Reformulating polycaprolactone fumarate to eliminate toxic diethylene glycol: Effects of polymeric branching and autoclave sterilization on material properties

M. Brett Runge, Huan Wang, Robert J. Spinner, Anthony J. Windebank, Michael J. Yaszemski

Research output: Contribution to journalArticle

17 Scopus citations

Abstract

Polycaprolactone fumarate (PCLF) is a cross-linkable derivative of polycaprolactone diol that has been shown to be an effective nerve conduit material that supports regeneration across segmental nerve defects and has warranted future clinical trials. Degradation of PCLF (PCLF DEG) releases toxic small molecules of diethylene glycol used as the initiator for the synthesis of polycaprolactone diol. In an effort to eliminate this toxic degradation product we present a strategy for the synthesis of PCLF from either propylene glycol (PCLF PPD) or glycerol (PCLF GLY). PCLF PPD is linear and resembles the previously studied PCLF DEG, while PCLF GLY is branched and exhibits dramatically different material properties. The synthesis and characterization of their thermal, rheological, and mechanical properties are reported. The results show that the linear PCLF PPD has material properties similar to the previously studied PCLF DEG. The branched PCLF GLY exhibits dramatically lower crystalline properties resulting in lower rheological and mechanical moduli, and is therefore a more compliant material. In addition, the question of an appropriate Food and Drug Administration approvable sterilization method is addressed. This study shows that autoclave sterilization of PCLF materials is an acceptable sterilization method for cross-linked PCLF and has minimal effect on the PCLF thermal and mechanical properties.

Original languageEnglish (US)
Pages (from-to)133-143
Number of pages11
JournalActa Biomaterialia
Volume8
Issue number1
DOIs
StatePublished - Jan 2012

Keywords

  • Nerve regeneration
  • Polycaprolactone fumarate
  • Polyester
  • Sterilization

ASJC Scopus subject areas

  • Biotechnology
  • Biomaterials
  • Biochemistry
  • Biomedical Engineering
  • Molecular Biology

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