Polymer Bulletin

, Volume 9, Issue 6, pp 276–283

New polymer syntheses

8. Synthesis and polymerization of L-lactic acid O-carboxyanhydride (5-methyl-dioxolan-2,4-dione)
  • Hans R. Kricheldorf
  • J. Michael Jonté

DOI: 10.1007/BF00262719

Cite this article as:
Kricheldorf, H.R. & Jonté, J.M. Polymer Bulletin (1983) 9: 276. doi:10.1007/BF00262719


L-Lactic acid O-carboxyanhydride (L-Lac-OCA) was prepared by phosgenation of L-lactic acid lithium salt. Its polymerization was conducted using a variety of initiators, and the resulting poly(L-lactides) were characterized by 1H-and 13C-NMR spectra, by vapor pressure osmometry (VPO) and by optical rotation. Number average molecular weights > 3 000 were never obtained. Also polymerizations of D,L-Lac-OCA did not give higher Mn's. The formation of isotactic triads was favored under all conditions. Furthermore, copolymerizations of L-Lac-OCA and various α-amino acid N-carboxyanhydrides (NCAs) only yielded low molecular weight poly(depsipeptides). The polymerization mechanism is discussed.

Copyright information

© Springer-Verlag 1983

Authors and Affiliations

  • Hans R. Kricheldorf
    • 1
  • J. Michael Jonté
    • 1
  1. 1.Institut für Angewandte Chemie der UniversitätHamburg 13Germany