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.
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References
H.I. Bolker,Natural and Synthetic Polymers., Marcel Dekker, New York, p. 586 (1974).
T. Higuchi,Wood Sci. Technol.,24, 23 (1990).
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).
E. Adler,Wood Sci. Technol.,11, 169 (1977).
R.M. Ede and G. Brunow,Holzforschung,44, 95 (1990).
N. Habu, Y. Matsumoto, A. Ishizu and J. Nakano,Hozforschung,44, 67 (1990).
G.J. Leary,Wood Sci. Technol.,16, 67 (1982).
H. Nimz,Angew. Chem. Int. Ed. Engl.,13, 313 (1974).
C.L. Chen, In: S.Y. Lin and C.W. Dence (Eds.),Methods in Lignin Chemistry, Springer-Verlag, Berlin, p. 301 (1992).
G. Gellerstedt, E.L. Lindfors, C. Lapierre and B. Monties,Svensk Papperstidn.,9, R61 (1984).
K. Lundquist,J. Appl. Polym. Sci.,28, 1393 (1974).
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).
C. Lapierre and C. Rolando,Holzforschung,42, 1 (1988).
C. Lapierre, B. Pollet, B. Monties and C. Rolando,Holzforschung,45, 61 (1991).
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).
A. Björkman,Ind. Eng. Chem.,49, 1395 (1957).
R.H. Marchessault, S. Coulombe, H. Morikawa and D. Robert,Can. J. Chem.,60, 2372 (1982).
M.V. Bhatt and S.V. Kulkami,Synthesis,4, 249 (1983).
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).
G. Gellerstedt, E.L. Lindfors, C. Lapierre and B. Monties,Proc. 5th Int. Symp. Wood Pulping Chemistry, Raleigh2, 65 (1989).
C. Viriot, A. Scalbert, C. Lapierre and M. Moutounet,J. Agric. Food Chem.,41, 1872 (1993).
J.F.D. Dean and K.E.L. Eriksson,Holzforschung,48, 21 (1994).
N. Terashima,J. Pulp Pap. Sci.,16, J150 (1990).
M.T. Tollier, C. Lapierre, B. Monties, C. Francesch and C. Rolando,Proc. 6th Int. Symp. Wood Pulping Chemistry, Melbourne,2, 35 (1991).
M.T. Tollier, C. Lapierre, B. Monties, C. Francesch, C. Rolando and N. Terashima,Proc. K. Sarkanen Memorial Meeting, ACS Symp., Denver, 126 (1993).
K. Niemela,Proc. 6th Int. Symp. Wood Pulping Chemistry, Melbourne,1, 313 (1991).
M. Bardet, D. Robert and K. Lundquist,Svensk Papperstidn.,6, R61 (1985).
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Lapierre, C., Pollet, B. & Rolando, C. New insights into the molecular architecture of hardwood lignins by chemical degradative methods. Res. Chem. Intermed. 21, 397–412 (1995). https://doi.org/10.1007/BF03052266
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DOI: https://doi.org/10.1007/BF03052266