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250. Tebaldi de Sordi, M.L.; Ceschi, M.A.; Petzhold, C.L.; Müller, A.H.E.: Controlled Radical Polymerization of 2,3-Epithiopropyl Methacrylate, Macromol. Rapid Commun. 28, 63 (2007) -- DOI: 10.1002/marc.200600641
Key words: atom transfer radical polymerization (ATRP), 2,3-epithiopropyl methacrylate, reversible addition fragmentation chain transfer (RAFT)
Abstract:

We report first results on the controlled radical polymerization of 2,3-epithiopropyl methacrylate (ETMA) also known as thiiranylmethyl methacrylate. Reversible Addition-Fragmentation Chain Transfer (RAFT) of ETMA was carried out in bulk and in solution, using AIBN as initiator and three different chain transfer agents: cyanopropyl dithiobenzoate (CPDB) and cumyl dithiobenzoate (CDB) . A linear increase of the number-average molecular weight and decrease of the polydispersity with monomer conversion were observed using CPDB as transfer agent, indicating a controlled process. Atom Transfer Radical Polymerization (ATRP) of ETMA was performed under different reaction conditions using copper bromide complexed by tertiary amine ligands and ethyl 2-bromoisobutyrate (EBiB) or 2-bromopropionitrile (BPN) as initiator. All experiments lead to a crosslinked polymer. Preliminary studies in the absence of initiator showed that the CuBr/ligand complex alone initiates the ring-opening polymerization of thiirane ring leading to a poly(propylene sulfide) with pendant methacrylate groups.

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