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Chemical Modification of Polyvinyl Chloride and Poly(p-chloromethylstyrene) with Thiosalicylic Acid

  • Macromolecular Compounds and Polymeric Materials
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Abstract

Methods for chemical modification of polyvinyl chloride and poly(p-chloromethylstyrene) with thiosalicylic acid using the synthesis-in-gel approach were developed. The maximal degree of functionalization of the products reaches 70 and 74% in the case of polyvinyl chloride and poly(p-chloromethylstyrene), respectively, when using a twofold molar excess of thiosalicylic acid in the presence of a base. The composition of the products was determined by elemental analysis, and their structural features were examined by Fourier IR spectroscopy and thermal gravimetric analysis in combination with synchronous IR analysis of the degradation products. Thiosalicylic acid exhibits both S- and O-nucleophilicity in reactions with polyvinyl chloride and poly(p-chloromethylstyrene). The materials prepared from the polyvinyl chloride and poly(p-chloromethylstyrene) derivatives demonstrated high ability to take up ions of the Irving–Williams series.

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REFERENCES

  1. Herrero, M., Quéméner, E., Ulvé, S., Reinecke, H., Mijangos, C., and Grohens, Y., J. Adhes. Sci. Technol., 2006, vol. 20, nos. 2–3, pp. 183–195. https://doi.org/10.1163/156856106775897801

    Article  CAS  Google Scholar 

  2. Rodionova, A.P., Zemlyakova, E.O., Koryakova, O.V., Mekhaev, A.V., Azarova, Yu.A., Bratskaya, S.Yu., and Pestov, A.P., Russ. Chem. Bull., 2019, vol. 68, no. 6, pp. 1248–1251. https://doi.org/10.1007/s11172-019-2548-6 

    Article  CAS  Google Scholar 

  3. Kameda, T., Fukuda, Y., Grause, G., and Yoshioka, T., J. Appl. Polym. Sci., 2009, vol. 116, no. 1, pp. 36–44. https://doi.org/10.1002/app.31452

    Article  CAS  Google Scholar 

  4. Jia, P., Ma, Y., Kong, Q., Xu, L., Hu, Y., Hu, L., and Zhou, Y., Mater. Today Chem., 2019, vol. 13, pp. 49–58. https://doi.org/10.1016/j.mtchem.2019.04.010

    Article  CAS  Google Scholar 

  5. Zhou, H., Zheng, J., Wang, H., Wang, J., Song, X., Cao, Y., Fang, L., Feng, Y., and Xiong, C., Water Sci. Technol., 2017, vol. 76, no. 7, pp. 1915–1924. https://doi.org/10.2166/wst.2017.292

    Article  CAS  Google Scholar 

  6. Li, H., Kraglund, M.R., Reumert, А.K., Ren, X., Aili, D., and Yang, J., J. Mater. Chem. A, 2019, vol. 7, no. 30, pp. 17914–17922. https://doi.org/10.1039/c9ta04868e

    Article  CAS  Google Scholar 

  7. Zhuo, W., Xu, H., Huang, R., Zhou, J., Tong, Z., Xie, H., and Zhang, X., J. Iran. Chem. Soc., 2017, vol. 14, no. 12, pp. 2557–2566. https://doi.org/10.1007/s13738-017-1190-1

    Article  CAS  Google Scholar 

  8. Ogawa, M., Sakuma, K., Okamoto, H., Koyanagi, J., Nakayama, K., Tanaka, A., and Yamamoto, K., J. Heterocycl. Chem., 2007, vol. 44, no. 5, pp. 1145–1148. https://doi.org/10.1002/jhet.5570440527

    Article  CAS  Google Scholar 

  9. Nikolic, M.V., Mijajlovic, M.Z., Tomovic, D.L., Bukonjic, A.M., Jevtic, V.V., Ratkovic, Z.R., Trifunovic, S.R., and Radic, G.P., Serb. J. Exp. Clin. Res., 2018, vol. 19, no. 2, pp. 113–117. https://doi.org/10.1515/SJECR-2017-0005

