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Studies on Amino Acid Type Protic Ionic Liquid Comprising N-2-Ethylhexylethylenediaminium Cation Coupled with the dl-Hexanoylalaninate Anion

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Abstract

An acyl-amino acid type protic ionic liquid (PIL) composed of N-2-ethylhexylethylenediaminium ([HEtHex-en]+) coupled with dl-hexanoylalaninate ([Hexala]−), forming dl-[HEtHex][Hexala], was newly synthesized. This PIL has chelate moieties on both the cationic and anionic sides. It is a room-temperature ionic liquid with a glass transition temperature of 237.55 K (− 35.6 °C) and is highly miscible with water (H2O, 90 wt.%) owing to its high polarity. The dynamic viscosity approximately follows the Arrhenius equation while the electrical conductivity slightly deviates from it in the temperature range 303.15–353.15 K. The Walden line of dl-[HEtHex][Hexala] in the same temperature range is found to be outside the ΔW = 1 region. dl-[HEtHex][Hexala] enables the encapsulation of transition metal ions, and the measurements with inductive coupled plasma emission have shown that the solubilities of CuCl2, CoCl2 and NiCl2 in dl-[HEtHex][Hexala] are 74.5, 65.2, and 17.6 mmol·kg−1, respectively.

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Acknowledgements

This work was financially supported by the Key Scientific Research Projects in 2019 at North Minzu University (Project No. 2019 KJ13) and National Natural Science Foundation of China (21663018). We are also grateful to Prof. Masayasu Iida of Nara Women's University for the helpful discussion. We would like to thank Editage (www.editage.com) for English language editing.

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Authors and Affiliations

  1. Chemical Science and Engineering College, North Minzu University, Yinchuan, 750021, China

    Er Hua & Jiaxin Liu

  2. Ningxia Key Laboratory of Solar Chemical Conversion Technology, North Minzu University, Yinchuan, 750021, China

    Er Hua

  3. College of Physics and Electronic Information, Inner Mongolia Normal University, Huhhot, 010022, China

    Gerile Naren

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  1. Er Hua
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  2. Jiaxin Liu
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Correspondence to Er Hua or Gerile Naren.

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Hua, E., Liu, J. & Naren, G. Studies on Amino Acid Type Protic Ionic Liquid Comprising N-2-Ethylhexylethylenediaminium Cation Coupled with the dl-Hexanoylalaninate Anion. J Solution Chem 50, 941–953 (2021). https://doi.org/10.1007/s10953-021-01097-0

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