Anion-tunable properties and electrochemical performance of functionalized ferrocene compounds

Cosimbescu, Lelia; Wei, Xiaoliang; Vijayakumar, M.; Xu, Wu; Helm, Monte L.; Burton, Sarah D.; Sorensen, Christina M.; Liu, Jun; Sprenkle, Vincent; Wang, Wei

doi:10.1038/srep14117

Title: Anion-tunable properties and electrochemical performance of functionalized ferrocene compounds

Journal Article · Wed Sep 16 00:00:00 EDT 2015 · Scientific Reports

DOI:https://doi.org/10.1038/srep14117· OSTI ID:1226404

Cosimbescu, Lelia ^[1]; Wei, Xiaoliang ^[1]; Vijayakumar, M. ^[2]; Xu, Wu ^[1]; Helm, Monte L. ^[2]; Burton, Sarah D. ^[3]; Sorensen, Christina M. ^[4]; Liu, Jun ^[1]; Sprenkle, Vincent ^[1]; Wang, Wei ^[1]

Energy and Environment Directorate, Richland, WA (United States)
Fundamental and Computation Science Directorate, Richland, WA (United States)
Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
National Security Directorate, Richland, WA (United States)

We report a series of ionically modified ferrocene compounds for hybrid lithium-organic non-aqueous redox flow batteries, based on the ferrocene/ferrocenium redox couple as the active catholyte material. Tetraalkylammonium ionic moieties were incorporated into the ferrocene structure, in order to enhance the solubility of the otherwise relatively insoluble ferrocene. The effect of various counter anions of the tetraalkylammonium ionized species appended to the ferrocene, such as bis(trifluoromethanesulfonyl)imide, hexafluorophosphate, perchlorate, tetrafluoroborate, and dicyanamide on the solubility of the ferrocene was investigated. The solution chemistry of the ferrocene species was studied, in order to understand the mechanism of solubility enhancement. Lastly, the electrochemical performance of these ionized ferrocene species was evaluated and shown to have excellent cell efficiency and superior cycling stability.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Pacific Northwest National Laboratory (PNNL), Richland, WA (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC05-76RL01830

OSTI ID:: 1226404

Report Number(s):: PNNL-SA-104406; srep14117

Journal Information:: Scientific Reports, Vol. 5; ISSN 2045-2322

Publisher:: Nature Publishing GroupCopyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 52 works

Citation information provided by
Web of Science

References (25)

