Synthesis of Well-Defined Graft Copolymers by Combination of Enzymatic Polycondensation and “Click” Chemistry
- 18 November 2010
- journal article
- Published by American Chemical Society (ACS) in Biomacromolecules
- Vol. 11 (12), 3660-3667
- https://doi.org/10.1021/bm1011085
Abstract
Aliphatic polyesters having pendant azide groups were prepared by enzymatic polycondensation in the presence of lipase from Candida antarctica type B (CAL-B). The grafting reaction to the N3-functional polyester was carried out quantitatively at room temperature using copper-catalyzed azide−alkyne cycloaddition (CuAAC, “click” reaction) with monoalkyne-functional poly(ethylene oxide) (alkyne-PEO, Mn = 750 g/mol). Furthermore, both enzymatic polycondensation and “click” reaction were carried out successfully in sequential one-pot reaction. The graft copolymer was surface-active and self-assembled in water. The graft copolymer had a critical aggregation concentration (cac) of 3 × 10−2 μM in water determined by surface tension measurements. Above cac, the graft copolymer formed single chains and aggregates having a hydrodynamic radius of ∼75 nm. Furthermore, the surface activity of the polymers at the air−water interface was studied by Langmuir trough measurements. The Langmuir isotherm of the graft polymer showed a pseudoplateau resulting from desorption of PEO chains into the subphase upon compression.Keywords
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