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

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 y...

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Bibliographic Details
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
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Summary: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.
ISSN:1435-0211
1611-4663
DOI:10.1007/s10086-002-0489-3