Thermally Induced Crosslinking of Poly(N-Propargyl Glycine)
- As polypeptoids become increasingly popular, they present a more soluble and processable alternative to natural and synthetic polypeptides; the breadth of their potential functionality slowly comes into focus. This report analyzes the ability of an alkyne-functionalized polypeptoid, poly(N-propargyl glycine), to crosslink upon heating. The crosslinking process is analyzed by thermal analysis (differential scanning calorimetry and thermogravimetric analysis), Fourier-transform infrared, electron paramagnetic resonance, and solid-state NMR spectroscopy. While a precise mechanism cannot be confidently assigned, it is clear that the reaction proceeds by a radical mechanism that exclusively involves the alkyne functionality, which, upon crosslinking, yields alkene and aromatic products.
| Verfasserangaben: | Christian Secker, Sarah M. Brosnan, Felix Rolf Paul Limberg, Ulrike Braun, Matthias Trunk, Peter StrauchGND, Helmut SchlaadORCiDGND |
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| DOI: | https://doi.org/10.1002/macp.201500223 |
| ISSN: | 1022-1352 |
| ISSN: | 1521-3935 |
| Titel des übergeordneten Werks (Englisch): | Macromolecular chemistry and physics |
| Verlag: | Wiley-VCH |
| Verlagsort: | Weinheim |
| Publikationstyp: | Wissenschaftlicher Artikel |
| Sprache: | Englisch |
| Jahr der Erstveröffentlichung: | 2015 |
| Erscheinungsjahr: | 2015 |
| Datum der Freischaltung: | 27.03.2017 |
| Freies Schlagwort / Tag: | Fourier-transform infrared; metal-free crosslinking; polypeptoid; propargyl; solid-state NMR |
| Band: | 216 |
| Ausgabe: | 21 |
| Seitenanzahl: | 6 |
| Erste Seite: | 2080 |
| Letzte Seite: | 2085 |
| Fördernde Institution: | Max Planck Society; University of Potsdam; National Science Foundation Postdoctoral Research Fellowship in Biology [DBI-1308104] |
| Organisationseinheiten: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer Review: | Referiert |
