Please use this identifier to cite or link to this item: http://hdl.handle.net/1942/14535
Title: Synthesis of (Bio)-Degradable Poly(beta-thioester)s via Amine Catalyzed Thiol-Ene Click Polymerization
Authors: Vandenbergh, Joke 
Ranieri, Kayte 
Junkers, Thomas 
Issue Date: 2012
Publisher: WILEY-V C H VERLAG GMBH
Source: MACROMOLECULAR CHEMISTRY AND PHYSICS, 213 (24), p. 2611-2617
Abstract: The well-known thiol-ene click reaction is used to polymerize dithiols and diacrylate monomers. Using catalytic amounts of hexylamine, poly(ester-sulfide)s are synthesized via consecutive Michael additions between 1,4-butanedithiol and 1,6-hexanediol diacrylate. The molecular weight of the polymers is controlled by the stoichiometric balance of the reagents and by optimizing reaction time. Maximum conversion is achieved at close to 20 min at room temperature. Thermal characterization of the polymer shows a melting temperature of 53 degrees C and good thermal stability of up to 200 degrees C. The poly(beta-thioester) readily degrades when in contact with acetic acid or NaOH solutions, but also degradation under more biological relevant conditions is indicated by partial hydrolysis of the ester linkages in phosphate buffers.
Notes: [Vandenbergh, Joke; Ranieri, Kayte; Junkers, Thomas] Univ Hasselt, Inst Mat Res IMO, Polymer React Design Grp, B-3590 Diepenbeek, Belgium. [Junkers, Thomas] KIT, Inst Tech Chem & Polymerchem, D-76128 Karlsruhe, Germany.
Keywords: biodegradable; click reaction; Michael addition; polyesters; step-growth polymerization; thiol-ene chemistry;Polymer Science; bidegradable; click reaction; Michael addition; polyesters; step-growth polymerization; thiol-ene chemistry
Document URI: http://hdl.handle.net/1942/14535
ISSN: 1022-1352
e-ISSN: 1521-3935
DOI: 10.1002/macp.201200470
ISI #: 000312656800007
Category: A1
Type: Journal Contribution
Validations: ecoom 2014
Appears in Collections:Research publications

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