4.4 Article

Thermally Induced Crosslinking of Poly(N-Propargyl Glycine)

期刊

MACROMOLECULAR CHEMISTRY AND PHYSICS
卷 216, 期 21, 页码 2080-2085

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/macp.201500223

关键词

Fourier-transform infrared; metal-free crosslinking; polypeptoid; propargyl; solid-state NMR

资金

  1. Max Planck Society
  2. University of Potsdam
  3. National Science Foundation Postdoctoral Research Fellowship in Biology [DBI-1308104]

向作者/读者索取更多资源

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.

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