Synthesis and characterisation of novel composite sunscreens containing both avobenzone and octocrylene motifs?

RSC Advances Pub Date: 2023-06-07 DOI: 10.1039/D3RA02252H

Abstract

Avobenzone and octocrylene are popular sunscreen active ingredients. Experiments that probe the stability of avobenzone in binary mixtures with octocrylene are presented, together with the synthesis of a class of novel composite sunscreens that were designed by covalently linking avobenzone and octocrylene groups. Spectroscopy, both steady-state and time-resolved, of the fused molecules was performed to investigate the stability of the new molecules and their potential function as ultraviolet filters. Computational results are detailed for truncated versions of a subset of the molecules to reveal the energy states underlying the absorption processes of this new class of sunscreen. The results indicate that the combination of elements of the two sunscreen molecules into one molecule creates a derivative with good stability to UV light in ethanol and in which the main degradation pathway of the avobenzone component in acetonitrile is reduced. Derivatives containing p-chloro substituents are particularly stable to UV light.

Graphical abstract: Synthesis and characterisation of novel composite sunscreens containing both avobenzone and octocrylene motifs
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