Advertisement

Cellulose

, Volume 21, Issue 1, pp 769–776 | Cite as

Mechanical properties of films made from dialcohol cellulose prepared by homogeneous periodate oxidation

  • Wakako Kasai
  • Toshiro Morooka
  • Monica EkEmail author
Original Paper

Abstract

2,3-Dialdehyde celluloses were prepared by homogeneous periodate oxidation in an aqueous solution of methylol cellulose. Since methylol cellulose stays dissolved in water for a certain time before decomposing gradually into regenerated cellulose, the oxidation reaction progressed homogeneously throughout the period. The resulting dialdehyde cellulose achieved an oxidation level of over 90 % in as little as 12 h. Reducing the dialdehyde celluloses with NaBH4 resulted in water-soluble dialcohol celluloses, which have an open-ring structure at the C2–C3 position. The dialcohol celluloses were characterized using nuclear magnetic resonance spectrometry, Fourier transform infrared spectroscopy, and differential scanning calorimetry. The Tg of the products decreased with increasing oxidation levels. The products might be processable, and unique tensile properties were obtained by cutting the C2–C3 bonds in the glucopyranose rings. The dialcohol celluloses prepared using a cast method yielded clear and transparent films which showed unique mechanical properties by tensile tests depending on the values of oxidation level.

Keywords

Cellulose Dialcohol cellulose Dialdehyde cellulose Dissolving pulp Methylol cellulose Periodate oxidation 

Abbreviations

SEC

Size exclusion chromatography

NMR

Nuclear magnetic resonance spectrometry

FTIR

Fourier transform infrared spectroscopy

DSC

Differential scanning calorimetry

DMA

Dynamic mechanical analysis

Notes

Acknowledgments

W.K. acknowledges a Grant from the Jacob Wallenberg Research Foundation. Domsjö Fabriker AB, Sweden, is acknowledged for providing the pulp samples.

References

  1. Cantley M, Hough L, Pittet AO (1963) The non-malapradian oxidation of carbohydrates and related compounds by periodate. J Chem Soc 2527–2535. doi:  10.1039/JR9630002527
  2. Casu B, Meille V, Naggi A, Su P, Torri G, Zoppetti G (1982) Structure and conformation of polyalcohols and polyacids obtained from periodate oxyamylose and oxycellulose. Carbohydr Res 2:283–287. doi: 10.1016/0144-8617(82)90032-7 Google Scholar
  3. Casu B, Naggi A, Torri G, Allegra G, Meille V, Cosani A, Terbojevich M (1985) Stereoregular acyclic polyalcohols and polyacetates from cellulose and amylase. Macromolecules 18:2762–2767. doi: 10.1021/ma00154a068 CrossRefGoogle Scholar
  4. Evans R, Wallis AFA (1989) Cellulose molecular weights determined by viscometry. J Appl Polym Sci 37:2331–2340. doi: 10.1002/app.1989.070370822 CrossRefGoogle Scholar
  5. Jackson EL, Hudson CS (1937) Application of the cleavage type of oxidation by periodic acid to starch and cellulose. J Am Chem Soc 59:2049–2050. doi: 10.1021/ja01289a077 CrossRefGoogle Scholar
  6. Jackson EL, Hudson CS (1938) The structure of the products of the periodic acid oxidation of starch and cellulose. J Am Chem Soc 60:989–991. doi: 10.1021/ja01272a001 CrossRefGoogle Scholar
  7. Langkilde FW, Svantesson A (1995) Identification of celluloses with Fourier-transform (FT) mid-infrared, FT-Raman and near-infrared spectrometry. J Pharm Biomed Anal 13:409–414. doi: 10.1016/0731-7085(95)01298-Y CrossRefGoogle Scholar
  8. Maekawa E, Koshijima T (1984) Properties of 2,3-Dicarboxy cellulose combined with various metallic ions. J Appl Polym Sci 29:2289–2297. doi: 10.1002/app.1984.070290705 CrossRefGoogle Scholar
  9. Morooka T, Norimoto M, Yamada T (1989) Periodate oxidation of cellulose by homogeneous reaction. J Appl Polym Sci 38:849–858. doi: 10.1002/app.1989.070380508 CrossRefGoogle Scholar
  10. Painter TJ (1988) Control of depolymerization during the preparation of reduced dialdehyde cellulose. Carbohydr Res 179:259–268. doi: 10.1016/0008-6215(88)84123-5 CrossRefGoogle Scholar
  11. Potthast A, Schiehser S, Rosenau T, Kostic M (2009) Oxidative modifications of cellulose in the periodate system: reduction and beta-elimination reactions. Holzforschung 63:12–17. doi: 10.1515/HF.2009.108 CrossRefGoogle Scholar
  12. Swenson HA (1975) Proceedings of the 8th cellulose conference. J Polymer Sci CGoogle Scholar

Copyright information

© Springer Science+Business Media Dordrecht 2013

Authors and Affiliations

  1. 1.Fiber and Polymer TechnologyRoyal Institute of Technology (KTH)StockholmSweden
  2. 2.Research Institute for Sustainable HumanosphereKyoto UniversityGokusho, UjiJapan

Personalised recommendations