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New polymer syntheses

8. Synthesis and polymerization of L-lactic acid O-carboxyanhydride (5-methyl-dioxolan-2,4-dione)

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Summary

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.

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Authors and Affiliations

  1. Institut für Angewandte Chemie der Universität, Martin-Luther-King-Platz 6, D-2000, Hamburg 13, Germany

    Hans R. Kricheldorf & J. Michael Jonté

Authors
  1. Hans R. Kricheldorf
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  2. J. Michael Jonté
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We thank the Deutsche Forschungsgemeinschaft for financial support.

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Kricheldorf, H.R., Jonté, J.M. New polymer syntheses. Polymer Bulletin 9, 276–283 (1983). https://doi.org/10.1007/BF00262719

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  • DOI: https://doi.org/10.1007/BF00262719

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