Abstract
Enzymatic/mild acidolysis lignin was extracted from both unbleached and bleached eucalyptus pulp, and the difference in lignin structures was analyzed by nuclear magnetic resonance spectroscopy. The unbleached pulp lignin was chlorinated with chlorine dioxide, and the mechanism of adsorbable organic halide (AOX) formation was investigated. Chlorinated reaction products were detected by gas chromatography-mass spectrometry. There is a possibility of producing three different chlorobenzene or chlorophenol products from S/S lignin dimers that are connected with β-O-4 bonds. Based on quantum chemistry theory, three reaction pathways were investigated using molecular simulation techniques. The results showed that pathway 1 possessed the lowest reaction activation energy, which made it the most favored thermodynamically. The β-O-4 bond of the lignin dimer was cleaved. Following that scission, 2-chloro-3,5-dimethoxy-methyl benzene was the most likely product to be generated from the chlorination reaction of the syringyl unit. These results provide theoretical guidance for further reduction of AOX in chlorine dioxide bleaching.
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