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Official Journal of the Japan Wood Research Society

Sulfuric acid bleaching of kraft pulp III: reactivity of kraft pulping-resistant structures under acidic conditions


To investigate the bleaching mechanism, a lignincarbohydrate complex (LCC) model compound, a vinyl ether-type lignin model dimer, and a hexeneuronic acid model compound were treated with dilute sulfuric acid of different pHs. Beech kraft pulp and red pine kraft pulp were also treated with dilute sulfuric acid and then extracted with aqueous alkali. The amount of hexeneuronic acid degradation products in acid effluents and lignin dissolved in alkali effluents were determined. It was found that the benzyl ether-type LCC bond and the vinyl ether bond in lignin were effectively cleaved under the pH where sulfuric acid bleaching of kraft pulp was effective. Hexeneuronic acid group was also effectively degraded during sulfuric acid bleaching. In beech kraft pulp bleaching, both lignin removal and hexeneuronic acid removal contributed to the kappa number reduction. In red pine bleaching, the contribution of hexeneuronic acid removal was negligible, and most of the kappa number reduction was achieved by the lignin removal.


  1. 1.

    Ikeda I, Hosoya S, Tomimura Y, Magara K, Takano I (1999) Sulfuric acid bleaching of kraft pulp I: Bleaching of hardwood and softwood kraft pulps. J Wood Sci 45:233–237

    CAS  Article  Google Scholar 

  2. 2.

    Ikeda I, Tomimura Y, Magara K, Hosoya S (1999) Sulfuric acid bleaching of kraft pulp II: Behavior of lignin and carbohydrate during sulfuric acid bleaching. J Wood Sci 45:313–318

    CAS  Article  Google Scholar 

  3. 3.

    Hosoya S, Kanazawa K, Kaneko H, Nakano J (1980) Synthesis of guaiacylglycerol-β-guaiacyl ether (in Japanese). Mokuzai Gakkaishi 26:118–121

    CAS  Google Scholar 

  4. 4.

    Ralph J, Young RA (1983) Stereochemical aspects of addition reactions involving lignin model quinone methides. J Wood Chem Technol 3:161–181

    CAS  Article  Google Scholar 

  5. 5.

    Taneda H, Nakano J, Hosoya S, Chang HN (1987) Stability of α-ether type model compounds during chemical pulp process. J Wood Chem Technol 7:485–498

    CAS  Article  Google Scholar 

  6. 6.

    Tanaka K, Nakatsubo F, Higuchi T (1976) Reactions of guaiacylglycerol-β-guaiacyl ether with several sugars. I. Mokuzai Gakkaishi 22:589–590

    CAS  Google Scholar 

  7. 7.

    Tokimatsu T, Umezawa T, Shimada M (1996) Synthesis of four diastereomeric lignin carbohydrate complexes (LCC) model compounds composed of aβ-O-4 lignin model linked to methylβ-d-glucoside. Holzforschung 50:156–160

    CAS  Article  Google Scholar 

  8. 8.

    Yaguchi T, Hosoya S, Nakano J, Nomura Y, Satoh A, Nakamura M (1979) Studies on reaction mechanism of quinone in alkaline cooking. Part 2. Mechanism of rapid delignification during alkaline cooking (in Japanese). Jpn TAPPI 33:666–672

    CAS  Article  Google Scholar 

  9. 9.

    Ishihara M, Nojiri M, Hayashi N, Niahimura T, Shimizu K (1997) Screening of fungalβ-xylanases for production of acidic xylooligosaccharides using in situ reduced 4-0methylglucuronoxylan as substrate. Enzyme Microb Technol 21:170–175

    CAS  Article  PubMed  Google Scholar 

  10. 10.

    Teleman A, Hausalo T, Tenkanen M, Vuorinen T (1996) Identification of the acidic degradation products of hexeneuronic acid and characterization of hexeneuronic acid-substituted xylooligosaccharides by NMR spectroscopy. Carbohydr Res 280:197–208

    CAS  Article  PubMed  Google Scholar 

  11. 11.

    Yamasaki T, Hosoya S, Chen CL, Gratzl JS, Chang HM (1981) Characterization of residual lignin in kraft pulp, vol 2. The Ekman-Days, Stockholm, June 9–12, pp 34–42

    Google Scholar 

  12. 12.

    Vuorinen T, Telman A, Fagerström P, Buchert J, Tenkanen M (1996) Selective hydrolysis of hexeneuronic acid groups and its application in ECF and TCF bleaching of kraft pulps. Presented at the International Pulp Bleaching Conference, Atlanta, April 14–18, Book 1, pp 43–51

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Correspondence to Shuji Hosoya.

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Ikeda, T., Tomimura, Y., Magara, K. et al. Sulfuric acid bleaching of kraft pulp III: reactivity of kraft pulping-resistant structures under acidic conditions. J Wood Sci 45, 417–424 (1999).

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Key words

  • Kraft pulp
  • Sulfuric acid
  • Lignin-carbohydrate complex
  • Vinyl ether
  • Hexeneuronic acid