Skip to main content
Log in

Effects of phenyl-s-triazine moieties on thermal stability and degradation behavior of aromatic polyether sulfones

  • Original Paper
  • Published:
Journal of Polymer Research Aims and scope Submit manuscript

Abstract

The effect of the incorporation of phenyl-s-triazine units into the main chain of phthalazinone-based polyether sulfones on initial decomposition temperature, activation energy, thermal-mechanical property and possible degradation mechanism has been investigated. To this purpose, decomposition of poly(phthalazinone ether sulfone phenyl-s-triazine) copolymers (PPESPs) of different monomer compositions have been studied by utilizing thermogravimetry and differential scanning calorimetry. Non-isothermal experiments under nitrogen were performed, and the apparent activation energy (E a) was calculated by isoconversional and conversional methods including the methods of Flynn-Wall-Ozawa, Friedman and Kissinger. In the conversion range (5–30%) studied, solid-state decomposition process of PPESPs is found to be a mechanism involving phase boundary controlled reaction (E a: 189–201 kJ mol−1) except that phenyl-s-triazine-rich copolymers exhibit a mechanism involving three-dimensional diffusion (E a: 196–225 kJ mol−1) in terms of Coats–Redfern method. The phenyl-s-triazine-rich copolymers display much higher E a and slighter mechanical property-change compared to sulfone-rich copolymers and generic aromatic polyether sulfone, suggesting strong stabilizing effect of the phenyl-s-triazine moieties.

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.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

References

  1. Yoshida S, Hay AS (1997) Synthesis of all-aromatic phthalazinone-containing polymers by a novel N−C coupling reaction. Macromolecules 30:2254–2261

    Article  CAS  Google Scholar 

  2. Ghosh A, Maji S, Banerjee S, Voit B (2011) Copoly(aryl ether sulfone)s containing phthalimidine moiety in the main chain. Polym Advan Technol 22:794–801

    Article  CAS  Google Scholar 

  3. Koohmareh GA, Mohammadifard N (2011) Synthesis and characterization of some new thermally stable polyimides and copolyimides bearing bipyridine side-chain groups. J Polym Res 18:983–991

    Article  CAS  Google Scholar 

  4. Yang CP, Chen YC, Hsiao SH, Guo W, Wang HM (2010) Optically transparent and colorless poly(ether-imide)s derived from a phenylhydroquinone bis(ether anhydride) and various trifluoromethyl-substituted bis(ether amine)s. J Polym Res 17:779–788

    Article  CAS  Google Scholar 

  5. Hergenrother PM (2003) The use, design, synthesis and properties of high performance/high temperature polymers: An overview. High Perform Polym 15:3–45

    CAS  Google Scholar 

  6. Patel PM, Patel SK, Patel KC (2000) Synthesis and characterization of polyesters based on s-triazine. Eur Polym J 36:861–865

    Article  CAS  Google Scholar 

  7. Hsu LC (1974) Catalytic trimerization of aromatic nitriles for synthesis of polyamide matrix resin. ACS Symp Ser (New Ind Polym) 4:145–155

    Article  CAS  Google Scholar 

  8. Yu GP, Liu C, Wang JY, Xu J, Jian XG (2010) Synthesis and characterization of poly(arylene ether phenyl-s-triazine)s containing alkyl-, aryl- and chloro-substituted phthalazinone moieties in the main chain. Polym Int 59:1233–1239

    Article  CAS  Google Scholar 

  9. Arafa I, Shatnawi M, Sàad H (2009) Synthesis, network structure and morphology of s-triazine-organosilane glassy hybrid materials. J Solid State Chem 82:2167–2175

    Article  Google Scholar 

  10. Dominguez DD, Keller TM (2006) Low-melting phthalonitrile oligomers: Preparation, polymerization and polymer properties. High Perform Polym 18:283–304

    Article  CAS  Google Scholar 

  11. Yu GP, Wang JY, Liu C, Lin EC, Jian XG (2009) Soluble and curable poly(phthalazinone ether amide)s with terminal cyano groups and their crosslinking to heat-resistant resin. Polymer 50:1700–1708

    Article  CAS  Google Scholar 

  12. Yu GP, Liu C, Zhou HX, Wang JY, Lin EC, Jian XG (2009) Synthesis and characterization of soluble copoly(ether sulfone phenyl-phenyl-s-triazine)s containing phthalazinone moieties in the main chain. Polymer 50:4520–4528

    Article  CAS  Google Scholar 

  13. Matsuo S (1994) Synthesis and properties of poly(arylene ether phenyl-s-triazine)s. J Polym Sci Part A Polym Chem 32:2093–2098

    Article  CAS  Google Scholar 

  14. Fink R, Frenz C, Thelakkat M, Schmidt HW (1997) Synthesis and characterization of aromatic poly(phenyl-s-triazine-ether)s for electroluminescent devices. Macromolecules 30:8177–8181

