Migration and hydrolysis of hydrophobic polylactide plasticizer

Biomacromolecules. 2010 Jan 11;11(1):277-83. doi: 10.1021/bm901157h.

Abstract

Hydrophobic plasticizer protects polylactide (PLA) against hydrolytic degradation but still migrates to aging medium and there undergoes further hydrolysis contributing to the spectrum of degradation products. PLA plasticized with hydrophobic acetyl tributyl citrate (ATC) plasticizer showed a slower degradation rate compared with pure PLA because of the increased hydrophobicity of the material. The enhanced bulk hydrophobicity also overcame the degradation enhancing effect of hydrophilic surface grafting. In addition to plasticization with ATC, some of the samples were also surface grafted with acrylic acid. The materials were subjected to hydrolysis at 37 and 60 degrees C for up to 364 days to compare the effect of hydrophobic and hydrophilic bulk and surface modifications. Although considered insoluble in water, the plasticizer was detected in the water solutions immediately upon immersion of the materials, and the relative abundance of the ATC degradation products increased with hydrolysis time.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemistry
  • Calorimetry, Differential Scanning
  • Chromatography, Gel
  • Hydrolysis
  • Hydrophobic and Hydrophilic Interactions
  • Plasticizers / chemistry*
  • Plasticizers / metabolism*
  • Polyesters / chemistry*
  • Polyesters / metabolism*
  • Spectrometry, Mass, Electrospray Ionization
  • Surface Properties
  • Water / chemistry

Substances

  • Acrylates
  • Plasticizers
  • Polyesters
  • Water
  • poly(lactide)
  • acrylic acid