TBD‐Catalyzed Ring‐Opening Polymerization of Alkyl‐Substituted Morpholine‐2,5‐Dione Derivatives

Dirauf, Michael; Bandelli, Damiano; Weber, Christine; Görls, Helmar; Gottschaldt, Michael; Schubert, Ulrich S.
Abstract:
In a two‐step synthesis, five different alkyl‐substituted morpholine‐2,5‐dione monomers were synthesized from the natural amino acids glycine, alanine, valine, leucine, and isoleucine. The heterocyclic compounds crystallize in a boat‐like conformation and are polymerized via 1,5,7‐triazabicyclo[4.4.0]dec‐5‐ene (TBD)‐catalyzed ring‐opening polymerization (ROP) in tetrahydrofuran. Well‐defined polymers could be obtained from the monomers based on valine, leucine, and isoleucine at a feed ratio of M/I/TBD = 100/1/0.5. Kinetic studies of the ROP reveal that the molar masses and dispersities (Đ
Research areas:
Year:
2018
Type of Publication:
Article
Journal:
Macromolecular Rapid Communications
Pages:
1800433
DOI:
10.1002/marc.201800433