Abstract
Metastable photoacids (mPAH), such as protonated merocyanine, are organic molecules that release protons under illumination, providing spatiotemporal control of pH. While merocyanine-type photoacids enable fully reversible pH cycling in water, their solubility is limited and chemical stability <24 hours. In recent studies, structure modifications have been the main direction in improving photoacid properties. In this work we introduce a new pathway to increase stability and solubility of photoacids by tuning their solvation in binary solvent mixtures. We show that a modified solvation environment supports highly reversible, large and stable pH modulation. We demonstrate >350 hours of light-induced pH cycling with 10 times more protons released per cycle in water-DMSO mixtures compared to pure water. This solva-tion engineering approach can be applied to other metastable photoacids, serving as a steppingstone towards practical use in applications where long-term stability is critical.
Supplementary materials
Title
Durable Light-Driven pH Switch Enabled by Solvation Environment Tuning of Metastable Photoacids
Description
Supporting Information containing synthetic and experimental procedures, supplementary calculations and discussions and simulation methodology.
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