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Degradable Multilayer Films and Hollow Capsules via a ‘Click’ Strategy
Author(s) -
De Geest Bruno G.,
Van Camp Wim,
Du Prez Filip E.,
De Smedt Stefaan C.,
Demeester Jo,
Hennink Wim E.
Publication year - 2008
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200800093
Subject(s) - click chemistry , dextran , azide , alkyne , cycloaddition , polymer chemistry , polyelectrolyte , hydrolysis , covalent bond , materials science , chemistry , drug delivery , combinatorial chemistry , organic chemistry , catalysis , polymer
Degradable polymeric multilayer films and microcapsules are fabricated by ‘click’ chemistry using dextran modified with azide and alkyne moieties. Alternating layers of dextran modified with azide and alkyne groups, respectively, are covalently bonded by virtue of the 1,3‐dipolar cycloaddition reaction, known as click chemistry, which leads to the formation of stable triazole cross‐links between the successive layers. The dextran is modified in such a way that the azide and alkyne moieties are connected to the dextran backbone by a hydrolyzable carbonate ester. Therefore, the obtained multilayered structures can be degraded by simple hydrolysis. This type of multilayer avoids the use of polyelectrolytes, which are potentially cytotoxic, and could, therefore, be interesting for the fields of drug delivery and tissue engineering.