Abstract

Photoisomerisation has been shown to be an efficient excited-state relaxation mechanism for a variety of nature-based and artificial-based molecular systems. Here we report on the excited-state relaxation dynamics and consequent photostability of a symmetrically functionalised cinnamate by transient electronic absorption spectroscopy, along with complementary computational and steady-state spectroscopy methods. The findings are then discussed in comparison to 2-ethylhexyl-E-4-methoxycinnamate, a structurally related 'off the shelf' chemical filter present in commercial sunscreens with a similar absorption profile. The present study allows for a like-for-like comparison beween 2-ethylhexyl-E-4-methoxycinnamate and the functionalised cinnamate, driven by the need to enhance solar protection across both the UVA and UVB regions of the electromagnetic spectrum.

Highlights

  • Overexposure to ultraviolet radiation (UVR) is an increasing concern in today’s Society.[1,2,3,4,5] Chemical filters, found in commercial formulations, have been designed to allay such overexposure.[6]

  • T1 for acetonitrile is significantly shorter than that of either ethanol or cyclohexane, as has previously been reported for similar systems.[42,43]. This encompasses any geometry rearrangement of solute and surrounding solvent. This geometry rearrangement is not thought to involve a change in the electronic state.[16,44] t2 describes the evolution of excited-state population, as it moves towards an S1/S0 conical intersection along the E - Z isomerisation coordinate and funnels through this conical intersection

  • This study highlights the effect of chemical substitution on an established photoisomerisation pathway

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Summary

Introduction

Overexposure to ultraviolet radiation (UVR) is an increasing concern in today’s Society.[1,2,3,4,5] Chemical filters, found in commercial formulations, have been designed to allay such overexposure.[6]. These reports follow a growing trend of chemical filters with harmful photoproducts, both to humans and the environment, triggered by photoexcitation.[24,25,26,27] As such, there is mounting impetus to develop ‘safer’ chemical filters for use in formulations, such as derivatives of commercial chemical filters

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