期刊
JOURNAL OF WOOD CHEMISTRY AND TECHNOLOGY
卷 36, 期 4, 页码 288-303出版社
TAYLOR & FRANCIS INC
DOI: 10.1080/02773813.2016.1138133
关键词
Alkyl-aryl ether; bleaching; diastereomer; pulp
资金
- Japan Society for the Promotion of Science [25450237]
- Grants-in-Aid for Scientific Research [25450237] Funding Source: KAKEN
We examined whether or not active oxygen species (AOS) stereo-preferentially attack the erythro or threo isomer of non-phenolic beta-O-4 -type lignin model compounds under oxygen delignification conditions. When AOS were generated in situ by the reaction between O-2 and co-existing 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol), the obtained results could be explained on the basis of the hypothesis that an electrostatic repulsion exists between the negatively charged oxyl anion radical and the side-chain of the erythro isomer carrying the alpha-alkoxide anion. This repulsion prevents the reaction between the two species and, consequently, the erythro isomer is degraded less than the threo isomer. When 2,4,6-trimethylphenol (TMPh) was used to generate AOS, the reverse stereo-preference was observed. This reversal could be attributed to the neutral nature of a peroxyl radical that is an important AOS in the TMPh system and can attack the side-chain of the erythro isomer carrying the negatively charged alpha-alkoxide anion.
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