hexafluorophosphate in the condensed state J. Chem. Eng. Data 49 453 461 10.1021/je034102r 1:CAS:528:DC%2BD2cXivFSmu78%3D
17. C.P. Fredlake J.M. Crosthwaite D.G. Hert S.N.V.K. Aki J.F. Brennecke 2004 Thermophysical properties of imidazolium-based ionic liquids J. Chem. Eng. Data 49 954 961 10.1021/je034261a 1:CAS:528:DC%2BD2cXks1Gisbw%3D
18. K.R. Harris L.A. Woolf 2005 Temperature and pressure dependence of the viscosity of the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate J. Chem. Eng. Data 50 1777 1782 10.1021/je050147b 1:CAS:528:DC%2BD2MXotFShs70%3D (Pubitemid 41381071)
19. L.C. Branco C.A.A. Afnoso 2001 Ionic liquids as recyclable reaction media for the tetrahydropyranylation of alcohols Tetrahedron 57 4405 4410 10.1016/S0040-4020(01)00373-8 1:CAS:528:DC%2BD3MXjtlWjt7c%3D (Pubitemid 32441635)
20. 2 and ionic liquids J. Phys. Chem. B 108 13052 13057 10.1021/jp037292l 1:CAS:528:DC%2BD2cXmtFamsbw%3D
21. S. Chandrasekhar Ch. Narasihmulu V. Jagadeshwar K. Venkatram Reddy 2003 The first Corey-Chaykovsky epoxidation and cyclopropanation in ionic liquids Tetrahedron Lett. 44 3629 3630 10.1016/S0040-4039(03)00732-9 1:CAS:528:DC%2BD3sXivFemsbo%3D (Pubitemid 36419582)
22. 6 Tetrahedron Lett. 41 6627 6629 10.1016/S0040-4039(00)01037- 6 1:CAS:528:DC%2BD3cXls1Cmsbk%3D
23. 6 system Tetrahedron Lett. 46 3323 3326 10.1016/j.tetlet. 2005.03.078 1:CAS:528:DC%2BD2MXjtlKns74%3D (Pubitemid 40523509)
24. J.S. Yadav B.V.S. Reddy A.K. Basak A. Venkat Narsaiah 2004 Recyclable 2nd generation ionic liquids as green solvents for the oxidation of alcohols with hypervalent iodine reagents Tetrahedron 60 2131 2135 10.1016/j.tet.2003.12.056 1:CAS:528:DC%2BD2cXhtVKkt7k%3D (Pubitemid 38201595)
25. G.S. Fonseca J.D. Scholten J. Dupont 2004 Iridium nanoparticles prepared in ionic liquids: an efficient catalytic system for the hydrogenation of ketones Synlett 9 1525 1528
26. Y. Zhong H. Wang K. Diao 2007 Densities and excess volumes of binary mixtures of the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate with aromatic hydrocarbon at T=(298.15 to 313.15) K J. Chem. Thermodyn. 39 291 296 10.1016/j.jct.2006.07.001 1:CAS:528:DC%2BD2sXitV2gug%3D%3D (Pubitemid 46027053)
27. H. Gao F. Qi H. Wang 2009 Densities and volumetric properties of binary mixtures of the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate with benzaldehyde at T=(298.15 to 313.15) K J. Chem. Thermodyn. 41 888 892 10.1016/j.jct.2009.02.007 1:CAS:528:DC%2BD1MXks1yqurg%3D
28. D. Fang Q.-R. Shi K. Gong Z.-L. Liu 2007 Study on green synthesis of 1,3-dialkyl-imidazolium ionic liquids Huaxue Shiji 29 4 6 1:CAS:528: DC%2BD2sXhtFKjtLg%3D
29. Timmermans, J.: Physico-Chemical Constants of Pure Organic Compounds. Elsevier, Amsterdam (1950)
30. J. Wang Y. Tian Y. Zhao K. Zhuo 2003 A volumetric and viscosity study for the mixtures of 1-n-butyl-3-methylimidazolium tetrafluoroborate ionic liquid with acetonitrile, dichloromethane, 2-butanone and N,N-dimethylformamide Green Chem. 5 618 622 10.1039/b303735e 1:CAS:528:DC%2BD3sXnvVGgtL8%3D (Pubitemid 37448545)
