Premium
Thermally Induced Crosslinking of Poly( N ‐Propargyl Glycine)
Author(s) -
Secker Christian,
Brosnan Sarah M.,
Limberg Felix R. P.,
Braun Ulrike,
Trunk Matthias,
Strauch Peter,
Schlaad Helmut
Publication year - 2015
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201500223
Subject(s) - thermogravimetric analysis , alkyne , alkene , propargyl , differential scanning calorimetry , polymer chemistry , fourier transform infrared spectroscopy , chemistry , materials science , photochemistry , organic chemistry , chemical engineering , catalysis , physics , engineering , thermodynamics
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.