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Photochemistry; Carbon nitride; Pentenoic acid; Dithiols; Dithiol−ene clicking; Bio-derived polymer
Abstract:
The necessity for more bio-based building blocks and processes have led to utilizing new polymerization approaches with a lower carbon footprint. Here, we demonstrate the synthesis of a visible-light-induced dithiol–ene clicking reaction between lignocellulosic biomass-derivable 4-pentenoic acid (4-PEA) and different dithiols, i.e., 1,2-ethanedithiol (EDT), 2,2-(ethylenedioxy)diethanethiol (EDDT), and 1,4-benzenedimethanethiol (BDT), using graphitic carbon nitride (g-CN) as a metal-free photocatalyst. The formation of dicarboxylic acid functional monomers were confirmed using 1H NMR and FT-IR. Furthermore, polyamides were synthesized from the dicarboxylic acid functional monomers to demonstrate the applicability of the monomers yielding new polyamide end polymers.