Fabricating a Repairable, Recyclable, Imine-based Dynamic Covalent Thermosetting Resin with Excellent Water Resistance by Introducing Dynamic Covalent Oxime Bonds

ChemSusChem. 2021 Oct 5;14(19):4340-4348. doi: 10.1002/cssc.202101408. Epub 2021 Sep 8.

Abstract

The sustainable production of adaptive, recyclable and imine-based dynamic covalent thermosetting resins (DCTRs) presents an opportunity for polymer scientists to address the prevalent environmental and energy concerns associated with current petroleum-based plastics. However, the imine-based DCTRs easily decompose in the presence of water, which can weaken the mechanical properties in imine-based polymers. In this study, we designed oxime-imine DCTRs that are stable in the presence of water and exhibit good mechanical properties. In the presence of one kind of amino group catalyst, the oxime-imine DCTRs could be completely recycled. Additionally, these well-designed oxime-imine DCTRs have good mechanical properties, high glass transition temperatures (166 °C), and good thermal stabilities. Taken together, this work offers a sustainable solution for the design and manufacture of high-value degradable materials intended for applications in which recyclability and reusability are indispensable.

Keywords: dynamic covalent thermosetting resin; imine; recyclability; repairability; water resistance.