A Versatile Method for Adjusting Thermoresponsivity: Synthesis and 'Click' Reaction of an Azido End-Functionalized Poly(N-isopropylacrylamide)

The 2‐chloropropionamide derivative featuring an azido group is used as the initiator for the ATRP of N‐isopropylacrylamide (NIPAM) with copper(I) chloride (CuCl) and tris[2‐(dimethylamino)ethyl]amine (Me6TREN) to produce the PNIPAM end‐functionalized with an azido group. Subsequently, the ‘click’ r...

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Veröffentlicht in:Macromolecular rapid communications. 2008-07, Vol.29 (12-13), p.1126-1133
Hauptverfasser: Narumi, Atsushi, Fuchise, Keita, Kakuchi, Ryohei, Toda, Atsushi, Satoh, Toshifumi, Kawaguchi, Seigou, Sugiyama, Kenji, Hirao, Akira, Kakuchi, Toyoji
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Sprache:eng
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Zusammenfassung:The 2‐chloropropionamide derivative featuring an azido group is used as the initiator for the ATRP of N‐isopropylacrylamide (NIPAM) with copper(I) chloride (CuCl) and tris[2‐(dimethylamino)ethyl]amine (Me6TREN) to produce the PNIPAM end‐functionalized with an azido group. Subsequently, the ‘click’ reaction between the azido end‐group and acetylene derivatives is demonstrated to produce PNIPAM in which the end‐groups are modified by the phenyl, 4‐phenoxyphenyl, butyl, octyl, carboxylic acid, and hydroxymethyl groups. The resulting PNIPAM derivatives show a LCST that ranges from 34.8 to 44.6 °C depending on the introduced end‐group.
ISSN:1022-1336
1521-3927
DOI:10.1002/marc.200800055