Synthesis and Characteristics of Pyrrolidinium-Based Organic Ionic Plastic Crystals with Various Sulfonylamide Anions

Masahiro Yoshizawa-Fujita; Hiromasa Yamada; Shun Yamaguchi; Haijin Zhu; Maria Forsyth; Yuko Takeoka; Masahiro Rikukawa

doi:10.1002/batt.202000040

Synthesis and Characteristics of Pyrrolidinium-Based Organic Ionic Plastic Crystals with Various Sulfonylamide Anions

Masahiro Yoshizawa-Fujita^*, Hiromasa Yamada, Shun Yamaguchi, Haijin Zhu, Maria Forsyth, Yuko Takeoka, Masahiro Rikukawa

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

Organic ionic plastic crystals (OIPCs) have been studied as solid-state electrolytes owing to their desirable properties such as plasticity, non-flammability, and high ionic conductivity. However, the relationship between the ion structures and the properties of OIPCs are poorly understood. To supplement our previous work on the effects of the side chain structure of pyrrolidinium salts on their properties, this study examined the effects of the anion structure. For this purpose, five N,N-diethylpyrrolidinium ([C₂epyr]) salts with various sulfonylamide anions were synthesized. The [C₂epyr] salts with bis(fluorosulfonyl)amide ([FSA]) and bis(pentafluoroethanesulfonyl)amide ([BETA]) exhibited higher ionic conductivity values at room temperature than the other [C₂epyr] salts. The ¹H and ¹⁹F solid-state NMR results indicated that the component ions in [C₂epyr][FSA] and [C₂epyr][BETA] exhibited high rotational mobility, even in the solid state. Thus, rotational mobility is likely important for achieving high ionic conductivity.

Original language	English
Pages (from-to)	884-891
Number of pages	8
Journal	Batteries and Supercaps
Volume	3
Issue number	9
DOIs	https://doi.org/10.1002/batt.202000040
State	Published - 1 Sep 2020
Externally published	Yes

Keywords

NMR spectroscopy
mesophases
organic ionic plastic crystals
solid-state electrolytes
sulfonylamide anions

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10.1002/batt.202000040

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title = "Synthesis and Characteristics of Pyrrolidinium-Based Organic Ionic Plastic Crystals with Various Sulfonylamide Anions",

abstract = "Organic ionic plastic crystals (OIPCs) have been studied as solid-state electrolytes owing to their desirable properties such as plasticity, non-flammability, and high ionic conductivity. However, the relationship between the ion structures and the properties of OIPCs are poorly understood. To supplement our previous work on the effects of the side chain structure of pyrrolidinium salts on their properties, this study examined the effects of the anion structure. For this purpose, five N,N-diethylpyrrolidinium ([C2epyr]) salts with various sulfonylamide anions were synthesized. The [C2epyr] salts with bis(fluorosulfonyl)amide ([FSA]) and bis(pentafluoroethanesulfonyl)amide ([BETA]) exhibited higher ionic conductivity values at room temperature than the other [C2epyr] salts. The 1H and 19F solid-state NMR results indicated that the component ions in [C2epyr][FSA] and [C2epyr][BETA] exhibited high rotational mobility, even in the solid state. Thus, rotational mobility is likely important for achieving high ionic conductivity.",

keywords = "NMR spectroscopy, mesophases, organic ionic plastic crystals, solid-state electrolytes, sulfonylamide anions",

author = "Masahiro Yoshizawa-Fujita and Hiromasa Yamada and Shun Yamaguchi and Haijin Zhu and Maria Forsyth and Yuko Takeoka and Masahiro Rikukawa",

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year = "2020",

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T1 - Synthesis and Characteristics of Pyrrolidinium-Based Organic Ionic Plastic Crystals with Various Sulfonylamide Anions

AU - Yoshizawa-Fujita, Masahiro

AU - Yamada, Hiromasa

AU - Yamaguchi, Shun

AU - Zhu, Haijin

AU - Forsyth, Maria

AU - Takeoka, Yuko

AU - Rikukawa, Masahiro

PY - 2020/9/1

Y1 - 2020/9/1

N2 - Organic ionic plastic crystals (OIPCs) have been studied as solid-state electrolytes owing to their desirable properties such as plasticity, non-flammability, and high ionic conductivity. However, the relationship between the ion structures and the properties of OIPCs are poorly understood. To supplement our previous work on the effects of the side chain structure of pyrrolidinium salts on their properties, this study examined the effects of the anion structure. For this purpose, five N,N-diethylpyrrolidinium ([C2epyr]) salts with various sulfonylamide anions were synthesized. The [C2epyr] salts with bis(fluorosulfonyl)amide ([FSA]) and bis(pentafluoroethanesulfonyl)amide ([BETA]) exhibited higher ionic conductivity values at room temperature than the other [C2epyr] salts. The 1H and 19F solid-state NMR results indicated that the component ions in [C2epyr][FSA] and [C2epyr][BETA] exhibited high rotational mobility, even in the solid state. Thus, rotational mobility is likely important for achieving high ionic conductivity.

AB - Organic ionic plastic crystals (OIPCs) have been studied as solid-state electrolytes owing to their desirable properties such as plasticity, non-flammability, and high ionic conductivity. However, the relationship between the ion structures and the properties of OIPCs are poorly understood. To supplement our previous work on the effects of the side chain structure of pyrrolidinium salts on their properties, this study examined the effects of the anion structure. For this purpose, five N,N-diethylpyrrolidinium ([C2epyr]) salts with various sulfonylamide anions were synthesized. The [C2epyr] salts with bis(fluorosulfonyl)amide ([FSA]) and bis(pentafluoroethanesulfonyl)amide ([BETA]) exhibited higher ionic conductivity values at room temperature than the other [C2epyr] salts. The 1H and 19F solid-state NMR results indicated that the component ions in [C2epyr][FSA] and [C2epyr][BETA] exhibited high rotational mobility, even in the solid state. Thus, rotational mobility is likely important for achieving high ionic conductivity.

KW - NMR spectroscopy

KW - mesophases

KW - organic ionic plastic crystals

KW - solid-state electrolytes

KW - sulfonylamide anions

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DO - 10.1002/batt.202000040

M3 - 文章

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ER -

Synthesis and Characteristics of Pyrrolidinium-Based Organic Ionic Plastic Crystals with Various Sulfonylamide Anions

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