Basic-to-acidic reversible pH switching with a merocyanine photoacid

Abstract

The application of merocyanine photoacids has previously been largely limited to neutral and acidic pH values. Here we introduce a new merocyanine photoacid with superior pH switching qualities. By increasing the pK_a in the dark (pK^dark_a) and the solubility we increased the reversible visible light induced pH jump to 3.5 units. Moreover, it is the first demonstration of a merocyanine photoacid able to generate a significant pH drop from a basic (pH 8.3) to an acidic (pH 5.2) environment.