Skip to main content
SpringerLink
Log in

Influence of water on the dissolution of cellulose in selected ionic liquids

  • Published:
Cellulose Aims and scope Submit manuscript

Abstract

Cellulose (7% water) was thoroughly dispersed in various ionic liquids (IL) and the turbidity of the mixture was investigated to distinguish real dissolution from fine dispersion. The dissolving ability of 1-butyl-3-methylimidazolium chloride (BMIMCl know cellulose solvent) and 11 other commercial IL (not reported as cellulose solvents) was studied. From the latter, only 1,3-dimethylimidazolium dimethylphosphate (DMIMDMP) could dissolve cellulose. The influence of water content on the real dissolution of cellulose in these two IL was investigated. The maximum theoretical amount of dissolved anhydrous cellulose in the IL was determined by extrapolation methodology at different temperatures. For cellulose in BMIMCl, it was 8.75 g/100 g of IL at 95 °C. DMIMDMP could achieve real cellulose dissolution only in a practically anhydrous system (2.3 g/100 g of IL at 30 °C) but dissolution was physically limited by high viscosity.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  • Apelblat A, Korin E (1998) The vapor pressures of saturated aqueous solutions of sodium chloride, sodium bromide, sodium nitrate, sodium nitrite, potassium iodate, and rubidium chloride at temperatures from 227 K to 323 K. J Chem Thermodyn 30:59–71. doi:10.1006/jcht.1997.0275

    Article  CAS  Google Scholar 

  • Barthel S, Heinze T (2006) Acylation and carbanilation of cellulose in ionic liquids. Green Chem 8:301–306. doi:10.1039/b513157j

    Article  CAS  Google Scholar 

  • Chrapava S, Touraud D, Rosenau T, Potthast A, Kunz W (2003) The investigation of the influence of water and temperature on the LiCl/DMAc/cellulose system. Phys Chem Chem Phys 5:1842–1847. doi:10.1039/b212665f

    Article  CAS  Google Scholar 

  • El Seoud OA, Heinze T (2005) Organic esters of cellulose: new perspectives for old polymers. Adv Polym Sci 186:103–149. doi:10.1007/b136818

    Article  CAS  Google Scholar 

  • El Seoud OA, Koschella A, Fidale LC, Dorn S, Heinze T (2007) Applications of ionic liquids in carbohydrate chemistry: a window of opportunities. Biomacromolecules 8:2629–2647. doi:10.1021/bm070062i

    Article  CAS  Google Scholar 

  • Heinze T (2005) Chemical functionalization of cellulose. In: Severian D (ed) Polysaccharides, 2nd edn. Marcel Dekker, New York, pp 551–590

  • Heinze T, Schwikal K, Barthel S (2005) Ionic liquids as reaction medium in cellulose functionalization. Macromol Biosci 5:520–525. doi:10.1002/mabi.200500039

    Article  CAS  Google Scholar 

  • Johnson DC (1985) Solvents for cellulose. In: Nevel TP, Zeronian SH (eds) Cellulose chemistry and its application. Horwood, Chichester, pp 181–201

    Google Scholar 

  • Moulthrop JS, Swatloski RP, Moyna G, Rogers RD (2005) High-resolution 13C NMR studies of cellulose and cellulose oligomers in ionic liquid solutions. Chem Commun pp 1557–1559. doi:10.1039/b417745b

  • Remsing RC, Swatloski RP, Rogers RD, Moyna G (2006) Mechanism of cellulose dissolution in the ionic liquid 1-N-butyl-3-methylimidazolium chloride: a 13C and 35/37Cl NMR relaxation study on model systems. Chem Commun pp 1271–1273. doi:10.1039/b600586c

  • Schlufter K, Schmauder H-P, Dorn S, Heinze T (2006) Efficient homogeneous chemical modification of bacterial cellulose in the ionic liquid 1-N-butyl-3-methylimidazolium chloride. Macromol Rapid Commun 27:1670–1676. doi:10.1002/marc.200600463

    Article  CAS  Google Scholar 

  • Swatloski RP, Spear SK, Holbrey JD, Rogers RD (2002) Dissolution of cellulose with ionic liquids. J Am Chem Soc 124:4974–4975. doi:10.1021/ja025790m

    Article  CAS  Google Scholar 

  • Swatloski RP, Rogers RD, Holbrey JD (2003) Dissolution and processing of cellulose using ionic liquids, cellulose solution, and regenerating cellulose. World Patent number 1,029,329

  • Vaca-Garcia C, Thiebaud S, Borredon ME, Gozzelino G (1998) Cellulose esterification with fatty acids and acetic anhydride in lithium chloride/N,N-dimethylacetamide medium. J Am Oil Chem Soc 75:315–319

    Article  CAS  Google Scholar 

  • Zhang H, Wu J, Zhang J, He J (2005) 1-Allyl-3-methylimidazolium chloride room temperature ionic liquid: a new and powerful non-derivatizing solvent for cellulose. Macromolecules 38:8272–8277. doi:10.1021/ma0505676

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors wish to thank TEMBEC France and the ANRT agency (France) for financial support.

Author information

Authors and Affiliations

  1. INRA, UMR 1010, ENSIACET, 118 route de Narbonne, F-31077, Toulouse Cedex 4, France

    Mathieu Mazza, Dan-Andrei Catana, Carlos Vaca-Garcia & Christine Cecutti

  2. Université de Toulouse, INPT, UMR 1010, F-Toulouse, France

    Mathieu Mazza, Dan-Andrei Catana, Carlos Vaca-Garcia & Christine Cecutti

Authors
  1. Mathieu Mazza
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Dan-Andrei Catana
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Carlos Vaca-Garcia
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Christine Cecutti
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Mathieu Mazza.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mazza, M., Catana, DA., Vaca-Garcia, C. et al. Influence of water on the dissolution of cellulose in selected ionic liquids. Cellulose 16, 207–215 (2009). https://doi.org/10.1007/s10570-008-9257-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10570-008-9257-x

Keywords

Search

Navigation