Structural effects on the photodissociation of alkoxyamines

被引:30
作者
Versace, Davy-Louis [1 ]
Guillaneuf, Yohann [2 ,3 ,4 ]
Bertin, Denis [2 ,3 ,4 ]
Fouassier, Jean Pierre [1 ]
Lalevee, Jacques [1 ]
Gigmes, Didier [2 ,3 ,4 ]
机构
[1] Univ Haute Alsace, EN SCMu, CNRS, Dept Photochim, F-68093 Mulhouse, France
[2] Univ Aix Marseille 1, Fac Sci & Tech, Equipe CROPS, CNRS,UMR 6264,Lab Chim Provence, F-13397 Marseille 20, France
[3] Univ Aix Marseille 2, Fac Sci & Tech, Equipe CROPS, CNRS,UMR 6264,Lab Chim Provence, F-13397 Marseille 20, France
[4] Univ Aix Marseille 3, Fac Sci & Tech, Equipe CROPS, CNRS,UMR 6264,Lab Chim Provence, F-13397 Marseille 20, France
关键词
LIVING RADICAL POLYMERIZATION; HIGHLY EFFICIENT; PHOTOINITIATORS; BENZOPHENONE;
D O I
10.1039/c0ob01207f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The search for photosensitive alkoxyamines represents a huge challenge. The key parameters governing the cleavage process remain unknown. The dissociation process of light sensitive alkoxyamines is studied as a function of their chemical structures. The photochemical properties of 6 selected compounds are investigated by ESR and laser flash photolysis. It is found that (i) the selectivity of the cleavable N-O vs. C-O bond and (ii) the efficiency of the nitroxide formation are strongly related to the alkoxyamine structure. The distance between the chromophore and the aminoxy group is a key parameter for an efficient pathway of the radical generation as displayed by the photopolymerization ability of these alkoxyamines.
引用
收藏
页码:2892 / 2898
页数:7
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