Complex, degradable polyester materials via ketoxime ether‐based functionalization: Amphiphilic, multifunctional graft copolymers and their resulting solution‐state aggregates Academic Article uri icon

abstract

  • Degradable, amphiphilic graft copolymers of poly(ε-caprolactone)- grarf-poly(ethylene oxide), PCL-g-PEO, were synthesized via a grafting onto strategy taking advantage of the ketones presented along the backbone of the statistical copolymer poly(ε-caprolactone)-co-(2-oxepane-1, 5-dione), (PCLco-OPD). Through the formation of stable ketoxime ether linkages, 3 kDa PEO grafts and p-methoxybenzyl side chains were incorporated onto the polyester backbone with a high degree of fidelity and efficiency, as verified by NMR spectroscopies and GPC analysis (90% grafting efficiency in some cases). The resulting block graft copolymers displayed significant thermal differences, specifically a depression in the observed melting transition temperature, T m, in comparison with the parent PCL and PEO polymers. These amphophilic block graft copolymers undergo self-assembly in aqueous solution with the P(CL-coOPD-co-(OPD-g-PEO)) polymer forming spherical micelles and a P(CL-co-OPD-co-(OPD-g-PEO)-co-(OPD-g-pMeOBn)) forming cylindrical or rod-like micelles, as observed by transmission electron microscopy and atomic force microscopy. © 2010 Wiley Periodicals, Inc.

altmetric score

  • 3

author list (cited authors)

  • Iha, R. K., van Horn, B. A., & Wooley, K. L.

citation count

  • 28

publication date

  • July 2010

publisher