One-pot glovebox-free synthesis, characterization, and self-assembly of novel amphiphilic poly(sarcosine-b-caprolactone) diblock copolymers

Saide Cui, Xin Wang, Zhenjiang Li, Qiguo Zhang, Wenzhuo Wu, Jingjing Liu, Hao Wu, Cheng Chen, Kai Guo

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

Novel amphiphilic polypeptoid-polyester diblock copolymers based on poly(sarcosine) (PSar) and poly(ε-caprolactone) (PCL) are synthesized by a one-pot glovebox-free approach. In this method, sarcosine N-carboxy anhydride (Sar-NCA) is firstly polymerized in the presence of benzylamine under N2 flow, then the resulting poly(sarcosine) is used in situ as the macroinitiator for the ring-opening polymerization (ROP) of ε-caprolactone using tin(II) octanoate as a catalyst. The degree of polymerization of each block is controlled by various feed ratios of monomer/initiator. The diblock copolymers with controlled molecular weight and narrow molecular weight distributions (D strok signM < 1.2) are characterized by 1H NMR, 13C NMR, and size-exclusion chromatography. The self-assembly behavior of PSar-b-PCL in water is investigated by dynamic light scattering (DLS) and transmission electron microscopy. DLS results reveal that the diblock copolymers associate into nanoparticles with average hydrodynamic diameters (DH) around 100 nm in water, which may be used as drug delivery carriers. Novel amphiphilic polypeptoid-polyester diblock copolymers composed of poly(sarcosine) (PSar) as the hydrophilic block and poly(ε-caprolactone) (PCL) as the hydrophobic block are synthesized by a one-pot glovebox-free approach. PSar is firstly used as macroinitiator for the ring-opening polymerization (ROP) of ε-caprolactone monomer to obtain PSar-b-PCL copolymers with controlled molecular weight and narrow molecular weight distributions. PSar-PCL can self-assemble into nanoparticles in aqueous solution.

Original languageEnglish
Pages (from-to)1954-1959
Number of pages6
JournalMacromolecular Rapid Communications
Volume35
Issue number22
DOIs
StatePublished - 1 Nov 2014

Keywords

  • block copolymers
  • living polymerization
  • polyesters
  • polypeptoids
  • ring-opening polymerization

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