Volumetric properties of ethylammonium nitrate + γ-butyrolactone binary systems: Solvation phenomena from density and raman spectroscopy

Journal of Solution Chemistry

Volumn 39, Issue 10, 2010, Pages 1531-1548

  Zarrougui, Ramzi ^a   Dhahbi, Mahmoud ^a   Lemordant, Daniel ^b  

^a University of Carthage   (Tunisia)

^b UNIVERSITÉ DE TOURS   (France)

Author keywords

Butyrolactone; Excess molar volume; Ionic liquids; Partial molar volume; Partial molar volume at infinite dilution; Raman spectroscopy

Indexed keywords

EID: 78049294687     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-010-9600-3     Document Type: Article

References (51)

1. Van Leeuwen, C.J., Vermeire, T.G.: Risk Assessment of Chemicals: An Introduction, 2nd edn. Springer, Dordrecht (2007)
2. Wasserscheid, P.: Ionic Liquids in Synthesis. Wiley, Weinheim (2005)
3. Ohno, H.: Electrochemical Aspects of Ionic Liquids. Wiley-Interscience, New York (2005)
4. Dyson, P.J., Geldbach, T.J.: Metal Catalysed Reactions in Ionic Liquids (Catalysis by Metal Complexes). Springer, Dordrecht (2005)
5. A. Femicola F. Croce B. Scrosati T. Watanabe H. Ohno 2007 LiTFSI-BEPyTFSI as an improved ionic liquid electrolyte for rechargeable lithium batteries J. Power Sources 174 342 348 10.1016/j.jpowsour.2007.09.013 (Pubitemid 350051662)
6. Zhang, S., Lu, X., Zhou, Q., Li, X., Zhang, X., Li, S.: Ionic Liquids: Physicochemical Properties. Elsevier, Amsterdam (2009)
7. C. Comminges R. Barhdadi M. Laurent M. Troupel 2006 Determination of viscosity, ionic conductivity, and diffusion coefficients in some binary systems: ionic liquids + molecular solvents J. Chem. Eng. Data 51 680 685 1:CAS:528:DC%2BD28XhtVGqs7Y%3D 10.1021/je0504515
8. W. Liu L. Cheng Y. Zhang H. Wang M. Yu 2008 The physical properties of aqueous solution of room-temperature ionic liquids based on imidazolium: Database and evaluation J. Mol. Liq. 140 68 72 1:CAS:528:DC%2BD1cXktl2ltb0%3D 10.1016/j.molliq.2008.01.008
9. W. Xu C.A. Angell 2003 Solvent-free electrolytes with aqueous solution-like conductivities Science 302 422 425 1:CAS:528:DC%2BD3sXotV2isbw%3D 10.1126/science.1090287 (Pubitemid 37296262)
10. J.A. Garlitz C.A. Summers R.A. Flowers II G.E.O. Borgstahl 1999 Ethylammonium nitrate: a protein crystallization reagent Acta Crystallogr. D, Biol. Crystallogr. 55 2037 2038 1:STN:280:DC%2BD3c7jtlWisg%3D%3D 10.1107/S0907444999011774 (Pubitemid 30023202)
11. J.B. Shotwell R.A. Flowers II 2000 Electrochemical investigation of the solvolytic properties of ethylammonium nitrate (EAN) and propylammonium nitrate (PAN) Electroanalysis 12 223 226 1:CAS:528:DC%2BD3cXhvVGlu78%3D 10.1002/(SICI)1521-4109(200002)12:3<223::AID-ELAN223>3.0.CO;2-Y
12. M. Allen D.F. Evans R. Lumry 1985 Thermodynamic properties of the ethylammonium nitrate + water system: Partial molar volumes, heat capacities, and expansivities J. Solution Chem. 14 549 560 1:CAS:528:DyaL2MXls1Oiurw%3D 10.1007/BF00649520
13. T.L. Greaves C.J. Drummond 2008 Protic ionic liquids: properties and applications Chem. Rev. 108 206 237 1:CAS:528:DC%2BD2sXhsVCrsb%2FL 10.1021/cr068040u (Pubitemid 351176407)
14. Y. Aihara T. Bando H. Nakagawa H. Yoshida K. Hayamizu E. Akiba W.S. Price 2004 Ion transport properties of six lithium salts dissolved in γ-butyrolactone studied by self-diffusion and ionic conductivity measurements J. Electrochem. Soc. 151 A119 A122 1:CAS:528:DC%2BD3sXpvFOltrw%3D 10.1149/1.1630592
15. H. Katayama J. Arai H. Akahoshi 1999 Solvation states and properties of binary mixtures of halogenated cyclic carbonates and a linear carbonate J. Power Sources 81-82 705 708 10.1016/S0378-7753(98)00233-X (Pubitemid 32077907)
