Efficient Diethylzinc/Gallic Acid and Diethylzinc/Gallic Acid Ester Catalytic Systems for the Ring-Opening Polymerization of rac-Lactide

Molecules. 2015 Dec 8;20(12):21909-23. doi: 10.3390/molecules201219815.

Abstract

Polylactide (PLA) represents one of the most promising biomedical polymers due to its biodegradability, bioresorbability and good biocompatibility. This work highlights the synthesis and characterization of PLAs using novel diethylzinc/gallic acid (ZnEt₂/GAc) and diethylzinc/propyl gallate (ZnEt₂/PGAc) catalytic systems that are safe for human body. The results of the ring-opening polymerization (ROP) of rac-lactide (rac-LA) in the presence of zinc-based catalytic systems have shown that, depending on the reaction conditions, "predominantly isotactic", disyndiotactic or atactic PLA can be obtained. Therefore, the controlled and stereoselective ROP of rac-LA is discussed in detail in this paper.

Keywords: biomedical polymers; gallic acid; polylactide; propyl gallate; ring-opening polymerization; zinc-based catalysts.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Coordination Complexes / chemistry*
  • Crystallography, X-Ray
  • Esters / chemistry*
  • Gallic Acid / chemistry*
  • Humans
  • Organometallic Compounds / chemistry*
  • Polyesters / chemistry*
  • Polymerization
  • Polymers / chemistry*

Substances

  • Coordination Complexes
  • Esters
  • Organometallic Compounds
  • Polyesters
  • Polymers
  • poly(lactide)
  • Gallic Acid
  • diethylzinc