Journal of Wood Science

, Volume 64, Issue 5, pp 664–674 | Cite as

Effects of aromatic ring type on reactions subsequent to the β-O-4 bond cleavage of non-phenolic lignin model compounds under alkaline pulping conditions

  • Satoko Shimizu
  • Pattaraporn Posoknistakul
  • Takuya Akiyama
  • Tomoya YokoyamaEmail author
  • Yuji Matsumoto
Original Article


The reaction products of an alkaline treatment of non-phenolic β-O-4-type lignin model compounds (C6–C2-type) consisting of p-hydroxyphenyl (H), guaiacyl (G), and/or syringyl (S) nuclei were identified and quantified. This was performed to examine how the type of H, G, or S nucleus affect the reaction product profiles. The major identified and quantified reaction products were phenol derivatives that were liberated from the aryl sides of the β-O-4 ether bonds of the lignin model compounds. Other products included derivatives of phenylethane-1,2-diol (glycol-type), benzaldehyde, and acetophenone, which originated from the alkyl sides of the β-O-4 ether bonds of the lignin model compounds. Although the type of aromatic nucleus of the aryl side of the β-O-4 ether bond of the lignin model compounds did not significantly affect the profile of the reaction products, the type of the alkyl side nucleus was influential. The glycol-type compound was the exclusive major reaction product when the S nucleus was on the alkyl side of the β-O-4 ether bond. On the other hand, when the H or G nucleus was present, a benzaldehyde derivative was the other major reaction product.


β-O-4 bond cleavage Cooking Delignification Side-chain 



The authors gratefully acknowledge financial support from the Japan Society for the Promotion of Science (JSPS) [Grant-in-Aid for JSPS Fellows (DC2), No. 26-11150].


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Copyright information

© The Japan Wood Research Society 2018

Authors and Affiliations

  1. 1.Laboratory of Wood Chemistry, Department of Biomaterial Sciences, Graduate School of Agricultural and Life SciencesThe University of TokyoTokyoJapan
  2. 2.Department of Chemical Engineering, Faculty of EngineeringMahidol UniversityPhutthamonthonThailand

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