    Article  CAS  Google Scholar 

  15. Yu GP, Liu C, Wang JY, Gu TS, Jian XG (2009) Synthesis, characterization and properties of heat-resistant and soluble poly(aryl ether)s containing phenyl-s-triazine units in the main chain. Polym Degrad Stabil 94:1053–1060

    Article  CAS  Google Scholar 

  16. Tigelaar DM, Palkera E, Jackson CM, Anderson KM, Wainright JS, Robert F (2009) Synthesis and properties of novel proton-conducting aromatic poly(ether sulfone)s that contain triazine groups. Macromolecules 42:1888–1896

    Article  CAS  Google Scholar 

  17. Yu GP, Liu C, Wang JY, Xu J, Jian XG (2010) Synthesis and characterization of poly(arylene ether phenyl-s-triazine)s containing alkyl-, aryl- and chloro-substituted phthalazinone moieties in the main chain. Polym Int 59:1233–1239

    Article  CAS  Google Scholar 

  18. Berard N, Hay AS (1993) Polymers from hydroxyphenylphthalazinones. Polym Prep (ACS, Div Polym Chem) 34(1):148–149

    CAS  Google Scholar 

  19. Singh R, Hay AS (1992) Synthesis and physical properties of poly(aryl ether phthalazine)s. Macromolecules 25:1025–1032

    Article  CAS  Google Scholar 

  20. Meng YZ, Hay AS, Jian XG, Tjong SC (1997) Synthesis of novel poly(phthalazinone ether sulfone ketone)s and improvement of their melt flow properties. J Appl Polym Sci 66(8):1425–1432

    Article  CAS  Google Scholar 

  21. Kudo T, Oishi Y, Oravec J, Mori K (2004) Synthesis and characterization of aromatic polyimides containing phenyl-s-triazine rings. J Photopolym Sci Tec 17:259–262

    Article  CAS  Google Scholar 

  22. Ren SJ, Fang Q, Yu F, Bu D (2005) Synthesis and optical and electrochemical properties of new π-conjugated 1,3,5-triazine-containing polymers. J Polym Sci Part A Polym Chem 43:6554–6561

    Article  CAS  Google Scholar 

  23. Meng YZ, Hay AS, Jian XG, Tjong SC (1998) Synthesis and properties of poly(aryl ether sulfone)s containing the phthalazinone moiety. J Appl Polym Sci 68:137–143

    Article  CAS  Google Scholar 

  24. Fox TG (1956) Glass transitions of mesophase macromolecules. Bull Am Phys Soc 1:123–129

    CAS  Google Scholar 

  25. Abate L, Blanco I, Orestano A, Pollicino A, Recca A (2005) Kinetics of the isothermal degradation of model polymers containing ether, ketone and sulfone groups. Polym Degrad Stabil 87:271–278

    Article  CAS  Google Scholar 

  26. Celina M, Wise J, Ottesen DK, Gillen KT, Clough RL (2006) Correlation of antioxidant depletion and mechanical performance during thermal degradation of an HTPB elastomer. Polym Degrad Stabil 91(8):1870–1879

    Article  CAS  Google Scholar 

  27. Freeman ES, Carroll BT (1958) The application of thermoanalytical techniques to reaction kinetics: the thermogravimetric evaluation of the kinetics of the decomposition of calcium oxalate monohydrate. J Phys Chem 62:394–397

    Article  CAS  Google Scholar 

  28. Ozawa T (1965) Kinetics in differential thermal analysis. Bull Chem Soc Jpn 38:1881–1886

    Article  CAS  Google Scholar 

  29. Flynn JH, Wall LA (1966) General treatment of the thermogravimetry of polymers. J Res Nat Bur Standards 70A:487–523

    Google Scholar 

  30. Kissinger HE (1957) Reaction kinetics on differential thermal analysis. Anal Chem 29:1702–1706

    Article  CAS  Google Scholar 

  31. Criado JM, Mailek J, Ortega A (1989) Applicability of the master plots in kinetic analysis of non-isothermal data. Thermochim Acta 147:377–385

    Article  CAS  Google Scholar 

  32. Coats AW, Redfern JP (1964) Kinetic parameters from thermogravimetric data. Nature 201:68–69

    Article  CAS  Google Scholar 

Download references

Acknowledgement

This work is financially supported by the freedom explore Program of Central South University and by the State Key Laboratory of Fine Chemicals (KF1015).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Guipeng Yu or Xigao Jian.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yu, G., Liu, C., Li, B. et al. Effects of phenyl-s-triazine moieties on thermal stability and degradation behavior of aromatic polyether sulfones. J Polym Res 19, 9829 (2012). https://doi.org/10.1007/s10965-012-9829-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10965-012-9829-1

Keywords

Navigation