Design of degradable elastomers for medical applications

The objective of this study is to explore the plausible design of biodegradable elastomers. We introduce biodegradability by using a bis(2-hydroxyethyl)phosphite (BGP) as the chain extender. The physiologically labile phosphoester bond in the backbone renders the polymer cleavable. To test this concept, we initially started with toluene 2,4-diisocyanate (TDI) and diphenylmethane 4,4′-diisocyanate (MDI) as components of the hard segment (2). Concerned that the degradation products would be toxic, ethyl 2,6-diisocyanatohexanoate (LDI) was synthesized and replaced the MDI or TDI. The polymers were characterized with respect to their molecular weight distribution, in vitro hydrolytic stability and viscoelastic properties. A feasibility study on linking 5-fluorouracil to the BGP chain extender and controlled release from this polymer was also conducted. Qualitatively, it appears that the hydrolytic lability of the polymers decreases in the following order: LDI > BDI > TDI or MDI.

Duke Authors

Cited Authors

  • Dahiyat, B; Shi, F; Zhao, Z; Leong, K

Published Date

  • 1992

Published In

  • Polymeric Materials Science and Engineering, Proceedings of the ACS Division of Polymeric Materials Science and Engineering

Volume / Issue

  • 66 /

Start / End Page

  • 87 - 88