Wong, N.G.K.; Sereli, M.; Anstöter, C.S.; Dessent, C.E.H. Photochemical Degradation of the UV Filter Octyl Methoxy Cinnamate Probed via Laser-Interfaced Mass Spectrometry. Molecules2022, 27, 8796.
Wong, N.G.K.; Sereli, M.; Anstöter, C.S.; Dessent, C.E.H. Photochemical Degradation of the UV Filter Octyl Methoxy Cinnamate Probed via Laser-Interfaced Mass Spectrometry. Molecules 2022, 27, 8796.
Wong, N.G.K.; Sereli, M.; Anstöter, C.S.; Dessent, C.E.H. Photochemical Degradation of the UV Filter Octyl Methoxy Cinnamate Probed via Laser-Interfaced Mass Spectrometry. Molecules2022, 27, 8796.
Wong, N.G.K.; Sereli, M.; Anstöter, C.S.; Dessent, C.E.H. Photochemical Degradation of the UV Filter Octyl Methoxy Cinnamate Probed via Laser-Interfaced Mass Spectrometry. Molecules 2022, 27, 8796.
Abstract
Octyl methoxycinnamate (OMC) is a common UVA and UVB filter molecule that is widely used is commercial sunscreens. Here, we use gas-phase laser photodissociation spectroscopy to characterize the intrinsic photostability and photodegration products of OMC, by studying the system as its protonated form, i.e. [OMC·H]+. The major photofragments observed have, m/z 179, 161, and 133, corresponding to fragmentation on either side of the of the ether oxygen of the ester group (m/z 179, and 161) or the C-C bond adjacent to the ester carbonyl group. Additional measurements were obtained using higher-energy collisional dissociation mass spectrometry (HCD-MS), to identify fragments which result from breakdown of the vibrationally hot electronic ground state. We found that the m/z 179 and 161 ions are the main fragments produced by this route. Notably, the m/z 133 ion was not observed through HCD-MS, revealing that this product ion is only produced through a photochemical route. Our results demonstrate that UV photoexcitation of OMC is able to access a dissociative excited state surface that uniquely leads to rupture of the C-C bond adjacent to the key ester carbonyl group.
Keywords
Sunscreens; Photodynamics; Cinnamates; Mass Spectrometry; Lasers; Photodegradation
Subject
Chemistry and Materials Science, Physical Chemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
