The Structures and Classification of ILs

There are a large number of ILs that can be produced theoretically, while the synthesized and reported ones are very limited [25]. By the end of 2009, more than 1,800 available ionic liquids which were composed of 714 different cations and 189 different anions have been reported in the book named ionic liquid: physico­chemical properties have reported [26]. According to our current ionic liquids

Types

Cations

Structures

Imidazolium based cations

1-alkyl-3-methylimidazolium

1-alkyl-2, 3-dimethylimidazolium

Pyridinium based cations

1-alkylpyridinium

1-alkyl-1-methylpyridinium

Pyrrolidinium based cation

1-alkyl-1-methylpyrrolidinium

Table 1.1 Common used cations of ILs

Phosphonium, ammonium, sulfonium Tetraalkylphosphonium based cations

Rp—— P——— Rn

Ro

Rm

Rm

Metal based cations Trialkylsulfonium,M = Co2+, Ni2 Et / Cl

Tetraakylammonium

Functionalized cationsCl-ClCt ClClClimage014image41-phenylethanoyl-3-

methylimidazolium

N-propane

sulfuricpyridiniumdihydro 1-methyl-4-(2-azidoethyl)-1, 2, 4-triazolium

database, there are more than 2,300 kinds of ILs, including varieties of 229 anions, 907 cations. In these ILs, the most common used cations are imidazolium, pyridinium, piperidinium, tetraalkylphosphonium, tetraalkylammonium, trialkylsulfonium and metal based, functional cations, the cations are listed in Table 1.1.

However, the generally used ions are either inorganic or organic, for example, hexafluorophosphate, bis (trifluoromethylsulfonyl) imide, tetrafluoroborate, trifluoro- methanesulfonate, dicyanamide, halide, formate, acetate, and alkyl-phosphate and so on (Table 1.2).

Entry

Anions

Structures

1

Hexafluorophosphate

F

4/

F F

2

Tetrafluoroborate

F

Table 1.2 Common used anions of ILs

F— в—— F

F

3

Trifluoromethanesulfonate

4a

Methyl sulfate

5

Acetate

6

[N (CN2)]~ chloride/bromide/iodide

7

Chloride/bromide/iodide

8a

Dimethyl phosphate

image016 Hydrogen maleate Q,O',OH,image5

OMe

10 image019CF3image6 Cl Cl Al“ Cl Cl  O Tyrosine

11 Valine

12b Tetrakis [3, 5-bis (trifluoromethyl)

phenyl] borate

13c bis(trifluoromethanesulfonyl)amide

14 Trifluoroacetate

15d AlCl4- a the methyl also could be changed into ethyl et al.

b the other borate and borane anions are fluoroacetoxyborate, bis(oxalato)borate, alkyl carborane et al. c the similar anions are bis(perfluoroethylsulfonyl)amide, 2,2,2-trifluoro-N-( trifluoromethanesulfonyl) acetamide, tris(trifluoromethanesulfonyl)methanide. d the similar metal salts based anion like FeCl4-.