Post-synthetic ‘Click’ Synthesis of RAFT Polymers with Pendant Self-immolative Triazoles |
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Authors: | Timothy N Forder Peter G Maschmeyer Haoxiang Zeng Dr Derrick A Roberts |
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Institution: | Key Centre for Polymers and Colloids, School of Chemistry, The University of Sydney, 2006 Sydney, NSW, Australia |
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Abstract: | Self-immolative linkers offer efficient mechanisms for deprotecting ‘caged’ functional groups in response to specific stimuli. Herein we describe a convenient ‘click’ chemistry method for introducing pendant self-immolative linkers to a polymer backbone through post-polymerization modification. The introduced triazole rings serve both to anchor the stimuli-cleavable trigger groups to the polymer backbone, while also forming a functional part of the self-immolation cascade. We investigate the polymerization kinetics, post-synthetic modification, and self-immolation mechanism of a model polymer system, and discuss avenues for future studies on poly-pendant self-immolative triazoles as a modular, stimuli-responsive macromolecule platform. |
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Keywords: | self-immolative linkers reaction kinetics click chemistry RAFT polymerization post-synthetic modification |
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