TY - JOUR
T1 - Aza-Michael addition reaction
T2 - Post-polymerization modification and preparation of PEI/PEG-based polyester hydrogels from enzymatically synthesized reactive polymers
AU - Hoffmann, Christian
AU - Stuparu, Mihaiela C.
AU - Daugaard, Anders
AU - Khan, Anzar
N1 - Publisher Copyright:
© 2014 Wiley Periodicals, Inc.
Copyright:
Copyright 2015 Elsevier B.V., All rights reserved.
PY - 2015/3/15
Y1 - 2015/3/15
N2 - 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 polyamine as the aza-Michael donor, on the other hand, results in the formation of hydrophilic polymer networks.
AB - 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 polyamine as the aza-Michael donor, on the other hand, results in the formation of hydrophilic polymer networks.
KW - Aza-Michael addition
KW - Enzymatic polymerization
KW - Functionalization of polymers
KW - Hydrogels
KW - Polyesters
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U2 - 10.1002/pola.27498
DO - 10.1002/pola.27498
M3 - Article
AN - SCOPUS:84923042743
VL - 53
SP - 745
EP - 749
JO - Journal of Polymer Science, Part A: Polymer Chemistry
JF - Journal of Polymer Science, Part A: Polymer Chemistry
SN - 0887-624X
IS - 6
ER -