Recent Progress in Redox Flow Battery Research and Development Wang, Wei; Luo, Qingtao; Li, Bin Advanced Functional Materials, Vol. 23, Issue 8, p. 970-986 https://doi.org/10.1002/adfm.201200694	journal	September 2012
Electrical Energy Storage for the Grid: A Battery of Choices Dunn, B.; Kamath, H.; Tarascon, J. -M. Science, Vol. 334, Issue 6058 https://doi.org/10.1126/science.1212741	journal	November 2011
Progress in Flow Battery Research and Development Skyllas-Kazacos, M.; Chakrabarti, M. H.; Hajimolana, S. A. Journal of The Electrochemical Society, Vol. 158, Issue 8, p. R55-R79 https://doi.org/10.1149/1.3599565	journal	June 2011
Organic Electrode Materials for Rechargeable Lithium Batteries Liang, Yanliang; Tao, Zhanliang; Chen, Jun Advanced Energy Materials, Vol. 2, Issue 7 https://doi.org/10.1002/aenm.201100795	journal	May 2012
TEMPO-Based Catholyte for High-Energy Density Nonaqueous Redox Flow Batteries Wei, Xiaoliang; Xu, Wu; Vijayakumar, Murugesan Advanced Materials, Vol. 26, Issue 45 https://doi.org/10.1002/adma.201403746	journal	October 2014
Towards High-Performance Nonaqueous Redox Flow Electrolyte Via Ionic Modification of Active Species Wei, Xiaoliang; Cosimbescu, Lelia; Xu, Wu Advanced Energy Materials, Vol. 5, Issue 1 https://doi.org/10.1002/aenm.201400678	journal	August 2014
A Li-Liquid Cathode Battery Based on a Hybrid Electrolyte Wang, Yarong; Wang, Yonggang; Zhou, Haoshen ChemSusChem, Vol. 4, Issue 8 https://doi.org/10.1002/cssc.201100201	journal	August 2011
Rechargeable alkali-ion cathode-flow battery Lu, Yuhao; Goodenough, John B. Journal of Materials Chemistry, Vol. 21, Issue 27 https://doi.org/10.1039/C0jm04222f	journal	January 2011
An All-Organic Non-aqueous Lithium-Ion Redox Flow Battery Brushett, Fikile R.; Vaughey, John T.; Jansen, Andrew N. Advanced Energy Materials, Vol. 2, Issue 11, p. 1390-1396 https://doi.org/10.1002/aenm.201200322	journal	June 2012
Electrochemical Properties of an All-Organic Redox Flow Battery Using 2,2,6,6-Tetramethyl-1-Piperidinyloxy and N-Methylphthalimide Li, Zhen; Li, Sha; Liu, Suqin Electrochemical and Solid-State Letters, Vol. 14, Issue 12, p. A171-A173 https://doi.org/10.1149/2.012112esl	journal	January 2011
Non-aqueous chromium acetylacetonate electrolyte for redox flow batteries Liu, Qinghua; Shinkle, Aaron A.; Li, Yongdan Electrochemistry Communications, Vol. 12, Issue 11, p. 1634-1637 https://doi.org/10.1016/j.elecom.2010.09.013	journal	November 2010
Sustainable Electrical Energy Storage through the Ferrocene/Ferrocenium Redox Reaction in Aprotic Electrolyte Zhao, Yu; Ding, Yu; Song, Jie Angewandte Chemie International Edition, Vol. 53, Issue 41 https://doi.org/10.1002/anie.201406135	journal	August 2014
A Membrane-Free Ferrocene-Based High-Rate Semiliquid Battery Ding, Yu; Zhao, Yu; Yu, Guihua Nano Letters, Vol. 15, Issue 6 https://doi.org/10.1021/acs.nanolett.5b01224	journal	May 2015
Influence of Solvent on Ion Aggregation and Transport in PY ₁₅ TFSI Ionic Liquid–Aprotic Solvent Mixtures Borodin, Oleg; Henderson, Wesley A.; Fox, Eric T. The Journal of Physical Chemistry B, Vol. 117, Issue 36 https://doi.org/10.1021/jp406541e	journal	August 2013
A Stable Vanadium Redox-Flow Battery with High Energy Density for Large-Scale Energy Storage Li, Liyu; Kim, Soowhan; Wang, Wei Advanced Energy Materials, Vol. 1, Issue 3, p. 394-400 https://doi.org/10.1002/aenm.201100008	journal	March 2011
A short review of failure mechanisms of lithium metal and lithiated graphite anodes in liquid electrolyte solutions Aurbach, D. Solid State Ionics, Vol. 148, Issue 3-4 https://doi.org/10.1016/S0167-2738(02)00080-2	journal	June 2002
A review on electrolyte additives for lithium-ion batteries Zhang, Sheng Shui Journal of Power Sources, Vol. 162, Issue 2, p. 1379-1394 https://doi.org/10.1016/j.jpowsour.2006.07.074	journal	November 2006
Silicon-Based Non Aqueous Anolyte for Li Redox-Flow Batteries Hamelet, S.; Larcher, D.; Dupont, L. Journal of The Electrochemical Society, Vol. 160, Issue 3 https://doi.org/10.1149/2.002304jes	journal	January 2013
Non-Aqueous Redox Flow Batteries with Nickel and Iron Tris(2,2ʹ-bipyridine) Complex Electrolyte Mun, Junyoung; Lee, Myung-Jin; Park, Joung-Won Electrochemical and Solid-State Letters, Vol. 15, Issue 6 https://doi.org/10.1149/2.033206esl	journal	January 2012
Semi-Solid Lithium Rechargeable Flow Battery Duduta, Mihai; Ho, Bryan; Wood, Vanessa C. Advanced Energy Materials, Vol. 1, Issue 4, p. 511-516 https://doi.org/10.1002/aenm.201100152	journal	May 2011
Degradation mechanisms in the non-aqueous vanadium acetylacetonate redox flow battery Shinkle, Aaron A.; Sleightholme, Alice E. S.; Griffith, Lucas D. Journal of Power Sources, Vol. 206 https://doi.org/10.1016/j.jpowsour.2010.12.096	journal	May 2012
OLEX2 : a complete structure solution, refinement and analysis program Dolomanov, Oleg V.; Bourhis, Luc J.; Gildea, Richard J. Journal of Applied Crystallography, Vol. 42, Issue 2 https://doi.org/10.1107/S0021889808042726	journal	January 2009
A short history of SHELX Sheldrick, George M. Acta Crystallographica Section A Foundations of Crystallography, Vol. 64, Issue 1, p. 112-122 https://doi.org/10.1107/S0108767307043930	journal	December 2007
Electrochemical Energy Storage for Green Grid Yang, Zhenguo; Zhang, Jianlu; Kintner-Meyer, Michael C. W. Chemical Reviews, Vol. 111, Issue 5, p. 3577-3613 https://doi.org/10.1021/cr100290v	journal	May 2011
Li–O₂ and Li–S batteries with high energy storage Bruce, Peter G.; Freunberger, Stefan A.; Hardwick, Laurence J. Nature Materials, Vol. 11, Issue 1, p. 19-29 https://doi.org/10.1038/nmat3191	journal	January 2012

