Ion-pair formation in the ionic liquid 1-ethyl-3-methylimidazolium bis(triflyl)imide as a function of temperature and concentration

被引：299
作者：
Koeddermann, Thorsten [1 ]
Wertz, Christiane [1 ]
Heintz, Andreas [1 ]
Ludwig, Ralf [1 ]
机构：
[1] Univ Rostock, Inst Chem, Chem Phys Abt, D-18051 Rostock, Germany
来源：
CHEMPHYSCHEM | 2006年 / 7卷 / 09期
关键词：
density functional calculations; hydrogen bonds; ion pairs; ionic liquids; IR spectroscopy;
D O I：
10.1002/cphc.200600034
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The structures and ion-pair formation in the ionic liquid (IL) 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide are studied by a combination of FTIR measurements and DFT calculations. We could clearly distinguish imidazolium cations that are completely H-bonded to anions from those that are single H-bonded in ion pairs. Ion-pair formation already occurs in the neat IL and rises with temperature. Ion-pair formation is strongly promoted by dilution of the IL in chloroform. In these weakly polar environments ion pairs H-bonded via C(2)H are strongly favored over those H-bonded via C(4,5)H. This finding is in agreement with DFT (gas phase) calculations, which show a preference for ion pairs H-bonded via C(2)H as a result of the acidic C(2)H bond.
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页码：1944 / 1949
页数：6
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共 44 条
  • [1] Characterizing ionic liquids on the basis of multiple solvation interactions
    Anderson, JL
    Ding, J
    Welton, T
    Armstrong, DW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (47) : 14247 - 14254
  • [2] Molecular reorientational dynamics of the neat ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate by measurement of 13C nuclear magnetic relaxation data
    Antony, JH
    Mertens, D
    Dölle, A
    Wasserscheid, P
    Carper, WR
    [J]. CHEMPHYSCHEM, 2003, 4 (06) : 588 - 594
  • [3] EVIDENCE FOR HYDROGEN-BONDING IN SOLUTIONS OF 1-ETHYL-3-METHYLIMIDAZOLIUM HALIDES, AND ITS IMPLICATIONS FOR ROOM-TEMPERATURE HALOGENOALUMINATE(III) IONIC LIQUIDS
    AVENT, AG
    CHALONER, PA
    DAY, MP
    SEDDON, KR
    WELTON, T
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1994, (23): : 3405 - 3413
  • [4] Temperature-dependent microscopic solvent properties of 'dry' and 'wet' 1-butyl-3-methylimidazolium hexafluorophosphate: correlation with ET(30) and Kamlet-Taft polarity scales
    Baker, SN
    Baker, GA
    Bright, FV
    [J]. GREEN CHEMISTRY, 2002, 4 (02) : 165 - 169
  • [5] Ionic liquids and chirality: opportunities and challenges
    Baudequin, C
    Baudoux, J
    Levillain, J
    Cahard, D
    Gaumont, AC
    Plaquevent, JC
    [J]. TETRAHEDRON-ASYMMETRY, 2003, 14 (20) : 3081 - 3093
  • [6] Hydrophobic, highly conductive ambient-temperature molten salts
    Bonhote, P
    Dias, AP
    Papageorgiou, N
    Kalyanasundaram, K
    Gratzel, M
    [J]. INORGANIC CHEMISTRY, 1996, 35 (05) : 1168 - 1178
  • [7] CALCULATION OF SMALL MOLECULAR INTERACTIONS BY DIFFERENCES OF SEPARATE TOTAL ENERGIES - SOME PROCEDURES WITH REDUCED ERRORS
    BOYS, SF
    BERNARDI, F
    [J]. MOLECULAR PHYSICS, 1970, 19 (04) : 553 - &
  • [8] 1α,25-dihydroxyvitamin D3 and bryostatin-1 synergize to induce monocytic differentiation of NB4 acute promyelocytic leukemia cells by modulating cell cycle progression
    Clark, CS
    Konyer, JE
    Meckling, KA
    [J]. EXPERIMENTAL CELL RESEARCH, 2004, 294 (01) : 301 - 311
  • [9] On the structure and dynamics of ionic liquids
    Del Pópolo, MG
    Voth, GA
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2004, 108 (05) : 1744 - 1752
  • [10] IONIC STRUCTURE AND INTERACTIONS IN 1-METHYL-3-ETHYLIMIDAZOLIUM CHLORIDE-ALCL3 MOLTEN-SALTS
    DIETER, KM
    DYMEK, CJ
    HEIMER, NE
    ROVANG, JW
    WILKES, JS
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (09) : 2722 - 2726
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