Green, Formaldehyde-Free Bio-Adhesive from Soybean Meal and Laccase-Oxidized Tannin via Quinone–Amine Crosslinking

To develop a fully green and non-toxic wood adhesive with improved water resistance and bonding performance for soybean meal (Glycine max (L.) Merr.)-based adhesives, oxidized tannin (OTN) was obtained by the laccase treatment of waxberry tannin (TN), a natural polyphenolic polymer, and then blended with soybean meal (SM) to prepare an oxidized tannin–soybean meal adhesive (OTS). Laccase-mediated oxidation converted the tannin polymer into quinone-rich oxidized polymeric structures, which reacted with amino groups in soybean meal proteins through Michael addition and Schiff base reactions to form a covalently crosslinked polymeric network. Under the optimal conditions of a laccase dosage of 10%, an oxidation time of 6 h, an OTN:SM mass ratio of 0.5:1, and a hot-pressing temperature of 160 °C, plywood bonded with OTS exhibited a wet shear strength of 0.85 MPa at 63 °C, representing a 136% increase over that of the neat soybean meal adhesive, and showed slightly higher bonding performance than the commercial urea-formaldehyde (UF) resin under boiling-water conditions. Structural analyses (FT-IR and XPS) verified quinone formation and carbon–nitrogen single and double bonds. Thermal analyses (DSC and TGA) revealed improved curing reactivity and significantly enhanced thermal stability compared with the neat soybean meal adhesive.