A High-Lignin-Content, Removable, and Glycol-Assisted Repairable Coating Based on Dynamic Covalent Bonds

ChemSusChem. 2019 Mar 7;12(5):1049-1058. doi: 10.1002/cssc.201802615. Epub 2019 Feb 11.

Abstract

Conventional thermoset coatings cannot be easily repaired and removed owing to their highly crosslinked structure. The investigation of repairable or removable coatings has been receiving extensive attention, but few reported coatings possess both features. In this work, a repairable and removable coating was developed through the curing of a modified Kraft lignin (L-COOH) with poly(ethylene glycol) diglycidyl ether (PEG-epoxy) in the presence of zinc catalyst. The L-COOH was prepared by functionalization of Kraft lignin with carboxylic acid groups. The cured material had a high lignin content (>47 wt %). At elevated temperatures (>140 °C), dynamic transesterification in the cured network was activated, which resulted in fast stress relaxation and imparted excellent repairability. If the vitrimer system was used as a coating for tin plates, it provided adequate hardness and adhesion properties. In addition, the lignin-PEG coating could be easily removed from the tin plate by using a mild (0.01-0.1 m) NaOH aqueous solution owing to the unique swelling ability of the coating in alkaline aqueous solution. With the assistance of ethylene glycol, this coating could achieve stress-free repairability in 15 min. This work demonstrates the first lignin-based repair- and removable epoxy coating based on vitrimer chemistry.

Keywords: coatings; ethylene glycol; lignin; repairable; vitrimer.