16. D.C Webster A.L. Crain 2000 Synthesis and applications of cyclic carbonate functional polymers in thermosetting coatings Prog. Org. Coat. 40 275 282 1:CAS:528:DC%2BD3cXoslSktbk%3D 10.1016/S0300-9440(00)00114-4 (Pubitemid 32071037)
17. Gy. Jákli L. Markó 1995 Excess thermodynamic properties of tetrabutylammonium butyrate aqueous solution Thermochim. Acta 259 23 29 10.1016/0040-6031(95)02269-8
18. Lide, D.R.: Handbook of Chemistry and Physics, 90th edn. CRC Press, Boca Raton (2009)
19. I.B. Malham P. Letellier A. Mayaffre T. Turmine 2007 Part I: Thermodynamic analysis of volumetric properties of concentrated aqueous solutions of 1-butyl-3-methylimidazolium tetrafluoroborate, 1-butyl-2,3- dimethylimidazolium tetrafluoroborate, and ethylammonium nitrate based on pseudo-lattice theory J. Chem. Therm. 39 1132 1143 10.1016/j.jct.2007.01.007 (Pubitemid 47094820)
20. S. Bouguerra I.B. Malham P. Letellier A. Mayaffre T. Turmine 2008 Part 2: Limiting apparent molar volume of organic and inorganic 1:1 electrolytes in (water + ethylammonium nitrate) mixtures at 298 K-Thermodynamic approach using Bahe-Varela pseudo-lattice theory J. Chem. Thermodyn. 40 146 154 1:CAS:528:DC%2BD1cXhtVKrsrY%3D 10.1016/j.jct.2007.07.008
21. A. Chagnes A. Tougui B. Carré N. Ranganathan D. Lemordant 2004 Abnormal temperature dependence of the viscosity of ethylammonium nitrate-methanol ionic mixtures J. Solution Chem. 33 247 255 1:CAS:528:DC%2BD2cXntFegs70%3D 10.1023/B:JOSL.0000035358.63305.b2 (Pubitemid 38998406)
22. A. Oleinikova M. Bonetti 2002 Critical behavior of the electrical conductivity of concentrated electrolytes: ethylammonium nitrate in n-octanol binary mixture J. Solution Chem. 31 373 413 10.1023/A:1015811432158 (Pubitemid 37115720)
23. Q. Zhu Y. Song X. Zhu X. Wang 2007 Ionic liquid-based electrolytes for capacitor applications J. Electroanal. Chem. 601 229 236 1:CAS:528: DC%2BD2sXitlKmtLo%3D 10.1016/j.jelechem.2006.11.016 (Pubitemid 46330327)
24. A. Chagnes H. Allouchi B. Carre D. Lemordant 2005 Thermal analysis of γ-butyrolactone + 1-butyl-3-methyl-imidazolium ionic liquids mixtures Solid State Ionics 176 1419 1427 1:CAS:528:DC%2BD2MXltVSqtr8%3D 10.1016/j.ssi.2005.03.005 (Pubitemid 40715519)
25. Zarrougui, R., Dhahbi, M., Lemordant, D.: Effect of temperature and composition on the transport and thermodynamic properties of binary mixtures of ionic liquid N-butyl-N-methylpyrrolidinium bis(trifluoromethanesulfonyl)imide and propylene carbonate. J. Solution Chem. (2010, in press)
26. Seki, S., Kobayashi, T., Kobayashi, Y., Takei, K., Miyashiro, H., Hayamizu, K., Tsuzuki, S., Mitsugi, T., Umebayashi, Y.: Effects of cation and anion on physical properties of room-temperature ionic liquids. J. Mol. Liq. (2010, in press). doi: 10.1016/j.molliq.2009.10.008
27. 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 1:CAS:528:DC%2BD2MXmsFWiu70%3D 10.1021/je050165t
28. O.J. Redlich A.T. Kister 1948 Thermodynamics of nonelectrolytic solutions. Algebraic representation of thermodynamic properties and the classification of solutions Ind. Eng. Chem. 40 345 348 10.1021/ie50458a036
29. A.Z. Hossein F. Jalili 2007 Densities and derived thermodynamic properties of (2-methoxyethanol + 1-propanol or 2-propanol, or 1,2-propandiol) at temperatures from T= (293.15 to 343.15) K J. Chem. Thermodyn. 39 55 66 10.1016/j.jct.2006.06.001 (Pubitemid 46123157)
30. A. Pal R. Gaba 2008 Densities excess molar volumes, speeds of sound and isothermal compressibilities for {2-(2-hexyloxyethoxy)ethanol + n-alkanol} systems at temperatures between (288.15 and 308.15) K J. Chem. Thermodyn. 40 750 758 1:CAS:528:DC%2BD1cXkvVeiurk%3D 10.1016/j.jct.2008.01.015
