Preparation of new biobased materials from a triglycidyl eugenol derivative through thiol-epoxy click reaction

Identifier:  imarina:5131704

Handle: https://hdl.handle.net/20.500.11797/imarina5131704

Authors:  Guzmán, D; Ramis, X; Fernández-Francos, X; De la Flor, S; Serra, A

Abstract:
A new triglycidyl eugenol derivative (3EPO-EU) was synthesized and characterized by spectroscopic techniques, and used as starting monomer in the preparation of novel bio-based thiol-epoxy thermosets. As thiols, commercially available tetrathiol derived from pentaerythritol (PETMP), a trithiol derived from eugenol (3SH-EU) and the hexathiol derived from squalene (6SH-SQ) were used in the presence of 4-(N,N-dimethylamino)pyridine as the basic catalyst. A flexible diglycidyl ether derived from hexanediol (2EPO-HEX) was also introduced in order to enhance conversion in formulations containing 6SH-SQ. The evolution of the curing was monitored by differential scanning calorimetry. The materials obtained are rigid at room temperature and showed Tgs up to 103 °C. The thermal stability, thermomechanical and mechanical properties were evaluated and discussed in terms of the structural characteristics of the resulting materials.