Skip to main content
SpringerLink
Log in

Design and fabrication of imidazolium ion-immobilized electrospun polyurethane membranes with antibacterial activity

  • Original Paper
  • Published:
Journal of Materials Science Aims and scope Submit manuscript

Abstract

By covalently immobilizing imidazolium ion onto molecular chain, functional polyurethane (PU) is fabricated and thus an effective way is initiated to prepare electrospun membranes with antibacterial activity. In the experiment, PUs containing imidazolium ion side group (Bmim-PUs) are synthesized through a two-step polymerization process. It includes prepolymerization of isophorone diisocyanate (IPDI) with polyester glycol and chain extension polymerization using imidazolium-based ionic diol (Bmim-OH). Then, the obtained Bmim-PUs are electrospun into fibrous membranes with a diameter of ~640 nm. After a careful assessment, antibacterial activities of electrospun membranes against Gram-positive Staphylococcus aureus and Gram-negative Escherichia coli are clearly exhibited. The antibacterial efficiency of Bmim-PUs on both bacteria species improves by 60% in comparison with PU without imidazolium ion. This research suggests a simple but effective methodology to design and fabricate ultrafine fibrous membrane with significant antibacterial activity. Moreover, the obtained fibrous membranes have widely potential applications in protective textiles, filtration, and biomedical engineering.

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

Figure 1
Figure 2
Figure 3
Figure 4
Figure 5
Figure 6
Figure 7
Figure 8
Figure 9

Similar content being viewed by others

References

  1. Lin J, Ding B, Yu J, Hsieh Y (2010) Direct fabrication of highly nanoporous polystyrene fibers via electrospinning. ACS Appl Mater Interfaces 2:521–528

    Article  Google Scholar 

  2. Fang J, Niu H, Lin T, Wang X (2008) Applications of electrospun nanofibers. Chin Sci Bull 53:2265–2286

    Article  Google Scholar 

  3. Nirmala R, Nam KT, Navamathavan R, Park SJ, Kim HY (2011) Hydroxyapatite mineralization on the calcium chloride blended polyurethane nanofiber via biomimetic method. Nanoscale Res Lett 6:1–8

    Google Scholar 

  4. Kiani S, Mousavi SM, Shahtahmassebi N, Saljoughi E (2015) Hydrophilicity improvement in polyphenylsulfone nanofibrous filtration membranes through addition of polyethylene glycol. Appl Surf Sci 359:252–258

    Article  Google Scholar 

  5. Barhate R, Ramakrishna S (2007) Nanofibrous filtering media: filtration problems and solutions from tiny materials. J Memb Sci 296:1–8

    Article  Google Scholar 

  6. Gorji M, Jeddi AAA, Gharehaghaji AA (2012) Fabrication and characterization of polyurethane electrospun nanofiber membranes for protective clothing applications. J Appl Polym Sci 125:4135–4141

    Article  Google Scholar 

  7. Xue W, Zhang L, Chen H, Wang J, Na H, Zhu J (2015) Synthesis of polyurethane containing carbon–carbon double bonds to prepare functionalizable ultrafine fibers via electrospinning. Polym Chem 6:3858–3864

    Article  Google Scholar 

  8. Chen M, Wang C, Fang W, Wang J, Zhang W, Jin G, Diao G (2013) Electrospinning of calixarene-functionalized polyacrylonitrile nanofiber membranes and application as an adsorbent and catalyst support. Langmuir 29:11858–11867

    Article  Google Scholar 

  9. Wang ML, Jiang TT, Lu Y, Liu HJ, Chen Y (2013) Gold nanoparticles immobilized in hyperbranched polyethylenimine modified polyacrylonitrile fiber as highly efficient and recyclable heterogeneous catalysts for the reduction of 4-nitrophenol. J Mater Chem A 1:5923–5933

    Article  Google Scholar 

  10. Tsou CH, Lee HT, Hung WS, Wang CC, Shu CC, Suen MC, Guzman MD (2016) Synthesis and properties of antibacterial polyurethane with novel bis(3-pyridinemethanol) silver chain extender. Polymer 85:96–105

    Article  Google Scholar 

  11. Guan Y, Qian L, Xiao H (2007) Novel anti-microbial host-guest complexes based on cationic beta-cyclodextrin polymers and triclosan/butylparaben. Macromol Rapid Comm 28:2244–2248

    Article  Google Scholar 

  12. Gao Y, Truong YB, Zhu Y, Kyratzis IL (2014) Electrospun antibacterial nanofibers: production, activity, and in vivo, applications. J Appl Polym Sci 131(18):9041–9053

    Article  Google Scholar 

  13. Faria AFD, Perreault F, Shaulsky E, Chavez LHA, Elimelech M (2015) Antimicrobial electrospun biopolymer nanofiber mats functionalized with graphene oxide-silver nanocomposites. ACS Appl Mater Interfaces 7(23):12752–12759

    Article  Google Scholar 

  14. Valle LJD, Franco L, Katsarava R, Puiggalí J (2016) Electrospun biodegradable polymers loaded with bactericide agents. AIMS Mol Sci 3(1):52–87

    Article  Google Scholar 

  15. Piozzi A, Francolini I, Occhiaperti L, Venditti M, Marconi W (2004) Antimicrobial activity of polyurethanes coated with antibiotics: a new approach to the realization of medical devices exempt from microbial colonization. Int J Pharm 280(1–2):173–183

    Article  Google Scholar 

  16. Wang YF, Li PF, Xiang P, Lu JT, Yuan J, Shen J (2016) Electrospun polyurethane/keratin/AgNP biocomposite mats for biocompatible and antibacterial wound dressings. J Mater Chem B 4:635–648

