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Title: Reversible Redox Chemistry of Azo Compounds for Sodium-Ion Batteries

Abstract

Sustainable sodium-ion batteries (SSIBs) using renewable organic electrodes are promising alternatives to lithium-ion batteries for the large-scale renewable energy storage. However, the lack of high-performance anode material impedes the development of SSIBs. Herein, we report a new type of organic anode material based on azo group for SSIBs. Azobenzene-4,4'-dicarboxylic acid sodium salt is used as a model to investigate the electrochemical behaviors and reaction mechanism of azo compound. It exhibits a reversible capacity of 170 mAhg-1 at 0.2C. When current density is increased to 20C, the reversible capacities of 98 mAhg-1 can be retained for 2000 cycles, demonstrating excellent cycling stability and high rate capability. The detailed characterizations reveal that azo group acts as an electrochemical active site to reversibly bond with Na+. The reversible redox chemistry between azo compound and Na ions offer opportunities for developing longcycle-life and high-rate SSIBs.

Authors:
 [1];  [2];  [3];  [1];  [1];  [1];  [4];  [2];  [2];  [5]; ORCiD logo [1]
  1. Univ. of Maryland, College Park, MD (United States)
  2. Argonne National Lab. (ANL), Argonne, IL (United States)
  3. Univ. of Maryland, College Park, MD (United States); Huazhong Univ. of Science and Technology, Wuhan (China)
  4. Huazhong Univ. of Science and Technology, Wuhan (China)
  5. Argonne National Lab. (ANL), Argonne, IL (United States); Imam Abdulrahman Bin Faisal Univ., Dammam (Saudi Arabia)
Publication Date:
Research Org.:
Argonne National Lab. (ANL), Argonne, IL (United States)
Sponsoring Org.:
National Science Foundation (NSF); USDOE Office of Energy Efficiency and Renewable Energy (EERE), Vehicle Technologies Office (EE-3V)
OSTI Identifier:
1426720
Grant/Contract Number:  
AC02-06CH11357
Resource Type:
Accepted Manuscript
Journal Name:
Angewandte Chemie (International Edition)
Additional Journal Information:
Journal Name: Angewandte Chemie (International Edition); Journal Volume: 57; Journal Issue: 11; Journal ID: ISSN 1433-7851
Publisher:
Wiley
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Luo, Chao, Xu, Gui-Liang, Ji, Xiao, Hou, Singyuk, Chen, Long, Wang, Fei, Jiang, Jianjun, Chen, Zonghai, Ren, Yang, Amine, Khalil, and Wang, Chunsheng. Reversible Redox Chemistry of Azo Compounds for Sodium-Ion Batteries. United States: N. p., 2018. Web. doi:10.1002/anie.201713417.
Luo, Chao, Xu, Gui-Liang, Ji, Xiao, Hou, Singyuk, Chen, Long, Wang, Fei, Jiang, Jianjun, Chen, Zonghai, Ren, Yang, Amine, Khalil, & Wang, Chunsheng. Reversible Redox Chemistry of Azo Compounds for Sodium-Ion Batteries. United States. doi:10.1002/anie.201713417.
Luo, Chao, Xu, Gui-Liang, Ji, Xiao, Hou, Singyuk, Chen, Long, Wang, Fei, Jiang, Jianjun, Chen, Zonghai, Ren, Yang, Amine, Khalil, and Wang, Chunsheng. Mon . "Reversible Redox Chemistry of Azo Compounds for Sodium-Ion Batteries". United States. doi:10.1002/anie.201713417. https://www.osti.gov/servlets/purl/1426720.
@article{osti_1426720,
title = {Reversible Redox Chemistry of Azo Compounds for Sodium-Ion Batteries},
author = {Luo, Chao and Xu, Gui-Liang and Ji, Xiao and Hou, Singyuk and Chen, Long and Wang, Fei and Jiang, Jianjun and Chen, Zonghai and Ren, Yang and Amine, Khalil and Wang, Chunsheng},
abstractNote = {Sustainable sodium-ion batteries (SSIBs) using renewable organic electrodes are promising alternatives to lithium-ion batteries for the large-scale renewable energy storage. However, the lack of high-performance anode material impedes the development of SSIBs. Herein, we report a new type of organic anode material based on azo group for SSIBs. Azobenzene-4,4'-dicarboxylic acid sodium salt is used as a model to investigate the electrochemical behaviors and reaction mechanism of azo compound. It exhibits a reversible capacity of 170 mAhg-1 at 0.2C. When current density is increased to 20C, the reversible capacities of 98 mAhg-1 can be retained for 2000 cycles, demonstrating excellent cycling stability and high rate capability. The detailed characterizations reveal that azo group acts as an electrochemical active site to reversibly bond with Na+. The reversible redox chemistry between azo compound and Na ions offer opportunities for developing longcycle-life and high-rate SSIBs.},
doi = {10.1002/anie.201713417},
journal = {Angewandte Chemie (International Edition)},
number = 11,
volume = 57,
place = {United States},
year = {2018},
month = {1}
}

