Department of Chemistry, Union College, Schenectady, New York 12308, USA.
Environ Sci Technol. 2011 May 1;45(9):3931-7. doi: 10.1021/es103682a. Epub 2011 Apr 8.
Organic UV filter chemicals are the active ingredients in personal care products designed to protect the skin from UV radiation, and hundreds of tons are estimated to be produced annually. Despite their entrance into the aquatic environment by both direct and indirect routes and their detection in surface waters and fish, little is known about their environmental fate. UV filter chemicals are designed to be photostable, but some undergo transformation upon exposure to UV light. Octyl methoxycinnamate (OMC), a commonly used UV filter chemical, degrades rapidly by direct photolysis; previous studies have focused on its photoisomerization, and a few investigators have reported the formation of cyclodimers. Here, we present the kinetics and quantum efficiency of the direct photolysis of OMC and confirm that dimerization occurs as a result of direct photolysis in aqueous solution. Likely identities of the dimers are offered based on comparison to reported results for other cinnamate derivatives. We have identified additional products of direct photolysis that have not been previously reported and investigated their photostability, as well as the mechanism of product formation. There is also some evidence of indirect photolysis in the presence of dissolved natural organic matter.
有机紫外线滤光剂化学物质是个人护理产品中的活性成分,旨在保护皮肤免受紫外线辐射,据估计每年生产数百吨。尽管它们通过直接和间接途径进入水生态环境,并在地表水和鱼类中被检测到,但人们对它们的环境命运知之甚少。紫外线滤光剂化学物质被设计为光稳定的,但有些在暴露于紫外光下会发生转化。甲氧基肉桂酸辛酯(OMC)是一种常用的紫外线滤光剂化学物质,通过直接光解迅速降解;先前的研究集中在其光异构化上,一些研究人员已经报道了环二聚体的形成。在这里,我们介绍了 OMC 的直接光解动力学和量子效率,并证实了二聚体的形成是由于水溶液中的直接光解。根据与其他肉桂酸衍生物的报道结果进行比较,提出了二聚体的可能身份。我们已经确定了以前没有报道过的直接光解的其他产物,并研究了它们的光稳定性以及产物形成的机制。在溶解的天然有机物存在下,也有一些间接光解的证据。