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Official Journal of the Japan Wood Research Society

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Influence of carboxyl group on the acid hydrolysis of cellulose


Cellulose isolated from wood is more susceptible than cotton cellulose to homogeneous hydrolysis in phosphoric acid. The influence of carboxyl group introduction at the C6 position on the hydrolysis rate of cellulose in 82.5% phosphoric acid was studied as a model of the oxidation of cellulose during pulping. The rate constant of hydrolysis for dissolving pulp was larger than that of cotton cellulose at temperatures of 25°–35°C. Mercerized cotton cellulose was partially oxidized regioselectively at the C6 position by a free radical system using 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO). The oxidized cellulose was obtained at a range of 1.7–12.7 mEq carboxyl content per 100 g of cellulose. The hydrolysis rate of the oxidized cellulose samples accelerated with increasing carboxyl content in the samples.


  1. Marchessault RH, Rånby BG (1959) Hydrolysis of cellulose in phosphoric acid solution: inductive effects. Svensk Papperstidn 62:230–240

    CAS  Google Scholar 

  2. Rånby BG, Marchessault RH (1959) Inductive effects in the hydrolysis of cellulose chains. J Polym Sci 36:561–564

    Article  Google Scholar 

  3. Lindberg B (1964) Synthesis and acid hydrolysis of pseudocellobiouronic acid. Presented at the Chim Biochem Lignine, Cellulose, Hemicelluloses, Actes Symp Intern, Grenoble, France, pp 303–307

  4. Usuda M, Suzuki O, Nakano J, Migita N (1967) Hydrolysis of cellulose in concentrated phosphoric acid: effect of functional groups on the rate of hydrolysis (in Japanese). Kogyo Kagaku Zasshi 70:349–352

    Article  CAS  Google Scholar 

  5. Isogai A (1997) Oxidation of primary alcohol group of cellulose by TEMPO (in Japanese). In: Cellulose Society of Japan preprints of 97 cellulose R&D 4th annual meeting of the Cellulose Society of Japan, p 41

  6. Isogai A (1998) Application of stable nitroxyl radical reagents to cellulose modifications (in Japanese). Cell Commun 5:136–141

    CAS  Google Scholar 

  7. Onabe F, Kuga S (1989) The determination of quantity of carboxyl group of cellulose (in Japanese). In: The Japan Wood Research Society revised and enlarged edition of Mokuzaikaaaku Jikkensho. pp 173–174

  8. Nakano J, Rånby BG (1962) Acid hydrolysis of methyl glucqsides and glucuronosides. Svensk Papperstidn 65:29–33

    CAS  Google Scholar 

  9. Matsuzaki K (1968) Oxidation by nitrogen dioxide (in Japanese). In: Migita N, Yonezawa Y, Kondo T (eds) Mokuzaikagaku, vol 1. Kyoritsu Shuppan, Tokyo, pp 159–160

    Google Scholar 

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Correspondence to Shuichi Hirosawa.

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Hirosawa, S., Minato, K. & Nakatsubo, F. Influence of carboxyl group on the acid hydrolysis of cellulose. J Wood Sci 47, 141–144 (2001).

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