Abstract
Bio-based aromatic diamines from vanillin substrate were successfully synthesized and characterized. These amines, i.e., methylated divanillylamine (MDVA) and 3,4-dimethoxydianiline (DMAN), were then tested as curing agents for the design of bio-based epoxy thermosets. The epoxy thermosets obtained from these novel vanillin-based amines exhibited promising thermomechanical properties in terms of glass transition temperature and char residue.
Highlights
Epoxy thermosets are the products of the reaction between epoxy-based monomers or prepolymers with curing agents
Two routes were chosen to achieve the synthesis of diamines
The first one consisted in the reduction of divanillyloxime obtained from divanillin
Summary
Epoxy thermosets are the products of the reaction between epoxy-based monomers or prepolymers with curing agents. The development of bio-based fully aromatic amine-type curing-agents leading to high Tg epoxy thermosets is still an unmet challenge. There is a growing interest to find bio-based reactive amines leading to epoxy thermosets with high thermomechanical properties. Two synthetic pathways have been identified for the synthesis of bio-based aromatic amines through the reduction of oxime and the acyl azide rearrangement moieties, leading to bis-benzylamine and bis-aniline moieties, respectively.
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