The aliphatic polyurethane with pendant alkyne, perfluorophenyl, and anthracene moieties (PU-anthracene) was prepared from polycondensation of anthracene, alkyne, and perfluorophenyl functional-diols with hexamethylenediisocyanate in the presence of dibutyltindilaurate (DBTL) in CH2Cl2 at room temperature for 10 days. Thereafter, the PU-(anthraceneco-alkyne-co-perfluorophenyl) (M-n,M-GPC=15,400 g/mol, M-w/M-n=1.37, relative to PS standards) was sequentially clicked with benzyl azide, octylamine, and 4-(2-hydroxyethyl) 210-oxa-4-azatricyclo[5.2.1.02,6] dec-8-ene-3,5-dione (adduct alcohol) via copper-catalyzed azide-alkyne cycloaddition, active ester substitution and Diels-Alder reactions, respectively, to finally yield PU(hydroxyl-co-benzyltriazole-co-octylamine). The PUs were characterized using H-1 NMR, GPC, and DSC. (C) 2015 Wiley Periodicals, Inc.