Ligninに関する研究(第VI報) : Ligninのphenol化について

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The condensation of ethylene-oxide lignin, other isolated lignins (66% H_2SO_4 lignin, HCl lignin and cuproxam lignin etc.) and hydroxy ethyl-wood with phenol was studied.When lignin was suspended with anhydrous phenol included 3% dry HCl and reacted at 60℃., for 3 hours, the lignin rapidly dissolved giving a dark reddish brown solution.The excess phenol was distilled off at the reduced pressure, and the phenol lignin condensation product was isolated by the Hibbert's and Brouns' method. The analyses of the product and the derivatives are given in Tables 3,4 and 5.By the experimental results, 3 moleculars of phenol condensed with the mean molecular weight of a class of lignin (ethylene-oxidelignsn, glycol lignin and alcohol lignin) in such a way that 3 new phenolic hydroxyl groups were introduced, as in shown by the analyses of the derivatives (Table 4,5). But, the other class of lignin (66% H_2SO_4 lignin, HCl lignin, cuoxam lignin and lignin included in hydroxyethyl-wood) reacted with 4 moleculars of phenol. In this case 3 moleculars of phenol condensed with lignin in the way as was shown in the case of the former lignin, and the other 1 molecular of phenol was combined with a active group of lignin by ether formation or in some other way.When a diazomethane-methylated ethylene-oxide lignin was used, 3 phenol moleculars again reacted, indicating that the condensation reaction is not affected by the methylation of the acidic hydroxyl groups of the lignin (Table 4.). In order to asertain whether the remaining 6 free hydroxyl groups play any role in the condensation reaction, a fully methylated ethylene-oxide lignin was reacted with phenol in the presence of 3% hydrogen chloride. Again 3 molecules of phenol seemed to have reacted with the fully methylated lignin.
日本森林学会の論文
1953-01-25

著者

石川久雄
松山農科大学

Ligninに関する研究(第VI報) : Ligninのphenol化について

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