Author/Authors :
Vigier, Jordan ICMUB CNRS UMR 6302 - Université de Bourgogne Franche-Comté - Faculté des Sciences, France , François, Camille ICMUB CNRS UMR 6302 - Université de Bourgogne Franche-Comté - Faculté des Sciences, France , Pourchet, Sylvie ICMUB CNRS UMR 6302 - Université de Bourgogne Franche-Comté - Faculté des Sciences, France , Boni, Gilles ICMUB CNRS UMR 6302 - Université de Bourgogne Franche-Comté - Faculté des Sciences, France , Plasseraud, Laurent ICMUB CNRS UMR 6302 - Université de Bourgogne Franche-Comté - Faculté des Sciences, France , Placet, Vincent FEMTO Institute, Applied Mechanics Department - UMR CNRS 6174 - Université de Bourgogne Franche-Comté, France , Fontaine, Stéphane DRIVE Laboratory - Institut Supérieur de l'Automobile et des Transports, France , Cattey, Hélène ICMUB CNRS UMR 6302 - Université de Bourgogne Franche-Comté - Faculté des Sciences, France
Abstract :
The diepoxy monomer, C13H16O4 {DGE-Eu; systematic name: 2-[3-methoxy-4-(oxiran-2-ylmethoxy)benzyl]oxirane}, was synthesized from eugenol by a three-step reaction. It consists of a 1,2,4-trisubstituted benzene ring substituted by diglycidyl ether, a methoxy group and a methyloxirane group. The three-membered oxirane rings are inclined to the benzene ring by 61.0 (3) and 27.9 (3)°. The methylene C atom of one of the two terminal epoxide rings is positionally disordered [refined occupancy ratio = 0.69 (1):0.31 (1)]. In the crystal, molecules are linked by C—H⋯O hydrogen bonds, forming layers parallel to the ab plane. The layers are linked by C—H⋯π interactions, forming a three-dimensional network.
Keywords :
hydrogen bonding. , epoxy thermoset prepolymer , epoxy thermoset prepolymer , eugenol derivative , bio-based molecule , oxirane , crystal structure
