2‐Methoxyhydroquinone from Vanillin for Aqueous Redox‐Flow Batteries

Werner Schlemmer; Philipp Nothdurft; Alina Petzold; Philipp Frühwirt; Max Schmallegger; Georg Gescheidt-Demner; Roland Fischer; Stefan Freunberger; Wolfgang Kern; Stefan Spirk

doi:https://doi.org/10.1002/anie.202008253

2‐Methoxyhydroquinone from Vanillin for Aqueous Redox‐Flow Batteries

Werner Schlemmer, Philipp Nothdurft, Alina Petzold, Philipp Frühwirt, Max Schmallegger, Georg Gescheidt-Demner, Roland Fischer, Stefan Freunberger, Wolfgang Kern, Stefan Spirk^*

^*Corresponding author for this work

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

Abstract

We show the synthesis of a redox‐active quinone, 2‐methoxy‐1,4‐hydroquinone (MHQ), from a bio‐based feedstock and its suitability as electrolyte in aqueous redox flow batteries. We identified semiquinone intermediates at insufficiently low pH and quinoid radicals as responsible for decomposition of MHQ under electrochemical conditions. Both can be avoided and/or stabilized, respectively, using H 3 PO 4 electrolyte, allowing for reversible cycling in a redox flow battery for hundreds of cycles.

Original language	English
Pages (from-to)	22943-22946
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	59
Issue number	51
Early online date	Oct 2020
DOIs	https://doi.org/10.1002/anie.202008253
Publication status	Published - 14 Dec 2020

Keywords

Quinone
Vanillin
Lignin
Redox flow
Energy storage
Radical
lignin
redox-flow batteries
vanillin
quinone

ASJC Scopus subject areas

Chemistry(all)
Catalysis

Access to Document

https://doi.org/10.1002/anie.202008253Licence: CC BY 4.0

Cite this

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title = "2‐Methoxyhydroquinone from Vanillin for Aqueous Redox‐Flow Batteries",

abstract = "We show the synthesis of a redox‐active quinone, 2‐methoxy‐1,4‐hydroquinone (MHQ), from a bio‐based feedstock and its suitability as electrolyte in aqueous redox flow batteries. We identified semiquinone intermediates at insufficiently low pH and quinoid radicals as responsible for decomposition of MHQ under electrochemical conditions. Both can be avoided and/or stabilized, respectively, using H 3 PO 4 electrolyte, allowing for reversible cycling in a redox flow battery for hundreds of cycles.",

keywords = "Quinone, Vanillin, Lignin, Redox flow, Energy storage, Radical, lignin, redox-flow batteries, vanillin, quinone",

author = "Werner Schlemmer and Philipp Nothdurft and Alina Petzold and Philipp Fr{\"u}hwirt and Max Schmallegger and Georg Gescheidt-Demner and Roland Fischer and Stefan Freunberger and Wolfgang Kern and Stefan Spirk",

year = "2020",

month = dec,

day = "14",

doi = "https://doi.org/10.1002/anie.202008253",

language = "English",

volume = "59",

pages = "22943--22946",

journal = "Angewandte Chemie - International Edition ",

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TY - JOUR

T1 - 2‐Methoxyhydroquinone from Vanillin for Aqueous Redox‐Flow Batteries

AU - Schlemmer, Werner

AU - Nothdurft, Philipp

AU - Petzold, Alina

AU - Frühwirt, Philipp

AU - Schmallegger, Max

AU - Gescheidt-Demner, Georg

AU - Fischer, Roland

AU - Freunberger, Stefan

AU - Kern, Wolfgang

AU - Spirk, Stefan

PY - 2020/12/14

Y1 - 2020/12/14

N2 - We show the synthesis of a redox‐active quinone, 2‐methoxy‐1,4‐hydroquinone (MHQ), from a bio‐based feedstock and its suitability as electrolyte in aqueous redox flow batteries. We identified semiquinone intermediates at insufficiently low pH and quinoid radicals as responsible for decomposition of MHQ under electrochemical conditions. Both can be avoided and/or stabilized, respectively, using H 3 PO 4 electrolyte, allowing for reversible cycling in a redox flow battery for hundreds of cycles.

AB - We show the synthesis of a redox‐active quinone, 2‐methoxy‐1,4‐hydroquinone (MHQ), from a bio‐based feedstock and its suitability as electrolyte in aqueous redox flow batteries. We identified semiquinone intermediates at insufficiently low pH and quinoid radicals as responsible for decomposition of MHQ under electrochemical conditions. Both can be avoided and/or stabilized, respectively, using H 3 PO 4 electrolyte, allowing for reversible cycling in a redox flow battery for hundreds of cycles.

KW - Quinone

KW - Vanillin

KW - Lignin

KW - Redox flow

KW - Energy storage

KW - Radical

KW - lignin

KW - redox-flow batteries

KW - vanillin

KW - quinone

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U2 - https://doi.org/10.1002/anie.202008253

DO - https://doi.org/10.1002/anie.202008253

M3 - Article

SN - 1433-7851

VL - 59

SP - 22943

EP - 22946

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 51

ER -

2‐Methoxyhydroquinone from Vanillin for Aqueous Redox‐Flow Batteries

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

LignoBatt - Lignin in redox-flow batteries

Lignin based active materials for redox flow batteries

Paper and Beyond

GÖCH Science Slam 2021

ACS CELL Graduate Student Award

Werner Schlemmer entwickelt die Batterie der Zukunft

Cite this

2‐Methoxyhydroquinone from Vanillin for Aqueous Redox‐Flow Batteries

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Projects

LignoBatt - Lignin in redox-flow batteries

Activities

Lignin based active materials for redox flow batteries

Paper and Beyond

GÖCH Science Slam 2021

Prizes

ACS CELL Graduate Student Award

Press/Media

Werner Schlemmer entwickelt die Batterie der Zukunft

Cite this