Skip to main content
Log in

Synthesis of New Thermotropic Fully Aromatic Copolyesters from Hydroxybenzoic and Hydroxybiphenylcarboxylic Acids

  • POLYCONDENSATION
  • Published:
Polymer Science, Series B Aims and scope Submit manuscript

Abstract

Binary thermotropic fully aromatic copolyesters based on 4-hydroxybenzoic and 4'-hydroxybiphenyl-4-carboxylic acids and ternary copolyesters of 4-hydroxybenzoic, 4'-hydroxybiphenyl-4-carboxylic, and 3‑hydroxybenzoic acids containing 60–80% of 4-hydroxybenzoic acid units are synthesized by the melt polycondensation of corresponding acetyl derivatives. The melting temperature of the copolyesters is below 400°С, and the most promising among them melt at temperatures below 340°С which allows their melt processing by extrusion, molding, and injection molding. The tensile properties of some copolyesters are comparable with the corresponding mechanical properties of such commercially available analogs as Vectra A‑950 and Zenite HX-8000. All the synthesized copolyesters are stable in an inert atmosphere at least up to 450°С. The thermal stability of the copolyesters slightly decreases with an increase in the content of 3‑hydroxybenzoic acid units.

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.

Fig. 1.
Fig. 2.
Fig. 3.
Fig. 4.

Similar content being viewed by others

REFERENCES

  1. F. C. Bawden and N. W. Pirie, Proc. R. Soc. London. Ser. B 123 (832), 274 (1937).

    Article  CAS  Google Scholar 

  2. A. Elliott and E. J. Ambrose, Discuss. Faraday Soc. 9, 246 (1950).

    Article  Google Scholar 

  3. S. L. Kwolek, P. W. Morgan, J. R. Schaefgen, and L. W. Gulrich, Macromolecules 10 (6), 1390 (1977)

    Article  CAS  Google Scholar 

  4. S. L. Kwolek, U.S. Patent No. 3 671 542 (1972).

  5. Lyu Xiaolin, Xiao Anqi, Shi Dong, Li Yujie, Shen Zhihao, Chen Er-Qiang, Zheng Shijun, Fan Xing-He, and Zhou Qi-Feng, Polymer 202, 122740 (2020).

  6. V. G. Kulichikhin, A. Ya. Malkin, and S. P. Papkov, Vysokomol. Soedin., Ser. A 26 (3), 451 (1984).

    CAS  Google Scholar 

  7. T. R. Deberdeev, A. I. Akhmetshina, L. K. Karimova, E. K. Ignat’eva, R. Ya. Deberdeev, and A. A. Berlin, Polym. Sci., Ser. C 62 (2), 145 (2020).

