Skip to main content
SpringerLink
Log in

Synthesis and property of flame retardant epoxy resins modified with 2-(diphenylphosphinyl)-1,4-benzenediol

  • Published:
Chemical Research in Chinese Universities Aims and scope

Abstract

2-(Diphenylphosphinyl)-1,4-benzenediol(DPO-HQ) was synthesized by the reaction of diphenylphosphine oxide(DPO) with 1,4-benzoquinone(BQ), and characterized by Fourier transform infrared(FTIR), and nuclear magnetic resonance(1H NMR, 13C NMR, 31P NMR) spectrometries. The thermal stability of DPO-HQ was investigated by thermogravimetric analysis(TGA). Flame retardant epoxy resin was synthesized based on DPO-HQ. The thermal properties and burning performance of cured epoxy resins were measured by differential scanning calorimetry(DSC), thermogravimetric analysis(TGA), limited oxygen index(LOI) and vertical burning test(UL-94V). The morphologies of cured epoxy resins after combustion were investigated by scanning electron microscopy(SEM) and electron probe microanalysis(EPMA). Moreover, the thermal stability(both in air and in N2) of DPO-HQ and its cured epoxy resin was compared with that of 10-(2,5-dihydroxyphenyl)-9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide(DOPO-HQ) and its cured epoxy resin. The thermal stability of DPO-HQ is comparable with that of DOPO-HQ, while the thermal stability of cured epoxy resin based on DPO-HQ is better than that based on DOPO-HQ.

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

Similar content being viewed by others

References

  1. Wu C. S., Liu Y. L., Chiu Y. S., Polymer, 2002, 43(15), 4277

    Article  CAS  Google Scholar 

  2. Rosu D., Cascavaf C. N., Ciobanu C., Rosu L., J. Anal. Appl. Pyrol., 2004, 72, 191

    Article  CAS  Google Scholar 

  3. Wang Q. F., Shi W. F., Polym. Degra. Stab., 2006, 91, 1747

    Article  CAS  Google Scholar 

  4. Yang C. P., Lee T. M., J. Appl. Polym. Sci., 1987, 34(8), 2733

    Article  CAS  Google Scholar 

  5. Mantecón A., Cádiz V., Serra A., Martínez P. A., Eur. Polym. J., 1987, 23(6), 481

    Article  Google Scholar 

  6. Ichino T., Hasuda Y., J. Appl. Polym. Sci., 1987, 34(4), 1667

    Article  CAS  Google Scholar 

  7. Wang X. D., Zhang Q., Eur. Polym. J., 2004, 40, 385

    Article  CAS  Google Scholar 

  8. Wang C. S., Shieh J. Y., J. Polym. Res., 1999, 6 (3), 149

    Article  CAS  Google Scholar 

  9. Lin C. H., Polymer, 2004, 45, 7911

    Article  CAS  Google Scholar 

  10. Wang C. S., Lee M. C., J. Appl. Polym. Sci., 1999, 73, 1611

    Article  CAS  Google Scholar 

  11. Lin C. H., Chang S. L., Tsai P. W., Chem. Phys., 2011, 212, 455

    CAS  Google Scholar 

  12. Wang C. S., Shieh J. Y., Polymer, 1998, 39(23), 5819

    Article  CAS  Google Scholar 

  13. Wang C. S., Lin C. H., J. Appl. Polym. Sci., 1999, 75(3), 429

    Article  Google Scholar 

  14. Shieh J. Y., Wang C. S., J. Polym. Sci. Part A: Polym. Chem., 2002, 40(3), 369

    Article  CAS  Google Scholar 

  15. Ho T. H., Leu T. S., Sun Y. M., Shieh J. Y., Polym. Degrad. Stab., 2006, 91(10), 2347

    Article  CAS  Google Scholar 

  16. Ho T. H., Hwang H. J., Shieh J. Y., Chung M. C., Polym. Degr. Stab., 2008, 93, 2077

    Article  CAS  Google Scholar 

  17. Sun Y. M., Wang C. S., Polymer, 2001, 42, 1035

    Article  CAS  Google Scholar 

  18. Lin C. H., Cai S. X., Lin C. H., J. Polym. Sci. Part A: Polym. Chem., 2005, 43, 5971

    Article  CAS  Google Scholar 

  19. Xiong Y. Q., Zhang X. Y., Liu J., J. Appl. Polym. Sci., 2012, 125, 1219

    Article  CAS  Google Scholar 

  20. Liu Y. L., Polymer, 2001, 42, 3445

    Article  CAS  Google Scholar 

  21. Shieh J. Y., Wang C. S., J. Appl. Polym. Sci., 2000, 78, 1636

    Article  CAS  Google Scholar 

  22. Mercado L. A., Ribera G., Galia M., Cadiz V., J. Polym. Sci. Part A: Polym. Chem., 2006, 44, 1676

    Article  CAS  Google Scholar 

  23. Wang C. S, Shieh J. Y., Phosphorous-containing Dihydric Phenol or Naphthol-advcmced Epoxy Resin or Cured, US 6291626, 2001

    Google Scholar 

  24. Shieh J. Y., Wang C. S., Polymer, 2001, 42, 7617

    Article  CAS  Google Scholar 

  25. Ho T. H., Hwang H. J., Shieh J. Y., Chung M. C., Reactive Functional Polymers, 2009, 69, 176

    Article  CAS  Google Scholar 

  26. Lin C. H., Wang C. S., Polymer, 2001, 42, 1869

    Article  CAS  Google Scholar 

  27. Gao L. P., Wang D. Y., Wang Y. Z., Polym. Degr. Stab., 2008, 93, 1308

    Article  CAS  Google Scholar 

  28. Liaw D. J., J. Polym. Sci., Part A: Polym. Chem., 1997, 35, 2365

    Article  CAS  Google Scholar 

  29. Wang X., Hu Y., Song L., Xing W. Y., Polym. Bull., 2011, 67, 859

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. School of Materials Science and Engineering, Shandong University of Science and Technology, Qingdao, 266590, P. R. China

    Xiujuan Tian, Zhongwei Wang, Qing Yu & Qingyu Wu

  2. School of Chemical and Environmental Engineering, Shandong University of Science and Technology, Qingdao, 266590, P. R. China

    Jun Gao

Authors
  1. Xiujuan Tian
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Zhongwei Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Qing Yu
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Qingyu Wu
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Jun Gao
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Zhongwei Wang.

Additional information

Supported by the National Natural Science Foundation of China(No.21103099).

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tian, X., Wang, Z., Yu, Q. et al. Synthesis and property of flame retardant epoxy resins modified with 2-(diphenylphosphinyl)-1,4-benzenediol. Chem. Res. Chin. Univ. 30, 868–873 (2014). https://doi.org/10.1007/s40242-014-4031-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s40242-014-4031-0

Keywords

Search

Navigation