Journal Article:
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Cited by: 14 works
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Figures / Tables:

Figure 1 Figure 1: Molecular structure of (a) AB, (b) PBASS and (c) ADASS.

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Works referenced in this record:

Self-Healing Chemistry between Organic Material and Binder for Stable Sodium-Ion Batteries
journal, December 2017


Redox Cofactor from Biological Energy Transduction as Molecularly Tunable Energy-Storage Compound
journal, June 2013

  • Lee, Minah; Hong, Jihyun; Seo, Dong-Hwa
  • Angewandte Chemie International Edition, Vol. 52, Issue 32
  • DOI: 10.1002/anie.201301850

P2-NaxVO2 system as electrodes for batteries and electron-correlated materials
journal, November 2012

  • Guignard, Marie; Didier, Christophe; Darriet, Jacques
  • Nature Materials, Vol. 12, Issue 1
  • DOI: 10.1038/nmat3478

Roll-to-roll fabrication of organic nanorod electrodes for sodium ion batteries
journal, April 2015


A New Class of Lithium and Sodium Rechargeable Batteries Based on Selenium and Selenium–Sulfur as a Positive Electrode
journal, February 2012

  • Abouimrane, Ali; Dambournet, Damien; Chapman, Karena W.
  • Journal of the American Chemical Society, Vol. 134, Issue 10
  • DOI: 10.1021/ja211766q

Use of Graphite as a Highly Reversible Electrode with Superior Cycle Life for Sodium-Ion Batteries by Making Use of Co-Intercalation Phenomena
journal, July 2014

  • Jache, Birte; Adelhelm, Philipp
  • Angewandte Chemie International Edition, Vol. 53, Issue 38
  • DOI: 10.1002/anie.201403734

Polymeric Schiff Bases as Low-Voltage Redox Centers for Sodium-Ion Batteries
journal, April 2014

  • Castillo-Martínez, Elizabeth; Carretero-González, Javier; Armand, Michel
  • Angewandte Chemie International Edition, Vol. 53, Issue 21
  • DOI: 10.1002/anie.201402402

Synthesis of New Azo Compounds Based on N-(4-Hydroxypheneyl)maleimide and N-(4-Methylpheneyl)maleimide
journal, October 2010


High-performance sodium–organic battery by realizing four-sodium storage in disodium rhodizonate
journal, October 2017


Oxocarbon Salts for Fast Rechargeable Batteries
journal, September 2016

  • Zhao, Qing; Wang, Jianbin; Lu, Yong
  • Angewandte Chemie International Edition, Vol. 55, Issue 40
  • DOI: 10.1002/anie.201607194

