Aza‐Michael addition reaction: Post‐polymerization modification and preparation of PEI/PEG‐based polyester hydrogels from enzymatically synthesized reactive polymers |
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| Authors: | Christian Hoffmann Mihaiela C. Stuparu Anders Daugaard Anzar Khan |
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| Affiliation: | 1. Danish Polymer Centre, Department of Chemical and Biochemical Engineering, Technical University of Denmark, DTU, S?ltofts Plads, Lyngby, Denmark;2. Department of Materials, ETH‐Zürich, Zürich, Switzerland;3. Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University (NTU), Singapore |
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| 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. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015 , 53, 745–749 |
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| Keywords: | aza‐Michael addition enzymatic polymerization functionalization of polymers hydrogels polyesters |
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