Selective postmodification of copolymer backbones bearing different activated esters with disparate reactivities

Yang Li, Hien Thi Thu Duong, Mathew W Jones, Johan Sebastian Basuki, Jinming Hu, Cyrille Boyer, Thomas Paul Davis

Research output: Contribution to journalArticleResearchpeer-review

44 Citations (Scopus)


In this communication, we report an easy method for introducing functional groups into polymer structures by successively reacting two different activated ester functionalities (pentafluorophenyl (PFP) ester and azlactone (AZ)) with different functional amine compounds. By exploiting the difference in reactivity of the two activated esters (PFP and AZ) toward different amino compounds, we demonstrate, for the first time, a selective modification of the different activated ester groups, thereby introducing functional groups to the polymer backbone in a controlled manner. Statistical and block copolymers of vinyl dimethyl azlactone (VDM) and pentafluorophenyl acrylate (PFPA), i.e.,(p(VDM-stat-PFPA)) and (p(VDM-block-PFPA)), were prepared using reversible addition-fragmentation transfer (RAFT) polymerization and subsequently modified using a library of amino compounds, yielding macromolecules with bespoke functionality. In additional work, the functional macromolecules were self-assembled into nanoparticles.
Original languageEnglish
Pages (from-to)912 - 917
Number of pages6
JournalACS Macro Letters
Issue number10
Publication statusPublished - 2013

Cite this