Synthesis of fluorescence poly(N -vinylpyrrolidone) via click chemistry using azide-terminated xanthate mediator (S)-2-(4-azidobutyl propionate)-(O -ethyl xanthate)

Abstract

Azide-terminated xanthate RAFT agent (S)-2-(4-azidobutyl propionate)-(O-ethyl xanthate) has been synthesized and used for the controlled radical polymerization of N-vinylpyrrolidone (NVP). Kinetics study showed the pesudo first-order kinetics along with gradual increase in molecular weight (Mn) of the resulted polymer up to 69% conversion. Chain-end analysis of the resulted polymer by 1H NMR showed the presence of the fragments of xanthate mediator at both chain ends. Successful chain extension has also been performed via the click reaction of alkyne-terminated PNVP with azide-terminated PNVP. Moreover, fluorescence pyrene-tagged PNVP has successfully been made via the click reaction of alkyne-functionalized pyrene with azide-terminated PNVP. © 2016 Copyright Taylor & Francis Group, LLC.