Polymerization inhibition mechanism of 1,4-naphthoquinone by experimentation and DFT calculations

Takahashi, Takuji; Ikejiri, Yujirou; Himori, Shunichi; Gotoh, Hiroaki

doi:10.1038/s41428-019-0206-3

Cited by 5 publications

(2 citation statements)

References 7 publications

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“…NQ is a common and unique polymerization inhibitor . Therefore, it is difficult to utilize the conventional radical polymerization methods to prepare these redox polymers.…”

Section: Resultsmentioning

confidence: 99%

“…NQ is a common and unique polymerization inhibitor. 28 Therefore, it is difficult to utilize the conventional radical polymerization methods to prepare these redox polymers. In this study, a polymer bearing NQ was synthesized via the nucleophilic substitution of 2-bromo-1,4-naphthoquinone and poly-(allylamine) for 24 h (see Scheme 1 and Table 1).…”

Section: Methodsmentioning

confidence: 99%

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Charge- and Proton-Storage Capability of Naphthoquinone-Substituted Poly(allylamine) as Electrode-Active Material for Polymer–Air Secondary Batteries

Oka

Murao

Kobayashi

et al. 2020

ACS Appl. Energy Mater.

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1,4-Naphthoquinone (NQ) undergoes a two electron and two proton redox process in one step at a potential of −0.05 V (vs Ag/ AgCl) in 0.05 M H 2 SO 4 aqueous solution. Its heterogeneous electron transfer rate constant is comparable to those of electrochemically reversible redox-active molecules. Therefore, NQ is a potential electrode-active material candidate in acidic aqueous electrolyte. Simple nucleophilic substitution of 2-bromo-1,4-naphthoquinone and poly-(allylamine) yields NQ-substituted poly(allylamine) (PNQ), enabling us to adjust the hydrophilicity of the redox polymer according to the NQ introduction rate. A polymer−air secondary battery composed of the PNQ anode, the Pt/C cathode, and 0.05 M H 2 SO 4 aqueous electrolyte displayed high cyclability (>100 cycles) and C-rate capability (∼15 C) with a moderate voltage of 0.8 V during discharging.

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“…NQ is a common and unique polymerization inhibitor . Therefore, it is difficult to utilize the conventional radical polymerization methods to prepare these redox polymers.…”

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Charge- and Proton-Storage Capability of Naphthoquinone-Substituted Poly(allylamine) as Electrode-Active Material for Polymer–Air Secondary Batteries

Oka

Murao

Kobayashi

et al. 2020

ACS Appl. Energy Mater.

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Redox Polymers: Architectures, Synthesis, and Characterization^*

2023

An Introduction to Redox Polymers for Energy‐Storage Applications

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Improved capacitive performance of polypyrrole-based composite hydrogel for flexible self-powered sensing system

Han,

Li,

Chen

et al. 2023

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Polymerization inhibition mechanism of 1,4-naphthoquinone by experimentation and DFT calculations

Cited by 5 publications

References 7 publications

Charge- and Proton-Storage Capability of Naphthoquinone-Substituted Poly(allylamine) as Electrode-Active Material for Polymer–Air Secondary Batteries

Charge- and Proton-Storage Capability of Naphthoquinone-Substituted Poly(allylamine) as Electrode-Active Material for Polymer–Air Secondary Batteries

Redox Polymers: Architectures, Synthesis, and Characterization^*

Improved capacitive performance of polypyrrole-based composite hydrogel for flexible self-powered sensing system

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Polymerization inhibition mechanism of 1,4-naphthoquinone by experimentation and DFT calculations

Cited by 5 publications

References 7 publications

Charge- and Proton-Storage Capability of Naphthoquinone-Substituted Poly(allylamine) as Electrode-Active Material for Polymer–Air Secondary Batteries

Charge- and Proton-Storage Capability of Naphthoquinone-Substituted Poly(allylamine) as Electrode-Active Material for Polymer–Air Secondary Batteries

Redox Polymers: Architectures, Synthesis, and Characterization*

Improved capacitive performance of polypyrrole-based composite hydrogel for flexible self-powered sensing system

Contact Info

Product

Resources

About

Redox Polymers: Architectures, Synthesis, and Characterization^*