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Quantitative evaluation of soluble polymeric photosensitizers V: norbornadiene—quadricyclene conversion photosensitized by polymer-bound (benzyloxy)-benzaldehyde

✍ Scribed by R. Martinez-Utrilla; F. Catalina; R. Sastre


Book ID
103991631
Publisher
Elsevier Science
Year
1988
Tongue
English
Weight
649 KB
Volume
44
Category
Article
ISSN
1010-6030

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✦ Synopsis


Soluble polymeric photosensitizers based on oand p-(benzyloxy)benzaldehyde and the corresponding monomeric model compounds were studied as triplet energy donors to norbornadiene. The results are interpreted with the assumption that a triplet exciplex is formed as an intermediate in the route to quadricyclene. The subsequent excip'tex decomposition yields triplet norbomadiene which finally isomerizes to quadricyclene. The studied o-and p-substituted monomeric model compounds give exciplex decomposition efficiencies of about 0.5. On the other hand, the polymeric samples give lower exciplex formation efficiencies than the free sensitizers, in parallel with previous results obtained with stilbene. Phosphorescence spectra were measured at 77 K. The para compound has a phosphorescence quantum efficiency much greater than the ortho compound, very likely owing to the intramolecular cyclization undergone by the triplets of the ortho compounds. Polymer binding enhances the phosphorescence of both o-and psubstituted chromophores.