Cellulose

, Volume 19, Issue 1, pp 189–198 | Cite as

Antifungal activity and humidity sensitivity of quaternized cellulose synthesized in NaOH/urea aqueous solution

  • Dong Zhang
  • Jing Xie
  • Ping Yu
  • Xingkang Huang
  • Minghe Yang
  • Haiqing Liu
Article

Abstract

In this work we report the fabrication of cellulose-based humidity responsive material with antifungal activity. The quaternized cellulose (QC) derivatives with low degree of substitution (DS) values of 0.08–0.37 were synthesized in NaOH/urea aqueous solution. Water insoluble QC membranes (c-QCM) were prepared by casting from QC aqueous solutions, followed by crosslinking with glutaraldehyde. The c-QCMs were disintegrated in acid solutions, but were able to keep membrane shape in neutral and mild basic solutions with pH value of 7.2 and 9.7. The equilibrium water adsorption ratios of c-QCMs were in the range of 66–98%, depending on the DS values of quaternary ammonium groups and the pH value of the aqueous solutions. The antifungal activity of QC was evaluated and found that QC could effectively inhibit the reproduction of Rhizopus stolonifer, Aspergillusflavus and Penicillium digitatum, with minimum inhibitory concentration of 5, 10, and 7.5 mg/mL, respectively. The resistivity of the c-QCM changed for about 65–134 times corresponding to the change of environmental relative humidity from 20 to 99%; and the performance of c-QCM as a resistive-type humidity responsive material was consistent in the cycling of relative humidity.

