Production and Reaction of Singlet Oxygen in Aqueous Micellar Solutions Using Pyrene as Photosensitizer

Abstract

The reaction of singlet oxygen with 1,3-diphenylisobenzofuran was investigated in aqueous micellar solutions of sodium dodecyl sulfate and dodecyl trimethylammonium chloride using pyrene as photosensitizer. Singlet oxygen, produced by the photosensitization of pyrene bound to micelles, oxidized efficiently 1,3-diphenylisobenzofuran bound to micelles. The quantum yield for singlet oxygen production and the rate constant for furan oxidation were determined by the kinetic analysis for the oxidation reaction of furan. Quenching of singlet oxygen by sodium azide competed with the furan oxidation and its rate constant was also determined. Results obtained were compared with those in methanolic solutions. The quantum yield for singlet oxygen production and the rate constant for furan oxidation were much higher in micellar solutions than those in methanolic solutions. Empty micelles acted as considerably strong scavengers for singlet oxygen. The penetration probability of singlet oxygen from aqueous phase into the interior of micelles which bound furan was also estimated.