4.7 Article

Facile synthesis of well-defined hydrophilic polyesters as degradable poly(ethylene glycol)-like biomaterials

Journal

POLYMER CHEMISTRY
Volume 6, Issue 36, Pages 6452-6456

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5py00762c

Keywords

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Funding

  1. NSFC [21272274, 91227109]
  2. Direct For Mathematical & Physical Scien
  3. Division Of Chemistry [1306326] Funding Source: National Science Foundation

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Highly stable and polymerizable delta-valerolactones bearing oligo-(ethylene glycol) methyl ether functionalities are facilely prepared by alkylphosphine catalyzed thiol-ene addition with an exocyclic alpha,beta-unsaturated delta-valerolactone. The functionalized lactones undergo efficient ring-opening polymerization (ROP) to afford well defined PEG-like polyesters. Kinetic studies revealed that the ROP, catalyzed by diphenyl phosphate at ambient temperature, shows living nature. The results of cell viability assays indicate that the resultant polyesters are fully biocompatible. In vitro tests on protein adsorption and cell adhesion demonstrate that the antifouling capability of these polyesters is comparable to that of PEG. The strategy for facile preparation of stable and polymerizable lactones bearing functional substituents reported here provides a versatile platform for the development of polyester-based new biocompatible and biodegradable polymeric materials for biomedical applications.

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