Keywords

Quaternized cellulose Antifungal activity Swelling property Humidity response 

References

  1. Alexopoulos CJ, Mims CW, Blackwell M (1996) Introductory mycology, 4th edn. Wiley, New YorkGoogle Scholar
  2. Burchard W (2003) Solubility and solution structure of cellulose derivatives. Cellulose 10(3):213–225CrossRefGoogle Scholar
  3. Cabras P, Schirra M, Pirisi FM, Garau VL, Angioni A (1999) Factors affecting imazalil and thiabendazole uptake and persistence in citrus fruits following dip treatments. J Agric Food Chem 47(8):3352–3354CrossRefGoogle Scholar
  4. Cai J, Zhang L (2005a) Rapid dissolution of cellulose in LiOH/urea and NaOH/urea aqueous solutions. Macromol Biosci 5(6):539–548CrossRefGoogle Scholar
  5. Cai J, Zhang L (2005b) Unique gelation behavior of cellulose in NaOH/urea aqueous solution. Biomacromolecules 7(1):183–189CrossRefGoogle Scholar
  6. Cao Z, Sun Y (2009) Polymeric N-Halamine latex emulsions for use in antimicrobial paints. ACS Appl Mater Inter 1(2):494–504CrossRefGoogle Scholar
  7. Chang H-I, Yang M-S, Liang M (2010) The synthesis, characterization and antibacterial activity of quaternized poly(2,6-dimethyl-1,4-phenylene oxide)s modified with ammonium and phosphonium salts. Reac Funct Polym 70(12):944–950CrossRefGoogle Scholar
  8. Chen Y, Wang L, Yu H, Shi Q, Dong X (2007a) Synthesis, characterization, and antibacterial activities of novel N-halamine copolymers. J Mater Sci 42(11):4018–4024CrossRefGoogle Scholar
  9. Chen Z, Luo J, Sun Y (2007b) Biocidal efficacy, biofilm-controlling function, and controlled release effect of chloromelamine-based bioresponsive fibrous materials. Biomaterials 28(9):1597–1609CrossRefGoogle Scholar
  10. Clausen CA, Yang V (2007) Protecting wood from mould, decay, and termites with multi-component biocide systems. Int Biodeter Biodegr 59(1):20–24CrossRefGoogle Scholar
  11. Cunha A, Gandini A (2010) Turning polysaccharides into hydrophobic materials: a critical review. Part 1. Cellulose. Cellulose 17(5):875–889CrossRefGoogle Scholar
  12. Franklin TJ, Snow GA (1981) Biochemistry of Antimicrobial Action. Chapman & Hall, London, p 58Google Scholar
  13. Gong MS, Joo SW, Choi BK (2002) Humidity sensor using mutually reactive copolymers containing quaternary ammonium salt and reactive function. Sensor Actuat B Chem 86(1):81–87CrossRefGoogle Scholar
  14. Heinze T, Liebert TF, Pfeiffer KS, Hussain MA (2003) Unconventional cellulose esters: synthesis, characterization and structure-property relations. Cellulose 10(3):283–296CrossRefGoogle Scholar
  15. Hogan M, Chi P, Hoel D, Mitchell T (1979) Association between chloroform levels in finished drinking water supplies and various site-specific cancer mortality rates. J Environ Pathol Toxicol 2(3):873Google Scholar
  16. Ignatova M, Manolova N, Rashkov I (2007) Novel antibacterial fibers of quaternized chitosan and poly (vinyl pyrrolidone) prepared by electrospinning. Eur Polym J 43(4):1112–1122CrossRefGoogle Scholar
  17. Kačuráková M, Ebringerová A, Hirsch J, Hromádková Z (1994) Infrared study of arabinoxylans. J Sci Food Agric 66(3):423–427CrossRefGoogle Scholar
  18. Lee C-W, Kim Y, Joo S-W, Gong M-S (2003) Resistive humidity sensor using polyelectrolytes based on new-type mutually cross-linkable copolymers. Sensor Actuat B Chem 88(1):21–29CrossRefGoogle Scholar
  19. Lee C-W, Choi B-K, Gong M-S (2004) Humidity sensitive properties of alkoxysilane-crosslinked polyelectrolyte using sol–gel process. Analyst 129(7):651–656CrossRefGoogle Scholar
  20. Li Y, Chen Y, Zhang C, Xue T, Yang M (2007) A humidity sensor based on interpenetrating polymer network prepared from poly (dimethylaminoethyl methacrylate) and poly(glycidyl methacrylate). Sensor Actuat B Chem 125(1):131–137CrossRefGoogle Scholar
  21. Luo J, Sun Y (2006) A cyclic N-halamine-based fibrous materials: preparation, characterization, and biocidal functions. J Polym Sci Pol Chem 44(11):3588–3600CrossRefGoogle Scholar
  22. Lv X, Li Y, Li P, Yang M (2009) A resistive-type humidity sensor based on crosslinked polyelectrolyte prepared by UV irradiation. Sensor Actuat B Chem 135(2):581–586CrossRefGoogle Scholar
  23. Mehyar GF, Al-Qadiri HM, Abu-Blan HA, Swanson BG (2011) Antifungal effectiveness of potassium sorbate incorporated in edible coatings against spoilage molds of apples, cucumbers, and tomatoes during refrigerated storage. J Food Sci 76(3):M210–M217CrossRefGoogle Scholar
  24. Montesinos-Herrero C, Smilanick JL, Tebbets JS, Walse S, Palou L (2011) Control of citrus postharvest decay by ammonia gas fumigation and its influence on the efficacy of the fungicide imazalil. Postharvest Biol Technol 59(1):85–93CrossRefGoogle Scholar
  25. Rodríguez R, Alvarez-Lorenzo C, Concheiro A (2001) Rheological evaluation of the interactions between cationic celluloses and carbopol 974P in water. Biomacromolecules 2:886–893CrossRefGoogle Scholar
  26. Sajomsang W, Tantayanon S, Tangpasuthadol V, Daly WH (2009) Quaternization of N-aryl chitosan derivatives: synthesis, characterization, and antibacterial activity. Carbohyd Res 344(18):2502–2511CrossRefGoogle Scholar
  27. Schurz J (1999) ‘Trends in polymer science’: a bright future for cellulose. Prog Polym Sci 24(4):481–483CrossRefGoogle Scholar
  28. Song Y, Sun Y, Zhang X, Zhou J, Zhang L (2008) Homogeneous quaternization of cellulose in NaOH/urea aqueous solutions as gene carriers. Biomacromolecules 9(8):2259–2264CrossRefGoogle Scholar
  29. Song Y, Zhang J, Gan W, Zhou J, Zhang L (2010) Flocculation properties and antimicrobial activities of quaternized celluloses synthesized in NaOH/urea aqueous solution. Ind Eng Chem Res 49(3):1242–1246CrossRefGoogle Scholar
  30. Valencia-Chamorro SA, Palou L, del Rio MA, Perez-Gago MB (2008) Inhibition of penicillium digitatum and penicillium italicum by hydroxypropyl methylcellulose–lipid edible composite films containing food additives with antifungal properties. J Agric Food Chem 56(23):11270–11278CrossRefGoogle Scholar
  31. Wang Z-M, Xiao K-J, Li L, Wu J-Y (2010) Molecular weight-dependent anticoagulation activity of sulfated cellulose derivatives. Cellulose 17(5):953–961CrossRefGoogle Scholar
  32. Zhang K, Brendler E, Fischer S (2010) FT Raman investigation of sodium cellulose sulfate. Cellulose 17(2):427–435CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media B.V. 2011

Authors and Affiliations

  • Dong Zhang
    • 1
  • Jing Xie
    • 1
  • Ping Yu
    • 1
  • Xingkang Huang
    • 1
  • Minghe Yang
    • 2
  • Haiqing Liu
    • 1
  1. 1.College of Chemistry and Materials Science, Key Laboratory of Polymer Materials of Fujian ProvinceFujian Normal UniversityFuzhouChina
  2. 2.College of Life ScienceFujian Normal UniversityFuzhouChina

Personalised recommendations