Circular Design and Functionalized Upcycling of Waste Commodity Polystyrene via C-H Activation Using Microwave-Assisted Multicomponent Synthesis

The inefficient reuse and recycling of plastics-and the current surge of medical and take-out food packaging use during the pandemic-have exacerbated the environmental burden. This impels the development of alternative recycling/upcycling methods to pivot toward circularity. We report the use of the Mannich three-component coupling reaction for the modification of polystyrene (PS) recovered with a 99.1% yield from waste food containers to form functionalized nitrogen and oxygen-rich PS derivatives. A series of functionalized PS with increasing moles of formaldehyde (F) and morpholine (M) (0.5 × 10 , 1.0 × 10 , and 2.0 × 10 mol) was achieved using a sol-gel-derived Fe-TiO catalyst in a solvent-free, microwave-assisted synthesis. Modified polymers were characterized with viscometry, H NMR, CNMR (DEPT) FTIR, XPS, UV, and TGA. Functionalization scaled with an increasing ratio, validating the 3CR approach. Further functionalization was constrained by a competing oxidative degradation; however, the varying hydrogen bond density due to nitrogen and oxygen-rich species at higher ratios was shown to compensate for molecular weight loss. The integration of the N-cyclic quaternary ammonium cations exhibited the potential of functionalized polymers for ion-exchange membrane applications.