A H-bond stabilized quinone electrode material for Li-organic batteries: the strength of weak bonds

Small organic materials are generally plagued by their high solubility in battery electrolytes. Finding approaches to suppress solubilization while not penalizing gravimetric capacity remains a challenge. Here we propose the concept of a hydrogen bond stabilized organic battery framework as a viable...

Full description

Saved in:
Bibliographic Details
Published in:Chemical science (Cambridge) 2019-01, Vol.1 (2), p.418-426
Main Authors: Sieuw, Louis, Jouhara, Alia, Quarez, Éric, Auger, Chloé, Gohy, Jean-François, Poizot, Philippe, Vlad, Alexandru
Format: Article
Language:English
Subjects:
Batteries
Bonding strength
Chemical bonds
Condensed Matter
Crystallography
Electrode materials
Electrolytes
Gravimetry
Hydrogen bonding
Hydrogen bonds
Hydrogen storage
Materials Science
Molecular structure
Organic chemicals
Organic chemistry
Organic materials
Physics
Polarity
Quinones
Solid phases
Solubility
Solubilization
Thermal stability
X-ray diffraction
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Small organic materials are generally plagued by their high solubility in battery electrolytes. Finding approaches to suppress solubilization while not penalizing gravimetric capacity remains a challenge. Here we propose the concept of a hydrogen bond stabilized organic battery framework as a viable solution. This is illustrated for 2,5-diamino-1,4-benzoquinone (DABQ), an electrically neutral and low mass organic chemical, yet with unusual thermal stability and low solubility in battery electrolytes. These properties are shown to arise from hydrogen bond molecular crystal stabilization, confirmed by a suite of techniques including X-ray diffraction and infrared spectroscopy. We also establish a quantitative correlation between the electrolyte solvent polarity, molecular structure of the electrolyte and DABQ solubility - then correlate these to the cycling stability. Notably, DABQ displays a highly reversible (above 99%) sequential 2-electron electrochemical activity in the solid phase, a process rarely observed for similar small molecular battery chemistries. Taken together, these results reveal a potential new strategy towards stable and practical organic battery chemistries through intramolecular hydrogen-bonding crystal stabilization. A hydrogen-bond stabilized organic battery framework illustrated for 2,5-diamino-1,4-benzoquinone (DABQ), an electrically neutral and low mass organic chemical, yet with unusual thermal stability and low solubility in battery electrolytes.
ISSN:2041-6520
2041-6539
DOI:10.1039/c8sc02995d