Skip to main content
Journal of Wood Science

Official Journal of the Japan Wood Research Society

Download PDF

Contribution of lignin to the reactivity of wood in chemical modifications I: influence of delignification on acetylation

Journal of Wood Science volume 53, pages 218–222 (2007)Cite this article

Abstract

In order to examine the contribution of wood components to the acetylation of wood, we acetylated wood meal that had been partially delignified. The results were analyzed in terms of the reaction kinetics. The first-order rate equation was successfully adjusted to the weight gain data. The rate constant for acetylation initially increased with progress of lignin elimination and then turned to decrease; the apparent activation energy showed the reverse tendency and ranged from about 90 to 130 kJ/mol. These results suggest that lignin elimination brings not only separation of lignin but also drastic change of the chemical and/or physical structure in the residual lignin, and this affects the reactivity of wood meal as a whole. The ultimate weight gain estimated by the regression of the rate equation showed a minimum when lignin was moderately eliminated, which was explained in terms of enhanced reactivity of lignin and lower accessibility for holocellulose than predicted. The equilibrium moisture content had a maximum when lignin was moderately eliminated. This tendency is the opposite of that observed for the ultimate weight gain, and suggests that the sites for acetylation do not always correspond to those for moisture adsorption.

References

  1. Hill CAS, Jones D (1996) The dimensional stabilisation of Corsican pine sapwood by reaction with carboxylic acid anhydrides. The effect of chain length. Holzforschung 50:457–462

    Article  CAS  Google Scholar 

  2. Hill CAS, Jones D, Strickland G, Cetin NS (1999) Kinetic and mechanistic aspects of the acetylation of wood with acetic anhydride. Holzforschung 52:623–629

    Article  Google Scholar 

  3. Hill CAS, Jones D (1999) Dimensional changes in Corsican pine sapwood due to chemical modification with linear chain anhydrides. Holzforschung 53:267–271

    Article  CAS  Google Scholar 

  4. Hill CAS, Cetin NS, Ozmen N (2000) Potential catalysts for the acetylation of wood. Holzforschung 54:269–272

    Article  CAS  Google Scholar 

  5. Hill CAS, Papadopoulos AN (2002) The pyridine-catalysed acylation of pine sapwood and phenolic model compounds with carboxylic acid anhydrides. Determination of activation energies and entropy of activation. Holzforschung 56:150–156

    Article  CAS  Google Scholar 

  6. Ramsden MJ, Blake FSR (1997) A kinetic study of the acetylation of cellulose, hemicellulose and lignin compounds in wood. Wood Sci Technol 31:45–50

    Article  CAS  Google Scholar 

  7. Minato K, Ogura K (2003) Dependence of reaction kinetics and physical and mechanical properties on the reaction systems of acetylation I. Reaction kinetic aspects. J Wood Sci 49:418–422

    Article  CAS  Google Scholar 

  8. Minato K (2004) Application of a modified rate equation to the acetylation of wood. J Wood Sci 50:455–458

    Article  Google Scholar 

  9. Minato K, Ito Y (2004) Analysis of the factors influencing the acetylation rate of wood. J Wood Sci 50:519–523

    Article  CAS  Google Scholar 

  10. Rowell RM (1982) Distribution of acetyl groups in southern pine reacted with acetic anhydride. Wood Sci 15:172–182

    CAS  Google Scholar 

  11. Ohkoshi M, Kato A (1997) 13C-NMR analysis of acetyl groups in acetylated wood I. Acetyl groups in cellulose and hemicellulose. Mokuzai Gakkaishi 43:327–336

    CAS  Google Scholar 

  12. Ohkoshi M, Kato A (1997) 13C-NMR analysis of acetyl groups in acetylated wood II. Acetyl groups in lignin. Mokuzai Gakkaishi 43:364–369

    CAS  Google Scholar 

  13. Rosenqvist M (2001) Acetyl group distribution in acetylated wood investigated by microautoradiography. Holzforschung 55:270–275

    Article  CAS  Google Scholar 

  14. Norimoto M (1988) Acetylated wood (in Japanese). Wood Res Tech Not Wood Res Inst Kyoto Univ 24:13–30

    CAS  Google Scholar 

  15. Hiller LA Jr (1954) The reaction of cellulose with acetic acid. J Polym Sci 14:555–577

    Article  CAS  Google Scholar 

  16. Yasuda S (1985) Analysis of wood components (in Japanese). In: Nihon Mokuzai Gakkai (ed) Mokuzaikagaku Jikkensho, II. Kagaku-hen. Chugaisangyo Chosakai, Tokyo, p 155

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Graduate School of Agriculture, Kyoto Prefectural University, Shimogamo Hangi-cho, Sakyo-ku, Kyoto, 606-8522, Japan

    Kazuya Minato & Shingo Kawaguchi

  2. Faculty of Agriculture, Kyoto Prefectural University, Kyoto, 606-8522, Japan

    Rieka Shimizu

Authors
  1. Kazuya Minato
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Rieka Shimizu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Shingo Kawaguchi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Kazuya Minato.

Additional information

Part of this report was presented at the 54th Annual Meeting of the Japan Wood Research Society, Sapporo, August 2004

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Minato, K., Shimizu, R. & Kawaguchi, S. Contribution of lignin to the reactivity of wood in chemical modifications I: influence of delignification on acetylation. J Wood Sci 53, 218–222 (2007). https://doi.org/10.1007/s10086-006-0847-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10086-006-0847-7

Key words

  • Chemical modification
  • Acetylation
  • Lignin content
  • Reactivity
  • Reaction parameter