Apparent molar volume and isentropic compressibility for the binary systems {methyltrioctylammonium bis(trifluoromethylsulfonyl)imide + methyl acetate or methanol} and (methanol + methyl acetate) at T=298.15, 303.15, 308.15 and 313.15 K and atmospheric pressure

Journal of Solution Chemistry

Volumn 40, Issue 9, 2011, Pages 1528-1543

  Bahadur, Indra ^a   Deenadayalu, Nirmala ^a  

^a DURBAN UNIVERSITY OF TECHNOLOGY   (South Africa)

Author keywords

Apparent molar volumes; Ionic liquid; Isentropic compressibility; Methanol; Methyl acetate; Redlich Mayer type equation; Speed of sound

Indexed keywords

EID: 80054775552     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-011-9740-0     Document Type: Article

References (52)

1. R. Hagiwara Y. Ito 2000 Room temperature ionic liquids of alkylimidazolium cations and fluoroanions J. Fluorine Chem. 105 222 227
2. 6] Fluid Phase Equilib. 194 1089 1095 10.1016/S0378-3812(01)00790-7 (Pubitemid 34242625)
3. M. Freemantle 1998 Designer solvents: ionic liquids may be boost clean technology development Chem. Eng. News 76 32 37 10.1021/cen-v076n013.p032
4. K.R. Seddon 1996 Room temperature ionic liquids: neoteric solvents for clean catalysis Kinet. Catal. 37 743 748
5. M. Krummen P. Wasserscheid J. Gmehling 2002 Measurement of activity coefficients at infinite dilution in ionic liquids using the dilutor technique J. Chem. Eng. Data 47 1411 1417 1:CAS:528:DC%2BD38XotVWrtLY%3D 10.1021/je0200517 (Pubitemid 35458133)
6. A.J. Carmichael K.R. Seddon 2000 Polarity study of some 1-alkyl-3-methylimidazolium ambient temperature ionic liquids with the solvatochromic dye Nile Red J. Phys. Org. Chem. 13 591 595 1:CAS:528: DC%2BD3cXns1ShsLk%3D 10.1002/1099-1395(200010)13:10<591::AID-POC305>3.0. CO;2-2
7. Wasserscheid, P.; Gordon, C.M.; Hilgers, C.; Muldoon, M.J.; Dunkin, I.R.: Ionic liquids: polar, but weakly coordinating solvents for the first biphasic oligomerisation of ethane to higher α-olefins with cationic Ni complexes. Chem. Commun. 1186-1187 (2001) (Pubitemid 32594781)
8. Song, C.E.; Shim, W.H.; Roh, E.J.; Lee, S.G.; Choi, L.H.: Ionic liquids as powerful media in scandiumtriflate catalysed Diels-Alder reactions: significant rate acceleration, selectivity improvement and easy recycling of catalyst. Chem. Commun. 1122-1123 (2001) (Pubitemid 32553663)
9. V. Najdanovic-Visak J.M.S. Esperança L.P.N. Rebelo 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 1:CAS:528:DC%2BD38Xjt1yitbY%3D 10.1039/b201723g
10. Wheeler, C.; West, K.N.; Liotta, C.L.; Eckert, C.A.: Ionic liquids as catalytic green solvents for nucleophilic displacement reactions. Chem. Commun. 887-888 (2001) (Pubitemid 32505755)
11. F. Endres 2001 Electrodeposition of a thin germanium film on gold from a room temperature ionic liquid Chem. Phys. 3 3165 3174 1:CAS:528: DC%2BD3MXlt1ynsL8%3D 10.1039/b102232f (Pubitemid 32881382)
12. P. Wasserscheid W. Keim 2000 Ionic liquids-new "solutions" for transition metal catalysis Angew. Chem.; Int. Ed. Engl. 39 3772 3789 1:CAS:528:DC%2BD3cXotFyqtLk%3D 10.1002/1521-3773(20001103)39:21<3772::AID- ANIE3772>3.0.CO;2-5
13. - Fluid Phase Equilib. 226 37 44 1:CAS:528: DC%2BD2cXhtVChs77L 10.1016/j.fluid.2004.08.039
14. J.E. Martyn R.S. Kenneth 2000 Ionic liquids. Green solvent for future Pure Appl. Chem. 72 1391 1398 10.1351/pac200072071391
