Ruiz Quentin, Pourchet Sylvie, Placet Vincent, Plasseraud Laurent, Boni Gilles
ICMUB Institute, Université de Bourgogne Franche-Comté, UMR 6302 CNRS-UB, F-21000 Dijon, France.
FEMTO-ST Institute, Université de Bourgogne Franche-Comté, UMR 6174 CNRS-UFC-ENSMM-UTBM, Department of Applied Mechanics, F-25000 Besancon, France.
Polymers (Basel). 2020 Jan 17;12(1):229. doi: 10.3390/polym12010229.
Epoxy resin plays a key role in composite matrices and DGEBA is the major precursor used. With the aim of favouring the use of bio resources, epoxy resins can be prepared from lignin. In particular, diglycidyl ether of isoeugenol derivatives are good candidates for the replacement of DGEBA. This article presents an effective and eco-friendly way to prepare epoxy resin derived from isoeugenol (BioIgenox), making its upscale possible. BioIgenox has been totally characterized by NMR, FTIR, MS and elemental analyses. Curing of BioIgenox and camphoric anhydride with varying epoxide function/anhydride molar ratios has allowed determining an optimum ratio near 1/0.9 based on DMA and DSC analyses and swelling behaviours. This thermoset exhibits a Tg measured by DMA of 165 °C, a tensile storage modulus at 40 °C of 2.2 GPa and mean 3-point bending stiffness, strength and strain at failure of 3.2 GPa, 120 MPa and 6.6%, respectively. Transposed to BioIgenox/hexahydrophtalic anhydride, this optimized formulation gives a thermoset with a Tg determined by DMA of 140 °C and a storage modulus at 40 °C of 2.6 GPa. The thermal and mechanical properties of these two thermosets are consistent with their use as matrices for structural or semi-structural composites.
环氧树脂在复合材料基体中起着关键作用，双酚A缩水甘油醚（DGEBA）是主要使用的前体。为了促进生物资源的利用，可以由木质素制备环氧树脂。特别是，异丁香酚衍生物的二缩水甘油醚是替代DGEBA的良好候选物。本文提出了一种有效且环保的方法来制备源自异丁香酚的环氧树脂（BioIgenox），使其扩大规模成为可能。BioIgenox已通过核磁共振（NMR）、傅里叶变换红外光谱（FTIR）、质谱（MS）和元素分析进行了全面表征。基于动态热机械分析（DMA）、差示扫描量热法（DSC）分析和溶胀行为，对具有不同环氧官能团/酸酐摩尔比的BioIgenox和樟脑酸酐进行固化，确定了接近1/0.9的最佳比例。通过DMA测得该热固性材料的玻璃化转变温度（Tg）为165℃，40℃下的拉伸储能模量为2.2 GPa，平均三点弯曲刚度、强度和破坏应变分别为3.2 GPa、120 MPa和6.6%。将该优化配方应用于BioIgenox/六氢邻苯二甲酸酐体系，得到一种热固性材料，其通过DMA测定的Tg为140℃，40℃下的储能模量为2.6 GPa。这两种热固性材料的热性能和机械性能与其作为结构或半结构复合材料基体的用途一致。
