Preparation of polyuronic acid from cellulose by TEMPO-mediated oxidation

Cellulose

Volumn 5, Issue 3, 1998, Pages 153-164

  Isogai, Akira ^a   Kato, Yumiko ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

Cellulose; Degree of polymerization; Oxidation; Polyglucuronic acid; TEMPO

Indexed keywords

EID: 0000630381     PISSN: 09690239     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1009208603673     Document Type: Article

References (13)

1. Chang, P. S. and Robyt, J. F. (1996) Oxidation of primary alcohol groups of naturally occurring polysaccharides with 2,2,6,6-tetramethyl-1-pipelidine oxoammonium ion. Carbohydr. Chem. 15, 819-830.
2. Davidson, G. F. (1938) The effect of alkalis on the molecular chain length of chemically modified cotton cellulose, as shown by fluidity measurements on the derived nitrocelluloses. J. Text. Inst. 29, T195-T218.
3. Davis, N. J. and Flitsch, S. L. (1993) Selective oxidation of monosaccharide derivatives to uronic acids. Tetrahedron Lett. 34, 1181-1184.
4. 2-amine solvent systems. J. Polym. Sci., Polym. Chem. Ed. 29, 113-119.
5. Jackson, E. L. and Hudson, C. S. (1937) Application of the cleavage type of oxidation by periodic acid to starch and cellulose. J. Am Chem. Soc. 59, 2049-2050.
6. Head, R. S. H. and Hughes, G. (1954) The oxidation of cellobiose by periodate. J. Chem. Soc. 603-606.
7. Maekawa, E. and Koshijima, T. (1984) Properties of 2,3-dicarboxyl cellulose combined with various metal ions. J. Appl. Polym. Sci. 29, 2289-2297.
8. McLaughlin, R. R. and Herbst, J. H. E. (1950) Preparation of sodium carboxymethyl-cellulose. Can J. Chem. 28B, 731-736.
9. Nevell, T. P. (1951) Oxidation of cotton cellulose by nitrogen dioxide. J. Textile Inst. 42, T91-T129.
10. Nooy, A. E., Besemer, A. C. and Bekkum, H. (1995) Highly selective nitroxyl radical-mediated oxidation of primary alcohol groups in water-soluble glucans. Carbohydr. Res. 269, 89-98.
11. Nooy, A. E., Besemer, A. C., Bekkum, H., VanDijk, J. A. P. P. and Smit, J. A. M. (1996) TEMPO mediated oxidation of pullulan and influence of ionic strength and linear charge density on the dimensions of the obtained polyelectrolyte chains. Macromolecules 29, 6541-6547.
12. Tappi Test Method, Cupriethylenediamine disperse viscosity of pulp. T254 om-85 (1997).
13. Yackel, E. C. and Kenyon, W. O. (1942) The oxidation of cellulose by nitrogen dioxide. J. Am. Chem. Soc. 64, 121-127.