Synthesis and Functionalization of Thiol-Reactive Biodegradable Polymers

Synthesis and Functionalization of Thiol-Reactive Biodegradable Polymer

Poly(ω-pentadecalactone)‑<i>b</i>‑poly(l‑lactide) Block Copolymers via Organic-Catalyzed Ring Opening Polymerization and Potential Applications

Poly­(pentadecalactone)-<i>b</i>-poly­(l-lactide) (PPDL-<i>b</i>-PLLA) diblock copolymers were prepared via the organic catalyzed ring-opening polymerization (ROP) of l-lactide (l-LA) from PPDL macroinitiators using either 1,8-diazabicyclo[5.4.0]­undec-7-ene (DBU) or 1,5,7-triazabicyclo[4.4.0]­dec-5-ene (TBD). Synthesis of PLLA blocks targeting degrees of polymerization (DP) up to 500 were found to yield diblock copolymers with crystalline PPDL and PLLA segments when TBD was used as the catalyst. The synthesis was further improved in a one-pot, two-step process using the same TBD catalyst for the synthesis of both segments. The application of these diblock copolymers as a compatibilizing agents resulted in homogenization of a biobased PLLA/poly­(ω-hydroxytetradecanoate) (90:10) blend upon a melt-process, yielding enhanced material properties