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Condensation of lignin during heating of wood

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Summary

The structural change of lignin during heating of wood was investigated quantitatively by a method combining nucleus exchange and nitrobenzene oxidation. Lignin modification during heating was mainly a diphenylmethane type condensation. About 40 and 75% of noncondensed units in protolignins were converted to diphenylmethane type units by heating of dry and wet wood meals up to 220 °C, respectively. On the other hand, during heating of modified lignin (dioxane lignin) various types of modifications in addition to diphenylmethane type condensation occurred. Lignin modification via the diphenylmethane type condensation was proposed as a new route for its utilization.

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References

  • Bender, F.; Heaney, D. P.; Bowden, A. 1970: Potential of steamed wood as a feed for ruminants. For. Prod. J. 20: 36–41

    Google Scholar 

  • Bobleter, O.; Niesner, R.; Rohr, M. 1976: The hydrothermal degradation of cellulosic matter to sugars and their fermentative conversion to protein. Appl. Polym. Sci. 20: 2083–2093

    Google Scholar 

  • Bonn, G.; Concin, R.; Bobleter, O. 1983: Hydrothermolysis — a new process for the utilization of biomass. Wood Sci. Technol. 17: 195–202

    Google Scholar 

  • Chiang, V. L.; Funaoka, M. 1988: The formation and quantity of diphenylmethane type structures in residual lignin during kraft delignification of Douglas-fir. Holzforschung 42: 369–375

    Google Scholar 

  • Chow, S.-Z. 1971: Infrared spectral characteristics and surface inactivation of wood at high temperatures. Wood Sci. Technol. 5: 27–39

    Google Scholar 

  • Chua, M. G. S.; Wayman, M. 1979b: Characterization of autohydrolysis aspen (P. tremuloides) lignins. Part 3. Infrared and ultraviolet studies of extracted autohydrolysis lignin. Can. J. Chem. 57: 2603–2611

    Google Scholar 

  • Dietrichs, H. H.; Sinner, M.; Puls, J. 1978: Potential of steaming hardwoods and straw for feed and food production. Holzforschung 32: 193–199

    Google Scholar 

  • Fengel, D.; Wegener, G. 1983: Wood Chemistry, Ultrastructure, Reactions, pp. 326–338. Berlin: Walter de Gruyter

    Google Scholar 

  • Funaoka, M.; Abe, I. 1978: The reaction of lignin in the presence of phenol and boron trifluoride I. On the formation of catechol from MWL, dioxane lignin and kraft lignin. Mokuzai Gakkaishi 24: 256–261

    Google Scholar 

  • Funaoka, M.; Abe, I. 1983 a: The nucleus exchange method for estimation of lignin structure. Proc. 1983 International Symposium on Wood and Pulping Chemistry. May 23–27, Tsukuba Science City, Japan. Vol. 4: 79–84

    Google Scholar 

  • Funaoka, M.; Abe, I. 1983 b: On the distribution of condensed structures in kraft lignin. Bulletin of the Mie University Forests, Tsu Japan No. 12:27–39

  • Funaoka, M.; Abe, I. 1983c: Structures of softwood lignins dissolved by successive acidolysis. Mokuzai Gakkaishi 29: 781–788

    Google Scholar 

  • Funaoka, M.; Abe, I. 1984: Analysis of chemical structures of hardwood lignins by nuclear-exchange method. Mokuzai Gakkaishi 30: 68–73

    Google Scholar 

  • Funaoka, M.; Abe, I. 1985a: Properties of lignins from alkaline cookings with anthraquinone. Holzforschung 39: 223–230

    Google Scholar 

  • Funaoka, M.; Abe, I. 1985 b: Degradation of protolignin by the nuclear-exchange method. Mokuzai Gakkaishi 31: 671–676

    Google Scholar 

  • Funaoka, M.; Abe, I. 1986: Condensation degree of softwood protolignin. Bulletin of the Faculty of Agriculture, Mie Univ., Tsu Japan. 73: 347–352

    Google Scholar 

  • Funaoka, M.; Abe, I. 1987 a: Selective cleavage of Cα-aryl bonds in lignin. Bulletin of the Mie University Forests, Tsu Japan No. 15:97–109

