title: Photochemical behavior of a new long-chain UV absorber derived from 4-tert-butyl-4'-methoxydibenzoylmethane.
abstract: 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 alpha-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 C10-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 (beta-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.
authors.affiliation: IMRCP-UMR CNRS 5623, Université Paul Sabatier, 31062 Toulouse, France.
authors.forename: Fabienne
authors.initials: F
authors.lastname: Wetz
authors.forename: Corinne
authors.initials: C
authors.lastname: Routaboul
authors.forename: Dominique
authors.initials: D
authors.lastname: Lavabre
authors.forename: Jean-Christophe
authors.initials: JC
authors.lastname: Garrigues
authors.forename: Isabelle
authors.initials: I
authors.lastname: Rico-Lattes
authors.forename: Ingrid
authors.initials: I
authors.lastname: Pernet
authors.forename: Alain
authors.initials: A
authors.lastname: Denis