Abstract
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•Copolyesteramides were obtained from biobased furanic diester/diamine/diol mixtures.•The initial diester/diamine ratio controls final composition.•Any diol excess is eliminated during the reaction.•Minor side reactions leading to furyl endgroups and chain branching were detected.•The copolyesteramides are amorphous, thermally stable polymers.
Polyesteramides based on diethyl 5,5′-(propane-2,2-diyl)-bis(furan-2-carboxylate), a biobased diester, are synthesized by high temperature bulk polycondensation with mixtures of hexane-1,6-diamine and ethane-1,2-diol. The ester/amide ratio in final copolymers is governed by the initial diester/diamine ratio, any diol excess being eliminated during the synthesis via a series of interchange reactions. The copolyesteramides are thermally stable, amorphous compounds. Their structural characterization shows the existence of minor side reactions: diol etherification, and two reactions, specific to furan-2-carboxylate structure, the formation of nonreactive 2-furyl end groups and chain branching resulting from amidine formation by amide–amine condensation.