    Article  CAS  Google Scholar 

  8. H. S. Han and P. K. Bhowmik, Prog. Polym. Sci. 22 (7), 1431 (1997).

    Article  CAS  Google Scholar 

  9. J. I. Jin and C. S. Kang, Prog. Polym. Sci. 22 (5), 937 (1997).

    Article  CAS  Google Scholar 

  10. V. G. Kulichikhin and N. A. Pláte, Vysokomol. Soedin., Ser. A 33 (1), 3 (1991).

    CAS  Google Scholar 

  11. W. J. Jackson, Mol. Cryst. Liq. Cryst., Sect. B: Nonlinear Opt. 169 (1), 23 (1989).

    CAS  Google Scholar 

  12. J. Economy, Mol. Cryst. Liq. Cryst., Sect. B: Nonlinear Opt. 169 (1), 1 (1989).

  13. S. G. Cottis, J. Economy, and L. C. Wohrer, U.S. Patent No. 3 975 487 (1976).

  14. W. Volksen, Jr. Lyerla, J. Economy, and B. Dawson, J. Polym. Sci., Polym. Chem. Ed. 21 (8), 2249 (1983).

    Article  CAS  Google Scholar 

  15. A. Konishi, M. Hamaguchi, and H. Umetsu, U.S. Patent No. 0145380 (2016).

  16. W. J. Jackson and H. F. Kuhfuss, J. Polym. Sci., Polym. Chem. Ed. 34 (15), 3031 (1996).

    Article  CAS  Google Scholar 

  17. W. J. Jackson and H. F. Kuhfuss, U.S. Patent No. 3 804 805 (1974).

  18. G. W. Calundann, U.S. Patent, No. 4 161 470 (1979).

  19. N. A. Pláte, V. G. Kulichikhin, and R. V. Talroze, Pure Appl. Chem. 63 (7), 925 (1991).

    Article  Google Scholar 

  20. B. A. Yul’chibaev, Z. B. Artykova, E. U. Urinov, N. R. Ashurov, B. Kh, Strelets, and V. G. Kulichikhin, Vysokomol. Soedin., Ser. B 34 (5), 23 (1992).

    Google Scholar 

  21. B. A. Yul’chibaev, A. N. Pefilov, E. U. Urinov, N. R. Ashurov, B. Kh. Strelets, and V. G. Kulichikhin, Vysokomol. Soedin., Ser. A 34 (11), 69 (1992).

    Google Scholar 

  22. B. A. Yul’chibaev, A. N. Pefilov, B. Kh. Strelets, and V. G. Kulichikhin, Vysokomol. Soedin., Ser. B 37 (1), 166 (1995).

    Google Scholar 

  23. Russell Gilkey and John R. Caldwell, J. Appl. Polym. Sci. 2 (5), 198 (1959).

    Article  CAS  Google Scholar 

  24. Katherine V. Heifferon, Glenn A. Spiering, Samantha J. Talley, Maruti Hegde, Robert B. Moore, S. Richard Turner, and Timothy E. Long, Polym. Chem. 10 (31), 4287 (2019).

    Google Scholar 

  25. Pavel A. Mikhaylov, Kirill V. Zuev, Marina P. Filatova, Boris Kh. Strelets, and Valery G. Kulichikhin, Polymers 13 (11), 1720 (2021).

    Google Scholar 

  26. P. A. Mikhailov, A. G. Kalita, K. V. Zuev, D. V. Kramarev, O. B. Ushakova, and V. G. Kulichikhin, Polym. Sci., Ser. B 63 (6), 745 (2021).

    Article  CAS  Google Scholar 

  27. Hans R. Kricheldorf and G. Schwarz, Polymer 25 (4), 520 (1984).

    Article  CAS  Google Scholar 

  28. D. K. Yang and W. R. Krigbaum, J. Polym. Sci., Polym. Phys. Ed. 27 (4), 819 (1989).

    Article  CAS  Google Scholar 

  29. Bryan B. Sauer, Richard Beckerbauer, and Lixiao Wang, J. Polym. Sci., Polym. Phys. Ed. 31 (12), 1861 (1993).

    Article  CAS  Google Scholar 

  30. Z. Yerlikaya, S. Aksoy, and E. Bayramli, J. Polym. Sci., Polym. Chem. Ed. 39 (19), 3263 (2001).

    CAS  Google Scholar 

  31. Z. Yerlikaya, S. Aksoy, and E. Bayramli, J. Appl. Polym. Sci. 90 (12), 3260 (2003).

    Article  CAS  Google Scholar 

  32. Gert Schwarz and Hans R. Kricheldorf, Makromol. Chem., Rapid Commun. 9 (10), 717 (1988).

    Article  CAS  Google Scholar 

  33. Chen Qian and Donald G. Baird, Polymer 102, 63 (2016).

    Article  CAS  Google Scholar 

Download references

Funding

This work was performed within the framework of State Assignment for Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences.

This work was supported by the Russian Science Foundation (project no. 17-79-30108).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to P. A. Mikhaylov.

Ethics declarations

The authors declare that they have no conflicts of interest.

Additional information

Translated by T. Soboleva

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Mikhaylov, P.A., Kalita, A.G. & Kulichikhin, V.G. Synthesis of New Thermotropic Fully Aromatic Copolyesters from Hydroxybenzoic and Hydroxybiphenylcarboxylic Acids. Polym. Sci. Ser. B 64, 393–401 (2022). https://doi.org/10.1134/S1560090422700282

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1560090422700282

Navigation