The synthesis of well-defined amphiphilic figure-eight-shaped block copolyether (8-BCP) together with the linear and cyclic counterparts (l-BCP and c-BCP, respectively) was achieved by the t-Bu-P4-catalyzed block copolymerization of decyl glycidyl ether (DGE) and triethylene glycol glycidyl methyl ether (TEGGE). The synthesis of 8-BCP was carried out through three reaction steps including (i) t-Bu-P4-catalyzed block copolymerization of DGE and TEGGE using 2,2-bis((6-azidohexyloxy)methy)propane-1,3-diol ((N3)2-(OH)2) as an initiator with the [DGE]0/[TEGGE]0/[(N3)2-(OH)2]0 ratio of 50/50/1, (ii) ?-end functionalization using propargyl bromide, and (iii) intramolecular cyclization using click reaction. The product was identified to be targeted 8-BCP by SEC, IR and 1H NMR measurements. In addition, the number-average molecular weights (Mn,NMR) of 8-BCP (21800 g�mol-1) was agreed with the calculated values (Mn,calc.) based on initial monomer-to-initiator ratio (22000 g�mol-1), and the polydispersities (Mw/Mn) was narrow (1.06). The hydrodynamic diameters (Dh) and aggregate structures of 8-BCP in water was investigated together with l-BCP and c-BCP using dynamic light scattering (DLS). The Dh of the aggregate formed from l-BCP, c-BCP and 8-BCP were calculated to be 44 nm, 30 nm, and 60 nm, respectivery. The size of the aggregate formed from 8-BCP was larger than those of l-BCP and c-BCP, indicating that the aggregation behavior was affected by the macromolecular architectures.

Synthesis of cyclic and figure-eight-shaped block copolyether by combining <i>t</i>-Bu-P<sub>4</sub>-catalyzed ring opening polymerization and click cyclization

247th National Meeting (2014)

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Synthesis of cyclic and figure-eight-shaped block copolyether by combining t-Bu-P4-catalyzed ring opening polymerization and click cyclization

Synthesis of cyclic and figure-eight-shaped block copolyether by combining t-Bu-P₄-catalyzed ring opening polymerization and click cyclization