Furan-derived Schiff base covalent adaptable thermosets with recyclability and anti-flammability

IF 9.1 Q1 ENGINEERING, CHEMICAL Green Chemical Engineering Pub Date : 2023-09-02 DOI:10.1016/j.gce.2023.08.005

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Abstract

Conventional thermosetting polymers, mostly derived from nonrenewable petroleum resources, are not reprocessable and recyclable due to their highly cross-linked three-dimensional networks and face the disadvantage of high flammability. To solve these issues, in this study, we synthesized a novel Schiff base covalent adaptable thermoset from a furan-derived tri-aldehyde monomer (TMFP) and a furan-derived di-amine monomer (DFDA). The as-prepared TMFP-DFDA-Vitrimer exhibited superior anti-flammability with a high limiting oxygen index (LOI) of 35.0% and a UL-94 V-0 rating, which was attributed to the excellent charring ability. Additionally, TMFP-DFDA-Vitrimer could also be conveniently recycled by chemical decomposition under a mixed hydrochloric acid/tetrahydrofuran (HCl/THF) solution. After recycling for 5 times, the thermal, mechanical, and flame retardant properties of the recycled TMFP-DFDA-Vitrimer retained almost unchanged compared to the original one. This work provides a prime instance to develop advanced thermosetting polymers from abundant furan-based compounds.

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呋喃衍生的希夫碱共价适应性热固性材料，具有可回收性和抗燃性

传统的热固性聚合物大多来源于不可再生的石油资源，由于其高度交联的三维网络而无法进行再加工和回收利用，同时还面临着易燃性高的缺点。为了解决这些问题，在本研究中，我们用呋喃衍生的三醛单体（TMFP）和呋喃衍生的二胺单体（DFDA）合成了一种新型希夫碱共价适应性热固性塑料。制备的 TMFP-DFDA-Vitrimer 具有优异的抗燃性，极限氧指数（LOI）高达 35.0%，UL-94 V-0 级，这归功于其出色的炭化能力。此外，TMFP-DFDA-Vitrimer 还可以在盐酸/四氢呋喃（HCl/THF）混合溶液中通过化学分解进行回收，非常方便。经过 5 次回收后，回收的 TMFP-DFDA-Vitrimer 的热性能、机械性能和阻燃性能与原来的几乎没有变化。这项工作为利用丰富的呋喃基化合物开发先进的热固性聚合物提供了一个实例。

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