|334. Goldmann, A.S.; Walther, A.; Nebhani, L.; Joso, R.; Ernst, D.; Loos, K.; Barner-Kowollik, C.; Barner, L.; Müller, A.H.E.: Surface Modification of Poly(divinylbenzene) Microspheres via Thiol-Ene-Chemistry and Alkyne-Azide Click Reactions, Macromolecules 42(11), 3707 (2009) -- DOI: 10.1021/ma900332d -- PDF|
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-isopropylacrylamide) (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.
There are additional file downloads belonging to this publication
- Project: Australian Research Council (ARC): Design of Polymeric Devices for Biotechnological Applications