| Abstract: | In a previous article the authors have described changes in molecular weight which occur when aspen milled wood lignin is subjecte to autocatalyzed hydrolysis (autohydrolysis) in the presence of three aromatic additives: 2-naphthol, resorcinol, and p-hydroxybenzoic acid. In the present work, the reactions of these additives have been studied from the viewpoint of their effect on the structure of the lignin. The use of milled wood lignin instead of aspen wood served to distinguish those reactions between the additives and the lignin, without involving the other wood components. The reaction products have been charactrized by elemental analysis and UV and IR spectroscopy. It was concluded that keto groups, generated on the lignin side-chain during autohydrolysis, condense with the additives, which become incorporated into the lignin. This occurs most probably through an aromatic eletrophilic substitution reaction. While 2-naphthol condensed primarily with the β-keto carbonyl groups, resorcinol attacked also the α-keto carbonyl groups. When p-hydroxybenzoic acid was the additive, its incorporation was accompanied by an increase in lignin carboxylic acid groups. |
