In this study, a green and sustainable
strategy was opted for the
synthesis of a novel biobased non-isocyanate polyurethane (NIPU) or
polyhydroxyurethane (PHU). NIPU or PHU was synthesized from microbially
converted hydroxy fatty acid-based cyclic carbonate and diamine cross-linker.
Initially, oleic acid was biotransformed into 7,10-dihydroxy-8(E)-octadecenoic acid (DOD) using Pseudomonas
aeruginosa. The cell-free approach was chosen for
DOD production due to its high yield and productivity. Afterward,
DOD was modified into DOD-based tricyclic carbonate by a two-step
method. The prepared monomeric material was characterized using Fourier
transform infrared (FTIR) spectroscopy, 1H nuclear magnetic
resonance (1H NMR), and 13C NMR analyses. A
series of DOD-based PHUs (DOD PHUs) were synthesized with different
amine contents, and their structures were studied by FTIR and 1H NMR analyses. The morphological, mechanical, and thermal
properties of DOD PHU were further analyzed. The tensile strength
and elongation at break of the prepared DOD PHU were in the range
of 2–6 MPa and 39–76%, respectively. The glass transition
temperature of the material was in the range of 4–27 °C.
Thermogravimetric analysis exhibited that thermal stability increases
with the increase in amine content. The gel content was in the range
of 73–100%, suggesting that the polymers are highly cross-linked.
In addition, the synthesized DOD PHU displayed excellent ultraviolet
and water resistance properties. The green synthesized DOD PHU depicts
suitability for a wide range of applications, particularly in the
coating and packaging industries.