{"title":"A highly photostable UVA filter derived from avobenzone","authors":"","doi":"10.1016/j.jphotochem.2024.115972","DOIUrl":null,"url":null,"abstract":"<div><p>Avobenzone was derivatized to avo-glycerol by replacing the <em>p</em>-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.</p></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":null,"pages":null},"PeriodicalIF":4.1000,"publicationDate":"2024-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S1010603024005161/pdfft?md5=c89141788ed5024664f53bfe3ccfe586&pid=1-s2.0-S1010603024005161-main.pdf","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Photochemistry and Photobiology A-chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1010603024005161","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0
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.
期刊介绍:
JPPA publishes the results of fundamental studies on all aspects of chemical phenomena induced by interactions between light and molecules/matter of all kinds.
All systems capable of being described at the molecular or integrated multimolecular level are appropriate for the journal. This includes all molecular chemical species as well as biomolecular, supramolecular, polymer and other macromolecular systems, as well as solid state photochemistry. In addition, the journal publishes studies of semiconductor and other photoactive organic and inorganic materials, photocatalysis (organic, inorganic, supramolecular and superconductor).
The scope includes condensed and gas phase photochemistry, as well as synchrotron radiation chemistry. A broad range of processes and techniques in photochemistry are covered such as light induced energy, electron and proton transfer; nonlinear photochemical behavior; mechanistic investigation of photochemical reactions and identification of the products of photochemical reactions; quantum yield determinations and measurements of rate constants for primary and secondary photochemical processes; steady-state and time-resolved emission, ultrafast spectroscopic methods, single molecule spectroscopy, time resolved X-ray diffraction, luminescence microscopy, and scattering spectroscopy applied to photochemistry. Papers in emerging and applied areas such as luminescent sensors, electroluminescence, solar energy conversion, atmospheric photochemistry, environmental remediation, and related photocatalytic chemistry are also welcome.