Overcharge protection redox shuttles for lithium-ion batteries provide a good basis for molecular derivatization as the materials developed over the past 30 years share many of the same desired properties, including a high potential, high solubility, and long-term stability4, 5. Using a dimethoxybenzene core4, we combine molecular engineering, electrochemical analysis, and materials characterization to understand the role of structure in redox performance and to develop design principles. In this presentation, we will report on key findings based on studies of several different dimethoxybenzene-based derivatives. Specifically, we will highlight means of improving solubility6, increasing intrinsic capacity7, and raising redox potential, all of which lead to enhanced energy density. For example, Figure 1 shows the impact of halidization on the redox behavior of a series of dimethoxybenzene derivatives. Further, unintended consequences of these derivatizations, such as changes in active species stability, will be contemplated with a focus on improving the success of molecular design campaigns.
Acknowledgments
We gratefully acknowledge the financial support of the Joint Center for Energy Storage Research.
References
1. A.Z. Weber, et al. J. Appl. Electrochem., 41, 1137-1164 (2011).
2. M.L. Perry and A.Z. Weber, J.Electrochem. Soc., 163, A5064-A5067 (2016)
3. R. Darling, et al. Energy Environ. Sci., 7, 3459-3477 (2014).
4. L. Zhang, et al., Energy Environ. Sci., 5, 8204-8207 (2012).
5. F.R. Brushett, et al. Adv. Energy Mater., 2, 1390-1396 (2012).
6. J. Huang, et al., Adv. Energy Mater., 5, 1401782. (2015).
7. J. Huang, et al. J. Mater. Chem. A, 3, 14971-14976 (2015).
Figure 1: Comparative cyclic voltammograms of halide-substituted dimethoxybenzene-based showing the shift in redox potential as a function of electron-withdrawing groups.