Title

Long-Lived Photoacid Based Upon A Photochromic Reaction

Abstract

A visible-light activatable photoacid has been studied, which upon irradiation, changes from a weak acid, with a pKa of 7.8, to a strong acid, which achieves nearly complete proton dissociation. This process is reversible and the half-life of the proton-dissociation state is ∼70s. The long lifetime of the proton-dissociation state is due to a sequential intramolecular photochromic reaction. Using this photoacid, a pH change of 2.2 units has been achieved. In addition, we demonstrated that the photoinduced proton concentration can catalyze an esterification reaction, and greatly alter the volume of a pH-sensitive polymer. This work shows that acid-catalyzed and pH-sensitive processes can be photochemically controlled by using this type of photoacid. © 2011 American Chemical Society.

Publication Date

9-21-2011

Publication Title

Journal of the American Chemical Society

Volume

133

Issue

37

Number of Pages

14699-14703

Document Type

Article

Personal Identifier

scopus

DOI Link

https://doi.org/10.1021/ja203851c

Socpus ID

80052785282 (Scopus)

Source API URL

https://api.elsevier.com/content/abstract/scopus_id/80052785282

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