Supramolecular Organic Radical Gels Formed with 2,2,6,6-Tetramethylpiperidin-1-oxyl-Substituted Cyclohexanediamines: A Very Efficient Charge-Transporting and -Storable Soft Material

Yoshito Sasada, Rieka Ichinoi, Kenichi Oyaizu, Hiroyuki Nishide

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11 Citations (Scopus)

Abstract

A supramolecular gelator, 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)-substituted cyclohexanediamine derivative, was synthesized, and its excellent charge-transporting capability was explored. The gels with organic solvents and electrolytes, or with ionic liquids, were formed via reversible sol-gel phase transition at ca. 50 °C. The organogels displayed electrochemical redox responses at E1/2 = 0.72 V (vs Ag/AgCl) ascribed to the TEMPO moiety. Charge diffusion coefficient of the gel reached 3.3 × 10-7 cm2/s even in the quasi-solid state, which was comparable to those of the homogeneous solution (ca. 10-6). The high charge-transporting capability led to the tremendously large current density (a diffusion limited one) of ca. 1.0 mA/cm2 on a current collector and long distance for the charge-transporting beyond the organogel thickness of 50 μm. A half-cell of the organogel performed a plateau output voltage at the E1/2, very high rate, and almost quantitative charging-discharging, and it had cyclability without any additives such as conductive carbons and binder polymers.

Original languageEnglish
Pages (from-to)5942-5947
Number of pages6
JournalChemistry of Materials
Volume29
Issue number14
DOIs
Publication statusPublished - 2017 Jul 25

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Gels
Ionic Liquids
Ionic liquids
Organic solvents
Electrolytes
Sol-gels
Binders
Polymers
Current density
Carbon
Phase transitions
Derivatives
Electric potential
Oxidation-Reduction

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Chemistry

Cite this

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title = "Supramolecular Organic Radical Gels Formed with 2,2,6,6-Tetramethylpiperidin-1-oxyl-Substituted Cyclohexanediamines: A Very Efficient Charge-Transporting and -Storable Soft Material",
abstract = "A supramolecular gelator, 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)-substituted cyclohexanediamine derivative, was synthesized, and its excellent charge-transporting capability was explored. The gels with organic solvents and electrolytes, or with ionic liquids, were formed via reversible sol-gel phase transition at ca. 50 °C. The organogels displayed electrochemical redox responses at E1/2 = 0.72 V (vs Ag/AgCl) ascribed to the TEMPO moiety. Charge diffusion coefficient of the gel reached 3.3 × 10-7 cm2/s even in the quasi-solid state, which was comparable to those of the homogeneous solution (ca. 10-6). The high charge-transporting capability led to the tremendously large current density (a diffusion limited one) of ca. 1.0 mA/cm2 on a current collector and long distance for the charge-transporting beyond the organogel thickness of 50 μm. A half-cell of the organogel performed a plateau output voltage at the E1/2, very high rate, and almost quantitative charging-discharging, and it had cyclability without any additives such as conductive carbons and binder polymers.",
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N2 - A supramolecular gelator, 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)-substituted cyclohexanediamine derivative, was synthesized, and its excellent charge-transporting capability was explored. The gels with organic solvents and electrolytes, or with ionic liquids, were formed via reversible sol-gel phase transition at ca. 50 °C. The organogels displayed electrochemical redox responses at E1/2 = 0.72 V (vs Ag/AgCl) ascribed to the TEMPO moiety. Charge diffusion coefficient of the gel reached 3.3 × 10-7 cm2/s even in the quasi-solid state, which was comparable to those of the homogeneous solution (ca. 10-6). The high charge-transporting capability led to the tremendously large current density (a diffusion limited one) of ca. 1.0 mA/cm2 on a current collector and long distance for the charge-transporting beyond the organogel thickness of 50 μm. A half-cell of the organogel performed a plateau output voltage at the E1/2, very high rate, and almost quantitative charging-discharging, and it had cyclability without any additives such as conductive carbons and binder polymers.

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