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Multistep degradation method for β-O-4 linkage in lignins: γ-TTSA method. Part 2: reaction of lignin model polymer (DHP)

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Published/Copyright: October 23, 2012
Holzforschung
From the journal Holzforschung Volume 67 Issue 3

Abstract

A selective cleavage method for β-O-4 linkages (the γ-TTSA method) was introduced in previous works, which consists of four reaction steps: (1) γ-tosylation, (2) thioetherification, (3) sulfonylation, and (4) mild alkali degradation. This method was applied to the degradation of a lignin polymer model (dehydrogenation polymer, DHP) consisting of guaiacyl units. Each reaction step was followed by Fourier transform infrared (FT-IR) spectroscopy and heteronuclear single quantum coherence nuclear magnetic resonance (HSQC-NMR) spectroscopy. It was demonstrated that only the β-O-4 linkage was selectively cleaved by the γ-TTSA method, although other linkages, such as β-5 and β-β linkages, were also present in the DHP. Consequently, the γ-TTSA method is expected to be also useful for the degradation of native lignins.

Keywords: cleavage of β-O-4 linkages; FT-IR; γ-TTSA method; HSQC NMR; LCC; lignin; lignin degradation method; lignin polymer model (DHP)
Corresponding author: Daisuke Ando, Division of Forest and Biomaterials Science, Graduate School of Agriculture, Kyoto University, Kitashirakawa-oiwakecho, Sakyo-ku, Kyoto 606-8502, Japan, Phone: +81-75-753-6256, Fax: +81-75-753-6300
Received: 2012-5-21
Accepted: 2012-9-25
Published Online: 2012-10-23
Published in Print: 2013-04-01

©2013 by Walter de Gruyter Berlin Boston

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https://doi.org/10.1515/hf-2012-0082
Keywords for this article
cleavage of β-O-4 linkages; FT-IR; γ-TTSA method; HSQC NMR; LCC; lignin; lignin degradation method; lignin polymer model (DHP)

Articles in the same Issue

  1. Masthead
  2. Masthead
  3. Publisher’s Note
  4. Publisher’s Note
  5. Original Articles
  6. Effects of water in water/phenol mixtures on liquefaction of Japanese beech as treated under subcritical conditions
  7. Multistep degradation method for β-O-4 linkage in lignins: γ-TTSA method. Part 2: reaction of lignin model polymer (DHP)
  8. Antioxidant property of TCF pulp with a high hexenuronic acid (HexA) content
  9. Determination of absolute molecular weight of sodium lignosulfonates (NaLS) by laser light scattering (LLS)
  10. Effect of grinding conditions in oscillatory ball milling on the morphology of particles and cellulose crystallinity of Norway spruce (Picea abies)
  11. Rapid microwave-assisted acid extraction of southern pine waste wood to remove metals from chromated copper arsenate (CCA) treatment
  12. Moisture in softwoods: fiber saturation point, hydroxyl site content, and the amount of micropores as determined from NMR relaxation time distributions
  13. Experimental and numerical analysis of the sound insulation property of wood plastic composites (WPCs) filled with precipitated CaCO3
  14. Applicability of Vis-NIR hyperspectral imaging for monitoring wood moisture content (MC)
  15. Micromechanical detection of growth stress in wood cell wall by wide-angle X-ray diffraction (WAX)
  16. The influence of hot-press temperature and cooling rate on thermal and physicomechanical properties of bamboo particle-polylactic acid composites
  17. Semi-analytical prediction and experimental evaluation of material damping in wood panels
  18. Composition and antifungal activity of balsam from Liquidambar formosana Hance
  19. Short Note
  20. Inverse gas chromatography and XPS of extracted kraft pulps
  21. Book review
  22. Nanocellulose: From Nature to High Performance Tailored Material
  23. Meetings
  24. Meetings
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