Hamilton wedge (HW) end-functionalized poly(styrene) (PS–HW, Mn = 5400 g mol−1, PDI = 1.06), HW mid-chain functionalized poly(styrene) (PS–HW–PS, Mn = 4600 g mol−1, PDI = 1.04), cyanuric acid (CA) end-functionalized poly(styrene) (PS–CA, Mn = 3700 g mol−1, PDI = 1.04) and CA end-functionalized poly(methyl methacrylate) (PMMA–CA, Mn = 8500 g mol−1, PDI = 1.13) precursors were successfully synthesized via a combination of atom transfer radical polymerization (ATRP) and copper catalyzed azide–alkyne cycloaddition (CuAAC). The precursor polymers were characterized viasize exclusion chromatography (SEC) and 1H NMR with respect to both molecular weight and structure. Supramolecular homopolymer (PS–HW·PS–CA), block copolymer (PS–HW·PMMA–CA), star polymer (PS–HW–PS·PS–CA) as well as miktoarm star polymer (PS–HW–PS·PMMA–CA) were formed in solution in high yields at ambient temperature (association close to 89% for PS–HW·PS–CA, 90% for PS–HW–PS·PS–CA and 98% for PS–HW–PS·PMMA–CA) via H-bonding between the orthogonal recognition units, HW and CA. The formation of supramolecular polymers was confirmed via1H NMR at ambient temperature in deuterated methylene chloride (CD2Cl2) solution.
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