Please use this identifier to cite or link to this item: http://hdl.handle.net/1942/19880
Title: Synthesis of degradable multi-segmented polymers via Michael-addition thiol-ene step-growth polymerization
Authors: VANDENBERGH, Joke 
RAMAKERS, Gijs 
VAN LOKEREN, Luk 
van Assche, Guy
JUNKERS, Tanja 
Issue Date: 2015
Publisher: ROYAL SOC CHEMISTRY
Source: RSC ADVANCES, 5 (100), p. 81920-81932
Abstract: A series of (bio)degradable multi-segmented poly(beta-thioester) (PBT) linear polymers and networks are synthesized using bifunctional telechelic polystyrene (PS) and poly(iso-bornylacrylate) (PiBoA) precursor polymers, obtained via reversible addition fragmentation chain transfer polymerization. The thiocarbonyl thio end groups of the bifunctional RAFT precursors are converted into thiols via aminolysis with hexylamine. The obtained dithiol polymers are then used as Michael donors in a phosphine catalyzed thiol-ene step-growth polymerization, either with hexanediol diacrylate to yield linear polymers in which the diacrylate units are evenly spaced along the backbone, or with multifunctional acrylates to obtain cross-linked PBT networks with defined PS segment sizes. Aminolysis and thiol-ene Michael addition reactions can be performed in a one-pot procedure, but improved results are obtained when the polymeric thiols are first purified. The multi-segmented poly(beta-thioester) polymers based on polystyrene precursors are characterized by means of TGA and DSC. The materials are thermally very stable and feature glass transition temperatures between polystyrene and pure PBTs. Further, the (bio) degradability of the materials (into the original low molecular weight PS segments) is demonstrated by basic or enzymatic hydrolysis of the labile ester bonds in the polymer backbone.
Notes: [Vandenbergh, Joke; Ramakers, Gijs; Junkers, Thomas] Hasselt Univ, Inst Mat Res Imo Imomec, Polymer React Design Grp, B-3590 Diepenbeek, Belgium. [van Lokeren, Luk; van Assche, Guy] Vrije Univ Brussel, Dept Mat & Chem, Phys Chem & Polymer Sci, B-1050 Brussels, Belgium. [Junkers, Thomas] IMEC Associated Lab IMOMEC, B-3590 Diepenbeek, Belgium.
Document URI: http://hdl.handle.net/1942/19880
e-ISSN: 2046-2069
DOI: 10.1039/c5ra18861j
ISI #: 000362437900019
Rights: This journal is © The Royal Society of Chemistry 2015
Category: A1
Type: Journal Contribution
Validations: ecoom 2016
Appears in Collections:Research publications

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