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Reversible TAD Chemistry as a Convenient Tool for the Design of (Re)processable PCL‐Based Shape‐Memory Materials
Author(s) -
Defize Thomas,
Riva Raphaël,
Thomassin JeanMichel,
Alexandre Michaël,
Herck Niels Van,
Prez Filip Du,
Jérôme Christine
Publication year - 2017
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.201600517
Subject(s) - compression molding , materials science , curing (chemistry) , polymer chemistry , adduct , click chemistry , shape memory alloy , star polymer , indole test , polymer , polymerization , composite material , chemistry , organic chemistry , mold
A chemically cross‐linked but remarkably (re)processable shape‐memory polymer (SMP) is designed by cross‐linking poly(ε‐caprolactone) (PCL) stars via the efficient triazolinedione click chemistry, based on the very fast and reversible Alder–ene reaction of 1,2,4‐triazoline‐3,5‐dione (TAD) with indole compounds. Typically, a six‐arm star‐shaped PCL functionalized by indole moieties at the chain ends is melt‐blended with a bisfunctional TAD, directly resulting in a cross‐linked PCL‐based SMP without the need of post‐curing treatment. As demonstrated by the stress relaxation measurement, the labile character of the TAD–indole adducts under stress allows for the solid‐state plasticity reprocessing of the permanent shape at will by compression molding of the raw cross‐linked material, while keeping excellent shape‐memory properties.