133931-49-4Relevant articles and documents
Photochemical behavior of a new long-chain UV absorber derived from 4-tert-butyl-4′-methoxydibenzoylmethane
Wetz, Fabienne,Routaboul, Corinne,Lavabre, Dominique,Garrigues, Jean-Christophe,Rico-Lattes, Isabelle,Pernet, Ingrid,Denis, Alain
, p. 316 - 321 (2004)
A new UV filter, the 1-(4-tert-butylphenyl)-2-decanyl-3-(4′- methoxyphenyl)-propane-1,3-dione, called C10-DBM, was prepared by grafting a 10-carbon aliphatic chain to the α-carbonyl position of 4-tert-butyl-4′-methoxydibenzoylmethane (BM-DBM), a well-known and often used UV filter. The UV-A absorption efficiency of organic solutions containing the new filter was tested and compared with identical solutions containing BM-DBM with or without irradiation (xenon lamp). The originality of this new filter is that its UV-A absorbance appeared during irradiation of the molecule. Although the molar absorption coefficient of C01-DBM in the UV-A domain was lower than that of BM-DBM, the solutions absorption exhibited a much more photostable behavior under irradiation. In this study, we first demonstrated that C10-DBM was a precursor of BM-DBM (enol isomer) by means of high-performance liquid chromatography followed by mass spectrometry. Indeed, we showed that the UV-A absorption of C10-DBM solutions appearing during the irradiation of the molecule was due to a Norrish-II reaction (β-cleavage), which induced the release of the BM-DBM enol form and 1-decene. Then, we established a kinetic model for the photochemistry of C10-DBM and fitted the variation of UV absorption spectra to confirm the proposed mechanism.
