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  4. Surface modification of Poly(divinylbenzene) microspheres via Thiol-Ene chemistry and Alkyne-Azide click reactions
 
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2009
Journal Article
Title

Surface modification of Poly(divinylbenzene) microspheres via Thiol-Ene chemistry and Alkyne-Azide click reactions

Abstract
We report the functionalization of cross-linked poly(divinylbenzene) (pDVB) microspheres using both thiol-ene chemistry and azide-alkyne click reactions. The RAFT technique was carried out to synthesize SH-functionalized poly(N-isopropylacrylimide) (pNIPAAm) and utilized to generate pNIPAAm surface-modified microspheres via thiol-ene modification. The accessible double bonds on the surface of the microspheres allow the direct coupling with thiol-end functionalized pNIPAAm. In a second approach, pDVB microspheres were grafted with poly(2-hydroxyethyl methacrylate) (pHEMA). For this purpose, the residual double bonds on the microspheres surface were used to attach azide groups via the thiol-ene approach of 1-azido-undecane-11-thiol. In a second step, alkyne endfunctionalized pHEMA was used to graft pHEMA to the azide-modified surface via click-chemistry (Huisgen 1,3-dipolar cycloaddition). The surface-sensitive characterization methods X-ray photoelectron spectroscopy, scanning-electron microscopy and FT-IR transmission spectroscopy were employed to characterize the successful surface modification of the microspheres. In addition, fluorescence microscopy confirms the presence of grafted pHEMA chains after labeling with Rhodamine B.
Author(s)
Goldmann, A.S.
Walther, A.
Nebhani, L.
Joso, R.
Ernst, D.
Loos, K.
Barner-Kowollik, C.
Barner, L.
Müller, A.H.E.
Journal
Macromolecules  
Open Access
DOI
10.1021/ma900332d
Language
English
Fraunhofer-Institut für Chemische Technologie ICT  
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