15. A. Heintz D.V. Kulikov S.P. Verevkin 2002 Thermodynamic properties of mixtures containing ionic liquids. Activity coefficients at infinite dilution of polar solutes in 4-methyl-N-butyl-pyridinium tetrafluoroborate using gas-liquid chromatography J. Chem. Thermodyn. 34 1314 1347 10.1006/jcht.2002.0961 (Pubitemid 35262794)
16. A. Heintz D.V. Kulikov S.P. Verevkin 2002 Thermodynamic properties of mixtures containing ionic liquids. 2. Activity coefficients at infinite dilution of hydrocarbons and polar solutes in 1-methyl-3-ethyl-imidazolium bis(trifluoromethyl-sulfonyl) amide and in 1,2-dimethyl-3-ethyl-imidazolium bis(trifluoromethyl-sulfonyl) amide using gas-liquid chromatography J. Chem. Eng. Data 47 894 899 1:CAS:528:DC%2BD38XjtlOgs70%3D 10.1021/je0103115 (Pubitemid 34822396)
17. T.M. Letcher N. Deenadayalu B. Soko D. Ramjugernath A. Nevines P.K. Naicker 2003 Activity coefficients at infinite dilution of organic solutes in 1-hexyl-3-methylimidazolium hexafluorophosphate from gas-liquid chromatography J. Chem. Eng. Data 48 708 711 1:CAS:528:DC%2BD3sXivFOqt74%3D 10.1021/je0256481
18. T.M. Letcher B. Soko P. Reddy N. Deenadayalu 2003 Determination of activity coefficients at infinite dilution of solutes in the ionic liquid 1-hexyl-3-methylimidazolium tetrafluoroborate using gas-liquid chromatography J. Chem. Eng. Data 48 1587 1590 1:CAS:528:DC%2BD3sXosVSntb0%3D 10.1021/je030187k
19. T.V. Vasiltsova S.P. Verevkin E. Bich A. Heintz R. Bogel-Lukasik U. Domańska 2005 Thermodynamic properties of mixtures containing ionic liquids. Activity coefficients of ethers and alcohols in 1-methyl-3-ethyl- imidazolium bis(trifluoromethyl-sulfonyl) imide using the transpiration method J. Chem. Eng. Data 50 142 148 1:CAS:528:DC%2BD2cXhtFCiurrI 10.1021/je0497799 (Pubitemid 40122520)
20. R. Kato M. Krummen J. Gmehling 2004 Measurement and correlation of vapour-liquid equilibria and excess enthalpies of binary systems containing ionic liquids and hydrocarbons Fluid Phase Equilib. 224 47 54 1:CAS:528:DC%2BD2cXntVGisLs%3D 10.1016/j.fluid.2004.05.009 (Pubitemid 39164678)
21. K.N. Marsh A. Deev A.C.-T. Wu E. Tran A. Klamt 2002 Room temperature ionic liquids as replacements for conventional solvents-a review Korean J. Chem. Eng. 19 357 362 1:CAS:528:DC%2BD38XlslyisLo%3D 10.1007/BF02697140 (Pubitemid 37199456)
22. V. Najdanovic-Visak J.M.S.S. Esperança L.P.N. Rebelo M.N. da Ponte H.J.R. Guedes K.R. Seddon H.C. de Souza J. Szydlowski 2003 Pressure, isotope, and water co-solvent effects in liquid-liquid equilibria of (ionic liquid + alcohol) systems J. Phys. Chem. B 107 12797 12807 1:CAS:528:DC%2BD3sXotlaqu70%3D 10.1021/jp034576x
23. A. Heintz J.K. Lehmann C. Wertz 2003 Thermodynamic properties of mixtures containing ionic liquids. 3. Liquid-liquid equilibria of binary mixtures of 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide with propan-1-ol, butan-1-ol, and pentan-1-ol J. Chem. Eng. Data 48 472 474 1:CAS:528: DC%2BD3sXhslCmtbg%3D 10.1021/je0201931
24. J.M. Crosthwaite S.N.V. Aka E.J. Magin J.F. Brennecke 2004 Liquid phase behavior of imidazolium-based ionic liquids with alcohols J. Phys. Chem. B 108 5113 5119 1:CAS:528:DC%2BD2cXisFaqurs%3D 10.1021/jp037774x
25. C.-T. Wu K.N. Marsh A.V. Deev J.A. Boxall 2003 Liquid-liquid equilibria of room-temperature ionic liquids and butan-1-ol J. Chem. Eng. Data 48 486 491 1:CAS:528:DC%2BD3sXitlGktro%3D 10.1021/je0340093
