Biredox-Ionic Anthraquinone-Coupled Ethylviologen Composite Enables Reversible Multielectron Redox Chemistry for Li-Organic Batteries

Overview

Journal Adv Sci (Weinh)

Specialty Biomedical Engineering

Date 2021 Oct 30

PMID 34716685

Citations 2

Authors

Zhongju Wang

Qianqian Fan

Wei Guo

Changchun Yang

Yongzhu Fu

Affiliations

Soon will be listed here.

Abstract

Organic compounds bearing redox-active ionic pairs as electrode materials for high-performance rechargeable batteries have gained growing attention owing to the properties of synthetic tunability, high theoretical capacity, and low solubility. Herein, an innovative biredox-ionic composite, i.e., ethylviologen dianthraquinone-2-sulfonate (EV-AQ ), affording multiple and reversible active sites as a cathode material in lithium-organic batteries is reported. EV-AQ exhibits a high initial capacity of 199.2 mAh g at 0.1 C rate, which corresponds to the transfer of two electrons from one redox couple EV /EV and four electrons from two redox-active AQ anions. It is notable that EV-AQ shows remarkably improved cyclability compared to the precursors. The capacity retention is 89% and the Coulombic efficiency approaches 100% over 120 cycles at 0.5 C rate. The results offer evidence that AQ into the EV scaffold with multiple redox sites are promising in developing high-energy-density organic rechargeable batteries.

Citing Articles

A new thiol-sulfur click chemistry for lithium-organosulfide batteries.

Zou R, Liu W, Ran F Innovation (Camb). 2025; 6(2):100765.

PMID: 39991483 PMC: 11846034. DOI: 10.1016/j.xinn.2024.100765.

Boosting the zinc storage of a small-molecule organic cathode by a desalinization strategy.

Wang W, Tang Y, Liu J, Li H, Wang R, Zhang L Chem Sci. 2023; 14(34):9033-9040.

PMID: 37655030 PMC: 10466338. DOI: 10.1039/d3sc03435f.

Biredox-Ionic Anthraquinone-Coupled Ethylviologen Composite Enables Reversible Multielectron Redox Chemistry for Li-Organic Batteries.

Wang Z, Fan Q, Guo W, Yang C, Fu Y Adv Sci (Weinh). 2021; 9(1):e2103632.

PMID: 34716685 PMC: 8728824. DOI: 10.1002/advs.202103632.

References

Lee M, Hong J, Kim H, Lim H, Cho S, Kang K . Organic nanohybrids for fast and sustainable energy storage. Adv Mater. 2014; 26(16):2558-65. DOI: 10.1002/adma.201305005. View

Kim H, Seo D, Yoon G, Goddard 3rd W, Lee Y, Yoon W . The Reaction Mechanism and Capacity Degradation Model in Lithium Insertion Organic Cathodes, Li2C6O6, Using Combined Experimental and First Principle Studies. J Phys Chem Lett. 2015; 5(17):3086-92. DOI: 10.1021/jz501557n. View

Chen D, Avestro A, Chen Z, Sun J, Wang S, Xiao M . A rigid naphthalenediimide triangle for organic rechargeable lithium-ion batteries. Adv Mater. 2015; 27(18):2907-12. DOI: 10.1002/adma.201405416. View

Zhao Q, Wang J, Lu Y, Li Y, Liang G, Chen J . Oxocarbon Salts for Fast Rechargeable Batteries. Angew Chem Int Ed Engl. 2016; 55(40):12528-32. DOI: 10.1002/anie.201607194. View

Muench S, Wild A, Friebe C, Haupler B, Janoschka T, Schubert U . Polymer-Based Organic Batteries. Chem Rev. 2016; 116(16):9438-84. DOI: 10.1021/acs.chemrev.6b00070. View

Armand M, Tarascon J . Building better batteries. Nature. 2008; 451(7179):652-7. DOI: 10.1038/451652a. View

