Proton-enabled biomimetic stabilization of small-molecule organic cathode in aqueous zinc-ion batteries

Luu, Nhu T. H.; Ivanov, Alexander S.; Chen, Teng-Hao; Popovs, Ilja; Lee, Jui-Chin; Kaveevivitchai, Watchareeya

doi:10.1039/d2ta01621d

Title: Proton-enabled biomimetic stabilization of small-molecule organic cathode in aqueous zinc-ion batteries

Journal Article · Mon May 09 00:00:00 EDT 2022 · Journal of Materials Chemistry. A

DOI:https://doi.org/10.1039/d2ta01621d· OSTI ID:1898993

Luu, Nhu T. H. ^[1];

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^[2]; Lee, Jui-Chin ^[1];

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National Cheng Kung Univ., Tainan City (Taiwan)
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)

Small-molecule organic cathode materials offer flexible structural design features, high capacity and sustainable production. Nonetheless, the stability decrease due to the high solubility of the electrode materials especially under electrochemical cycling conditions limits their wide-range applications in energy storage technologies. Here we describe a nature-inspired strategy to address cathode stability via introduction of transient vinylogous amide hydrogen bond networks into the small-molecule organic electrode material hexaazatrianthranylene (HATA) embedded quinone (HATAQ). Thanks to the proton-enabled biomimetic mechanism, HATAQ exhibits unparalleled cycling stability, ultra-high capacity and rate capability in aqueous zinc-ion batteries, delivering 492 mA h g^-1 at 50 mA g^-1 and a reversible capacity of 199 mA h g^-1, corresponding to 99% retention at 20 A g^-1 after 1000 cycles.

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Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States); Energy Frontier Research Centers (EFRC) (United States). Fluid Interface Reactions, Structures and Transport Center (FIRST); Brookhaven National Laboratory (BNL), Upton, NY (United States). National Synchrotron Light Source II (NSLS-II)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Materials Sciences & Engineering Division; Ministry of Science and Technology, Taiwan (MOST); USDOE

Grant/Contract Number:: AC05-00OR22725; MOST109-2113-M-006-016; MOST109-2634-F-006-020; SC0012704

OSTI ID:: 1898993

Alternate ID(s):: OSTI ID: 1870930

Journal Information:: Journal of Materials Chemistry. A, Vol. 10, Issue 23; ISSN 2050-7488

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

References (32)

