n-Decylglycine derived N-carboxyanhydride (De-NCA) and N-methoxyethylglycine derived N-carboxyanhydride (MeOEt-NCA) monomers were synthesized by a published procedure.27 The HCPs were synthesized through primary amine-initiated ring-opening polymerization of the corresponding R-NCA monomers as reported previously.25 Copolymerization of N-methoxyethyl NCA and n-decyl NCA yields a random copolymer of N-methoxyethyl glycine units and n-decylglycine units. In a typical synthesis, in a glovebox, stock solutions of MeOEt-NCA (1.3 mL, 0.52 mmol, 0.4 M) and De-NCA (433 μL, 0.17 mmol, 0.4 M) in THF were premixed before the addition of benzylamine stock solution (74.8 μL, 6.9 μmol, 92.7 mM) in THF. The mixture was stirred at 50 °C under a nitrogen atmosphere for 72 h to reach complete conversion. The polymerization conversion was tracked by monitoring the disappearance of the −C=O peak at 1780 and 1740 cm–1 in the reaction aliquots taken over time by using FT-IR spectroscopy. The volatiles were removed under vacuum by using a Schlenk line. The crude polymer was further purified by redissolved in DCM and precipitated with ample hexanes twice to obtain the final product as a white solid (61.6 mg, 65.6% yield). The polymer composition was determined by end-group analysis using 1H NMR, and the polymer polydispersity index (PDI) was obtained by using size-exclusion chromatography (SEC).

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