Skip to main content
Log in

Electrospun Polyimide Ultrafine Non-woven Fibrous Membranes Containing Phenyl-substituted Quinoxaline Units with Improved Hydrolysis Resistance for Potential Applications in High-temperature Water Environments

  • Published:
Fibers and Polymers Aims and scope Submit manuscript

Abstract

Two organo-soluble polyimide resins containing phenyl-substituted quinoxaline units (PIPQ) were successfully prepared via the two-step chemical imidization procedure from an aromatic diamine, 6(7)-amino-2-(4-aminophenyl)-3-phenylquinoxaline (PQDA) and aromatic dianhydrides with flexible molecular structures. The derived PIPQ-1 resin from PQDA and 4,4′-(hexafluoroisopropylidene)diphthalic anhydride (6FDA) and the PIPQ-2 resin from PQDA and 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride (BPADA) were all soluble in polar aprotic solvents, such as N-methyl-2-pyrrolidone (NMP) and N,N-dimethylacetamide (DMAc). The PIPQ/DMAc solutions with the solid contents of 25–35 wt% were used as the starting mediums and the PIPQ ultrafine non-woven fibrous membranes (UFMs) were successfully prepared by the one-step electrospinning (ES) procedure. For comparison, the standard polyimide reference electrospun UFM (PI-ref) was also fabricated via the two-step ES procedure from the soluble poly(amic acid) (PAA) precursor based on pyromellitic anhydride (PMDA) and 4,4′-oxydianiline (ODA), followed by thermal imidization at elevated temperatures from 80–300 °C. The fabricated PIPQ UFMs exhibited good thermal stability with the 5 % weight loss temperatures (T5 %) of 537 °C for PIPQ-1 (6FDA-PQDA) and 517 °C for PIPQ-2 (BPADA-PQDA) in nitrogen, respectively. In addition, the PIPQ UFMs exhibited glass transition temperatures (Tg) higher than 252 °C. Meanwhile, the PIPQ UFMs exhibited improved optical properties with the reflectance values over 75 % at the wavelength of 457 nm and high whiteness. At last, the PIPQ UFMs showed greatly enhanced hydrolysis stability in highly alkaline aqueous solution (sodium hydroxide in water, 20 wt%) either at room temperature or at elevated temperature. The PIPQ UFMs survived even during the aging in boiling aqueous sodium hydroxide solution (concentration: 20 wt%) for 3 h while the PI-ref UFM totally hydrolyzed during the test.

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

References

  1. X. Yang, Y. Pu, S. Li, X. Liu, Z. Wang, D. Yuan, and X. Ning, ACS Appl. Mater. Interf., 11, 43188 (2019).

    Article  CAS  Google Scholar 

  2. W. Cui, L. Shi, W. Song, X. Wang, Z. Lin, W. Deng, and Y. Ma, J. Appl. Polym. Sci., 137, 49328 (2020).

    Article  CAS  Google Scholar 

  3. W. Gong, X. Wang, Z. Li, J. Gu, S. Ruan, and C. Shen, High Perform. Polym., 31, 948 (2019).

    Article  CAS  Google Scholar 

  4. B. Yi, Y. Zhao, E. Tian, J. Li, and Y. Ren, High Perform. Polym., 31, 438 (2019).

    Article  CAS  Google Scholar 

  5. L. Francis, H. Maab, A. Alsaadi, S. Nunes, N. Ghaffour, and G. L. Amy, Desalination Water Treatment, 51, 1337 (2013).

    Article  CAS  Google Scholar 

  6. X. M. Zhang, J. G. Liu, and S. Y. Yang, Rev. Adv. Mater. Sci., 46, 22 (2016).

    Google Scholar 

  7. M. Hasegawa, Polymers, 9, 520 (2017).

    Article  Google Scholar 

  8. H. J. Ni, J. G. Liu, Z. H. Wang, and S. Y. Yang, J. Ind. Eng. Chem., 28, 16 (2015).

    Article  CAS  Google Scholar 

  9. K. Vanherck, G. Koeckelberghs, and I. F. J. Vankelecom, Prog. Polym. Sci., 38, 874 (2013).

    Article  CAS  Google Scholar 

  10. H. Sanaeepur, A. E. Amooghin, S. Bandehali, A. Moghadassi, T. Matsuura, and B. V. der Bruggen, Prog. Polym. Sci., 91, 80 (2019).

    Article  CAS  Google Scholar 

  11. Y. Ding, H. Hou, Y. Zhao, Z. Zhu, and H. Fong, Prog. Polym. Sci., 61, 67 (2016).

    Article  CAS  Google Scholar 

  12. D. Serbezeanu, T. Vlad-bubulac, D. Rusu, G. G. Pircalabioru, I. Samoila, S. Dinescu, and M. Aflori, Materials, 12, 3201 (2019).

