Skip to main content
Log in

Acetylation of Xanthan Gum in Ionic Liquid

  • Original Paper
  • Published:
Journal of Polymers and the Environment Aims and scope Submit manuscript

Abstract

In this paper, we report acetylation of xanthan gum using acetic anhydride in an ionic liquid solvent, 1-butyl-3-methylimidazolium chloride (BMIMCl). Xanthan gum was dissolved with BMIMCl [2 % (w/w)] and the reaction was carried out in the presence of acetic anhydride (five equiv. for hydroxy groups in a repeating unit) with stirring the solution at elevated temperatures. The structures of xanthan gum acetates were confirmed by the 1H NMR and IR spectra. The degree of acetylation (DA) values determined by the 1H NMR analysis increased with the higher reaction temperatures. The thermal gravimetric analysis (TGA) indicated the enhancement of thermal stability by acetylation. Furthermore, the TGA as well as differential scanning calorimetric (DSC) analysis of the products suggested the presence of the highly and less acetylated segments in a xanthan gum chain. The DSC profile of the product with the high DA value also exhibited a small endothermic peak, which might potentially be ascribed to the melting temperature.

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

Access this article

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

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Schuerch C (1986) Polysaccharides. In: Mark HF, Bilkales N, Overberger CG (eds) Encyclopedia of polymer science and engineering, vol 13, 2nd edn. Wiley, New York, pp 87–162

    Google Scholar 

  2. Rouilly A, Rigal L (2002) J Macromol Sci Part C 42:441

    Article  Google Scholar 

  3. Klemm D, Heublein B, Fink H-P, Bohn A (2005) Angew Chem Int Ed 44:3358

    Article  CAS  Google Scholar 

  4. Klemm D, Kramer F, Moritz S, Lindström T, Ankerfors M, Gray D, Dorris A (2011) Angew Chem Int Ed 50:5438

    Article  CAS  Google Scholar 

  5. Stephen AM, Philips GO, Williams PA (1995) Food polysaccharides and their applications. Taylor & Francis, London

    Google Scholar 

  6. Jansson PE, Kenne L, Lindberg B (1975) Carbohydr Res 45:275

    Article  CAS  Google Scholar 

  7. Melton LD, Mindt L, Rees DA (1976) Carbohydr Res 46:245

    Article  CAS  Google Scholar 

  8. Kaura G, Mahajana M, Bassi P (2013) Int J Polym Mater Polym Biomater 62:475

    Article  Google Scholar 

  9. Doelker E (1993) Adv Polym Sci 107:199

    CAS  Google Scholar 

  10. Kurita K (2001) Prog Polym Sci 26:1921

    Article  CAS  Google Scholar 

  11. Morimoto M, Saimoto H, Shigemasa Y (2002) Trends Glycosci Glycotechnol 14:205

    Article  CAS  Google Scholar 

  12. Sashiwa H, Aiba S (2004) Prog Polym Sci 29:887

    Article  CAS  Google Scholar 

  13. Hamcerencu M, Desbrieres J, Popa M, Khoukh A, Riess G (2007) Polymer 48:1921

    Article  CAS  Google Scholar 

  14. Fundador NG, Enomoto-Rogers Y, Takemura A, Iwata T (2012) Carbohydr Polym 87:170

    Article  CAS  Google Scholar 

  15. Fundador NG, Enomoto-Rogers Y, Takemura A, Iwata T (2012) Polymer 53:3885

    Article  CAS  Google Scholar 

  16. Enomoto-Rogers Y, Ohmoto Y, Iwata T (2013) Carbohydr Polym 92:1827

    Article  CAS  Google Scholar 

  17. Liebert T, Heinze T (2008) Bioresources 3:576

    Google Scholar 

  18. Feng L, Chen Z-I (2008) J Mol Liq 142:1

    Article  Google Scholar 

  19. Pinkert A, Marsh KN, Pang S, Staiger MP (2009) Chem Rev 109:6712

    Article  CAS  Google Scholar 

  20. Zakrzewska ME, Lukasik EB, Lukasik RB (2010) Energy Fuels 24:737

    Article  CAS  Google Scholar 

  21. Swatloski RP, Spear SK, Holbrey JD, Rogers RD (2002) J Am Chem Soc 124:4974

    Article  CAS  Google Scholar 

  22. Wu J, Zhang J, Zhang H, He J, Ren Q, Guo M (2004) Biomacromolecules 5:266

    Article  CAS  Google Scholar 

  23. Heinze T, Schwikal K, Barthel S (2005) Macromol Biosci 5:520

    Article  CAS  Google Scholar 

  24. Barthel S, Heinze T (2006) Green Chem 8:301

    Article  CAS  Google Scholar 

  25. Schlufter K, Schmauder HP, Dorn S, Heinze T (2006) Macromol Rapid Commun 27:1670

    Article  CAS  Google Scholar 

  26. Mine S, Izawa H, Kaneko K, Kadokawa J (2009) Carbohydr Res 344:2263

    Article  CAS  Google Scholar 

  27. Huang K, Wang B, Cao Y, Li H, Wang J, Lin W, Mu C, Liao D (2011) J Agric Food Chem 59:5376

    Article  CAS  Google Scholar 

  28. Gibril ME, Yue Z, Da LX, Huan L, Xuan Z, Feng LH, Muhuo Y (2012) Int J Eng Sci Technol 4:3356

    Google Scholar 

  29. Izawa H, Kaneko Y, Kadokawa J (2009) J Mater Chem 19:6969

    Article  CAS  Google Scholar 

  30. Izawa H, Kadokawa J (2010) J Mater Chem 20:5235

    Article  CAS  Google Scholar 

  31. Wyatt NB, Liberatore MW (2009) J Appl Polym Sci 114:4076

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Jun-ichi Kadokawa.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Endo, R., Setoyama, M., Yamamoto, K. et al. Acetylation of Xanthan Gum in Ionic Liquid. J Polym Environ 23, 199–205 (2015). https://doi.org/10.1007/s10924-014-0701-8

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10924-014-0701-8

Keywords

Navigation