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Official Journal of the Japan Wood Research Society

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

Abstract

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.

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Correspondence to Yasuyuki Matsushita.

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Part of this report was presented at the 47th Lignin Symposium, Fukuoka, October 2002

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Matsushita, Y., Yasuda, S. Preparation of anion-exchange resins from pine sulfuric acid lignin, one of the acid hydrolysis lignins. J Wood Sci 49, 423–429 (2003). https://doi.org/10.1007/s10086-002-0489-3

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Key words

  • Lignin
  • Acid hydrolysis lignin
  • Mannich reaction
  • Epoxy reagents
  • Anion-exchange resin