Developing a predictive solubility model for monomeric and oligomeric cyclopropenium-based flow battery catholytes

Sophia G. Robinson; Yichao Yan; Koen H. Hendriks; Melanie S. Sanford; Matthew S. Sigman

doi:10.1021/jacs.9b04270

Developing a predictive solubility model for monomeric and oligomeric cyclopropenium-based flow battery catholytes

Sophia G. Robinson, Yichao Yan, Koen H. Hendriks, Melanie S. Sanford, Matthew S. Sigman (Corresponding author)

Molecular Materials and Nanosystems

Research output: Contribution to journal › Article › Academic › peer-review

17 Citations (Scopus)

Abstract

The implementation of redox active organics in nonaqueous redox flow batteries requires the design of molecules that exhibit high solubility (>1 M) in all battery-relevant redox states. Methods for forecasting nonaqueous solubility would be valuable for streamlining the identification of promising structures. Herein we report the development of a workflow to parametrize and predict the solubility of conformationally flexible tris-(dialkylamino)cyclopropenium (CP) radical dications. A statistical model is developed through training on monomer species. Ultimately, this model is used to predict new monomeric and dimeric CP derivatives with solubilities of >1 M in acetonitrile in all oxidation states. The most soluble CP monomer exhibits high stability to electrochemical cycling at 1 M in acetonitrile without a supporting electrolyte in a symmetrical flow cell.

Original language	English
Pages (from-to)	10171-10176
Number of pages	6
Journal	Journal of the American Chemical Society
Volume	141
Issue number	26
DOIs	https://doi.org/10.1021/jacs.9b04270
Publication status	Published - 3 Jul 2019

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abstract = "The implementation of redox active organics in nonaqueous redox flow batteries requires the design of molecules that exhibit high solubility (>1 M) in all battery-relevant redox states. Methods for forecasting nonaqueous solubility would be valuable for streamlining the identification of promising structures. Herein we report the development of a workflow to parametrize and predict the solubility of conformationally flexible tris-(dialkylamino)cyclopropenium (CP) radical dications. A statistical model is developed through training on monomer species. Ultimately, this model is used to predict new monomeric and dimeric CP derivatives with solubilities of >1 M in acetonitrile in all oxidation states. The most soluble CP monomer exhibits high stability to electrochemical cycling at 1 M in acetonitrile without a supporting electrolyte in a symmetrical flow cell.",

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Developing a predictive solubility model for monomeric and oligomeric cyclopropenium-based flow battery catholytes. / Robinson, Sophia G.; Yan, Yichao; Hendriks, Koen H.; Sanford, Melanie S.; Sigman, Matthew S. (Corresponding author).

In: Journal of the American Chemical Society, Vol. 141, No. 26, 03.07.2019, p. 10171-10176.

Research output: Contribution to journal › Article › Academic › peer-review

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