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Photofragmentation of Dibenzyl Ketone in the Presence of Tetramethylpiperidine Derivatives. Studies on light stabilizer mechanisms [1]
Author(s) -
Felder Bruno,
Schumacher Rolf,
Sitek Franciszek
Publication year - 1980
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19800630114
Subject(s) - chemistry , ketone , steric effects , photodissociation , radical , photochemistry , piperidine , oxygen , bond cleavage , product distribution , medicinal chemistry , organic chemistry , catalysis
The interaction of selected tetramethylpiperidine derivatives with radicals arising from the Norrish ‐type I cleavage of dibenzyl ketone under oxygen was studied. Product analyses and kinetic studies showed that the investigated sterically hindered piperidine derivatives have a pronounced effect on both the nature and distribution of the products of photolysis of dibenzyl ketone in the presence of oxygen. Observations indicated that the phenylperacetoxyl radical is formed as an intermediate during irradiation and that it interacts with the additives used. Possible mechanisms of the reactions studied are discussed. The observation that oxidation of an isolated double bond by the radicals formed in dibenzyl ketone photolysis under oxygen is strongly inhibited in the presence of the studied sterically hindered amines is discussed in the light of the results presented. The findings are considered in relation to the problem of polymer stabilization.