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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container_end_page 1133
container_issue 12-13
container_start_page 1126
container_title Macromolecular rapid communications.
container_volume 29
creator Narumi, Atsushi
Fuchise, Keita
Kakuchi, Ryohei
Toda, Atsushi
Satoh, Toshifumi
Kawaguchi, Seigou
Sugiyama, Kenji
Hirao, Akira
Kakuchi, Toyoji
description 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.
doi_str_mv 10.1002/marc.200800055
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source Wiley Online Library Journals Frontfile Complete
subjects atom transfer radical polymerization (ATRP)
functionalization of polymers
initiators
stimuli-sensitive polymers
structure-property relations
title A Versatile Method for Adjusting Thermoresponsivity: Synthesis and 'Click' Reaction of an Azido End-Functionalized Poly(N-isopropylacrylamide)
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