Preparation of anion-exchange resins from pine sulfuric acid lignin, one of the acid hydrolysis lignins

• Published in: Journal of wood science 2003-10, Vol.49 (5), p.423-429
• Main Authors: MATSUSHITA, Yasuyuki, YASUDA, Seiichi
• Format: Article
• Language: English
• Subjects: Anion exchanging; Applied sciences; Exact sciences and technology; Hydrolysis; Hydroxyl groups; Ion exchange; Ions; Lignin; Lignin and derivatives; Natural polymers; Organic chemistry; Physicochemistry of polymers; Resins; Sulfuric acid
• ISSN: 1435-0211; 1611-4663
• DOI: 10.1007/s10086-002-0489-3

To utilize acid hydrolysis lignin effectively, chemical conversion to anion-exchange resin was investigated by two methods. Sulfuric acid lignin (SAL) was selected as a typical acid hydrolysis lignin in this experiment. Because it is less reactive, SAL was phenolated with sulfuric acid catalyst to yield reactive phenolized SAL (P-SAL) with p-hydroxyphenyl nuclei. One method was the restricted resinification of P-SAL followed by the Mannich reaction with formaldehyde and dimethylamine to yield a weakly basic anion-exchange resin with an ion-exchange capacity of 2.4 mEq/g. Another method was to react resinified P-SAL with glycidyltrimethylammonium chloride to yield a strongly basic anion-exchange resin with an ion-exchange capacity of 2.0 mEq/g. The reaction of a simple P-SAL model compound with an epoxide suggested that the phenolic hydroxyl group of the p-hydroxyphenyl nucleus had slightly higher reactivity than that of the guaiacyl nucleus.