Photoacid
substance that becomes more acidic when absorbing light
Photoacids are molecules that become more acidic upon absorption of light. Either the light causes a photodissociation to produce a strong acid, or the light causes photoassociation (such as a ring forming reaction) that leads to an increased acidity and dissociation of a proton.
There are two main types of molecules that release protons upon illumination: photoacid generators (PAGs) and photoacids (PAHs). PAGs undergo proton photodissociation irreversibly, while PAHs are molecules that undergo proton photodissociation and thermal reassociation. In this latter case, the excited state is strongly acidic, but reversible.
Photoacid generators
An example due to photodissociation is triphenylsulfonium triflate. This colourless salt consists of a sulfonium cation and the triflate anion. Many related salts are known including those with other noncoordinating anions and those with diverse substituents on the phenyl rings.
The triphenylsulfonium salts absorb at a wavelength of 233 nm, which induces a dissociation of one of the three phenyl rings. This dissociated phenyl radical then re-combines with remaining diphenylsulfonium to liberate an H+ ion.
Begin with the source’s own compact description: “Photoacid” is substance that becomes more acidic when absorbing light. The dossier treats that line as a proposition to test through Photoacid, substance and becomes, not as a finished interpretation.
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This entry incorporates text from “Photoacid” on English Wikipedia. Contributors are listed in the page history. Text is available under the Creative Commons Attribution-ShareAlike 4.0 License. Selected authority identifiers and statements are retrieved from Wikidata under CC0; their references and qualifiers remain part of the verification path.