26. U. Domańska A. Marciniak 2003 Solubility of 1-alkyl-3- methylimidazolium hexafluorophosphate in hydrocarbons J. Chem. Eng. Data 48 451 456 10.1021/je020145g
27. 6] in alcohols J. Phys. Chem. B 108 2376 2382 10.1021/jp030582h
28. T.M. Letcher N. Deenadayalu 2003 Ternary liquid-liquid equilibria for mixtures of 1-methyl-3-octyl-imidazolium chloride + benzene + an alkane at T=298.2 K and 1 atm J. Chem. Thermodyn. 35 67 76 1:CAS:528:DC%2BD3sXht1Wnsb0%3D 10.1016/S0021-9614(02)00300-2
29. J.M. Crosthwaite S.N.V. Aki E.J. Maginn J.F. Brennecke 2005 Liquid phase behaviour of imidazolium-based ionic liquids with alcohols: effect of hydrogen bonding and non-polar interactions Fluid Phase Equilib. 228-229 303 309 10.1016/j.fluid.2004.07.014 (Pubitemid 40554281)
30. 12) J. Phys. Chem. B 107 1858 1863 10.1021/jp021332o
31. 12)] Ind. Eng. Chem. Res. 42 6986 6992 10.1021/ie030464g (Pubitemid 37553159)
32. U. Domańska L. Mazurowska 2004 Solubility of 1,3- dialkylimidazolium chloride or hexafluorophosphate or methylsulfonate in organic solvents. Effect of the anions on solubility Fluid Phase Equilib. 221 73 82 10.1016/j.fluid.2004.03.006 (Pubitemid 38960656)
33. R. Sadeghi H. Shekaari R. Hosseini 2009 Effect of alkyl chain length and temperature on the thermodynamic properties of ionic liquids 1-alkyl-3-methylimidazolium bromide in aqueous and non-aqueous solutions at different temperatures J. Chem. Thermodyn. 41 273 289 1:CAS:528: DC%2BD1cXhsVegu77I 10.1016/j.jct.2008.09.005
34. M.T. Zafarani-Moattar H. Shekaari 2005 Apparent molar volume and isentropic compressibility of ionic liquid 1-butyl-3-methylimidazolium bromide in water, methanol, and ethanol at T = (298.15 to 318.15) K J. Chem. Thermodyn. 37 1029 1035 1:CAS:528:DC%2BD2MXms1Oqt78%3D 10.1016/j.jct.2005.01.009
35. D. Das B. Das D.K. Hazra 2004 Ultrasonic velocities and isentropic compressibilities of some symmetrical tetraalkylammonium salts in N,N-dimethylacetamide at 298.15 K J. Mol. Liq. 111 15 18 1:CAS:528: DC%2BD2cXhvFSkurs%3D 10.1016/j.molliq.2003.09.017
36. M. Radhamma P. Venkatesu M.V. Prabhakara Rao M.-J. Lee H.-M. Lin 2008 Excess molar volumes and ultrasonic studies of dimethylsulphoxide with ketones at T=303.15 K J. Chem. Thermodyn. 40 492 497 1:CAS:528:DC%2BD1cXitlWrsrw%3D 10.1016/j.jct.2007.08.006 (Pubitemid 351625219)
37. R.M. Pires H.F. Costa A.G.M. Ferreira I.M.A. Fonseca 2007 Viscosity and density of water + ethyl acetate + ethanol mixtures at 298.15 and 318.15 K and atmospheric pressure J. Chem. Eng. Data 52 1240 1245 1:CAS:528: DC%2BD2sXkvFKmtr4%3D 10.1021/je600565m (Pubitemid 47218429)
38. N. Rohman N.N. Dass S. Mahiuddin 1999 Isentropic compressibility of aqueous and methanolic sodium thiocyanate solutions J. Chem. Eng. Data 44 465 472 1:CAS:528:DyaK1MXhvVeisLo%3D 10.1021/je9802423
39. A. Wahab S. Mahiuddin 2004 Isentropic compressibility, electrical conductivity, shear relaxation time, surface tension, and Raman spectra of aqueous zinc nitrate solutions J. Chem. Eng. Data 49 126 132 1:CAS:528:DC%2BD3sXovFejtbk%3D 10.1021/je0302001
40. R. Abraham M. Abdulkhadar C.V. Asokan 2000 Ultrasonic investigation of molecular interaction in binary mixtures of nitriles with methanol/toluene J. Chem. Thermodyn. 32 1 16 1:CAS:528:DC%2BD3cXnt1yr 10.1006/jcht.1999.0608