31. T. Hofman A. Goldon A. Nevines T.M. Letcher 2008 Densities excess volumes, isobaric expansivity, and isothermal compressibility of the (1-ethyl-3-methylimidazolium ethylsulfate plus methanol) system at temperatures (283.15 to 333.15) K and pressures from (0.1 to 35) MPa J. Chem. Thermodyn. 40 580 591 1:CAS:528:DC%2BD1cXjsFOru70%3D 10.1016/j.jct.2007.11.011
32. -C and the effect of the excess thermal expansivity coefficients on derived thermodynamic properties J. Solution Chem. 26 1199 1207 1:CAS:528:DyaK1cXhtVOhs7g%3D 10.1023/A: 1022985208144
33. H. Wang L. Hu Y. Wu 2005 Excess volumes and partial molar volumes of binary mixtures of 1,2-propanediol carbonate with xylene in the temperature range of (293.15 to 353.15) K J. Chem. Thermodyn. 37 1119 1129 1:CAS:528:DC%2BD2MXms1OqtL4%3D 10.1016/j.jct.2005.01.017
34. 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 compound at T= (298.15 to 313.15) K J. Chem. Thermodyn. 39 291 296 1:CAS:528:DC%2BD2sXitV2gug%3D%3D 10.1016/j.jct.2006.07.001 (Pubitemid 46027053)
35. Li, Y., Ye, H., Zeng, P., Qi, F.: Volumetric properties of binary mixtures of the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate with aniline. J. Solution Chem. (2010, in press). doi: 10.1007/s10953-009-9494-0
36. M. Iglesias A. Torres R. Gonzalez-Olmos D. Salvatierra 2008 Effect of temperature on mixing thermodynamics of a new ionic liquid: {2-Hydroxy ethylammonium formate (2-HEAF) + short hydroxylic solvents} J. Chem. Thermodyn. 40 119 133 1:CAS:528:DC%2BD2sXhtlOjurnN 10.1016/j.jct.2007.05.011 (Pubitemid 350160670)
37. -C Biopolymers 34 541 553 1:CAS:528: DyaK2cXkvVeqt70%3D 10.1002/bip.360340409
38. D.C. Parr G.R. Hedwig A.W. Hakin 2009 Volumetric properties of tripeptides with polar side-chains: partial molar volumes at (288.15 to 313.15) K and partial molar expansions at 298.15 K of some peptides of sequences Gly-X-Gly in aqueous solution J. Chem. Eng. Data 54 606 612 1:CAS:528: DC%2BD1cXht1ahs7bO
39. Y.H. Zhao M.H. Abraham A.M. Zissimos 2003 Fast calculation of van der Waals volume as a sum of atomic and bond contributions and its application to drug compounds J. Org. Chem. 68 7368 7373 1:CAS:528:DC%2BD3sXmsVyntrk%3D 10.1021/jo034808o
40. 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
41. 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
42. 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 1:CAS:528:DC%2BD2MXmsFKrtbs%3D 10.1007/s10953-005- 5594-7 (Pubitemid 41095385)
43. 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 1:CAS:528:DC%2BD2sXlslSqt78%3D 10.1007/s10953-007-9135-4
44. 4] + thiophene + toluene): Experimental data and correlation J. Solution Chem. 37 1355 1363 1:CAS:528:DC%2BD1cXhtFWnt77F 10.1007/s10953-008-9320-0
45. 6] J. Solution Chem. 37 801 833 1:CAS:528:DC%2BD1cXkvV2ltLg%3D 10.1007/s10953-008- 9278-y
46. 4], ionic liquid with different alcohols J. Solution Chem. 35 63 78 1:CAS:528:DC%2BD28XhslKjs7k%3D 10.1007/s10953-006-8939-y (Pubitemid 43311007)
47. 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
48. 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 1:CAS:528:DC%2BD28XhtFShtLnK 10.1007/s10953-006-9073-6 (Pubitemid 44627709)
49. A. Chagnes B. Carré P. Willmann D. Lemordant 2002 Modeling viscosity and conductivity of lithium salts in γ-butyrolactone J. Power Sources 109 203 213 1:CAS:528:DC%2BD38XjvFGgsr0%3D 10.1016/S0378-7753(02)00073-3
50. Alia, J.M: In: Lewis, I.R., Edwards, H.G.M. (eds.) Handbook of Raman Spectroscopy, From the Research Laboratory to the Process Line. Dekker, New York (2001)
51. 6 Spectrochim. Acta A 59 357 362 10.1016/S1386-1425(02)00165-8 (Pubitemid 35385588)