Skip to main content
Log in

Covalent Immobilization of Arginine onto Polyacrylonitrile-Based Membrane for the Effective Separation of Oil/Water Emulsion

  • Article
  • Published:
Macromolecular Research Aims and scope Submit manuscript

An Erratum to this article was published on 17 November 2022

This article has been updated

Abstract

Membrane technology has been accepted as a very effective approach to purify oily wastewater. However, the serious membrane fouling induced by the adsorption of oily foulants significantly hinders the development of membrane technology in treating oily wastewater. To improve the anti-fouling property and oil/water separation efficiency of membrane, this work reports on the covalent immobilization of short-chain arginine (Arg) molecules onto polyacrylonitrile/polyacrylonitrile- co-poly(glycidyl methacrylate) (PAN/PAN-co-PGMA) blend membrane surface via a ring-opening reaction between epoxy groups and amine groups. It was found that the covalent immobilization of Arg molecules effectively increased the surface hydrophilicity of the membrane, resulting in a significant decrease of the interaction force between the foulants and the membrane surface. This typical characteristic was revealed by the pure water contact angle and the force-extension curve measurements. The Arg-immobilized membranes exhibited much higher separation efficiency against oil/water emulsions than the pristine PAN and PAN/PAN-co-PGMA membranes. Especially when the grafting amount of Arg was 157.3 μg/cm2, the oil rejection ratio of an Arg-immobilized membrane was as high as 99.2%. In addition, the flux recovery ratio of the membrane still reached 88.8%, even after two cycle filtrations of pure water and oil/water emulsion. These results indicated that the Arg-immobilized membrane may have practical applications for oil/water emulsion separation.

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.

Similar content being viewed by others

Change history

References

  1. M. M. Liu, Y. Y. Hou, J. Li, and Z. G. Guo, Langmuir, 33, 3702 (2017).

    Article  CAS  Google Scholar 

  2. Y. L. Yu, H. Chen, Y. Liu, V. S. J. Craig, C. M. Wang, L. H. Li, and Y. Chen, Adv. Mater. Interfaces, 2, 1400267 (2015).

    Article  Google Scholar 

  3. R. Wahi, L. A. Chuah, T. S. Y. Choong, Z. Ngaini, and M. M. Nourouzi, Sep. Purif. Technol., 113, 51 (2013).

    Article  CAS  Google Scholar 

  4. M. Obaid, H. O. Mohamed, A. S. Yasin, M. A. Yassin, O. A. Fadali, H. Y. Kim, and N. A. M. Barakat, Water Res., 123, 524 (2017).

    Article  CAS  Google Scholar 

  5. X. Y. Zhou, F. F. Wang, Y. L. Ji, W. T. Chen, and J. F. Wei, Environ. Sci. Technol., 50, 3860 (2016).

    Article  CAS  Google Scholar 

  6. C. L. Zhang, P. Li, and B. Cao, Ind. Eng. Chem. Res., 55, 5030 (2016).

    Article  CAS  Google Scholar 

  7. C. D. Luo and Q. X. Liu, ACS Appl. Mater. Interfaces, 9, 8297 (2017).

    Article  CAS  Google Scholar 

  8. R. K. Gupta, G. J. Dunderdale, M. W. England, and A. Hozumi, J. Mater. Chem. A, 5, 16025 (2017).

    Article  CAS  Google Scholar 

  9. R. H. Kollarigowda, S. Abraham, and C. D. Montemagno, ACS Appl. Mater. Interfaces, 9, 29812 (2017).

    Article  CAS  Google Scholar 

  10. X. Shen, T. D. Xie, J. G. Wang, and F. Wang, Colloid. Polym. Sci., 295, 1211 (2017).

    Article  CAS  Google Scholar 

  11. S. A. Pervin, A. A. Prabu, K. J. Kim, and Y. T. Lee, Macromol. Res., 23, 86 (2015).

    Article  CAS  Google Scholar 

  12. Y. He, L. H. Xu, X. Feng, Y. P. Zhao, and L. Chen, J. Membr. Sci., 539, 421 (2017).

    Article  CAS  Google Scholar 

  13. Z. Ma, X. L. Lu, C. R. Wu, Q. J. Gao, L. H. Zhao, H. Zhang, and Z. Y. Liu, J. Membr. Sci., 524, 389 (2017).

    Article  CAS  Google Scholar 

  14. D. L. Cho, S. H. Kim, Y. I. Huh, D. Kim, S. Y. Cho, and B. H. Kim, Macromol. Res., 12, 553 (2004).

    Article  CAS  Google Scholar 

  15. J. L. Shen, Q. Zhang, Q. Yin, Z. L. Cui, W. X. Li, and W. H. Xing, J. Membr. Sci., 521, 95 (2017).

    Article  CAS  Google Scholar 

  16. R. Patel, M. Patel, S. H. Ahn, Y. K. Sung, H. K. Lee, J. H. Kim, and J. S. Sung, Mater. Sci. Eng. C, 33, 1662 (2013).

