Controlled Light-Induced Release of Volatile Aldehydes and Ketones by Photofragmentation of 2-Oxo-(2-phenyl)acetates

Abstract

The light-induced controlled release of fragrances from photolabile 2-oxo-(2-phenyl)acetates via Norrish Type II photofragmentation was evaluated by irradiation of the precursors in different solvents and on cotton in a typical fabric softener application. The desired photooxidation was found to work efficiently in water-based systems, and it tolerates the presence of oxygen. The formation of a certain amount of alcohol besides the desired aldehyde or ketone was attributed to further reaction of the photochemically released carbonyl compound, rather than to ester hydrolysis in an aqueous environment.

Keywords

• Delivery systems
• Fragrances
• Keto esters
• Photooxidations
• Triggered release