All Organic Sodium-Ion Batteries with Na 4 C 8 H 2 O 6
journal, February 2014

  • Wang, Shiwen; Wang, Lijiang; Zhu, Zhiqiang
  • Angewandte Chemie International Edition, Vol. 53, Issue 23
  • DOI: 10.1002/anie.201400032

Redox Cofactor from Biological Energy Transduction as Molecularly Tunable Energy-Storage Compound
journal, June 2013


Graphene oxide wrapped croconic acid disodium salt for sodium ion battery electrodes
journal, March 2014


The rise of organic electrode materials for energy storage
journal, January 2016

  • Schon, Tyler B.; McAllister, Bryony T.; Li, Peng-Fei
  • Chemical Society Reviews, Vol. 45, Issue 22
  • DOI: 10.1039/C6CS00173D

Carbon coated hollow Na2FePO4F spheres for Na-ion battery cathodes
journal, February 2013


A Highly Reversible Room-Temperature Sodium Metal Anode
journal, November 2015


Extended π-Conjugated System for Fast-Charge and -Discharge Sodium-Ion Batteries
journal, February 2015

  • Wang, Chengliang; Xu, Yang; Fang, Yaoguo
  • Journal of the American Chemical Society, Vol. 137, Issue 8
  • DOI: 10.1021/jacs.5b00336

Charge and Discharge Processes and Sodium Storage in Disodium Pyridine-2,5-Dicarboxylate Anode-Insights from Experiments and Theory
journal, November 2017

  • Padhy, Harihara; Chen, Yingqian; Lüder, Johann
  • Advanced Energy Materials, Vol. 8, Issue 7
  • DOI: 10.1002/aenm.201701572

Na-ion batteries, recent advances and present challenges to become low cost energy storage systems
journal, January 2012

  • Palomares, Verónica; Serras, Paula; Villaluenga, Irune
  • Energy & Environmental Science, Vol. 5, Issue 3
  • DOI: 10.1039/c2ee02781j

High-rate electrochemical energy storage through Li+ intercalation pseudocapacitance
journal, April 2013

  • Augustyn, Veronica; Come, Jérémy; Lowe, Michael A.
  • Nature Materials, Vol. 12, Issue 6
  • DOI: 10.1038/nmat3601

Organic materials for rechargeable sodium-ion batteries
journal, January 2018


Room-temperature stationary sodium-ion batteries for large-scale electric energy storage
journal, January 2013

  • Pan, Huilin; Hu, Yong-Sheng; Chen, Liquan
  • Energy & Environmental Science, Vol. 6, Issue 8
  • DOI: 10.1039/c3ee40847g

Oxocarbon Salts for Fast Rechargeable Batteries
journal, September 2016


Oligomeric-Schiff bases as negative electrodes for sodium ion batteries: unveiling the nature of their active redox centers
journal, January 2015

  • López-Herraiz, María; Castillo-Martínez, Elizabeth; Carretero-González, Javier
  • Energy & Environmental Science, Vol. 8, Issue 11
  • DOI: 10.1039/C5EE01832C

Sodium Terephthalate as an Organic Anode Material for Sodium Ion Batteries
journal, June 2012

  • Park, Yuwon; Shin, Dong-Seon; Woo, Seung Hee
  • Advanced Materials, Vol. 24, Issue 26
  • DOI: 10.1002/adma.201201205

Advanced Organic Electrode Materials for Rechargeable Sodium-Ion Batteries
journal, December 2016


Polymeric Schiff Bases as Low-Voltage Redox Centers for Sodium-Ion Batteries
journal, April 2014

  • Castillo-Martínez, Elizabeth; Carretero-González, Javier; Armand, Michel
  • Angewandte Chemie, Vol. 126, Issue 21
  • DOI: 10.1002/ange.201402402

An Organic Pigment as a High-Performance Cathode for Sodium-Ion Batteries
journal, June 2014

  • Luo, Wei; Allen, Marshall; Raju, Vadivukarasi
  • Advanced Energy Materials, Vol. 4, Issue 15
  • DOI: 10.1002/aenm.201400554

