The synthesis of cationic mono-(6-O-(1-vinylimidazolium))-ß-cyclodextrin with toluenesulfonate as the corresponding anion is described. Free-radical copolymerization of the resulting host-guest complex with N-isopropylacrylamide or N,N-diethylacrylamide yielded copolymers showing a temperature-controlled solubility window in water. The impact of different anionic guests and salt concentrations on solubility behavior was investigated via turbidity measurements.
SummaryThe double alkylation of N-vinylpyrrolidone (N-VP) with 1,8-dibromooctane yields paraffin-like oligomeric chains bearing polymerizable vinyl moieties. These oligomers were radically crosslinked in bulk with N-VP as co-monomer yielding swellable polymer disks. The vinylic side groups of the N-VP oligomers allow thiol–ene click reactions with 2-aminoethanethiol hydrochloride to obtain reactive amino-functionalized oligomers. Further modification of the free amino groups with 1,4-difluoro-9,10-anthraquinone (DFA) yields red-colored oligomeric anthraquinone dyes. The final reaction of DFA-substituted N-VP oligomers with Jeffamine® M 600 leads to blue-colored and branched oligomers with poly(ethylene glycol) side chains.
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