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Dissolution of Wood with Acetyl Bromide Solutions-Reactions of Lignin Model Compounds

 

作者: Kenji Iiyama,   AdrianF. A. Wallis,  

 

期刊: Journal of Wood Chemistry and Technology  (Taylor Available online 1990)
卷期: Volume 10, issue 1  

页码: 39-58

 

ISSN:0277-3813

 

年代: 1990

 

DOI:10.1080/02773819008050226

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

APinus radiatarefiner mechanical pulp (RMP) sample and a range of lignin model compounds were treated with a solution of 25% w/w acetyl bromide (AcBr) in acetic acid to assess the reactions which take place during the dissolution of wood with the AcBr solution. The lignin model reactions were also carried out in solutions to which 4% w/w perchloric acid was added. The RMP sample gave a product which contained 9.2% bromine, and was severely degraded to low molecular weight products, the polysaccharides more so than the lignin fraction. The reactions of the lignin model compounds with AcBr included O-acetylation of phenolic and aliphatic hydroxyl groups, cleavage of β-ether bonds, C-acetylation of aromatic rings, particularly in positionsparato methoxyl groups, demethylation of aromatic methoxyl groups and probable replacement of benzyl alcohol groups by bromine functions. The reactions were accelerated by perchloric acid, and the rates appeared to decrease in the order O-acetylation π bromine substitution >> β-ether cleavage π C-acetylation > demethylation. It is concluded that dissolution of wood in the AcBr solution is a consequence of depolymerisation of the polysaccharides and lignin, and acetylation to give products which would be soluble in the reaction medium.

 

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