Abstract

Avobenzone was derivatized to avo-glycerol by replacing the p-methoxy group with glycerol at the ortho position. Avo-glycerol exhibited absorption in the UVA range (315–400 nm), similar to avobenzone, indicating good UVA coverage. Unlike avobenzone, a solution of avo-glycerol in an aprotic solvent demonstrates remarkable photostability, with no significant decrease in absorbance at the UVA range after 6 h irradiation. This suggests that the hydroxyl group in avo-glycerol functions as an efficient acid-base catalyst in enolization. Consequently, the rapid enolization of the photochemically generated keto form prevents its accumulation. This inherent photostability of avo-glycerol eliminates the need for photo stabilizers in sunscreen formulations and provides greater flexibility in selecting other sunscreen components.

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