Revisiting ether-derivatized imidazolium-based ionic liquids

被引:121
作者
Fei, Zhaofu
Ang, Wee Han
Zhao, Dongbin
Scopelliti, Rosario
Zvereva, Elena E.
Katsyuba, Sergey A.
Dyson, Paul J. [1 ]
机构
[1] Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim, CH-1015 Lausanne, Switzerland
[2] Russian Acad Sci, Kazan Sci Ctr, AE Arbuzov Inst Organ & Phys Chem, Kazan 420088, Russia
关键词
D O I
10.1021/jp073419l
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
A series of ether-derivatized imidazolium halides have been prepared and characterized. Contrary to literature reports, they are all crystalline solids and have melting points well above room temperature (50-100 degrees C). Single crystals of the imidazolium salts, obtained in situ by slow cooling from their molten state to room temperature, were analyzed by X-ray crystallography, revealing various anion-cation interactions in the solid state. Exchange of the halides with [Tf2N](-) yielded room temperature ionic liquids with viscosities that are comparable to related 1-alkyl-3-methylimidazolium ionic liquids. Density functional theory combined with IR spectroscopy has been used to analyze the role of functionalization of the imidazolium side chain on the formation of the molecular and supramolecular structure of the compounds and its possible impact on their physical properties.
引用
收藏
页码:10095 / 10108
页数:14
相关论文
共 80 条
  • [1] Selective extraction of metals from mixed oxide matrixes using choline-based ionic liquids
    Abbott, AP
    Capper, G
    Davies, DL
    Rasheed, RK
    Shikotra, P
    [J]. INORGANIC CHEMISTRY, 2005, 44 (19) : 6497 - 6499
  • [2] COMPLETION AND REFINEMENT OF CRYSTAL-STRUCTURES WITH SIR92
    ALTOMARE, A
    CASCARANO, G
    GIACOVAZZO, C
    GUAGLIARDI, A
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1993, 26 (pt 3) : 343 - 350
  • [3] [Anonymous], 2003, CRYSALIS CCD CRYSALI
  • [4] Direct scaling of primitive valence force constants: An alternative approach to scaled quantum mechanical force fields
    Baker, J
    Jarzecki, AA
    Pulay, P
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (08) : 1412 - 1424
  • [5] CO2 capture by a task-specific ionic liquid
    Bates, ED
    Mayton, RD
    Ntai, I
    Davis, JH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (06) : 926 - 927
  • [6] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE
    BECKE, AD
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) : 5648 - 5652
  • [7] 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
  • [8] Branco LC, 2002, CHEM-EUR J, V8, P3671, DOI 10.1002/1521-3765(20020816)8:16<3671::AID-CHEM3671>3.0.CO
  • [9] 2-9
  • [10] A new integral equation formalism for the polarizable continuum model: Theoretical background and applications to isotropic and anisotropic dielectrics
    Cances, E
    Mennucci, B
    Tomasi, J
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1997, 107 (08) : 3032 - 3041