    Article  CAS  Google Scholar 

  10. Alp Arıcı, T., Özcan, A.S., and Özcan, A., J. Polym. Environ., 2020, vol. 28, pp. 3221–3234. https://doi.org/10.1007/s10924-020-01844-2

    Article  CAS  Google Scholar 

  11. Yan, B. and Lu, H.-F., Inorg. Chem., 2008, vol. 47, no. 13, pp. 5601–5611. https://doi.org/10.1021/ic7021825

    Article  CAS  Google Scholar 

  12. Dogan, C.E. and Akcin, G., Anal. Lett., 2007, vol. 40, no. 13, pp. 2524–2543. https://doi.org/10.1080/00032710701585016

    Article  CAS  Google Scholar 

  13. Nesterov, D.V., Rodionova, A.P., Mekhaev, A.V., Patrina, A.N., Koryakova, O.V., Zhilina, E.F., and Pestov, A.V., Russ. Chem. Bull., 2021, vol. 70, no. 6, pp. 1149–1153. https://doi.org/10.1007/s11172-021-3197-0.

    Article  CAS  Google Scholar 

  14. Moulay, S., Prog. Polym. Sci., 2009, vol. 35, no. 3, pp. 303–331. https://doi.org/10.1016/j.progpolymsci.2009.12.001

    Article  CAS  Google Scholar 

  15. Navarro, R., Bierbrauer, K., Mijangos, C., Goiti, E., and Reinecke, H., Polym. Degrad. Stab., 2008, vol. 93, no. 3, pp. 585–591. https://doi.org/10.1016/j.polymdegradstab.2008.01.015

    Article  CAS  Google Scholar 

  16. Silva, A.C.P., Jorgetto, A.O., Wondracek, M.H.P., Saeki, M.J.., Pedrosa, V.A., Colmenares, Y.N., Mastelaro, V.R., Sutili, F.K., Martines, M.A.U., Pasta, P.C., and Castro, G.R., Environ. Technol., 2021. https://doi.org/10.1080/09593330.2021.1934560

    Article  Google Scholar 

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Funding

The study was performed using the equipment of the Center for Shared Use “Spectroscopy and Analysis of Organic Compounds”, acting on the basis of the Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences.

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Authors and Affiliations

  1. Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 620108, Yekaterinburg, Russia

    V. P. Makhmutova, A. P. Rodionova, A. V. Mekhaev, O. V. Koryakova, E. F. Zhilina & A. V. Pestov

  2. Yeltsin Ural Federal University, 620002, Yekaterinburg, Russia

    V. P. Makhmutova & A. V. Pestov

Authors
  1. V. P. Makhmutova
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  2. A. P. Rodionova
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  3. A. V. Mekhaev
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  4. O. V. Koryakova
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  5. E. F. Zhilina
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  6. A. V. Pestov
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Contributions

A.P. Rodionova and A.V. Pestov: synthesis and identification of polyvinyl chloride and poly(p-chloromethylstyrene) modified with thiosalicylic acid; V.P. Makhmutova: study of the sorption properties of the products obtained; A.V. Mekhaev: thermal gravimetric analysis of the modified samples; O.V. Koryakova and E.F. Zhilina: IR study of the products obtained and determination of their structure.

Corresponding author

Correspondence to V. P. Makhmutova.

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The authors declare that they have no conflict of interest.

Additional information

Translated from Zhurnal Prikladnoi Khimii, No. 7, pp. 845–850, July, 2022 https://doi.org/10.31857/S0044461822070064

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Makhmutova, V.P., Rodionova, A.P., Mekhaev, A.V. et al. Chemical Modification of Polyvinyl Chloride and Poly(p-chloromethylstyrene) with Thiosalicylic Acid. Russ J Appl Chem 95, 972–979 (2022). https://doi.org/10.1134/S1070427222070072

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  • DOI: https://doi.org/10.1134/S1070427222070072

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