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Synthesis of Amphiphilic Helix–Coil–Helix Poly(3-(glycerylthio)propyl isocyanate)-block-polystyrene-block-poly(3-(glycerylthio)propyl isocyanate)
Ist Teil von
Macromolecules, 2018-02, Vol.51 (3), p.697-704
Ort / Verlag
American Chemical Society
Erscheinungsjahr
2018
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
To achieve molecular packing of protic-functionalized helical polymers in aqueous solution, we synthesized an amphiphilic helix–coil–helix triblock copolymer (triBCP) composed of polystyrene and dihydroxyl-functionalized polyisocyanates. Poly(3-(glycerylthio)propyl isocyanate)-block-polystyrene-block-poly(3-(glycerylthio)propyl isocyanate), P3GPIC-b-PSt-b-P3GPIC, was synthesized by postpolymerization modification. The bidirectional anionic block copolymerization of styrene (St) and allyl isocyanate (AIC) yielded triBCPs, poly(allyl isocyanate)-block-polystyrene-block-poly(allyl isocyanate)s (PAIC-b-PSt-b-PAICs), with well-controlled molecular weights (M n = 5.60–99.9 kDa) and narrow dispersities (Đ = 1.14–1.18). Of them, one with the lowest MW (M n = 5.60 kDa, Đ = 1.14), which was highly organic-soluble, was utilized in the thiol–ene click reaction between allyl group and 1-thioglycerol, producing P3GPIC-b-PSt-b-P3GPIC. The amphiphilic P3GPIC-b-PSt-b-P3GPIC self-aggregated to form spherical vesicles with an average hydrodynamic diameter of 170 nm in aqueous solution, demonstrating that hydrophilic–helical P3GPIC blocks well interacted with water media maintaining their intermolecular packing.