Cited By (8)

MetILs ³ : A Strategy for High Density Energy Storage Using Redox-Active Ionic Liquids Small, Leo J.; Pratt, Harry D.; Staiger, Chad L. Advanced Sustainable Systems, Vol. 1, Issue 9 https://doi.org/10.1002/adsu.201700066	journal	July 2017
A pH‐Neutral, Metal‐Free Aqueous Organic Redox Flow Battery Employing an Ammonium Anthraquinone Anolyte Hu, Bo; Luo, Jian; Hu, Maowei Angewandte Chemie, Vol. 131, Issue 46 https://doi.org/10.1002/ange.201907934	journal	September 2019
A pH‐Neutral, Metal‐Free Aqueous Organic Redox Flow Battery Employing an Ammonium Anthraquinone Anolyte Hu, Bo; Luo, Jian; Hu, Maowei Angewandte Chemie International Edition, Vol. 58, Issue 46 https://doi.org/10.1002/anie.201907934	journal	November 2019
Toward High‐Voltage, Energy‐Dense, and Durable Aqueous Organic Redox Flow Batteries: Role of the Supporting Electrolytes Chen, Ruiyong ChemElectroChem, Vol. 6, Issue 3 https://doi.org/10.1002/celc.201801505	journal	September 2018
High current density, long duration cycling of soluble organic active species for non-aqueous redox flow batteries Milshtein, Jarrod D.; Kaur, Aman Preet; Casselman, Matthew D. Energy & Environmental Science, Vol. 9, Issue 11 https://doi.org/10.1039/c6ee02027e	journal	January 2016
Molecular engineering of organic electroactive materials for redox flow batteries Ding, Yu; Zhang, Changkun; Zhang, Leyuan Chemical Society Reviews, Vol. 47, Issue 1 https://doi.org/10.1039/c7cs00569e	journal	January 2018
Progress and directions in low-cost redox-flow batteries for large-scale energy storage Li, Bin; Liu, Jun National Science Review, Vol. 4, Issue 1 https://doi.org/10.1093/nsr/nww098	journal	January 2017
Mixed-Component Catholyte and Anolyte Solutions for High-Energy Density Non-Aqueous Redox Flow Batteries Kosswattaarachchi, Anjula M.; Cook, Timothy R. Journal of The Electrochemical Society, Vol. 165, Issue 2 https://doi.org/10.1149/2.0751802jes	journal	January 2018

Similar Records

Electrochemical Characterization and Catalytic Application of Gold-Supported Ferrocene-Containing Diblock Copolymer Thin Films in Ethanol Solution

Journal Article · Wed Jan 25 00:00:00 EST 2017 · ACS Applied Materials and Interfaces · OSTI ID:1226404

Ghimire, Govinda; Coceancigh, Herman; Yi, Yi; +1 more

Experimental Insight into the Thermodynamics of the Dissolution of Electrolytes in Room-Temperature Ionic Liquids: From the Mass Action Law to the Absolute Standard Chemical Potential of a Proton

Journal Article · Wed Dec 28 00:00:00 EST 2016 · ACS Omega · OSTI ID:1226404

Matsubara, Yasuo; Grills, David C.; Koide, Yoshihiro

Lithium Solvation and Mobility in Ionic Liquid Electrolytes with Asymmetric Sulfonyl-Cyano Anion

Journal Article · Tue Jul 19 00:00:00 EDT 2022 · Journal of Chemical and Engineering Data · OSTI ID:1226404

Penley, Drace; Wang, Xiaoyu; Lee, Yun-Yang; +5 more

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
redox flow
organic hybrid batteries
functionalized ferrocene
ionic liquids
Environmental Molecular Sciences Laboratory
polymer synthesis
supramolecular polymers

Title: Anion-tunable properties and electrochemical performance of functionalized ferrocene compounds

Citation Formats

References (25)

Cited By (8)

Similar Records

Related Subjects