Vanillin-Based Epoxy Vitrimers: Looking at the Cystamine Hardener from a Different Perspective,ACS Sustainable Chemistry & Engineering

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Vanillin-Based Epoxy Vitrimers: Looking at the Cystamine Hardener from a Different Perspective
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2023-04-03 , DOI: 10.1021/acssuschemeng.3c00379
Solène Guggari _{1,

2} , Fiona Magliozzi ₂ , Samuel Malburet ₂ , Alain Graillot ₂ , Mathias Destarac ₁ , Marc Guerre ₁

Affiliation

Epoxy vitrimers encompass many advantages compared to traditional epoxy materials such as recyclability, repairability, and reprocessability. These properties are induced by the incorporation of dynamic reversible covalent bonds. Recently, the incorporation of aromatic disulfide bridges that are dynamic has expanded the development of new eco-friendly epoxy materials. Herein, we studied a bio-based aliphatic disulfide based on cystamine as a hardener with a vanillin-derived bio-sourced epoxy to prepare fully bio-based epoxy vitrimers. This article provides a comparative study between cystamine and an aromatic disulfide benchmark hardener issued from petrol resources. This work demonstrated that the presence of this aliphatic hardener has a significant influence not only on the reactivity, but most importantly on the resulting dynamic properties. An interesting yet counterintuitive accelerating effect of the dynamic exchanges was clearly demonstrated with only 2 to 20% of molar fraction of cystamine added to the aromatic disulfide formulation. A similar glass transition was obtained compared to the purely aromatic analogue, but relaxation times were decreased by an order of magnitude.

中文翻译：

基于香兰素的环氧树脂 Vitrimers：从不同的角度看胱胺硬化剂

与传统环氧树脂材料相比，环氧树脂 vitrimers 具有许多优点，例如可回收性、可修复性和可再加工性。这些特性是由动态可逆共价键的结合引起的。最近，动态的芳香族二硫键的引入扩大了新型环保环氧材料的开发。在此，我们研究了一种基于胱胺作为硬化剂的生物基脂肪族二硫化物与香兰素衍生的生物源环氧树脂，以制备完全生物基环氧玻璃体。本文对胱胺和从石油资源中提取的芳香族二硫化物基准硬化剂进行了比较研究。这项工作表明，这种脂肪族硬化剂的存在不仅对反应性有重大影响，而且最重要的是对所产生的动态特性有重大影响。仅将 2% 至 20% 的胱胺摩尔分数添加到芳香族二硫化物配方中，就清楚地证明了动态交换的一种有趣但违反直觉的加速效果。与纯芳香族类似物相比，获得了类似的玻璃化转变，但弛豫时间减少了一个数量级。

更新日期：2023-04-03

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