4.8 Article

Microwave-assisted phenolation of acid-insoluble Klason lignin and its application in adhesion

Journal

GREEN CHEMISTRY
Volume 24, Issue 5, Pages 2051-2061

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1gc04783c

Keywords

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Funding

  1. Korea Institute of Science and Technology Institutional Program [2E31853]

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In this study, microwave irradiation was used for the phenolation of acid-insoluble Klason lignin. Microwave irradiation significantly reduced the reaction temperature and time without affecting the chemical structure of the phenolated lignin. Increasing the reaction temperature led to lignin decomposition, crosslinking, and phenolation. Increasing the phenol-to-lignin ratio enhanced lignin fragmentation and decreased molecular weight and glass transition temperature of the phenolated lignin. Density functional theory was used to explain the thermal and non-thermal effects of the electromagnetic field on the phenolation of Klason lignin. Phenolation greatly improved the solubility of Klason lignin in tetrahydrofuran and methanol, allowing for its adhesive application on various substrates.
In this study, microwave irradiation is employed for the phenolation of acid-insoluble Klason lignin. Microwave irradiation significantly reduces the reaction temperature (180 -> 100 degrees C) and time (6 h -> 10 min) without noticeable differences in the chemical structure of the phenolated lignin compared with the products prepared using a conventional heating method. As the reaction temperature increases (100 -> 150 degrees C), lignin decomposition and crosslinking occur simultaneously, as did phenolation. Upon increasing the phenol-to-lignin ratio, the fragmentation of lignin is enhanced, while the crosslinking reaction is inhibited, leading to a decrease in the molecular weight and glass transition temperature of the phenolated lignin. Density functional theory is applied to elucidate the thermal and non-thermal effects of the electromagnetic field on the phenolation of Klason lignin. The solubility of Klason lignin in tetrahydrofuran and methanol is highly enhanced after phenolation, which allows for its adhesive application on glass, polyethylene naphthalate, and polyimide substrates.

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