Degradable and UV-Crosslinkable Polyurethanes Based on Curcumin and Hydroxyethyl Hexahydrotriazine
摘要
Sustainable polyurethane materials derived from biomass or degradable components hold great promise. In this study, we polymerized UV-photoreactive curcumin (Cur), hydroxyethyl hexahydrotriazine (HT), and polyethylene glycol (PEG) with isophorone diisocyanate to craft a bio-based polyurethane (Cur-PU) film that exhibits both degradability and UV cross-linking capabilities. The feed ratio, encompassing NCO/OH and the hydroxyl groups of the raw materials, was meticulously optimized through a series of structural and physicochemical tests to yield high-performance, degradable Cur-PU films. FT-IR spectra confirmed the successful synthesis of the material. Property assessments revealed that adjusting the relevant ratios enhanced the structural rigidity and crosslinking density of the Cur-PU, leading to improved thermal stability, mechanical strength, and accelerated degradation time. Specifically, at an NCO/OH ratio of 1.6 and a PEG-OH/HT-OH/Cur-OH ratio of 2/4/4, the Cur-PU film exhibited balanced performance characteristics, including a tensile strength of 12.1 MPa, an elongation at break of 516%, a glass transition temperature of 90.7 °C, a 5% weight loss temperature of 230 °C, and a degradation time of 2.12 h in 2 M phosphoric acid/ethanol. Furthermore, the optimally prepared Cur-PU showcased exceptional recyclability and UV-photocrosslinking properties. Its recycled products retained PEG and Cur components, and the high UV-photocrosslinking content contributed to enhanced Young’s modulus and thermal properties. When compared to conventional PU materials, the PU material developed in this study demonstrates environmental friendliness and broader application potential, thanks to its recyclability and photosensitivity advantages.