AUTHOR=Hollande Louis , Do Marcolino Izia , Balaguer Patrick , Domenek Sandra , Gross Richard A. , Allais Florent 

TITLE=Preparation of Renewable Epoxy-Amine Resins With Tunable Thermo-Mechanical Properties, Wettability and Degradation Abilities From Lignocellulose- and Plant Oils-Derived Components

JOURNAL=Frontiers in Chemistry

VOLUME=7

YEAR=2019

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2019.00159

DOI=10.3389/fchem.2019.00159

ISSN=2296-2646

ABSTRACT=<p>One-hundred percent renewable triphenol—GTF—(glycerol trihydroferulate) and novel bisphenols—GDF<sub>x</sub>–(glycerol dihydroferulate) were prepared from lignocellulose-derived ferulic acid and vegetal oil components (fatty acids and glycerol) using highly selective lipase-catalyzed transesterifications. Estrogenic activity tests revealed no endocrine disruption for GDF<sub>x</sub> bisphenols. Triethyl-benzyl-ammonium chloride (TEBAC) mediated glycidylation of all bis/triphenols, afforded innocuous bio-based epoxy precursors GDF<sub>x</sub>EPO and GTF-EPO. GDF<sub>x</sub>EPO were then cured with conventional and renewable diamines, and some of them in presence of GTF-EPO. Thermo-mechanical analyses (TGA, DSC, and DMA) and degradation studies in acidic aqueous solutions of the resulting epoxy-amine resins showed excellent thermal stabilities (<italic>T</italic><sub>d</sub>5% = 282–310°C), glass transition temperatures (<italic>T</italic><sub><italic>g</italic></sub>) ranging from 3 to 62°C, tunable tan α, and tunable degradability, respectively. It has been shown that the thermo-mechanical properties, wettability, and degradability of these epoxy-amine resins, can be finely tailored by judiciously selecting the diamine nature, the GTF-EPO content, and the fatty acid chain length.</p>