Synthesis of Pluri-Functional Amine Hardeners from Bio-Based Aromatic Aldehydes for Epoxy Amine Thermosets

Autor: Sylvain Caillol, Anne-Sophie Mora, Ghislain David, Russell Tayouo, Bernard Boutevin
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: Molecules; Volume 24; Issue 18; Pages: 3285
Molecules, Vol 24, Iss 18, p 3285 (2019)
Molecules
ISSN: 1420-3049
DOI: 10.3390/molecules24183285
Popis: Most of the current amine hardeners are petro-sourced and only a few studies have focused on the research of bio-based substitutes. Hence, in an eco-friendly context, our team proposed the design of bio-based amine monomers with aromatic structures. This work described the use of the reductive amination with imine intermediate in order to obtain bio-based pluri-functional amines exhibiting low viscosity. The effect of the nature of initial aldehyde reactant on the hardener properties was studied, as well as the reaction conditions. Then, these pluri-functional amines were added to petro-sourced (diglycidyl ether of bisphenol A, DGEBA) or bio-based (diglycidyl ether of vanillin alcohol, DGEVA) epoxy monomers to form thermosets by step growth polymerization. Due to their low viscosity, the epoxy-amine mixtures were easily homogenized and cured more rapidly compared to the use of more viscous hardeners (Tg and Tα) were around 95 °C for DGEBA-based thermosets against 60 °C for DGEVA-based thermosets) than materials from benzylamine (BDA) or furfurylamine (FDA) that contained less active hydrogens (Tg and Tα around 77 °C for DGEBA-based thermosets and Tg and Tα around 45 °C for DGEVA-based thermosets). By comparing to industrial hardener references, IPTA possesses six active hydrogens which obtain high cross-linked systems, similar to industrial references, and longer molecular length due to the presence of two alkyl chains, leading respectively to high mechanical strength with lower Tg.
Databáze: OpenAIRE
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