Epoxy-functionalised 4-vinylguaiacol for the synthesis of bio-based, degradable star polymers via a RAFT/ROCOP strategy

Thomas M. McGuire, Masato Miyajima, Mineto Uchiyama, Antoine Buchard, Masami Kamigaito

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Abstract

An epoxy derivative of a naturally occuring vinylphenolic compound, 4-vinylguaiacol (4VGEP), was used for the synthesis of a well-defined (Mw/Mn = 1.08–1.14), bio-based styrene-type polymer. Block copolymers of 4VGEP with styrene and diethylacrylamide were also prepared and used as macro-monomers in metal, and metal-free, ring-opening copolymerisation (ROCOP) with cis-4-cyclohexene-1,2-dicarboxylic anhydride to form ester cross-linked star polymers in high yields (82–90%), with narrow dispersity (Mw/Mn = 1.27–1.40). Finally, the selective degradation of the ester core of the styrene-based star was achieved under acidic conditions.
Original languageEnglish
JournalPolymer Chemistry
Early online date19 Aug 2020
DOIs
Publication statusE-pub ahead of print - 19 Aug 2020

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