31. M. Takenaka R. Tanaka S. Murakami 1980 Determination of the excess volumes of (cyclohexane + benzene) between 293.15 and 303.15 K by use of a vibrating densimeter J. Chem. Thermodyn. 12 849 855 10.1016/0021-9614(80)90029-4 1:CAS:528:DyaL3MXjtVSjsg%3D%3D
32. IUPAC Commission 1986 Atomic weights of the elements 1985 Pure Appl. Chem. 58 1677 1692 10.1351/pac198658121677
33. O. Redlich A.T. Kister 1948 Algebraic representation of thermodynamic properties and the classification of solutions Ind. Eng. Chem. 40 345 348 10.1021/ie50458a036
34. M.T. Zafarani-Moattar H. Shekaari 2005 Volumetric and speed of sound of ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate with acetonitrile and methanol at T=(298.15 to 318.15) K J. Chem. Eng. Data 50 1694 1699 10.1021/je050165t 1:CAS:528:DC%2BD2MXmsFWiu70%3D
35. J.D. Holbrey K.R. Seddon 1999 The phase behaviour of 1-alkyl-3- methylimidazolium tetrafluoroborates; ionic liquids and ionic liquid crystals J. Chem. Soc., Dalton Trans. 13 2133 2139 10.1039/a902818h
36. J.D. Holbrey W.M. Reichert M. Nieuwenhuyzen O. Sheppard C. Hardacre R.D. Rogers 2003 Liquid clathrate formation in ionic liquid-aromatic mixtures Chem. Commun. 14 476 477 10.1039/b212726a
37. J. Wang A. Zhu Y. Zhao K. Zhuo 2005 Excess molar volumes and excess logarithm viscosities for binary mixtures of the ionic liquid 1-butyl-3-methylimidazolium hexaflurophosphate with some organic compounds J. Solution Chem. 34 585 596 10.1007/s10953-005-5594-7 1:CAS:528: DC%2BD2MXmsFKrtbs%3D (Pubitemid 41095385)
38. M.A. Iglesias-Otero J. Troncoso E. Carballo L. Romaní 2007 Density and refractive index for binary systems of the ionic liquid [Bmim][BF4] with methanol, 1,3-dichloropropane, and dimethyl carbonate J. Solution Chem. 36 1219 1230 10.1007/s10953-007-9186-6 1:CAS:528:DC%2BD2sXhtVKrsL%2FL
39. P. Bhujrajh N. Deenadayalu 2007 Liquid densities and excess molar volumes for binary systems (ionic liquids + methanol or water) at 298.15, 303.15 and 313.15 K, and at atmospheric pressure J. Solution Chem. 36 631 642 10.1007/s10953-007-9135-4 1:CAS:528:DC%2BD2sXlslSqt78%3D
40. 4]+thiophene+toluene): Experimental data and correlation J. Solution Chem. 37 1355 1363 10.1007/s10953-008-9320-0 1:CAS:528: DC%2BD1cXhtFWnt77F
41. 6] J. Solution Chem. 37 801 833 10.1007/s10953-008-9278-y 1:CAS:528: DC%2BD1cXkvV2ltLg%3D
42. A. Arce E. Rodil A. Soto 2006 Physical and excess properties for binary mixtures of 1-methyl-3-octylimidazolium tetrafluoroborate, [Omim][BF4], ionic liquid with different alcohols J. Solution Chem. 35 63 78 10.1007/s10953-006- 8939-y 1:CAS:528:DC%2BD28XhslKjs7k%3D (Pubitemid 43311007)
43. U. Dománska M. Laskowska 2008 Phase equilibria and volumetric properties of (1-ethyl-3-methylimidazolium ethylsulfate + alcohol or water) binary systems J. Solution Chem. 37 1271 1287 10.1007/s10953-008-9306-y
44. N. Calvar B. González A. Domínguez J. Tojo 2006 Physical properties of the ternary mixture ethanol + water + 1-butyl-3-methylimidazolium chloride at 298.15 K J. Solution Chem. 35 1217 1225 10.1007/s10953-006-9073-6 1:CAS:528:DC%2BD28XhtFShtLnK (Pubitemid 44627709)
45. P. Navia J. Troncoso L. Romaní 2008 Viscosities for ionic liquid binary mixtures with a common ion J. Solution Chem. 37 677 688 10.1007/s10953-008-9260-8 1:CAS:528:DC%2BD1cXkt1Orsr4%3D