Skip to main content
Log in

High thermal stable polyimide resins derived from phenylethynyl-endcapped fluorenyl oligoimides with low melt viscosities

  • Papers
  • Published:
Chinese Journal of Polymer Science Aims and scope Submit manuscript

Abstract

To improve the processability and thermal stability of polyimide, a series of novel phenylethynyl-endcapped oligoimides (PEPA-oligoimides) with calculated molecular weights (M nC) were successfully prepared from thermal imidization of 4,4’-(9-fluorenylidene) dianiline (BAFL) as fluorenyl diamine, 4,4′-oxy-diphthalic anhydride (ODPA) as aromatic dianhydride and 4-phenylethynylphthalic anhydride (4-PEPA) acted as reactive end-capping reagent at elevated temperatures. Experiment results indicated that the oligoimides were the mixtures of PEPA-endcapped oligomers with different degrees of polymerization characterized by MALDI-TOF mass spectra. The influence of chemical structures on the melt processabilities of the oligoimides, the thermal, dielectric and mechanical properties of the thermoset resins was studied. The typical oligoimide resin owned minimum melt viscosity of 0.2 Pa·s at around 310 °C and wide melting processing window, suitable for resin transfer molding (RTM). Besides, its corresponding thermal-cured polyimide resin possessed glass transition temperature (T g) as high as 514 °C. The dielectric constants of polyimide resins decreased from 3.15 to 2.80 by reducing the M nC. The mechanical properties of the polyimide neat resins were improved gradually with increasing M nC. Finally, the carbon fiber/polyimide (Cf/PI) composite laminates showed excellent mechanical strength retention rate at 350 °C, might be long-term served at extremely high temperature in aerospace and aviation field.

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. Serafini, T.T., Delvigs, P. and Lightsey, G.R., J. Appl. Polym. Sci., 1972, 16: 905

    Article  CAS  Google Scholar 

  2. Wilson, D., Brit. Polym. J., 1988, 20: 405

    Article  CAS  Google Scholar 

  3. Jensen, B. and Chang, A., High Perform. Polym., 1998, 10: 175

    Article  CAS  Google Scholar 

  4. Hergenrother, P.M., High Perform. Polym., 2003, 15: 3

    CAS  Google Scholar 

  5. Smith, J., Connell, J.W., Hergenrother, P. and Criss, J., J. Compos. Mater., 2002, 36: 2255

    Article  CAS  Google Scholar 

  6. Hergenrother, P.M., Connell, J.W. and Smith, J., Polymer, 2000, 41: 5073

    Article  CAS  Google Scholar 

  7. Yu, P., Wang, Y., Yu, J.R., Zhu, J. and Hu, Z.M., Chinese J. Polym. Sci., 2016, 34(1): 122

    Article  CAS  Google Scholar 

  8. Yang, M., Wang, D.M., Sun, N.W., Chen, C.H. and Zhao, X.G., High Perform. Polym., 2015, 27: 449

    Article  CAS  Google Scholar 

  9. Sun, L., Wang, W., Xu, L.B., Chen, G.F. and Fang, X.Z., High Perform. Polym., 2015, DOI: 10.1177/0954008315610394

    Google Scholar 

  10. Rao, X., Zhou, H., Dang, G., Chen, C. and Wu, Z., Polymer, 2006, 47: 6091

    Article  CAS  Google Scholar 

  11. Yokota, R., Yamamoto, S., Yano, S., Sawaguchi, T., Hasegawa, M., Yamaguchi, H., Ozawa, H. and Sato, R., High Perform. Polym., 2001, 13: S61