High-capacity zinc-ion storage in an open-tunnel oxide for aqueous and nonaqueous Zn-ion batteries Kaveevivitchai, Watchareeya; Manthiram, Arumugam Journal of Materials Chemistry A, Vol. 4, Issue 48 https://doi.org/10.1039/C6TA07747A	journal	January 2016
Supramolecular Self‐Assembled Multi‐Electron‐Acceptor Organic Molecule as High‐Performance Cathode Material for Li‐Ion Batteries Wu, Meng‐Siou; Luu, Nhu T. H.; Chen, Teng‐Hao Advanced Energy Materials, Vol. 11, Issue 31 https://doi.org/10.1002/aenm.202100330	journal	May 2021
Effects of Zn ²⁺ and H ⁺ Association with Naphthalene Diimide Electrodes for Aqueous Zn-Ion Batteries Na, Moony; Oh, Yusik; Byon, Hye Ryung Chemistry of Materials, Vol. 32, Issue 16 https://doi.org/10.1021/acs.chemmater.0c02357	journal	July 2020
A high capacity small molecule quinone cathode for rechargeable aqueous zinc-organic batteries Lin, Zirui; Shi, Hua-Yu; Lin, Lu Nature Communications, Vol. 12, Issue 1 https://doi.org/10.1038/s41467-021-24701-9	journal	July 2021
A High-Rate and Stable Quasi-Solid-State Zinc-Ion Battery with Novel 2D Layered Zinc Orthovanadate Array Chao, Dongliang; Zhu, Changrong Rose; Song, Ming Advanced Materials, Vol. 30, Issue 32 https://doi.org/10.1002/adma.201803181	journal	July 2018
Ultra-high cycling stability of poly(vinylphenothiazine) as a battery cathode material resulting from π–π interactions Kolek, M.; Otteny, F.; Schmidt, P. Energy & Environmental Science, Vol. 10, Issue 11 https://doi.org/10.1039/C7EE01473B	journal	January 2017
The Role of Side-chain Hydrogen Bonds in the Formation and Stabilization of Secondary Structure in Soluble Proteins Bordo, Domenico; Argos, Patrick Journal of Molecular Biology, Vol. 243, Issue 3 https://doi.org/10.1006/jmbi.1994.1676	journal	October 1994
Intramolecularly Hydrogen-Bonded Peptide Conformation Toniolo, Claudio; Benedetti, Ettore Critical Reviews in Biochemistry, Vol. 9, Issue 1 https://doi.org/10.3109/10409238009105471	journal	January 1980
A prevalent intraresidue hydrogen bond stabilizes proteins Newberry, Robert W.; Raines, Ronald T. Nature Chemical Biology, Vol. 12, Issue 12 https://doi.org/10.1038/nchembio.2206	journal	October 2016
Critical Role of pH Evolution of Electrolyte in the Reaction Mechanism for Rechargeable Zinc Batteries Lee, Boeun; Seo, Hyo Ree; Lee, Hae Ri ChemSusChem, Vol. 9, Issue 20 https://doi.org/10.1002/cssc.201600702	journal	September 2016
Natural hybrid orbitals Foster, J. P.; Weinhold, F. Journal of the American Chemical Society, Vol. 102, Issue 24 https://doi.org/10.1021/ja00544a007	journal	September 1980
The Occurence of C–H · · · O Hydrogen Bonds in Proteins Derewenda, Zygmunt S.; Lee, Linda; Derewenda, Urszula Journal of Molecular Biology, Vol. 252, Issue 2 https://doi.org/10.1006/jmbi.1995.0492	journal	September 1995
Ultrafast Rechargeable Aqueous Zinc‐Ion Batteries Based on Stable Radical Chemistry Tang, Mengyao; Zhu, Qiaonan; Hu, Pengfei Advanced Functional Materials, Vol. 31, Issue 33 https://doi.org/10.1002/adfm.202102011	journal	June 2021
Design Strategies for High‐Performance Aqueous Zn/Organic Batteries Tie, Zhiwei; Niu, Zhiqiang Angewandte Chemie International Edition, Vol. 59, Issue 48 https://doi.org/10.1002/anie.202008960	journal	August 2020
The rise of organic electrode materials for energy storage Schon, Tyler B.; McAllister, Bryony T.; Li, Peng-Fei Chemical Society Reviews, Vol. 45, Issue 22 https://doi.org/10.1039/C6CS00173D	journal	January 2016
Recent Progress of Hexaazatriphenylene-based Electrode Materials for Rechargeable Batteries Weng, Jiena; Xi, Qiao; Zeng, Xinwei Catalysis Today https://doi.org/10.1016/j.cattod.2021.09.040	journal	October 2021
Joint Charge Storage for High‐Rate Aqueous Zinc–Manganese Dioxide Batteries Jin, Yan; Zou, Lianfeng; Liu, Lili Advanced Materials, Vol. 31, Issue 29 https://doi.org/10.1002/adma.201900567	journal	May 2019
Binding Zinc Ions by Carboxyl Groups from Adjacent Molecules toward Long‐Life Aqueous Zinc–Organic Batteries Wang, Yanrong; Wang, Caixing; Ni, Zhigang Advanced Materials, Vol. 32, Issue 16 https://doi.org/10.1002/adma.202000338	journal	March 2020
Organic Electrode Materials for Metal Ion Batteries Shea, John J.; Luo, Chao ACS Applied Materials & Interfaces, Vol. 12, Issue 5 https://doi.org/10.1021/acsami.9b20384	journal	January 2020
Low-barrier hydrogen bonds and enzymic catalysis Cleland, W.; Kreevoy, M. Science, Vol. 264, Issue 5167 https://doi.org/10.1126/science.8009219	journal	June 1994
Proton and deuteron mobility in normal and heavy water solutions of electrolytes Roberts, Noel K.; Northey, Helen L. Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases, Vol. 70, Issue 0 https://doi.org/10.1039/f19747000253	journal	January 1974
Positioning Organic Electrode Materials in the Battery Landscape Liang, Yanliang; Yao, Yan Joule, Vol. 2, Issue 9 https://doi.org/10.1016/j.joule.2018.07.008	journal	September 2018
Highly durable organic electrode for sodium-ion batteries via a stabilized α-C radical intermediate Wu, Shaofei; Wang, Wenxi; Li, Minchan Nature Communications, Vol. 7, Issue 1 https://doi.org/10.1038/ncomms13318	journal	November 2016
Raising the redox potential in carboxyphenolate-based positive organic materials via cation substitution Jouhara, Alia; Dupré, Nicolas; Gaillot, Anne-Claire Nature Communications, Vol. 9, Issue 1 https://doi.org/10.1038/s41467-018-06708-x	journal	October 2018
An Environmentally Friendly and Flexible Aqueous Zinc Battery Using an Organic Cathode Guo, Zhaowei; Ma, Yuanyuan; Dong, Xiaoli Angewandte Chemie International Edition, Vol. 57, Issue 36 https://doi.org/10.1002/anie.201807121	journal	August 2018
Proton Insertion Chemistry of a Zinc–Organic Battery Tie, Zhiwei; Liu, Luojia; Deng, Shenzhen Angewandte Chemie International Edition, Vol. 59, Issue 12 https://doi.org/10.1002/anie.201916529	journal	February 2020
Two‐Dimensional Organic Supramolecule via Hydrogen Bonding and π–π Stacking for Ultrahigh Capacity and Long‐Life Aqueous Zinc–Organic Batteries Chen, Yuan; Li, Jianyao; Zhu, Qin Angewandte Chemie International Edition https://doi.org/10.1002/anie.202116289	journal	January 2022
Diffusion-free Grotthuss topochemistry for high-rate and long-life proton batteries Wu, Xianyong; Hong, Jessica J.; Shin, Woochul Nature Energy, Vol. 4, Issue 2 https://doi.org/10.1038/s41560-018-0309-7	journal	January 2019
Local structure of nanoporous carbons Petkov, V.; Difrancesco, R. G.; Billinge, S. J. L. Philosophical Magazine B, Vol. 79, Issue 10 https://doi.org/10.1080/13642819908218319	journal	October 1999
Molecular Engineering of Covalent Organic Framework Cathodes for Enhanced Zinc‐Ion Batteries Wang, Wenxi; Kale, Vinayak S.; Cao, Zhen Advanced Materials, Vol. 33, Issue 39 https://doi.org/10.1002/adma.202103617	journal	August 2021
Dominant forces in protein folding Dill, Ken A. Biochemistry, Vol. 29, Issue 31 https://doi.org/10.1021/bi00483a001	journal	August 1990
High-capacity aqueous zinc batteries using sustainable quinone electrodes Zhao, Qing; Huang, Weiwei; Luo, Zhiqiang Science Advances, Vol. 4, Issue 3 https://doi.org/10.1126/sciadv.aao1761	journal	March 2018

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