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

doi:10.11944/j.issn.1000-0518.2019.09.190036

Chinese Journal of Applied Chemistry ›› 2019, Vol. 36 ›› Issue (9): 1044-1052.DOI: 10.11944/j.issn.1000-0518.2019.09.190036

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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^*()

^aSchool of Science,Xijing University,Xi'an 710123,China
^bMaterials Science and Engineering,Hebei University of Engineering,Handan,Hebei 056038,China

Received:2019-02-13 Accepted:2019-05-28 Published:2019-09-05 Online:2019-09-05
Contact: Tian TIAN
Supported by:
Supported 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)

Abstract

Abstract:

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.

Key words: energetic ionic liquids, density functional methods, solubility, dielectric constant

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.

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

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