    Article  CAS  Google Scholar 

  12. Connell, J.W., Smith, J.G. and Hergenrother, P., J. Macromol. Sci. Polym. R., 2000, 40: 207

    Article  Google Scholar 

  13. Wang, D.H., Baek, J.B., Nishino, S.F., Spain, J.C. and Tan, L.S., Polymer, 2006, 47: 1197

    Article  CAS  Google Scholar 

  14. Smith, J., Connell, J. and Hergenrother, P., J. Compos. Mater., 2000, 34: 614

    Article  CAS  Google Scholar 

  15. Bryant, R.G., Jensen, B.J. and Hergenrother, P.M., J. Appl. Polym. Sci., 1996, 59: 1249

    Article  CAS  Google Scholar 

  16. Hergenrother, P. and Smith, J., Polymer, 1994, 35: 4857

    Article  CAS  Google Scholar 

  17. Chern, Y.T., Tsai, J.Y. and Wang, J.J., J. Polym. Sci., Part A: Polym. Chem., 2009, 47: 2443

    Article  CAS  Google Scholar 

  18. Ogasawara, T., Ishikawa, T., Yokota, R., Ozawa, H., Taguchi, M., Sato, R.; Shigenari, Y. and Miyagawa, K., Adv. Compos. Mater., 2002, 11: 277

    Article  Google Scholar 

  19. Ogasawara, T., Ishida, Y., Yokota, R., Watanabe, T., Aoi, T. and Goto, J., Compos. Part A-Appl. S., 2007, 38: 1296

    Article  Google Scholar 

  20. Sasaki, T. and Yokota, R., High Perform. Polym., 2006, 18: 199

    Article  CAS  Google Scholar 

  21. Ishida, Y., Ogasawara, T. and Yokota, R., High Perform. Polym., 2006, 18: 727

    Article  CAS  Google Scholar 

  22. Qian, Y. and Huang, W., 2010, U.S. Pat., 5,387,725

  23. Kuroki, T., Shibuya, A., Toriida, M. and Tamai, S., J. Polym. Sci., Part A: Polym. Chem., 2004, 42: 2395

    Article  CAS  Google Scholar 

  24. Zuo, H., Chen, J., Hu, A., Fan, L. and Yang, S., Eur. Polym. J., 2007, 43: 3892

    Article  CAS  Google Scholar 

  25. Miyauchi, M., Ishida, Y., Ogasawara, T. and Yolota, R., Polym. J., 2013, 45: 594

    Article  CAS  Google Scholar 

  26. Zhang, C.H., Su, G.D., Chen, H., Sun, Y., Song, H.R. and Tong, L.L., J. Appl. Polym. Sci., 2015, 132: 41303

    Google Scholar 

  27. Cho, D. and Drzal, L.T., J. Appl. Polym. Sci., 2000, 76: 190

    Article  CAS  Google Scholar 

  28. Su, C. n., Ji, M., Fan, L. and Yang, S.Y., High Perform. Polym., 2011, 23: 352

    Article  CAS  Google Scholar 

  29. Coburn, J.C., Soper, P.D. and Auman, B.C., Macromolecules, 1995, 28: 3253

    Article  CAS  Google Scholar 

  30. Zhao, X.J., Liu, J.G., Rui, J.M., Fan, L. and Yang, S.Y., J. Appl. Polym. Sci., 2007, 103: 1442

    Article  CAS  Google Scholar 

  31. Goyo, K., Kakuta, M., Inoue, Y. and Matsubara, M., J. Photopolym. Sci. Tec., 2000, 13: 313

    Article  Google Scholar 

  32. Goyo, K., Inoue, Y. and Matsubara, M., J. Photopolym. Sci. Tec., 2001, 14: 33

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Shi-yong Yang  (杨士勇).

Additional information

This work was financially supported by the National Basic Research Program of China (No. 2014CB643604).

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, W., Ji, M. & Yang, Sy. High thermal stable polyimide resins derived from phenylethynyl-endcapped fluorenyl oligoimides with low melt viscosities. Chin J Polym Sci 34, 933–948 (2016). https://doi.org/10.1007/s10118-016-1813-5

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10118-016-1813-5

Keywords

Navigation