Melting points

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Melting points
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Ionic liquids Polarity (adjustable) Very low
vapor pressure Liquid ranges (gt 300
C) Solubility of gases a wide range of
compounds Immiscibility with solvents Hydrophilici
ty/lipophilicity (adjustable) Acidity (adjustable)
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Charge distribution for C4mimPF6.
(4-1-PF6) Red corresponds to regions of high
relative negative charge, and blue to high
relative positive charge.
New ionic liquid made up of a cobalt-carbonyl
anion and imidazolium cation. The liquid is
catalytically active in its own right.
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Ionic liquids can form structures in their own
right such as a stable smectic liquid crystal eg.
C14mimPF6.
Ionic liquids made of dialkylimidazolium cations
and appropriate anions are useful alternative
media of special properties to be employed.
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Pravadoline, a potential non-steroidal
anti-inflammatory drug
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The phase preference of the three forms of thymol
blue in bmimPF6.
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• Utilizing recyclable gases to activate the proton
  switch (a) Thymol blue in the upper aqueous
  phase at pH 13 (b) Bubbling CO2 through the
  RTIL/aqueous system, note the change in dye
  color (c) The yellow form of thymol blue in the
  RTIL phase (d) Bubbling NH3 through the
  RTIL/aqueous system, note the darker color of the
  dye (e) The blue form of thymol blue settling
  into the top aqueous phase.

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a b c
d e

• Solid/liquid separations utilizing the low
  melting dmimPF6 (a) An acidic thymol blue
  solution residing over solid dmimPF6 prior to
  melting (b) After melting the salt, thymol blue
  partitioned to the dmimPF6 (c)
  Recrystallization of dmimPF6 leaves behind a
  red residue (d) An alkaline wash is added to
  remove the dye from the solid surfaces (e) The
  colorless crystalline dmimPF6 solid after
  washing.

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Figure 1 A class apart. Ionic liquids show a
range of properties. Here, hydrophobic EMIm NTf2
(bottom phase) is separated from hydrophobic
C9H20 by blue-dyed H2O. Involatility was assumed
to be a characteristic common to all members of
the class, until Earle showed otherwise.
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FIGURE 1. Labelled photograph of the Kugelrohr
oven and distillation apparatus.
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FIGURE 2. Schematic representation of the
differences between protic and aprotic ionic
liquids, in both the liquid and the gaseous
phases.
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