Li G, Lu F, Dou X, Wang X, Luo D, Sun H . Polysulfide Regulation by the Zwitterionic Barrier toward Durable Lithium-Sulfur Batteries. J Am Chem Soc. 2020; 142(7):3583-3592. DOI: 10.1021/jacs.9b13303. View

Poizot P, Gaubicher J, Renault S, Dubois L, Liang Y, Yao Y . Opportunities and Challenges for Organic Electrodes in Electrochemical Energy Storage. Chem Rev. 2020; 120(14):6490-6557. DOI: 10.1021/acs.chemrev.9b00482. View

Jouhara A, Quarez E, Dolhem F, Armand M, Dupre N, Poizot P . Tuning the Chemistry of Organonitrogen Compounds for Promoting All-Organic Anionic Rechargeable Batteries. Angew Chem Int Ed Engl. 2019; 58(44):15680-15684. DOI: 10.1002/anie.201908475. View

10.

Genorio B, Pirnat K, Cerc-Korosec R, Dominko R, Gaberscek M . Electroactive organic molecules immobilized onto solid nanoparticles as a cathode material for lithium-ion batteries. Angew Chem Int Ed Engl. 2010; 49(40):7222-4. DOI: 10.1002/anie.201001539. View

11.

Li G, Zhang B, Wang J, Zhao H, Ma W, Xu L . Electrochromic Poly(chalcogenoviologen)s as Anode Materials for High-Performance Organic Radical Lithium-Ion Batteries. Angew Chem Int Ed Engl. 2019; 58(25):8468-8473. DOI: 10.1002/anie.201903152. View

12.

Wei Z, Shin W, Jiang H, Wu X, Stickle W, Chen G . Reversible intercalation of methyl viologen as a dicationic charge carrier in aqueous batteries. Nat Commun. 2019; 10(1):3227. PMC: 6642176. DOI: 10.1038/s41467-019-11218-5. View

13.

Wu M, Cui Y, Fu Y . Li2S Nanocrystals Confined in Free-Standing Carbon Paper for High Performance Lithium-Sulfur Batteries. ACS Appl Mater Interfaces. 2015; 7(38):21479-86. DOI: 10.1021/acsami.5b06615. View

14.

Lu Y, Hou X, Miao L, Li L, Shi R, Liu L . Cyclohexanehexone with Ultrahigh Capacity as Cathode Materials for Lithium-Ion Batteries. Angew Chem Int Ed Engl. 2019; 58(21):7020-7024. DOI: 10.1002/anie.201902185. View

15.

Zhu Z, Hong M, Guo D, Shi J, Tao Z, Chen J . All-solid-state lithium organic battery with composite polymer electrolyte and pillar[5]quinone cathode. J Am Chem Soc. 2014; 136(47):16461-4. DOI: 10.1021/ja507852t. View

16.

Bridges C, Borys A, Beland V, Gaffen J, Baumgartner T . Phosphoryl- and phosphonium-bridged viologens as stable two- and three-electron acceptors for organic electrodes. Chem Sci. 2021; 11(38):10483-10487. PMC: 8162449. DOI: 10.1039/d0sc04183a. View

17.

Zhu L, Shen Y, Sun M, Qian J, Cao Y, Ai X . Self-doped polypyrrole with ionizable sodium sulfonate as a renewable cathode material for sodium ion batteries. Chem Commun (Camb). 2013; 49(97):11370-2. DOI: 10.1039/c3cc46642f. View

18.

Hu S, Li T, Huang M, Huang J, Li W, Wang L . Phenylene-Bridged Bispyridinium with High Capacity and Stability for Aqueous Flow Batteries. Adv Mater. 2021; 33(7):e2005839. DOI: 10.1002/adma.202005839. View

19.

Hwang J, Myung S, Sun Y . Sodium-ion batteries: present and future. Chem Soc Rev. 2017; 46(12):3529-3614. DOI: 10.1039/c6cs00776g. View

20.

Wang S, Wang L, Zhang K, Zhu Z, Tao Z, Chen J . Organic Li4C8H2O6 nanosheets for lithium-ion batteries. Nano Lett. 2013; 13(9):4404-9. DOI: 10.1021/nl402239p. View