41. K. Raju B. Rajamannan C. Rakkappan 2002 Ultrasonic study of molecular interactions in binary mixtures of aprotic and inert solvents J. Mol. Liq. 100 113 118 1:CAS:528:DC%2BD38XktlKhsL8%3D 10.1016/S0167-7322(02)00020-X (Pubitemid 34684719)
42. J.J. Galan J.L. Del Castillo A. Gonzalez-Perez J. Czapkiewicz J.R. Rodriguez 2003 Density and sound velocity studies of aqueous solutions of tetradecyltrimethylammonium nitrate at different temperatures J. Solution Chem. 32 919 927 1:CAS:528:DC%2BD2cXmvVGqtQ%3D%3D 10.1023/B:JOSL.0000013434.43568.1d (Pubitemid 39011389)
43. M.J. Blandmer M.I. Davis G. Douheret J.C. Reis 2001 Apparent molar isentropic compressions and expansions of solutions Chem. Soc. Rev. 30 8 15 10.1039/a908547e (Pubitemid 33274434)
44. P.N. Sibiya N. Deenadayalu 2008 Excess molar volumes and isentropic compressibility of binary systems {trioctylmethylammonium bis(trifluoromethylsulfonyl) imide + methanol or ethanol or 1-propanol} at different temperatures J. Chem. Thermodyn. 40 1041 1045 1:CAS:528: DC%2BD1cXmt1aqtrc%3D 10.1016/j.jct.2008.03.007
45. N. Deenadayalu S. Kumar P. Bhujrajh 2007 Liquid densities and excess molar volumes for (ionic liquids + methanol + water) ternary system at atmospheric pressure and at various temperatures J. Chem. Thermodyn. 39 1318 1324 1:CAS:528:DC%2BD2sXpsFSju7s%3D 10.1016/j.jct.2007.01.012 (Pubitemid 47267937)
46. P. Bhujrajh N. Deenadayalu 2007 Liquid densities and excess molar volumes for binary systems (ionic liquid + methanol or water) at 298.15, 303.15 and 313.15 K, and at atmospheric pressure J. Solution Chem. 36 563 672 10.1007/s10953-007-9135-4
47. N. Deenadayalu K.C. Ngcongo T.M. Letcher D. Ramjugernath 2006 Liquid-liquid equilibria for ternary mixtures (an ionic liquid + benzene + heptane or hexadecane) at T=298.2 K and atmospheric pressure J. Chem. Eng. Data 51 988 991 1:CAS:528:DC%2BD28XitlSltr4%3D 10.1021/je050494l (Pubitemid 43798524)
48. N. Deenadayalu S.H. Thango T.M. Letcher D. Ramjugernath 2006 Measurement of activity coefficients at infinite dilution using polar and non-polar solutes in the ionic liquid 1-methyl-3-octyl-imidazolium diethyleneglycolmonomethylethersulfate at T = (288.15, 298.15, and 313.15) K J. Chem. Thermodyn. 38 542 546 1:CAS:528:DC%2BD28Xjslyhtbg%3D 10.1016/j.jct.2005. 07.003 (Pubitemid 44389592)
49. - + methanol or + acetone) at T = (298.15 or 303.15 or 313.15) K J. Chem. Eng. Data 53 1098 1102 1:CAS:528: DC%2BD1cXkvVyht7o%3D 10.1021/je700648c
50. S.L. Oswal S.S.R. Putta 2001 Excess molar volumes of binary mixtures of alkanols with ethyl acetate from 298.15 to 323.15 K Thermochim. Acta 373 141 152 1:CAS:528:DC%2BD3MXktV2gtbg%3D 10.1016/S0040-6031(00)00778-4 (Pubitemid 33712148)
51. M. Hasan A.P. Hiray U.B. Kadam D.F. Shirude K.J. Kurhe A.B. Sawant 2010 Densities, sound speed, and IR studies of (methanol + 1-acetoxybutane) and (methanol + 1,1-dimethylethyl ester) at (298.15, 303.15, 308.15, and 313.15) K J. Chem. Eng. Data 55 535 538 1:CAS:528:DC%2BD1MXptlSns7g%3D 10.1021/je900442b
52. S.L. Oswal P. Oswal P.S. Modi J.P. Dave R.L. Gardas 2004 Acoustic, volumetric, compressibility and refractivity properties and Flory's reduction parameters of some homologous series of alkyl alkanoates from 298.15 to 333.15 K Thermochim. Acta 410 1 14 1:CAS:528:DC%2BD3sXpvFGhtrs%3D 10.1016/S0040-6031(03) 00368-X