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New insights into the molecular architecture of hardwood lignins by chemical degradative methods

  • Catherine Lapierre
  • Brigitte Pollet
  • Christian Rolando
Article

Abstract

Lignins are composed of phenylpropane units interconnected by labile and resistant bonds. A two-step degradation, thioacidolysis, provides detailed information on these network polymers. The first step involves lignin depolymerization with ethanethiol and BF3 etherate. The determination of the recovered thioethylated monomers provides an estimation of lignin units only involved in labile ether bonds. The ligninderived dimers, representative of resistant interunit bonds, are determined after a further desulfurization step. Results obtained for native and industrial hardwood lignins underline their structural differences. Native hardwood lignins are typified by a high proportion of linear fragments linked bifunctionally by β-O-4 bonds.

Keywords

Lignin Desulfurization Steam Explosion Native Lignin Nitrobenzene Oxidation 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

References

  1. 1.
    H.I. Bolker,Natural and Synthetic Polymers., Marcel Dekker, New York, p. 586 (1974).Google Scholar
  2. 2.
    T. Higuchi,Wood Sci. Technol.,24, 23 (1990).CrossRefGoogle Scholar
  3. 3.
    A. Sakakibara, In: T. Higuchi, H.-m. Chang and T.K. Kirk (Ed.),Recent Advances in Lignin Biodegradation Research, Unipublisher Comp., Tokyo, p. 12 (1983).Google Scholar
  4. 4.
    E. Adler,Wood Sci. Technol.,11, 169 (1977).CrossRefGoogle Scholar
  5. 5.
    R.M. Ede and G. Brunow,Holzforschung,44, 95 (1990).Google Scholar
  6. 6.
    N. Habu, Y. Matsumoto, A. Ishizu and J. Nakano,Hozforschung,44, 67 (1990).Google Scholar
  7. 7.
    G.J. Leary,Wood Sci. Technol.,16, 67 (1982).CrossRefGoogle Scholar
  8. 8.
    H. Nimz,Angew. Chem. Int. Ed. Engl.,13, 313 (1974).CrossRefGoogle Scholar
  9. 9.
    C.L. Chen, In: S.Y. Lin and C.W. Dence (Eds.),Methods in Lignin Chemistry, Springer-Verlag, Berlin, p. 301 (1992).Google Scholar
  10. 10.
    G. Gellerstedt, E.L. Lindfors, C. Lapierre and B. Monties,Svensk Papperstidn.,9, R61 (1984).Google Scholar
  11. 11.
    K. Lundquist,J. Appl. Polym. Sci.,28, 1393 (1974).Google Scholar
  12. 12.
    C. Rolando, B. Monties and C. Lapierre, In: S.Y. Lin and C.W. Dence (Eds.),Methods in Lignin Chemistry, Springer-Verlag, Berlin, p. 334 (1992).Google Scholar
  13. 13.
    C. Lapierre and C. Rolando,Holzforschung,42, 1 (1988).Google Scholar
  14. 14.
    C. Lapierre, B. Pollet, B. Monties and C. Rolando,Holzforschung,45, 61 (1991).Google Scholar
  15. 15.
    C. Lapierre, In: H.G. Jung, D.R. Buxton, R.D. Hatfield and J. Ralph (Eds.),Forage Cell Wall Structure and Digestibility, Am. Soc. Agronomy, Madison, p. 133 (1993).Google Scholar
  16. 16.
    A. Björkman,Ind. Eng. Chem.,49, 1395 (1957).CrossRefGoogle Scholar
  17. 17.
    R.H. Marchessault, S. Coulombe, H. Morikawa and D. Robert,Can. J. Chem.,60, 2372 (1982).CrossRefGoogle Scholar
  18. 18.
    M.V. Bhatt and S.V. Kulkami,Synthesis,4, 249 (1983).CrossRefGoogle Scholar
  19. 19.
    K.V. Sarkanen, In: K.V. Sarkanen and C.H. Ludwig (Eds.),Lignins: Occurrence, Formation, Structure and Reactions, Wiley-Interscience, New York, p. 95 (1971).Google Scholar
  20. 20.
    G. Gellerstedt, E.L. Lindfors, C. Lapierre and B. Monties,Proc. 5th Int. Symp. Wood Pulping Chemistry, Raleigh2, 65 (1989).Google Scholar
  21. 21.
    C. Viriot, A. Scalbert, C. Lapierre and M. Moutounet,J. Agric. Food Chem.,41, 1872 (1993).CrossRefGoogle Scholar
  22. 22.
    J.F.D. Dean and K.E.L. Eriksson,Holzforschung,48, 21 (1994).CrossRefGoogle Scholar
  23. 23.
    N. Terashima,J. Pulp Pap. Sci.,16, J150 (1990).Google Scholar
  24. 24.
    M.T. Tollier, C. Lapierre, B. Monties, C. Francesch and C. Rolando,Proc. 6th Int. Symp. Wood Pulping Chemistry, Melbourne,2, 35 (1991).Google Scholar
  25. 25.
    M.T. Tollier, C. Lapierre, B. Monties, C. Francesch, C. Rolando and N. Terashima,Proc. K. Sarkanen Memorial Meeting, ACS Symp., Denver, 126 (1993).Google Scholar
  26. 26.
    K. Niemela,Proc. 6th Int. Symp. Wood Pulping Chemistry, Melbourne,1, 313 (1991).Google Scholar
  27. 27.
    M. Bardet, D. Robert and K. Lundquist,Svensk Papperstidn.,6, R61 (1985).Google Scholar

Copyright information

© Springer 1995

Authors and Affiliations

  • Catherine Lapierre
    • 1
  • Brigitte Pollet
    • 1
  • Christian Rolando
    • 2
  1. 1.Laboratoire de Biochimie INRAInstitut National Agronomique Paris-GrignonThiverval-GrignonFrance
  2. 2.Laboratoire de ChimieEcole Normale SupérieureParis, Cedex 05France

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