Skip to main content
Log in

A water-soluble polyimide precursor: Synthesis and characterization of poly(amic acid) salt

  • Published:
Macromolecular Research Aims and scope Submit manuscript

Abstract

We have synthesized a water-soluble polyimide precursor, poly(amic acid) amine salt (PAD), from pyromellitic dianhydride (PMDA), 4,4′-oxydianiline, andN,N′-dimethylethanolamine (DMEA) and have investigated in detail its properties with respect to the degree of salt formation (D sf ). The maximum value ofD sf we obtained upon precipitation of the precursor solution into acetone was 79%. We synthesized a PAD having aD sf of 100% (PAD100) by the solid state drying of an organic solution. The precursors showed different solubility depending on theD sf to make up to 4 wt% solutions in water containing a small amount of DMEA. PAD100 is completely soluble in pure water. We investigated the imidization behavior of PAD in aqueous solution using various spectroscopic methods, which revealed that PAD100 has faster imidization kinetics relative to that of the poly(amic acid)-type precursors. The resulting polyimide films prepared from an aqueous precursor solution possess almost similar physical and thermal properties as those prepared from N-methyl-2-pyrrolidone(NMP) solution. Therefore, we have demonstrated that PAD can be used as a water-based precursor of polyimide; this procedure avoids the use of toxic organic solvents, such as NMP.

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.

Institutional subscriptions

Similar content being viewed by others

References

  1. N. Yoda and H, Hiramoto,J. Macromol. Sci. Chem.,A21, 1641 (1984).

    CAS  Google Scholar 

  2. S. Kubota, T. Moriwaki, T. Ando, and A. Fukami,J. Appl. Polym. Sci.,33, 1763 (1987).

    Article  CAS  Google Scholar 

  3. Q. Li, T. Yamashita, K. Horie, H. Yoshimoto, T. Miwa, Y. Maekawa,J. Polym. Sc., Part A: Polym. Chem.,36, 1329 (1998).

    Article  CAS  Google Scholar 

  4. Y. Ding, B. Bikson, and J. K. Nelson,Macromolecules,35, 905 (2002).

    Article  CAS  Google Scholar 

  5. J. A. Kreuz, A. L. Endrey, F. P. Gay, and C. E. Sroog,J. Polym. Sci., Part A: Polym. Chem.,4, 2607 (1966).

    Article  CAS  Google Scholar 

  6. R. J. W. Reynolds and J. D. Seddon,J. Polym. Sci., Part C: Polym. Lett.,23, 45 (1968).

    Google Scholar 

  7. C. E. Sroog, A. L. Endrey, S. V. Abramo, C. E. Berr, W. M. Edward, and K. L. Olivier,J. Polym. Sci., Part A: Polym. Chem.,3, 1373 (1965).

    CAS  Google Scholar 

  8. A. L. Endrey,U. S. Pat. 3,179,631 (1965).

  9. I. Kardash, A. Y. Ardashnikov, F. S. Yakushin, and A. N. Pravednikov,Polym. Sci. USSR,17, 689 (1975).

    Article  Google Scholar 

  10. N. C. Stoffel, E. J. Krame, W. Volksen, and T. P. Russell,Polymer,34, 4524 (1993).

    Article  CAS  Google Scholar 

  11. J. V. Facinelli, S. L. Gardner, L. Dong, C. L. Sensenich, R. M. Davis, and J. S. Riffle,Macromolecules,29, 7342 (1996).

    Article  CAS  Google Scholar 

  12. K. H. Yu, Y. H. Yoo, J. M. Rhee, M.-H. Lee, and S.-C. Yu,Mat. Res. Innov.,7, 51 (2003).

    CAS  Google Scholar 

  13. H. Han, C. C. Gryte, and M. Ree,Polymer,36, 1663 (1995).

    Article  CAS  Google Scholar 

  14. C. A. Pryde,J. Polym. Sci., Part A: Polym. Chem.,27, 711 (1989).

    Article  CAS  Google Scholar 

  15. S. Gan,J. Sci. Eng. Comp. Mater.,2, 119 (1992).

    Article  CAS  Google Scholar 

  16. K. Kim, S. Choi, S. Kim, S. Chao, and C. Wang,J. Mat. Sci.,28, 1537 (1993)

    Article  CAS  Google Scholar 

  17. T. Nishino, M. Kotera, N. Inayoshi, N. Miki, and K. Nakamae,Polymer,41, 6913 (2000).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yang, J., Lee, MH. A water-soluble polyimide precursor: Synthesis and characterization of poly(amic acid) salt. Macromol. Res. 12, 263–268 (2004). https://doi.org/10.1007/BF03218398

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF03218398

Keywords

Navigation