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Self-reporting dynamic covalent polycarbonate networks

Schenzel, Alexander M.; Moszner, Norbert; Barner-Kowollik, Christopher

Abstract (englisch): Here, we report the first-time development of polycarbonate networks with self-reporting thermoreversible bonding/debonding on demand properties. The reversible linkages within the network are based on a Hetero–Diels–Alder (HDA) moiety, which is able to undergo cleavage and rebonding as a function of temperature within minutes. As HDA pair a phosphoryl dithioester and a cyclopentadiene moiety are employed as bonding and debonding take place in the temperature range between 25–120 °C. The degradation and rebonding can be readily traced by visible inspection due to the self-reporting nature of the HDA moiety. In order to prove the reversibility, linear polycarbonates (Mw = 4.200–20.000 g mol−1) including the reversible linkage in each repeating unit were generated and carefully analyzed using size exclusion chromatography (SEC), UV/Vis analysis and high temperature 1H NMR spectroscopy. Subsequently, polycarbonate networks bearing HDA units – allowing the networks to be fully degraded into small molecules – were synthesized, debonded and bonded several times in the temperature range between 25 and 120 °C within minutes. The present study thus introduces fully degradable polycarbonate networks based on a facile chemical concept as a viable alternative to networks based on C–C bond formation that disallow a complete degradation.

Zugehörige Institution(en) am KIT Institut für Biologische Grenzflächen (IBG)
Institut für Technische Chemie und Polymerchemie (ITCP)
Publikationstyp Zeitschriftenaufsatz
Jahr 2017
Sprache Englisch
Identifikator DOI: 10.1039/C6PY01840H
ISSN: 1759-9954, 1759-9962
URN: urn:nbn:de:swb:90-650844
KITopen ID: 1000065084
HGF-Programm 47.02.03; LK 01
Erschienen in Polymer chemistry
Band 8
Heft 2
Seiten 414–420
Bemerkung zur Veröffentlichung This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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