To eliminate toxic formaldehyde from wood-based panels, a new formaldehyde-free wood adhesive (named OL/PEI adhesive) was synthesized by a reaction of oxidized lignin (OL) and polyethylenimine (PEI) reaction in the presence of sodium periodate. The curing mechanism of the OL/PEI adhesive was clarified by Fourier transform infrared spectroscopy (FTIR) and solid-state cross-polarization magic angle spinning carbon-13 nuclear magnetic resonance (CP/MAS13C-NMR) spectroscopy. The results showed that the sodium periodate could selectively oxidize wheat straw lignin to produce the ortho-quinone, and then the ortho-quinone in OL could further react with amino groups in PEI to form the OL/PEI adhesive. The as-prepared poplar particleboard was investigated with regard to hot-pressing temperature, the hot-pressing time, the OL/PEI weight ratio, and the dosage of OL/PEI adhesive. Under the optimum conditions, e.g., hot pressing temperature of 180 °C, hot pressing time of 13 min, the OL/PEI weight ratio of 1:1, and the dosage of 10%, OL/PEI adhesive was found to disperse evenly into the voids among the shavings of poplar particleboard, followed by the curing of OL/PEI adhesive using hot-pressing to form tightly bonds between the shavings. The resulting particleboard reached the requirement of mechanical properties (GB/T 4897.3-2003), higher water resistance properties, and better heating resistivity. This study demonstrated a new way to produce a formaldehyde-free wood adhesive with unique properties. This material could replace formaldehyde wood adhesive in wood bonding.
The effect of pH on the addition reaction of glucuronic acid to quinone methides generated in the synthesis of dehydrogenation polymer (DHP or artificial lignin) was investigated. The DHP-glucuronic acid complexes were formed during DHP polymerization catalyzed by a mixture of laccase, β-glucosidase, and O2 within the pH range 7 to 4 in the presence of coniferin as a precursor. The structure of the product and the content of benzyl ester bonds were characterized by Fourier transform infrared spectroscopy, solid-state cross-polarization magic angle spinning carbon-13 nuclear magnetic resonance spectroscopy, ion chromatography, high performance liquid chromatography, and elemental analysis. The results showed that the pH of the reaction system had an important role in the formation of the benzyl ester bonds. Acidic conditions favored the reaction of quinone methide intermediates with carboxyl groups of glucuronic acid in the biosynthesis of DHP. However, weakly acidic conditions (pH 6) enhanced the reaction of quinone methide intermediates with glucose. In neutral conditions, the DHP-protein complex can be efficiently synthesized by the addition reaction of quinone methide intermediates with amino acids in protein.
Graphene oxide (GO)‐Cu2(OH)3NO3 composite was prepared by a thermal calcination process and evaluated as an effective heterogeneous catalytic material. The composite displayed prominent activated performance to persulfate, which was influenced by preparation condition and the reaction parameters in catalytic system. Under optimal reactive conditions, the GO‐Cu2(OH)3NO3 composite yielded rapid degradation of ferulic acid, which the corresponding apparent rate constant was 1.12×10−1 min−1. Catalytic mechanism analysis showed that the main oxygen species were ⋅SO4− and ⋅OH. Among them, ⋅OH made the main contribution in the catalytic system. The analysis of degradation intermediates of ferulic acid showed that the compound could be mineralized to small molecules. The remarkable enhanced heterogeneous catalytic performance of GO‐Cu2(OH)3NO3 was due to a larger specific surface area, high adsorption capacity and a high mass transfer efficiency of oxidizing radicals in the reactive system.
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