Tadpole-shaped polymers based on UV-induced strain promoted azide-alkyne cycloaddition reaction

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In the present study, we synthesized well-defined tadpole-shaped polystyrene(PS) via the combination of atom transfer radical polymerization(ATRP) and UV-induced strain promoted azide-alkyne cycloaddtion(SPAAC) reaction. A di-bromo ATRP initiator(Br-ini-Br) containing cyclopropenone-masked dibenzocyclooctyne group was used to prepare the linear PS with a cyclopropenone-masked dibenzocyclooctyne in the middle of the chain and bromo groups at both ends(Br-PS-Br). Then we used the single electron transfer-nitroxide radical coupling(SET-NRC) reaction to transfer the bromo end groups to azide groups(N_3-PS-N_3). After UV irradiation, the dibenzocyclooctyne group was quantitatively released, and intramolecularly reacted with alternative azide end group to produce the tadpole-shaped PS based on SPAAC reaction. In the present study, we synthesized well-defined tadpole-shaped polystyrene (PS) via the combination of atom transfer radical polymerization (ATRP) and UV-induced strain promoted azide-alkyne cycloaddtion (SPAAC) reaction. Br-ini-Br) containing cyclopropenone-masked dibenzocyclooctyne group was used to prepare the linear PS with a cyclopropenone-masked dibenzocyclooctyne in the middle of the chain and bromo groups at both ends (Br-PS-Br) electron transfer-nitroxide radical coupling (SET-NRC) reaction to transfer the bromo end groups to azide groups (N_3-PS-N_3). After UV irradiation, the dibenzocyclooctyne group was quantitatively released, and intramolecularly reacted with an alternative azide end group to produce the tadpole-shaped PS based on SPAAC reaction.
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