Aza‐Michael addition reaction: Post‐polymerization modification and preparation of PEI/PEG‐based polyester hydrogels from enzymatically synthesized reactive polymers

Christian Hoffmann, Mihaiela C. Stuparu, Anders Egede Daugaard, Anzar Khan

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

The utility of aza‐Michael addition chemistry for post‐polymerization functionalization of enzymatically prepared polyesters is established. For this, itaconate ester and oligoethylene glycol are selected as monomers. A Candida Antarctica lipase B catalyzed polycondensation reaction between the two monomers provides the polyesters, which carry an activated carbon‐carbon double bond in the polymer backbone. These electron deficient alkenes represent suitable aza‐Michael acceptors and can be engaged in a nucleophilic addition reaction with small molecular mono‐amines (aza‐Michael donors) to yield functionalized linear polyesters. Employing a poly‐amine as the aza‐Michael donor, on the other hand, results in the formation of hydrophilic polymer networks.
Original languageEnglish
JournalJournal of Polymer Science. Part A, Polymer Chemistry
Volume53
Issue number6
Pages (from-to)745-749
ISSN0887-624X
DOIs
Publication statusPublished - 2015

Keywords

  • aza‐Michael addition
  • Enzymatic polymerization
  • Functionalization of polymers
  • Hydrogels
  • Polyesters

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