Chemically recyclable and mechanically robust non-isocyanate polyurethanes from resveratrol†
Abstract
The transition to sustainable routes boosts the growth of academic research focused on replacements for isocyanate-based polyurethanes (PUs). Non-isocyanate polyurethanes (NIPUs) produced by aminolysis of cyclic carbonates are treated as promising replacements for PUs. Herein, we report a novel cross-linked NIPU material prepared from resveratrol and CO2. The rigid conjugated structure of resveratrol gives NIPUs excellent mechanical properties, with the capacity to produce robust materials with tensile stresses reaching 92 MPa. In addition, functional pre-monomers can be obtained by alcoholysis of cross-linked NIPUs, and bio-based cyclic carbonates can be regenerated by a ring-closing reaction. The regenerated bio-based cyclic carbonates remain as monomers with the same reactive efficiency, and the re-prepared NIPUs exhibit the same structures and properties. This work investigates an ecologically friendly synthetic pathway for the production of high-performance and chemically recyclable cross-linked NIPU materials using renewable resources, which will enrich the synthetic strategy and recycling of NIPU-based chemistry.