    Article  CAS  Google Scholar 

  13. D. Wang, J. Yu, G. Duan, K. Liu, and H. Hou, J. Mater. Sci., 55, 5667 (2020).

    Article  CAS  Google Scholar 

  14. J. Yao, M. F. Pantano, N. M. Pugno, C. W. M. Bastiaansen, and T. Peijs, Polymer, 76, 105 (2015).

    Article  CAS  Google Scholar 

  15. C. Yin, J. Dong, W. Tan, J. Lin, D. Chen, and Q. Zhang, Polymer, 75, 178 (2015).

    Article  CAS  Google Scholar 

  16. M. Sun, J. Chang, G. Tian, H. Niu, and D. Wu, J. Mater. Sci., 51, 2830 (2016).

    Article  CAS  Google Scholar 

  17. H. Niu, S. Qi, E. Han, G. Tian, X. Wang, and D. Wu, Mater. Lett., 89, 63 (2012).

    Article  CAS  Google Scholar 

  18. D. A. Syrtsova, M. G. Shalygin, and V. V. Teplyakov, Petroleum Chem., 58, 760 (2018).

    Article  CAS  Google Scholar 

  19. E. L. Johnson, J. Appl. Polym. Sci., 15, 2825 (1971).

    Article  CAS  Google Scholar 

  20. X. Yi, X. Kuang, M. Zhang, X. Dong, D. Wu, and D. Wang, J. Appl. Polym. Sci., 135, 46595 (2018).

    Article  Google Scholar 

  21. T. Honma and T. Sato, J. Supercritical Fluids, 166, 105037 (2020).

    Article  CAS  Google Scholar 

  22. L. E. Stephans, A. Myles, and R. R. Thomas, Langmuir, 16, 4706 (2000).

    Article  CAS  Google Scholar 

  23. V. B. Patil, M. M. Sayyed, P. A. Mahanwar, P. P. Wadgaonkar, and N. N. Maldar, J. Polym. Res., 18, 549 (2010).

    Article  Google Scholar 

  24. P. M. Hergenrother and S. J. Havens, Macromolecules, 27, 4659 (1994).

    Article  CAS  Google Scholar 

  25. C. H. Tu, S. L. C. Hsu, E. Bulycheva, and N. Belomoina, Polym. Eng. Sci., 59, 2169 (2019).

    Article  CAS  Google Scholar 

  26. D. C. Seel and B. C. Benicewicz, J. Membr. Sci., 405–406, 57 (2012).

    Article  Google Scholar 

  27. C. Li, Z. Li, J. G. Liu, H. X. Yang, and S. Y. Yang, Chin. J. Polym. Sci., 28, 971 (2010).

    Article  CAS  Google Scholar 

  28. H. J. Ni, J. G. Liu, and S. Y. Yang, Chem. Lett., 45, 75 (2016).

    Article  CAS  Google Scholar 

  29. C. Y. Guo, L. M. Yin, J. G. Liu, X. K. Wang, N. Zhang, L. Qi, Y. Zhang, X. Wu, and X. M. Zhang, Fiber. Polym., 20, 2485 (2019).

    Article  CAS  Google Scholar 

  30. L. M. Yin, C. Y. Guo, L. Qi, X. K. Wang, N. Zhang, L. Wu, and J. G. Liu, J. Polym. Res., 27, 321 (2020).

    Article  CAS  Google Scholar 

  31. T. Liu, F. Zheng, T. Ding, S. Zhang, and Q. Lu, Polymer, 179, 121612 (2019).

    Article  CAS  Google Scholar 

  32. T. Liu, F. Zheng, X. Ma, T. Ding, S. Chen, W. Jiang, S. Zhang, and Q. Lu, Polymer, 209, 122963 (2020).

    Article  CAS  Google Scholar 

  33. Z. Hao, J. Wu, C. Wang, and J. Liu, ACS Appl. Mater. Interf., 11, 11904 (2019).

    Article  CAS  Google Scholar 

  34. J. L. Hedrick and J. W. Labadie, Macromolecules, 23, 1561 (1990).

    Article  CAS  Google Scholar 

  35. G. M. Gong, K. Gao, J. T. Wu, N. Sun, C. Zhou, Y. Zhao, and L. Jiang, J. Mater. Chem. A., 3, 713 (2015).

    Article  CAS  Google Scholar 

  36. A. V. Goponenko, H. Hou, and Y. A. Dzenis, Polymer, 52, 3776 (2011).

    Article  CAS  Google Scholar 

  37. C. Y. Guo, Q. W. Wang, J. G. Liu, L. Qi, M. G. Huangfu, X. Wu, Y. Zhang, and X. M. Zhang, eXpress Polym. Lett., 13, 724 (2019).

    Article  CAS  Google Scholar 

Download references

Acknowledgements

Financial support from the Shandong Key Research and Development Program (No. 2019JZZY020235) is gratefully acknowledged.

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Jin-gang Liu or Feng-zhu Lv.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Yin, Lm., Yang, Mw., Liu, Q. et al. Electrospun Polyimide Ultrafine Non-woven Fibrous Membranes Containing Phenyl-substituted Quinoxaline Units with Improved Hydrolysis Resistance for Potential Applications in High-temperature Water Environments. Fibers Polym 23, 37–47 (2022). https://doi.org/10.1007/s12221-021-0403-5

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12221-021-0403-5

Keywords

Navigation