Citation: GAO Bo, YANG Hongwei, TIAN Shaopeng, ZHAO Yuzhen, Tian TIAN. Solubility Properties of 1-Alkyl-4-amino-1, 2, 4-triazolium Energetic Ionic Liquids[J]. Chinese Journal of Applied Chemistry, ;2019, 36(9): 1044-1052. doi: 10.11944/j.issn.1000-0518.2019.09.190036 shu

Solubility Properties of 1-Alkyl-4-amino-1, 2, 4-triazolium Energetic Ionic Liquids

GAO Bo ^a,, ,
YANG Hongwei ^a ,
TIAN Shaopeng ^a ,
ZHAO Yuzhen ^a ,
Tian TIAN ^b,,

a.
School of Science, Xijing University, Xi'an 710123, China
b.
Materials Science and Engineering, Hebei University of Engineering, Handan, Hebei 056038, China

Corresponding author: GAO Bo, gaoboo_1989@126.com Tian TIAN, tiantian19860102@126.com
Received Date: 13 February 2019
Revised Date: 25 April 2019
Accepted Date: 28 May 2019

Fund Project: the Special Scientific Research Project of Shaanxi Provincial Education Department 18Jk1205the Natural Science Foundation Youth Fund Project of Hebei E2018402211Supported by the Special Scientific Research Project of Shaanxi Provincial Education Department(No.18Jk1205), and the Natural Science Foundation Youth Fund Project of Hebei(No. E2018402211)

Figures(11)

Based on NO₃^-, ClO₄^-, N(CN)₂^-, [2, 4, 5-TNI]^-, [3, 5-DNTZ]^- anions, a series of 1-alkyl-4-amino-1, 2, 4-triazolium energetic ionic liquids(EILs) were synthesized. The structures were characterized by ¹H NMR spectroscopy. The interaction energies of EILs-solvents and dipole moment of the 1-alkyl-4-amino-1, 2, 4-triazolium EILs were calculated using ab initio at MP2/6-311G++(2d, p). The relationships between the solubility and molecular structure, common solvents, and the interaction energies of EILs-solvents, etc., were discussed systematically. The results showed that the|ΔE|between[BATZ]NO₃ and water had the biggest value of 40.7 kJ/mol with the different cations and the|ΔE|of[BATZ] [3, 5-DNTZ] and water possessed the biggest value of 45.1 kJ/mol with the same cation. The dipole moment of the above EILs was in the following order:[BATZ] [3, 5-DNTZ] > [BATZ] [2, 4, 5-TNI] > [BATZ]N(CN)₂ > [BATZ]ClO₄ > [RATZ]NO₃. The solubility of the title energetic ionic liquids increased with decreasing dielectric constant of solvent. With the increase of the alkyl chain length, the interaction energies of EILs-solvents, the anion size, and the solubility in polar solvents all decreased. The solubility in polar solvents was in the following order:[BATZ] [3, 5-DNTZ] > [BATZ] [2, 4, 5-TNI] > [BATZ]NO₃ > [BATZ]ClO₄ > [BATZ]N(CN)₂ > [PATZ]NO₃ > [HATZ]NO₃ > [DATZ]NO₃, and[BATZ] [2, 4, 5-TNI] had the highest solubility of 10.0327 g/10 g in water.
- energetic ionic liquids,
- density functional methods,
- solubility,
- dielectric constant
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