    Article  Google Scholar 

  17. Heunis T, Bshena O, Klumperman B, Dicks L (2011) Release of bacteriocins from nanofibers prepared with combinations of poly(d, l-lactide) (PDLLA) and poly(ethylene oxide) (PEO). Int J Mol Sci 12(4):2158–2173

    Article  Google Scholar 

  18. You Y, Lee SJ, Min BM, Park WH (2006) Effect of solution properties on nanofibrous structure of electrospun poly(lactic-co-glycolic acid). J Appl Polym Sci 99(3):1214–1221

    Article  Google Scholar 

  19. Shi H, Liu H, Luan S, Shi D, Yan S, Liu C, Li RKY, Yin J (2016) Antibacterial and biocompatible properties of polyurethane nanofiber composites with integrated antifouling and bactericidal components. Compos Sci Technol 127:28–35

    Article  Google Scholar 

  20. Kohsari I, Shariatinia Z, Pourmortazavi SM (2015) Antibacterial electrospun chitosan–polyethylene oxide nanocomposite mats containing bioactive silver nanoparticles. Carbohydr Polym 140:287–298

    Article  Google Scholar 

  21. Sang HP, Ryu YS, Kim SH (2014) Effect of modified silica nanoparticle on the properties of bio-based polyurethane ultrafine fibers. J Mater Sci 50:1760–1769. doi:10.1007/s10853-014-8739-5

    Google Scholar 

  22. Pedicini A, Farris RJ (2003) Mechanical behavior of electrospun polyurethane. Polymer 44:6857–6862

    Article  Google Scholar 

  23. Yao C, Li X, Neoh KG, Shi Z, Kang ET (2008) Surface modification and antibacterial activity of electrospun polyurethane fibrous membranes with quaternary ammonium moieties. J Memb Sci 320:259–267

    Article  Google Scholar 

  24. Scholten E, Bromberg L, Rutledge GC, Hatton TA (2011) Electrospun polyurethane fibers for absorption of volatile organic compounds from air. ACS Appl Mater Interfaces 3:3902–3909

    Article  Google Scholar 

  25. Riduan SN, Zhang YG (2013) Imidazolium salts and their polymeric materials for biological applications. Chem Soc Rev 42:9055–9070

    Article  Google Scholar 

  26. Ng VWL, Tan JPK, Leong J, Zhi XV, Hedrick JL, Yang YY (2014) Antimicrobial polycarbonates: investigating the impact of nitrogen-containing heterocycles as quaternizing agents. Macromolecules 47:1285–1291

    Article  Google Scholar 

  27. Li X, Ni X, Liang Z, Shen Z (2012) Synthesis of imidazolium-functionalized ionic polyurethane and formation of CdTe quantum dot-polyurethane nanocomposites. J Polym Sci A 50:509–516

    Article  Google Scholar 

  28. ASTM International (2010) ASTM E2149-10

  29. Arumugam GK, Khan S, Heiden PA (2009) Comparison of the effects of an ionic liquid and other salts on the properties of electrospun fibers, 2-poly(vinyl alcohol). Macromol Mater Eng 294:45–53

    Article  Google Scholar 

  30. Watthana K, Pitt S, Ittipol JC (2015) Electrospinnability of poly(butylene succinate): effects of solvents and organic salt on the fiber size and morphology. J Appl Polym Sci 132:42716. doi:10.1002/app.42716

    Google Scholar 

  31. Xing C, Guan J, Chen Z, Zhu Y, Zhang B, Li Y, Li J (2015) Novel multifunctional nanofibers based on thermoplastic polyurethane and ionic liquid: towards antibacterial, anti-electrostatic and hydrophilic nonwovens by electrospinning. Nanotechnology 26:105704. doi:10.1088/0957-4484/26/10/105704

    Article  Google Scholar 

  32. Fraise AP, Maillard JY, Sattar SA (2013) Russell, Hugo and Ayliffe’s principles and practice of disinfection, preservation and sterilization. Wiley, Oxford, pp 95–107

    Book  Google Scholar 

  33. Xue Y, Xiao H, Zhang Y (2015) Antimicrobial polymeric materials with quaternary ammonium and phosphonium salts. Int J Mol Sci 16:3626–3655

    Article  Google Scholar 

  34. Rawlinson LAB, Ryan SM, Mantovani G, Syrett JA, Haddleton DM, Brayden DJ (2010) Antibacterial effects of poly(2-(dimethylamino ethyl)methacrylate) against selected gram-positive and gram-negative bacteria. Biomacromolecules 11:443–453

    Article  Google Scholar 

Download references

Acknowledgements

The authors greatly thank the financial supports from the project 51403224 supported by the National Science Foundation of China (NSFC), Project 2015A610023 supported by Ningbo Natural Science Foundation, and Ningbo Innovation Project (No. 2015B11003).

Author information

Authors and Affiliations

  1. Ningbo Key Laboratory of Polymer Materials, Ningbo Institute of Materials Technology and Engineering, Chinese Academy of Sciences, Ningbo, 315201, Zhejiang, People’s Republic of China

    Lixia Zhu, Jinyue Dai, Jing Chen, Haining Na & Jin Zhu

  2. Department of Polymer Materials, School of Materials Science and Engineering, Shanghai University, Shanghai, 200444, People’s Republic of China

    Lixia Zhu & Lai Chen

Authors
  1. Lixia Zhu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jinyue Dai
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Lai Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Jing Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Haining Na
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Jin Zhu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Haining Na or Jin Zhu.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zhu, L., Dai, J., Chen, L. et al. Design and fabrication of imidazolium ion-immobilized electrospun polyurethane membranes with antibacterial activity. J Mater Sci 52, 2473–2483 (2017). https://doi.org/10.1007/s10853-016-0542-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10853-016-0542-z

Keywords

Search

Navigation