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Oxetane formation by addition of N-substituted imidazoles to benzophenone and poly(4-vinylbenzophenone)s

โœ Scribed by Yoshikatsu Ito; Yoshitaka Kusunaga; Kenichi Tabata; Hitoshi Arai; Ji-Ben Meng; Teruo Matsuura

Book ID
102739561
Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
676 KB
Volume
50
Category
Article
ISSN
0021-8995

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โœฆ Synopsis

Photochemical oxetane formation by addition of l-methyl-2,4,5-triphenylimidazole ( la), 1,2-dimethyl-4,5-diphenylimidazole ( lb) , and 1-acetylimidazole ( lc) to benzophenone (BP) , poly (4-vinylbenzophenone) (PVBP ) , and poly (styrene-co-4-vinylbenzophenone) (PSVBP) was studied in the solution and solid phases. In solution, BP underwent the photoaddition smoothly to all three imidazoles la-lc. On the other hand, the photoaddition of PVBP and PSVBP depended on the imidazole employed, that is, lb and lc produced the corresponding oxetane, but la did not. The lack of oxetane formation from the polymeric BP and la is probably due to a rapid triplet-sensitized decomposition of a once-formed oxetane ring as a result of the intramolecular triplet energy transfer from a pendant benzophenone group.

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