Switching between Local and Global Aromaticity in a Conjugated Macrocycle for High‐Performance Organic Sodium‐Ion Battery Anodes

Aromatic organic compounds can be used as electrode materials in rechargeable batteries and are expected to advance the development of both anode and cathode materials for sodium‐ion batteries (SIBs). However, most aromatic organic compounds assessed as anode materials in SIBs to date exhibit signif...

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Published in:Angewandte Chemie International Edition 2020-07, Vol.59 (31), p.12958-12964
Main Authors: Eder, Simon, Yoo, Dong‐Joo, Nogala, Wojciech, Pletzer, Matthias, Santana Bonilla, Alejandro, White, Andrew J. P., Jelfs, Kim E., Heeney, Martin, Choi, Jang Wook, Glöcklhofer, Florian
Format: Article
Language:English
Subjects:
Anodes
Aromatic compounds
Aromaticity
Batteries
Cycles
Discharge
Electrode materials
Electrodes
hydrocarbons
Lithium
macrocycles
organic batteries
Organic compounds
Rechargeable batteries
Sodium
Sodium-ion batteries
voids
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Summary:Aromatic organic compounds can be used as electrode materials in rechargeable batteries and are expected to advance the development of both anode and cathode materials for sodium‐ion batteries (SIBs). However, most aromatic organic compounds assessed as anode materials in SIBs to date exhibit significant degradation issues under fast‐charge/discharge conditions and unsatisfying long‐term cycling performance. Now, a molecular design concept is presented for improving the stability of organic compounds for battery electrodes. The molecular design of the investigated compound, [2.2.2.2]paracyclophane‐1,9,17,25‐tetraene (PCT), can stabilize the neutral state by local aromaticity and the doubly reduced state by global aromaticity, resulting in an anode material with extraordinarily stable cycling performance and outstanding performance under fast‐charge/discharge conditions, demonstrating an exciting new path for the development of electrode materials for SIBs and other types of batteries. Aromatic stabilization of both states: A molecular design concept for highly stable organic battery electrode materials is presented using the conjugated macrocycle [2.2.2.2]paracyclophane‐1,9,17,25‐tetraene (PCT). The compound can stabilize both the neutral and reduced state by aromaticity, enabling batteries with extraordinarily stable cycling performance and outstanding performance under fast‐charge/discharge conditions.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202003386