Synthesis and properties of self‐healing cross‐linked nonisocyanate polyurethanes from biobased diglycerol bis(cyclic carbonate)

Abstract

AbstractA simple and green method was established to prepare self‐healing cross‐linked nonisocyanate polyurethanes (SH‐cNIPUs) from biobased diglycerol bis(cyclic carbonate) (DGDC). Two nonisocyanate polyurethane prepolymers with furan terminal groups (tFU‐NIPUs) were synthesized through a ring‐opening reaction of DGDC with furan methylamine and trimethylolpropane tris(poly[propylene glycol], amine terminated) ether, or tris(2‐aminoethyl) amine under mild conditions. The SH‐cNIPUs were prepared via a Diels–Alder reaction between tFU‐NIPUs and a bismaleimide. SH‐cNIPUs were characterized by ATI‐FTIR,1H NMR, differential scanning calorimetry, polarized optical microscope, and tensile strength after being damaged and healed. SH‐cNIPUs with glass transition temperature from 8 to 49°C, tensile strength up to 21 MPa, and self‐healing efficiency from 67 to 80% were successfully synthesized.