  • Funaoka, M.; Abe, I. 1987 b: Phenyl nucleus-exchange method for the degradation of lignin. Wood Sci. Technol. 21: 261–279

    Google Scholar 

  • Funaoka, M.; Shibata, M.; Kako, T.; Abe, I. 1988: Structure of highly-condensed lignins and their depolymerization by phenolation. Proc. Cellucon 88 Japan (An international symposium on new functionalisation developments in cellulosics & wood) Nov. 28–Dec. 1, Kyoto, Japan p. 160; In: Kennedy, R. W.; Phillips, G. O.; Williams, P. A. (Eds.): Wood processing and utilization. pp. 207–212. Chichester: Ellis Horwood Limited

    Google Scholar 

  • Funaoka, M.; Shibata, M.; Abe, I. 1990: Structure and depolymerization of acid-condensed lignin. Holzforschung (in press)

  • Gierer, J. 1982: The chemistry of delignification. A general concept. Holzforschung 36: 43–51

    Google Scholar 

  • Goring, D. A. I. 1971: Polymer properties of lignin and lignin derivatives. In: Sarkanen, K. V.; Ludwig, C. H. (Ed.): Lignins — Occurrence, Formation, Structure and Reactions. pp. 695–768. New York: Wiley-Interscience

    Google Scholar 

  • Hörmeyer, H. F.; Schwald, W.; Bonn, G.; Bobleter, O. 1988: Hydrothermolysis of birch wood as pretreatment for enzymatic saccharification. Holzforschung 42: 95–98

    Google Scholar 

  • Kratzl, K.; Gratzl, J. 1960: Zur Theorie der Hydrolyse und Kondensation des Lignins. Holzforschung und Holzverwertung 12: 8–14

    Google Scholar 

  • Lora, J. H.; Wayman, M. 1978: Delignification of hardwoods by autohydrolysis and extraction. Tappi 61:47–50

    Google Scholar 

  • Lundquist, K. 1976: Low-Molecular Weight Lignin Hydrolysis Products. Appl. Polym. Symp. No. 28:1393–1407

  • Marchessault, R. H.; Pierre, J. 1980: Future sources of organic raw materials CHEMRAWN I (L. E. St-Brown and G. R. Brown, Ed.), p. 613. Pergamon Press

  • Nimz, H. 1969: Kondensationsreaktionen des Lignins, Umsetzung von Lignin-Modellsubstanzen mit Resorcin and Salzsäure. Holzforschung 23:84–88

    Google Scholar 

  • Pepper, J. M.; Baylis, P. E. T.; Adler, E. 1959: Isolation and properties of lignins obtained by the acidolysis of spruce and aspen woods in dioxane-water medium. Can. J. Chem. 37: 1241–1248

    Google Scholar 

  • Shimizu, K.; Sudo, K.; Nagasawa, S.; Ishihara, M. 1983: Enzymatic hydrolysis of woods. VII. Enzymatic susceptibility of autohydrolyzed woods. Mokuzai Gakkaishi 29:428–437

    Google Scholar 

  • Sudo, K.; Shimizu, K.; Sakurai, K. 1985: Characterization of steamed wood lignin from beech wood. Holzforschung 39: 281–288

    Google Scholar 

  • Tanahashi, M. 1983: Conversion and total utilization of forest-biomass by explosion process. Wood Research (Rev.) No. 18: 34–65

  • Taylor, M. G.; Deslandes, Y.; Bluhm, T.; Marchessault, R. H.; Vincendon, M.; St-Germain, J. 1983: Solid state13C NMR characterization of wood. Tappi 66:92–94

    Google Scholar 

  • Wayman, M.; Chua, M. G. S. 1979 a: Characterization of autohydrolysis aspen (P. tremuloides) lignins. Part 2. Alkaline nitrobenzene oxidation studies of extracted autohydrolysis lignin. Can. J. Chem. 57:2599–2602

    Google Scholar 

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Funaoka, M., Kako, T. & Abe, I. Condensation of lignin during heating of wood. Wood Sci.Technol. 24, 277–288 (1990). https://doi.org/10.1007/BF01153560

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