    Article  CAS  Google Scholar 

  17. T. Yuan, J. Q. Meng, T. Y. Hao, Z. H. Wang, and Y. F. Zhang, ACS Appl. Mater. Interfaces, 7, 14896 (2015).

    Article  CAS  Google Scholar 

  18. R. E. Holmlin, X. X. Chen, R. G. Chapman, S. Takayama, and G. M. Whitesides, Langmuir, 17, 2841 (2001).

    Article  CAS  Google Scholar 

  19. G. L. Zhao and W. N. Chen, Appl. Surf. Sci., 398, 103 (2017).

    Article  CAS  Google Scholar 

  20. C. H. Worthley, K. T. Constantopoulos, M. Ginic-Markovic, R. J. Pillar, J. G. Matisons, and S. Clarke, J. Membr. Sci., 385–386, 30 (2011).

    Google Scholar 

  21. X. Shen, J. Liu, X. Feng, Y. P. Zhao, and L. Chen, J. Biomed. Mater. Res. Part A, 103, 683 (2015).

    Article  Google Scholar 

  22. Z. H. An, R. Xu, F. Y. Dai, G. J. Xue, X. L. He, Y. P. Zhao, and L. Chen, RSC Adv., 7, 26593 (2017).

    Article  CAS  Google Scholar 

  23. D. M. Davenport, J. Lee, and M. Elimelech, Sep. Purif. Technol., 189, 389 (2017).

    Article  CAS  Google Scholar 

  24. T. Xiang, T. Lu, Y. Xie, W. F. Zhao, S. D. Sun, and C. S. Zhao, Acta Biomater., 40, 162 (2016).

    Article  CAS  Google Scholar 

  25. Y. Z. Zhu, F. Zhang, D. Wang, X. F. Pei, W. B. Zhang, and J. Jin, J. Mater. Chem. A, 1, 5758 (2013).

    Article  CAS  Google Scholar 

  26. C. Xu, X. J. Liu, B. B Xie, C. Yao, W. H. Hu, Y. Li, and X. S. Li, Appl. Surf. Sci., 385, 130 (2016).

    Article  CAS  Google Scholar 

  27. S. Y. Zhang, J. J. Cao, N. Ma, M. You, and J. Q. Meng, Appl. Surf. Sci., 428, 41 (2018).

    Article  CAS  Google Scholar 

  28. J. Zhu, D. P. Liu, and C. J. He, RSC Adv., 6, 85612 (2016).

    Article  CAS  Google Scholar 

  29. D. P. Liu, J. Z. Zheng, X. Wang, X. W. Lu, J. Zhu, and C. J. He, New J. Chem., 42, 2248 (2018).

    Article  CAS  Google Scholar 

  30. D. P. Liu, J. Zhu, M. Qiu, and C. J. He, RSC Adv., 6, 61434 (2016).

    Article  CAS  Google Scholar 

  31. Q. S. Liu, W. C. Li, H. Wang, B. Z. Newby, F. Cheng, and L. Y. Liu, Langmuir, 32, 7866 (2016).

    Article  CAS  Google Scholar 

  32. Q. S. Liu, A. Singh, and L. Y. Liu, Biomacromolecules, 14, 226 (2013).

    Article  CAS  Google Scholar 

  33. S. F. Chen, L. Y. Li, C. Zhao, and J. Zheng, Polymer, 51, 5283 (2010).

    Article  CAS  Google Scholar 

  34. H. Meng, Q. Cheng, and C. X. Li, Appl. Surf. Sci., 303, 399 (2014).

    Article  CAS  Google Scholar 

  35. L. Fan, Q. Zhang, Z. Yang, R. N. Zhang, Y. N. Liu, M. R. He, Z. Y. Jiang, and Y. L. Su, ACS Appl. Mater. Interfaces, 9, 13577 (2017).

