Versatile Functionalization of the Micro-patterned Hydrogelof HyperbranchedPoly(ether amine) Based on “Thiol-yne” Chemistry

YanlingXu ,HongjieXu , Xuesong Jiang* , and Jie Yin

 Adv. Funct. Mater. 2014, DOI: 10.1002/adfm.201302139


The functionalization of a hydrogel with target molecules is one of the keysteps in its various applications. Here, a versatile approach is demonstrated to functionalize a micropatterned hydrogel, which is formed by “thiol-yne”photo-click reaction between the yne-ended hyperbranchedpoly(ether amine) (hPEA-yne) and thiol-containing polyhedral oligomericsilsesquioxane (PEGPOSS- SH). By controlling the molar ratio between hPEA-yne and PEG-POSSSH, patterned hydrogels containing thiol or yne groups are obtained. A series of thiol-based click chemistry such as “thiol-epoxy”, “thiol-halogen”, “thiolene”, and “thiol-isocyanate” are used to functionalize the thiol-containing hydrogel (Gel-1), while the yne-containing hydrogel (Gel-2) is functionalized through a typical copper-catalysed alkyne-azide reaction (CuAAC). FTIR,UV-vis spectra and confocal laser scanning microscopy (CLSM) are used to trace these click reactions. Due to the selective adsorption to the hydrophilic dyes, the obtained patterned hydrogel of hPEAmodified with fluorescencedye is further demonstrated in application for the recognition of guest molecules.