Abstract
The products of triethanolamine- and triethylamine-catalyzed reactions of etherification of orthophosphoric acid using poly(oxypropylene glycol)-1000 are studied. It is shown that the nature of tertiary amine markedly influences the completeness of the etherification reaction. When using triethanolamine, its hydroxyl groups are also involved in the etherification of orthophosphoric acid. The resultant tertiary ammonium, which is a central unit of the synthesized branched amino ethers of orthophosphoric acid, is responsible for incomplete etherification and existence of space-separated ionic pairs in the structure of amino ethers. In the case of triethylamine, the etherification of orthophosphoric acid occurs almost completely to yield polyphosphates. The thermal behavior of ionomeric and nonionomeric polyurethanes is investigated. It is found that, for polyurethanes containing ionic groups, the glass transition temperature is much higher than that of nonionomeric polyurethanes. It is shown that phosphorus-containing nonionomeric polyurethanes possess higher thermal stability in inert atmosphere than phosphorous-containing polyurethane ionomers. The onset temperature of the thermal degradation for nonionomeric polyurethanes decreases considerably with an increase in the content of polyphosphates. Polyurethane ionomers synthesized using phospholipids feature a lower thermal stability than polyurethanes based on amino ethers of orthophosphoric acid.
Similar content being viewed by others
REFERENCES
O. Jaudouin, J.-J. Robin, J.-M. Lopez-Cuesta, D. Perrin, and C. Imbert, Polym Int. 61, 495 (2012).
S. Hu and F. You, Procedia Eng. 52, 145 (2013).
P. Krol, B. Krol, S. Pikus, and M. Kozak, Colloid Polym. Sci. 285, 169 (2006).
S. Opera and S. Vlad, J. Optoelectron. Adv. Mater. 8, 675 (2006).
E. Millan, M. Ramirez, and G. Perdomo, Acta Cient. Venez. 51, 150 (2000).
D. K. Chattopadhyay, B. Sreedhar, and K. V. S. N. Raju, J. Appl. Polym. Sci. 95, 1509 (2005).
M. Malik and R. Kaur, Polym. Eng. Sci. 58, 112 (2018).
R. Xie, D. Bhattacharjee, and J. Argyropoulos, J. Appl. Polym. Sci. 113, 839 (2009).
C. Hepburn, Iran. J. Polym. Sci. Technol. 1, 1 (1992).
I. Javni and V. Divjakovic, J. Polym. Sci., Part B: Polym. Phys. 36, 221 (1998).
S. Kang, D. Ku, J. Lim, Y. Yang, N. Kwak, and T. Hwang, Macromol. Res. 13, 212 (2005).
J. Simon, F. Barla, A. Kelemen-Haller, F. Farkas, and M. Kraxner, Chromatografia 25, 99 (1988).
T. Servay, R. Voelkel, H. Schmiedberger, and S. Lehmann, Polymer 41, 5247 (2000).
J. Datta and A. Balas, J. Therm. Anal. Calorim. 74, 615 (2003).
F. Bellucci, G. Camino, A. Frache, and A. Sarra, Polym. Degrad. Stab. 92, 425 (2007).
Z. Wang, E. Han, and W. Ke, Polym. Degrad. Stab. 91, 1937 (2006).
J. P. Madden, G. K. Baker, and C. H. Smith, A Study of Polyether-Polyol- and Polyester-Polyol-Based Rigid Urethane Foam Systems (Allied-Signal Aerospace Co., Kansas City, MO, 1994).
M. Barikani and M. Barmar, Iran. Polym. J. 5, 231 (1996).
I. M. Davletbaeva, I. I. Zaripov, R. R. Karimullin, A. M. Gumerov, R. S. Davletbaev, R. R. Sharifullin, and V. V. Parfenov, Polym. Sci., Ser. B 59, 43 (2017).
I. M. Davletbaeva, I. I. Zaripov, R. R. Karimullin, A. M. Gumerov, R. S. Davletbaev, and G. V. Burmakina, Polym. Sci., Ser. B 59, 69 (2017).
M. Dumont, X. Kong, and S. Narine, J. Appl. Polym. Sci. 117, 3196 (2010).
J. Le, J. Kim, W. Jung, and Y. Park, J. Mater. Sci. 42, 3936 (2007).
S. E. Mitrofanova, I. N. Bakirova, L. A. Zenitova, A. R. Galimzyanova, and E. S. Nefed’ev, Russ. J. Appl. Chem. 82, 1630 (2009).
