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Substituent position effects on sunscreen photodynamics : a closer look at methyl anthranilate
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Rodrigues, Natércia das Neves, Cole-Filipiak, Neil C., Turner, Matthew S., Krokidi, Konstantina, Thornton, Georgia L., Richings, Gareth, Hine, Nicholas and Stavros, Vasilios G. (2018) Substituent position effects on sunscreen photodynamics : a closer look at methyl anthranilate. Chemical Physics , 515 . pp. 596-602. doi:10.1016/j.chemphys.2018.08.001
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Official URL: http://dx.doi.org/10.1016/j.chemphys.2018.08.001
Abstract
Towards the development of a bottom-up rationale for sunscreen design, the effects of substituent position on the ultrafast photodynamics of the sunscreen precursor methyl anthranilate (MA, an ortho compound) were evaluated by studying para- and meta-MA in vacuum. Time-resolved ion yield (TR-IY) measurements reveal a long-lived S1 excited state (≫ 1.2 ns) for para-MA, proposed to be the result of a weakly fluorescent, bound excited state. In the case of meta-MA, TR-IY transients reveal a much faster (∼2 ns) excited state relaxation, possibly due to multiple low-lying S1/S0 conical intersections of prefulvenic character. While meta-MA may not be an ideal sunscreen ingredient due to a low ultraviolet absorbance, its comparatively efficient relaxation mechanism may constitute an alternative to common sunscreen relaxation pathways. Thus, our results should prompt further studies of prefulvenic relaxation pathways in potential sunscreen agents.
| Item Type: | Journal Article | |||||||||||||||||||||
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| Subjects: | Q Science > QD Chemistry R Medicine > RS Pharmacy and materia medica |
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| Divisions: | Faculty of Science > Chemistry Faculty of Science > Physics |
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| Library of Congress Subject Headings (LCSH): | Sunscreens (Cosmetics), Photochemistry | |||||||||||||||||||||
| Journal or Publication Title: | Chemical Physics | |||||||||||||||||||||
| Publisher: | Elsevier BV | |||||||||||||||||||||
| ISSN: | 0301-0104 | |||||||||||||||||||||
| Official Date: | 14 November 2018 | |||||||||||||||||||||
| Dates: |
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| Date of first compliant deposit: | 20 August 2018 | |||||||||||||||||||||
| Volume: | 515 | |||||||||||||||||||||
| Page Range: | pp. 596-602 | |||||||||||||||||||||
| DOI: | 10.1016/j.chemphys.2018.08.001 | |||||||||||||||||||||
| Status: | Peer Reviewed | |||||||||||||||||||||
| Publication Status: | Published | |||||||||||||||||||||
| Access rights to Published version: | Open Access | |||||||||||||||||||||
| RIOXX Funder/Project Grant: |
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