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A Versatile Method for Adjusting Thermoresponsivity: Synthesis and ‘Click’ Reaction of an Azido End‐Functionalized Poly( N‐ isopropylacrylamide)
Author(s) -
Narumi Atsushi,
Fuchise Keita,
Kakuchi Ryohei,
Toda Atsushi,
Satoh Toshifumi,
Kawaguchi Seigou,
Sugiyama Kenji,
Hirao Akira,
Kakuchi Toyoji
Publication year - 2008
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200800055
Subject(s) - lower critical solution temperature , hydroxymethyl , polymer chemistry , end group , click chemistry , poly(n isopropylacrylamide) , amine gas treating , chemistry , acetylene , derivative (finance) , copolymer , organic chemistry , polymer , economics , financial economics
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 (Me 6 TREN) 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.