Abstract
ABSTRACTThe block glycopolymer, poly(2‐(α‐d‐mannopyranosyloxy)ethyl methacrylate)‐b‐poly(l‐lactide) (PManEMA‐b‐PLLA), was synthesized via a coupling approach. PLLA having an ethynyl group was successfully synthesized via ring‐opening polymerization using 2‐propyn‐1‐ol as an initiator. The ethynyl functionality of the resulting polymer was confirmed by MALDI‐TOF mass spectroscopy. In contrast, PManEMA having an azide group was prepared via AGET ATRP using 2‐azidopropyl 2‐bromo‐2‐methylpropanoate as an initiator. The azide functionality of the resulting polymer was confirmed by IR spectroscopy. The Cu(I)‐catalyzed 1,3‐dipolar cycloaddition between PLLA and PManEMA was performed to afford PManEMA‐b‐PLLA. The block structure was confirmed by 1H NMR spectroscopy and size exclusion chromatography. The aggregating properties of the block glycopolymer, PManEMA16k‐b‐PLLA6.4k (Mn,PManEMA = 16,000, Mn,PLLA = 6400) was examined by 1H NMR spectroscopy, fluorometry using pyrene, and dynamic light scattering. The block glycopolymer formed complicated aggregates at concentrations above 21 mg·L−1 in water. The d‐mannose presenting property of the aggregates was also characterized by turbidimetric assay using concanavalin A. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 395–403
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