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Synthesis of Biodegradable Lactide-Based Polymers in the Presence of Metal-Free Organocatalyst

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Abstract

The polymerization of L-lactide mediated by the organic catalyst 1,8-diazabicyclo[5.4.0]undec-7-ene is studied. It is shown that the concentration of the catalyst affects not only the reaction rate, but also the molecular weight of the resulting polymers. Partial reaction orders with respect to the monomer and catalyst are determined, and the polymerization rate constant is calculated. Linear poly(L-lactides) with weight-average molecular weights from 29 × 103 to 125 × 103 and polydispersity below 1.25 promising for medical applications are synthesized. It is shown that combination of the organocatalyst with hydroxyl-containing initiators can be used for synthesis of the star-shaped polylactide and the amphiphilic copolymer polylactide–block–poly(ethylene oxide).

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Funding

The study of kinetics of lactide polymerization was supported by the Russian Science Foundation (project no. 18-73-10079-П). The synthesis of polymers in the presence of initiators was supported by the Ministry of Science and Higher Education of the Russian Federation (State Assignment for the Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences FFSM-2022-0003). The GPC and NMR analyses of the polymers were performed using scientific equipment of the Resource Center of Organic and Hybrid Materials and the Resource Center for Molecular and Cellular Biology of the National Research Center “Kurchatov Institute.”

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Authors and Affiliations

  1. National Research Center “Kurchatov Institute”, 123182, Moscow, Russia

    A. A. Puchkov, N. G. Sedush, A. S. Chirkova, T. N. Bozin & S. N. Chvalun

  2. Enikolopov Institute of Synthetic Polymeric Materials, Russian Academy of Sciences, 117393, Moscow, Russia

    A. A. Puchkov, N. G. Sedush & S. N. Chvalun

Authors
  1. A. A. Puchkov
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  2. N. G. Sedush
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  3. A. S. Chirkova
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  4. T. N. Bozin
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  5. S. N. Chvalun
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Correspondence to A. A. Puchkov.

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The authors declare that they have no conflicts of interest.

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Translated by T. Soboleva

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Puchkov, A.A., Sedush, N.G., Chirkova, A.S. et al. Synthesis of Biodegradable Lactide-Based Polymers in the Presence of Metal-Free Organocatalyst. Polym. Sci. Ser. B 65, 419–428 (2023). https://doi.org/10.1134/S1560090423700951

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  • DOI: https://doi.org/10.1134/S1560090423700951

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