    Article  CAS  Google Scholar 

  36. S. F. Li, Y. H. Fan, J. F. Hu, Y. S. Huang, and W. T. Wu, J. Mol. Catal. BEnzym., 73, 98 (2011).

    Article  CAS  Google Scholar 

  37. Y. B. Peng, F. Guo, Q. Y. Wen, F. C. Yang, and Z. G. Guo, Sep. Purif. Technol., 184, 72 (2017).

    Article  CAS  Google Scholar 

  38. S. Senthilkumar, S. Rajesh, A. Jayalakshmi, and D. Mohan. Mater. Sci. Eng. C: Mater., 33, 3615 (2013).

    Article  CAS  Google Scholar 

  39. A. Asatekin, S. Kang, M. Elimelech, and A. M. Mayes, J. Membr. Sci., 298, 136 (2007).

    Article  CAS  Google Scholar 

  40. Q. Shi, Y. L. Su, W. J. Chen, J. M. Peng, L. Y. Nie, L. Zhang, and Z. Y. Jiang, J. Membr. Sci., 366, 398 (2011).

    Article  CAS  Google Scholar 

  41. Y. F. Liu, C. Xu, B. B. Xie, W. H. Hu, Y. Li, and C. Yao, J. Coat. Technol. Res., 15, 403 (2018).

    Article  CAS  Google Scholar 

  42. Z. W. Xu, J. G. Zhang, M. J. Shan, Y. L. Li, B. D. Li, J. R. Niu, B. M. Zhou, and X. M. Qian, J. Membr. Sci., 458, 1 (2014).

    Article  CAS  Google Scholar 

  43. X. Shen, T. D. Xie, J. G. Wang, P. Liu, and F, Wang, RSC Adv., 7, 5262 (2017).

    Article  CAS  Google Scholar 

  44. J. Liu, X. Shen, Y. P. Zhao, and L. Chen, Ind. Eng. Chem. Res., 52, 18392 (2013).

    Article  CAS  Google Scholar 

  45. T. Barroso, M. Temtem, T. Casimiro, and A. Aguiar-Ricardo, J. Supercrit. Fluid., 56, 312 (2011).

    Article  CAS  Google Scholar 

  46. R. París, B. Mosquera, and J. L. de la Fuente, Eur. Polym. J., 44, 2920 (2008).

    Article  Google Scholar 

  47. L. S. Wan, Z. K. Xu, and X. J. Huang, J. Appl. Polym. Sci., 102, 4577 (2006).

    Article  CAS  Google Scholar 

  48. T. H. Dai and K. Ebert, J. Appl. Polym. Sci., 126, 136 (2012).

    Article  CAS  Google Scholar 

  49. C. Fu, K. Qian, and A. L. Fu, Mat. Sci. Eng. C-Mater., 76, 350 (2017).

    Article  CAS  Google Scholar 

  50. X. Zhang, Y. J. Duan, D. F. Wang, and F. L. Bian, Carbohydr. Polym., 122, 53 (2015).

    Article  CAS  Google Scholar 

  51. X. R. Chen, Y. Su, F. Shen, and Y. H. Wan, J. Membr. Sci., 384, 44 (2011).

    Article  CAS  Google Scholar 

  52. Y. N. Liu, Y. L. Su, X. T. Zhao, R. N. Zhang, T. Y. Ma, M. R. He, and Z. Y. Jiang, J. Membr. Sci., 499, 406 (2016).

    Article  CAS  Google Scholar 

  53. J. A. Zhu, Y. L. Su, X. T. Zhao, Y. F. Li, J. J. Zhao, X. C. Fan, and Z. Y. Jiang, Ind. Eng. Chem. Res., 53, 14046 (2014).

    Article  CAS  Google Scholar 

  54. G. Y. Zeng, Y. Q. Zhan, L. Zhang, H. Shi, and Z. X. Yu, Ind. Eng. Chem. Res., 55, 1760 (2016).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Xiang Shen.

Additional information

Acknowledgments: This research is financially supported by the National Natural Science Foundation of China (Grant No. 51703118), Yunnan Applied Basic Research Projects of China (Grant No. 2015FD047 and 2017FH001-048), Yunnan Provincial Department of Education Science Research Fundation (Grant No.2015Y433), Innovation Training Program of Chinese College Students (Grant No. 201610684007) and Youth Project of Qujing Normal University (Grant No.2015QN008). The authors wish to acknowledge Prof. Li Chen and Prof. Yiping Zhao for membrane characterization at Tianjin Polytechnic University of China.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Shen, X., Liu, P., Xu, J. et al. Covalent Immobilization of Arginine onto Polyacrylonitrile-Based Membrane for the Effective Separation of Oil/Water Emulsion. Macromol. Res. 26, 1241–1250 (2018). https://doi.org/10.1007/s13233-019-7012-9

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13233-019-7012-9

Keywords

Navigation