Abstract
A novel bisphenol monomer, (4-trifluoromethyl) phenylhydroquinone, was synthesized using a three-step synthetic procedure. Two aromatic poly(aryl ether ketone)s were then prepared via a nucleophilic polycondensation reaction of (4-trifluoromethyl) phenylhydroquinone and two difluorinated aromatic ketones, respectively. As-synthesized poly(aryl ether ketone)s show a high thermal stability, and the temperatures at 5% weight loss are above 530°C in N2 atmosphere. The solubility of the polymers is improved by introduction of bulky pendant groups. All the polymers form transparent, strong, and flexible films with tensile strengths of 65–70 MPa, Young’s moduli of 1.6–2.0 GPa, and elongations at break of 36–42%. Polymer films have low dielectric constants of 2.6–2.7 at 1 MHz and low water absorption of 0.21–0.25%. In addition, they have low absorptions at the telecommunication wavelengths of 1300 and 1550 nm.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
J. B. Rose, Polymer 15, 456 (1974).
C. Hamciuc, E. Hamciuc, M. Bruma, M. Klapper, and T. Pakula, Polym. Bull. 47, 1 (2001).
B. G. Zhang, Q. Wang, S. S. Guan, Z. H. Weng, E. L. Zhang, G. S. Wang, Z. G. Zhang, J. W. Hua, and S. H. Zhang, J. Power Sources 399, 18 (2018).
J. Vinodhini, M. K. Pitchan, S. Bhowmik, G. A. Barandunand, and P. Jousset, J. Compos. Mater. 54, 4709 (2020).
K. H. Gardner, B. S. Hsiao, R. R. Matheson, and B. A. Wood, Polymer 33, 2483 (1992).
Y. Zhao, F. Wang, A. Z. Li, B. J. Liu, Z. W. Wu, D. M. Zhang, S. Y. Liu, and M. B. Yi, Mater. Lett. 58, 2365 (2004).
J. Y. Ba, Z. Geng, and J. X. Mu, J. Appl. Polym. Sci. 130, 193 (2013).
X. Li, X. L. Liu, L. J. Cheng, J. W. Jiang, and S. R. Sheng, J. Fluorine Chem. 157, 30 (2014).
Y. J. Liu, M. Zhong, C. Song, S. R. Sheng, X. L. Liu, and H. Q. Hou, High. Perform. Polym. 31, 409 (2019).
G. B. Wang, Z. Geng, X. L. Zhu, S. L. Zhang, and X. Liu, High Perform. Polym. 22, 779 (2010).
T. Wu, P. Q. Liu, M. W. Shi, J. Lu, G. D. Ye, and J. J. Xu, Polym. Int. 60, 1318 (2011).
F. L. Yao, S. R. Sheng, J. W. Jiang, X. L. Liu, and C. S. Songn, J. Fluorine Chem. 144, 176 (2012).
Y. H. Zhang, X. B. Sun, R. Xu, Y. M. Niu, G. B. Wang, and Z. H. Jiang, Mater.Chem. Phys. 99, 465 (2006).
X. Y. Ma, Z. H. Lv, D. Wang, S. W. Guan, C. H. Chen, G. B. Wang, D. M. Zhang, and Z. H. Jiang, J. Photochem. Photobiol., A 188, 43 (2007).
J. Xie, W. Y. Peng, G. Li, and J. M. Jiang, Polym. Bull. 67, 45 (2011).
T. X. Liu, S. E. Wang, H. F. Zhang, Z. S. Mo, H. Na, J. Z. Wang, and Z. W. Wu, Chin. J. Appl. Chem. 13, 65 (1996).
M. Liu, Y. Wang, H. Zhang, and Z. Jiang, High Perform. Polym. 30, 1048 (2018).
Y. Wei and B. Chen, Chin. J. Appl. Chem. 25, 977 (2008).
B. J. Liu, G. B. Wang, W. Hu, Y. H. Jin, C. H. Chen, Z. H. Jiang, W. J. Zhang, Z. W. Wu, and Y. Wei, J. Polym. Sci., Part A: Polym. Chem. 40, 3392 (2002).
T. Matsuura, S. Ando, S. Sasaki, and F. Yamamoto, Macromolecules 27, 6665 (1994).
B. J. Liu, W. Hu, Y. H. Jin, C. H. Chen, Z. H. Jiang, Z. W. Wu, M. Toshihiko, and M. Akiko, Macromol. Chem. Phys. 205, 1677 (2004).
B. J. Liu, W. Hu, C. H. Chen, Z. H. Jiang, W. J. Zhang, and Z. W. Wu, Polym. Adv. Technol. 14, 221 (2003).
Funding
This work was supported by the key project of Industrial Core and key Technologies in Zhuhai in 2019 (ZH22044702190115HJL).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare that they have no conflict of interest.
Rights and permissions
About this article
Cite this article
Qingze Jiao, Li, N., Zhang, P. et al. Synthesis of Novel Fluorinated Poly(aryl ether ketone)s and Their Properties. Polym. Sci. Ser. B 63, 333–340 (2021). https://doi.org/10.1134/S1560090421040059
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1560090421040059