Diglycidylether of iso-eugenol: a suitable lignin-derived synthon for epoxy thermoset applications

Camille François 1 Sylvie Pourchet 1 Gilles Boni 1 Stéphane Fontaine 2 Yves Gaillard 3 Vincent Placet 3 Maxim V. Galkin 4 Alexander Orebom 4 Joseph Samec 4, * Laurent Plasseraud 1, *
* Auteur correspondant
1 ICMUB - Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon]
2 DRIVE - Département de Recherche en Ingéniérie des Véhicules pour l'Environnement
3 FEMTO-ST - Franche-Comté Électronique Mécanique, Thermique et Optique - Sciences et Technologies (UMR 6174)
4 Department of Organic Chemistry, Stockholm University
Abstract : A novel lignin-based synthon, diglycidylether of iso-eugenol (DGE-isoEu) is used as a prepolymer for the preparation of thermosetting resins. DGE-isoEu is synthesized in a two-step procedure with a satisfactory yield from bio-based iso-eugenol (isoEu, 2-methoxy-4-(1-propenyl)phenol) catalytically fragmented from lignin in an organosolv process. DGE-isoEu was fully characterized by NMR, MS and FTIR. Curing of the DGE-isoEu monomer has then been investigated in the presence of several carboxylic acid derivatives hardeners. The thermal and mechanical properties of each material were recorded showing, in particular, a high T-g and instantaneous modulus values in the range of 78-120 degrees C and 4.6-5.5 GPa, respectively. The lignin derived new materials give very attractive thermo-mechanical properties comparable to that of common BPA-containing epoxy resins.
Keywords : bisphenol-a renewable resources biobased polymers vanillin behavior monomer biomass acid progress blends
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https://hal-univ-bourgogne.archives-ouvertes.fr/hal-01399457
Contributeur : Icmub - Université de Bourgogne <>
Soumis le : vendredi 18 novembre 2016 - 19:26:22
Dernière modification le : mardi 7 mai 2019 - 14:56:05

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UNIV-BOURGOGNE | CNRS | UNIV-FCOMTE | UNIV-BM | FEMTO-ST | UNIV-BM-THESE | INC-CNRS | ICMUB | DRIVE

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Camille François, Sylvie Pourchet, Gilles Boni, Stéphane Fontaine, Yves Gaillard, et al.. Diglycidylether of iso-eugenol: a suitable lignin-derived synthon for epoxy thermoset applications. RSC Advances, Royal Society of Chemistry, 2016, 6 (73), pp.68732 - 68738. ⟨10.1039/c6ra15200g⟩. ⟨hal-01399457⟩

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