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Reversible TAD chemistry as a convenient tool for the design of (re)processable PCL-based shape-memory materials

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Abstract
A chemically cross-linked but remarkably (re) processable shape-memory polymer (SMP) is designed by cross-linking poly(epsilon-caprolactone) (PCL) stars via the efficient triazolinedione click chemistry, based on the very fast and reversible Alderene 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.
Keywords
CLICK CHEMISTRY, POLYMERS, TRIAZOLINEDIONES, NETWORKS, PROGRESS, Alder-ene reaction, shape-memory materials, solid-state plasticity, TAD, chemistry, thermoreversible networks

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Please use this url to cite or link to this publication:

Chicago
Defize, Thomas, Raphaël Riva, Jean-Michel Thomassin, Michaël Alexandre, Niels Van Herck, Filip Du Prez, and Christine Jérôme. 2017. “Reversible TAD Chemistry as a Convenient Tool for the Design of (re)processable PCL-based Shape-memory Materials.” Macromolecular Rapid Communications 38 (1).
APA
Defize, T., Riva, R., Thomassin, J.-M., Alexandre, M., Van Herck, N., Du Prez, F., & Jérôme, C. (2017). Reversible TAD chemistry as a convenient tool for the design of (re)processable PCL-based shape-memory materials. MACROMOLECULAR RAPID COMMUNICATIONS, 38(1).
Vancouver
1.
Defize T, Riva R, Thomassin J-M, Alexandre M, Van Herck N, Du Prez F, et al. Reversible TAD chemistry as a convenient tool for the design of (re)processable PCL-based shape-memory materials. MACROMOLECULAR RAPID COMMUNICATIONS. 2017;38(1).
MLA
Defize, Thomas, Raphaël Riva, Jean-Michel Thomassin, et al. “Reversible TAD Chemistry as a Convenient Tool for the Design of (re)processable PCL-based Shape-memory Materials.” MACROMOLECULAR RAPID COMMUNICATIONS 38.1 (2017): n. pag. Print.
@article{8515863,
  abstract     = {A chemically cross-linked but remarkably (re) processable shape-memory polymer (SMP) is designed by cross-linking poly(epsilon-caprolactone) (PCL) stars via the efficient triazolinedione click chemistry, based on the very fast and reversible Alderene 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.},
  articleno    = {1600517},
  author       = {Defize, Thomas and Riva, Rapha{\"e}l and Thomassin, Jean-Michel and Alexandre, Micha{\"e}l and Van Herck, Niels and Du Prez, Filip and J{\'e}r{\^o}me, Christine},
  issn         = {1022-1336},
  journal      = {MACROMOLECULAR RAPID COMMUNICATIONS},
  keyword      = {CLICK CHEMISTRY,POLYMERS,TRIAZOLINEDIONES,NETWORKS,PROGRESS,Alder-ene reaction,shape-memory materials,solid-state plasticity,TAD,chemistry,thermoreversible networks},
  language     = {eng},
  number       = {1},
  pages        = {7},
  title        = {Reversible TAD chemistry as a convenient tool for the design of (re)processable PCL-based shape-memory materials},
  url          = {http://dx.doi.org/10.1002/marc.201600517},
  volume       = {38},
  year         = {2017},
}

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