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Melting-Point Estimation of Ionic Liquids by a Group Contribution Method

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Abstract

Based on experimental data collected from the literature, a group contribution method for estimating the melting points of imidazolium-, pyridinium-, pyrrolidinium-, ammonium-, phosphonium-, and piperidinium-based ionic liquids (ILs) with common anions is proposed. The method considers the contributions of ionic groups and methylene groups, as additive parameters, and two nonadditive characteristic geometric parameters of cations such as symmetry and flexibility. A total of 293 data points for 136 ILs were used in this study. The average relative deviation and the average absolute deviation of the proposed model are 7.8% and 22.6 K, respectively. It is concluded that the proposal is useful for the prediction of the melting points for a wide range of ILs.

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Abbreviations

[C n mim]+ :

n-Alkyl-3-methylimidazolium cation

[C n eim]+ :

n-Alkyl-3-ethylimidazolium cation

[C n pim]+ :

n-Alkyl-3-propylimidazolium cation

[C n bim]+ :

n-Alkyl-3-butylimidazolium cation

[C n1C n2im]+ :

n-Alkyl-3-n-alkylimidazolium cation

C n1 and C n2 :

C1=methyl, C2=ethyl, C3=propyl, C4=butyl, C5=pentyl, C6=hexyl, C7=heptyl, C8=octyl

[C n mmim]+ :

n-Alkyl-2,3-dimethylimidazolium cation

[C n py]+ :

n-Alkyl pyridinium cation

[C n (dmN)py]+ :

n-Alkyl-4-(dimethylamino)pyridinium cation

[C n mpyr]+ :

n-Alkyl-1-methylpyrrolidinium cation

[C n mpip]+ :

n-Alkyl-1-methylpiperidinium cation

[Am(n)n,n,n]+ :

n,n,n,n-Tetraalkylammonium cation

[n,n,n(n)Ph]+ :

n,n,n,n-Tetraalkylphosphonium cation

[PF6]− :

Hexafluorophosphate

[BF4]− :

Tetrafluoroborate

[Tf2N]− :

Bis(trifluoromethylsulfonyl)imide

[Cl]− :

Chloride

[CH3COO]− :

Acetate

[MeSO4]− :

Methyl sulfate

[EtSO4]− :

Ethyl sulfate

[CF3SO3]− :

Trifluoromethanesulfonate

[Pf2N]− :

Bis(perfluoroethylsulfonyl)imide

[CF3COO]− :

Trifluoroacetate

[N(CN)2]− :

Dicyanamide

[C(CN)3]− :

Tricyanomethanide

[AlCl4]− :

Tetrachloroalluminate

[Br]− :

Bromide

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Authors and Affiliations

  1. Chemical and Mineral Process Engineering Department, University of Antofagasta, Campus Coloso s/n, Antofagasta, Chile

    Claudia L. Aguirre & Luis A. Cisternas

  2. Mechanical Engineering Department, University of La Serena, Casilla 554, La Serena, Chile

    José O. Valderrama

  3. Center for Technological Information (CIT), Casilla 724, La Serena, Chile

    José O. Valderrama

Authors
  1. Claudia L. Aguirre
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  2. Luis A. Cisternas
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  3. José O. Valderrama
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Correspondence to Claudia L. Aguirre.

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Aguirre, C.L., Cisternas, L.A. & Valderrama, J.O. Melting-Point Estimation of Ionic Liquids by a Group Contribution Method. Int J Thermophys 33, 34–46 (2012). https://doi.org/10.1007/s10765-011-1133-5

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