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Mechanochemical generation of singlet oxygen. 2020

Abdurrahman Turksoy, and Deniz Yildiz, and Simay Aydonat, and Tutku Beduk, and Merve Canyurt, and Bilge Baytekin, and Engin U Akkaya
Department of Chemistry, Bilkent University 06800 Ankara Turkey.

Controlled generation of singlet oxygen is very important due to its involvement in scheduled cellular maintenance processes and therapeutic potential. As a consequence, precise manipulation of singlet oxygen release rates under mild conditions, is crucial. In this work, a cross-linked polyacrylate, and a polydimethylsiloxane elastomer incorporating anthracene-endoperoxide modules with chain extensions at the 9,10-positions were synthesized. We now report that on mechanical agitation in cryogenic ball mill, fluorescence emission due to anthracene units in the PMA (polymethacrylate) polymer is enhanced, with a concomitant generation of singlet oxygen as proved by detection with a selective probe. The PDMS (polydimethylsiloxane) elastomer with the anthracene endoperoxide mechanophore, is also similarly sensitive to mechanical force.

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