N. P. Iyer, A. S. Nasar, T. P. Gnanarajan, and G. Radhakrishnan, Polym. Int. 50, 693 (2001).
W. Huanyu, K. Huiguang, S. Wenfang, N. Wenfang, and S. Xiaofeng, J. Coat. Technol. 75, 37 (2003).
A. Asif, L. Hu, and W. Shi, Colloid Polym. Sci. 287, 1041 (2009).
Q. Gao, H. Li, and X. Zeng, J. Cent. South Univ. 19, 63 (2012).
V. V. Korshak and S. V. Vinogradova, Russ. Chem. Rev. 37, 885 (1968).
S. V. Levchik and E. D. Weil, Polym. Int. 53, 1585 (2004).
H. Park, H. You, H. Jo, I. Shim, H. Hahm, S. Kim, and Y. Kim, J. Coat. Technol. Res. 3, 53 (2006).
Y. Zhang, Y. -P. Ni, M. -X. He, X. -L. Wang, L. Chen, Y. -Z. Wang, Polymer 60, 50 (2015).
A. Battig, J. Markwart, W. Frederik, and B. Schartel, RSC Polym. Chem. Ser. 10, 4346 (2019).
K. Adachi, H. Irie, T. Sato, A. Uchibori, M. Shiozawa, and Y. Tezuka, Macromolecules 38, 10210 (2005).
A. Eisenberg and M. Navratil, Macromolecules 6, 604 (1973).
E. A. Lysenko, T. K. Bronich, E. V. Slonkina, A. Eisenberg, V. A. Kabanov, and A. V. Kabanov, Macromolecules 35, 6351 (2002).
E. A. Lysenko, T. K. Bronich, E. V. Slonkina, A. Eisenberg, V. A. Kabanov, and A. V. Kabanov, Macromolecules 35, 6344 (2002).
I. M. Davletbaeva, O. Yu. Emelina, I. V. Vorotyntsev, R. S. Davletbaev, E. S. Grebennikova, A. N. Petukhov, A. I. Ahkmetshina, T. S. Sazanova, and V. V. Loskutov, RSC Adv. 5, 65674 (2015).
I. M. Davletbaeva, G. R. Nurgaliyeva, A. I. Akhmetshina, R. S. Davletbaev, A. A. Atlaskin, T. S. Sazanova, S. V. Efimov, V. V. Klochkov, and I. V. Vorotyntsev, RSC Adv. 6, 111109 (2016).
I. M. Davletbaeva, S. E. Dulmaev, O. O. Sazonov, A. V. Klinov, R. S. Davletbaev, and A. M. Gumerov, RSC Adv. 9, 23535 (2019).
S. N. Jaisankar, A. Anandprabu, Y. Lakshminarayana, and G. Radhakrishnan, J. Mater. Sci. 35, 1065 (2000).
D. K. Kakati, R. Gosain, and M. H. George, Polymer 35, 398 (1994).
Y. S. Ding, R. A. Register, Chang-zheng Yang, and S. L. Coope, Polymer 30, 1204 (1989).
K. Chen, R. Liu, C. Zou, Q. Shao, Y. Lan, X. Cai, and L. Zhai, Sol. Energy Mater. Sol. Cells 130, 466 (2014).
K. K. S. Hwang, C. -Z. Yang, and S. L. Cooper, Polym. Eng. Sci. 21, 1027 (1981).
Y. M. Lee, J. C. Lee, and B. K. Kim, Polymer 35, 1095 (1994).
P. K. H. Lam, M. H. George, and J. A. Barrie, Polymer 30, 2320 (1989).
P. Krol and B. Krol, J. Mater. Sci. 5, 73 (2020).
P. Krol, B. Krol, M. Zenker, and J. Subocz, Colloid Polym. Sci. 293, 2941 (2015).
B. Krol, K. Pielichowska, P. Krol, and P. Chmielarz, Polym. Adv. Technol. 28, 1366 (2017).
Y. Xu, S. Zhang, S. Wang, and J. Wang, Polymer 154, 258 (2018).
Y. Nakayama, T. Inaba, Y. Toda, R. Tanaka, Z. Cai, T. Shiono, H. Shirahama, and C. Tsutsumi, J. Polym. Sci., Part A: Polym. Chem. 51, 4423 (2013).
S. Banerjee, A. Mishra, M. M. Singh, B. Maili, B. Ray, and P. Maili, RSC Adv. 1, 199 (2011).
S. N. Jaisankar, R. M. Sankar, K. S. Meera, and A. B. Mandal, Soft Mater. 11, 55 (2013).
J. Yang, Z. Wang, Z. Zeng, and Y. Chen, J. Appl. Polym. Sci. 10, 1818 (2002).
K. Mequanint, R. Sanderson, and H. Pasch, Polym. Degrad. Stab. 77, 121 (2002).
I. M. Davletbaeva, O. O. Sazonov, A. R. Fazlyev, R. S. Davletbaev, S. V. Efimov, and V. V. Klochkov, RSC Adv. 9, 18599 (2019).
Funding
This work was supported by the Russian Science Foundation (project no. 19-19-00136).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated by T. Soboleva
Rights and permissions
About this article
Cite this article
Davletbaeva, I.M., Sazonov, O.O., Fazlyev, A.R. et al. Thermal Behavior of Polyurethane Ionomers Based on Amino Ethers of Orthophosphoric Acid. Polym. Sci. Ser. A 62, 458–469 (2020). https://doi.org/10.1134/S0965545X2005003X
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0965545X2005003X