Polyuronic acids, i.e., amylouronic acid, cellouronic acid and chitouronic acid, were prepared from starch, cellulose and chitin, respectively, by the 2,2,6,6-tetramethylpiperidine-1-oxy radical (TEMPO)-mediated oxidation, and their gas-barrier properties and biodegradability were studied in consideration to use the polyuronic acids as flexible packaging films or coating materials. Cellouronic acid and amylouronic acid had excellent oxygen-barrier properties similar to that of poly(vinyl alcohol) (PVA), while chitouronic acid did not. The regular chemical structures of the former two polyuronic acids with no bulky substituents or adducts may have brought about such high oxygen-barrier levels. An oxidized product prepared form fine microcrystalline cellulose by the TEMPO-mediated oxidation was not completely dissolved in water, but became a paste. However, this paste also formed sufficiently smooth films by coating, and had good gas-barrier property. All polyuronic acids prepared were biodegradable; cellouronic acid and chitouronic acid had high degrees of biodegradability, while amylouronic acid had quite low value. These various characteristics are significant for end use of these new polyuronic acids as gas-barrier materials for biodegradable packaging.
Article PDF
Similar content being viewed by others
Explore related subjects
Discover the latest articles, news and stories from top researchers in related subjects.Avoid common mistakes on your manuscript.
References
N. Gontard R. Thibault B. Cuq S. Guilbert (1996) J. Agric. Food Chem 44 1064–1069 Occurrence Handle10.1021/jf9504327
I. Arvanitoyannis E. Psomiadou A. Nakayama (1996) Carbohyd. Polym 31 179–192 Occurrence Handle10.1016/S0144-8617(96)00123-3
Å. Rindlav-Westling M. Stading A. Hermansson P. Gatenholm (1998) Carbohyd. Polym 36 217–224 Occurrence Handle10.1016/S0144-8617(98)00025-3
P. Forssell R. Lahtinen M. Lahelin P. Myllärinen (2002) Carbohyd. Polym 47 125–129 Occurrence Handle10.1016/S0144-8617(01)00175-8
A. E. J. Nooy A. C. Besemer H. Bekkum (1995) Carbohyd. Res 269 89–98 Occurrence Handle10.1016/0008-6215(94)00343-E
A. Isogai Y. Kato (1998) Cellulose 5 153–164 Occurrence Handle10.1023/A:1009208603673
Y. Kato J. Kaminaga R. Matsuo A. Isogai (2004) Carbohydr. Polym 58 421–426 Occurrence Handle10.1016/j.carbpol.2004.08.011
R. A. A. Muzzarelli C. Muzzarelli A. Cosani M. Terbojevich (1999) Carbohyd. Polym 39 361–367 Occurrence Handle10.1016/S0144-8617(99)00027-2
S. Hirano Y. Ohe H. Ono (1976) Carbohydr. Res 47 315–320 Occurrence Handle10.1016/S0008-6215(00)84198-1 Occurrence Handle1268884
Y. Kato R. Matsuo A. Isogai (2003) Carbohyd. Polym 51 69–75 Occurrence Handle10.1016/S0144-8617(02)00159-5
T. Kitaoka A. Isogai F. Onabe (1999) Nord. Pulp Paper Res. J 14 274–279
P. H. Hermans A. Weidinger (1946) J. Am. Chem. Soc 68 2547–2552 Occurrence Handle10.1021/ja01216a037
I. L. Wadehra R. St. Manley (1965) J. Appl. Polym. Sci 9 2627–2630 Occurrence Handle10.1002/app.1965.070090722
Y. Kato N. Habu J. Yamaguchi Y. Kobayashi I. Shibata A. Isogai M. Samejima (2002) Cellulose 9 75–81 Occurrence Handle10.1023/A:1015877416414
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Kato, Y., Kaminaga, Ji., Matsuo, R. et al. Oxygen Permeability and Biodegradability of Polyuronic Acids Prepared from Polysaccharides by TEMPO-Mediated Oxidation. J Polym Environ 13, 261–266 (2005). https://doi.org/10.1007/s10924-005-4760-8
Issue Date:
DOI: https://doi.org/10.1007/s10924-005-4760-8