P2-type Nax[Fe1/2Mn1/2]O2 made from earth-abundant elements for rechargeable Na batteries
journal, April 2012

  • Yabuuchi, Naoaki; Kajiyama, Masataka; Iwatate, Junichi
  • Nature Materials, Vol. 11, Issue 6
  • DOI: 10.1038/nmat3309

Advanced intermediate-temperature Na–S battery
journal, January 2013

  • Lu, Xiaochuan; Kirby, Brent W.; Xu, Wu
  • Energy Environ. Sci., Vol. 6, Issue 1
  • DOI: 10.1039/C2EE23606K

Vibrational characterization of azobenzenes, azoxybenzenes and azoaromatic and azoxyaromatic polyethers
journal, October 1997


All Organic Sodium-Ion Batteries with Na 4 C 8 H 2 O 6
journal, February 2014

  • Wang, Shiwen; Wang, Lijiang; Zhu, Zhiqiang
  • Angewandte Chemie, Vol. 126, Issue 23
  • DOI: 10.1002/ange.201400032

Biologically inspired pteridine redox centres for rechargeable batteries
journal, October 2014

  • Hong, Jihyun; Lee, Minah; Lee, Byungju
  • Nature Communications, Vol. 5, Issue 1
  • DOI: 10.1038/ncomms6335

Selenium@Mesoporous Carbon Composite with Superior Lithium and Sodium Storage Capacity
journal, August 2013


A High-Energy Room-Temperature Sodium-Sulfur Battery
journal, December 2013


Disodium Terephthalate (Na2C8H4O4) as High Performance Anode Material for Low-Cost Room-Temperature Sodium-Ion Battery
journal, May 2012

  • Zhao, Liang; Zhao, Junmei; Hu, Yong-Sheng
  • Advanced Energy Materials, Vol. 2, Issue 8
  • DOI: 10.1002/aenm.201200166

    Works referencing / citing this record:

    A photochromic zinc-based coordination polymer for a Li-ion battery anode with high capacity and stable cycling stability
    journal, January 2018

    • Xia, Shu-Biao; Li, Fu-Shao; Shen, Xiang
    • Dalton Transactions, Vol. 47, Issue 37
    • DOI: 10.1039/c8dt02930j

    Organic quinones towards advanced electrochemical energy storage: recent advances and challenges
    journal, January 2019

    • Han, Cuiping; Li, Hongfei; Shi, Ruiying
    • Journal of Materials Chemistry A, Vol. 7, Issue 41
    • DOI: 10.1039/c9ta05252f

    Recent Progress on Organic Electrodes Materials for Rechargeable Batteries and Supercapacitors
    journal, May 2019

    • Mauger, Alain; Julien, Christian; Paolella, Andrea
    • Materials, Vol. 12, Issue 11
    • DOI: 10.3390/ma12111770

    A photochromic zinc-based coordination polymer for a Li-ion battery anode with high capacity and stable cycling stability
    journal, January 2018

    • Xia, Shu-Biao; Li, Fu-Shao; Shen, Xiang
    • Dalton Transactions, Vol. 47, Issue 37
    • DOI: 10.1039/c8dt02930j

    Organic quinones towards advanced electrochemical energy storage: recent advances and challenges
    journal, January 2019

    • Han, Cuiping; Li, Hongfei; Shi, Ruiying
    • Journal of Materials Chemistry A, Vol. 7, Issue 41
    • DOI: 10.1039/c9ta05252f

    Recent Progress on Organic Electrodes Materials for Rechargeable Batteries and Supercapacitors
    journal, May 2019

    • Mauger, Alain; Julien, Christian; Paolella, Andrea
    • Materials, Vol. 12, Issue 11
    • DOI: 10.3390/ma12111770

      Figures/Tables have been extracted from DOE-funded journal article accepted manuscripts.