1 research outputs found
Synthesis and Thermal Curing of Benzoxazine Functionalized Polyurethanes
Benzoxazine
(BOX) functionalized polyurethanes (PU) are introduced
to provide a conceptually new thermal curing mechanism for polyurethanes.
3,4-Dihydro-3-methyl-2<i>H</i>-1,3-benzoxazine (P-m) was
carefully oligomerized through thermal treatment. In a straightforward
synthesis the newly formed hydroxyl groups are used for end-capping
reactions with isocyanate-terminated polyurethane prepolymers. The
isocyanate reactive hydroxyl content (IRH) of the benzoxazine oligomer
was investigated in detail via <sup>1</sup>H NMR spectroscopy, HPLC-MS,
indirect potentiometric titration in various solvents, and comparison
with model substances and found to be strongly influenced by hydrogen
bonding. The corresponding polyurethane/benzoxazine hybrid materials
(PU/BOX) can cross-link at elevated temperatures and do not suffer
from shelf-life issues or outgassing of blocked isocyanates. The thermally
activated curing reaction was investigated via rheology and DSC. Significant
improvements over state-of-the-art systems based on phenol-capped
PU prepolymers are shorter curing times, increased moduli, and drastically
increased glass transition temperatures