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Controlled Synthesis of (Co)polymers of NH-Unsubstituted 5-Vinyltetrazole and N-Vinyl Succinimide

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Abstract

Controlled radical polymerization with reversible chain transfer by addition-fragmentation mechanism of NH-unsubstituted 5-vinyltetrazole and its copolymerization with N-vinyl succinimide in the presence of dibenzyltrithiocarbonate was conducted. The polymerization kinetics and molecular weight parameters of the synthesized polymers were studied using NMR spectroscopy and gel permeation chromatography. The chain transfer constants of dibenzyl trithiocarbonate for the homopolymerization of 5-vinyltetrazole and its copolymerization with N-vinyl succinimide were evaluated for different compositions of the monomer mixture. The copolymerization constants of the monomers were determined and the microstructure of the resulting copolymers was described.

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REFERENCES

  1. Popova, E.A., Trifonov, R.E., and Ostrovskii, V.A., Russ. Chem. Rev., 2019, vol. 88, no. 6, pp. 646–676. https://doi.org/10.1070/RCR4864 

    Article  Google Scholar 

  2. Wang, Y., Chen, H., Xu, Y., Sun, J., Bai, L., Qu, R., Wang, D., and Yu, L., J. Macromol. Sci. A, 2015, vol. 52, no. 9, pp. 707–712. https://doi.org/10.1080/10601325.2015.1063866

    Article  CAS  Google Scholar 

  3. Hao, J., Wang, F., Dai, X., Gong, B., and Wei, Y., Talanta, 2011, vol. 85(1), pp. 482–487. https://doi.org/10.1016/j.talanta.2011.04.010

    Article  CAS  Google Scholar 

  4. Shurpik, D.N., Makhmutova, L.I., Usachev, K.S., Islamov, D.R., Mostovaya, O.A., Nazarova, A.A., Kizhnyaev, V.N., and Stoikov, I.I., Nanomaterials, 2021, vol. 11, ID 947. https://doi.org/10.3390/nano11040947

    Article  CAS  Google Scholar 

  5. Chiefari, J., Chong, Y.K. (Bill), Ercole, F., Krstina, J., Jeffery, J., Le, T.P.T., Mayadunne, R.T.A., Meijs, G.F., Moad, C.L., Moad, G., Rizzardo, E., and Thang, S.H., Macromolecules, 1998, vol. 31, no. 16, pp. 5559–5562. https://doi.org/10.1021/ma9804951

    Article  CAS  Google Scholar 

  6. Moad, G., Rizzardo, E., and Thang, S.H., Aust. J. Chem., 2005, vol. 58, no. 6, pp. 379–410. https://doi.org/10.1071/CH09311

    Article  CAS  Google Scholar 

  7. Moad, G., Rizzardo, E., and Thang, S.H., Aust. J. Chem., 2012, vol. 65, no. 8, pp. 985–1076. https://doi.org/10.1071/CH12295

    Article  CAS  Google Scholar 

  8. Kizhnyaev, V.N. and Vereshchagin, L.I., Russ. Chem. Rev., 2003, vol. 72, no. 2, pp. 143–164. https://doi.org/10.1070/RC2003v072n02ABEH000731 

    Article  CAS  Google Scholar 

  9. Hetzer, M., Chen, G., Barner-Kowollik, C., and Stenzel, M.H., Macromol. Biosci., 2010, vol. 10, no. 2, pp. 119–126. https://doi.org/10.1002/mabi.200900199

    Article  CAS  Google Scholar 

  10. Beghdadi, S., Abdelhedi Miladi, I., Ben Romdhane, H., Bernard, J., and Drockenmuller, E., Biomacromolecules, 2012, no. 13(12), pp. 4138–4145. https://doi.org/10.1021/bm301435e

    Article  CAS  Google Scholar 

  11. Huang, Z., Peng, Y., Chen, H., Xue, Q., and Li, H., Des. Monomers Polym., 2014, vol. 17, no. 7, pp. 601–609. https://doi.org/10.1080/15685551.2014.907612

    Article  CAS  Google Scholar 

  12. Chernikova, E.V., Poteryaeva, Z.A., Belyaev, S.S., and Sivtsov, E.V., Russ. J. Appl. Chem., 2011, vol. 84, no. 6, pp. 1031–1039. https://doi.org/10.1134/S1070427211060231 

    Article  CAS  Google Scholar 

  13. Chernikova, E.V., Yulusov, V.V., Mineeva, K.O., Garina, E.S., and Sivtsov, E.V., Polym. Sci. Ser. B, 2012, vol. 54, nos. 7–8, pp. 349–360. https://doi.org/10.1134/S1560090412070020 

    Article  CAS  Google Scholar 

  14. Chernikova, E.V., Terpugova, P.S., Garina, E.S., and Golubev, V.B., Polym. Sci. Ser. A, 2007, vol. 49, no. 2, pp. 108–119. https://doi.org/10.1134/S0965545X07020022 

    Article  Google Scholar 

  15. Chernikova, E.V., Terpugova, P.S., Trifilov, M.Yu, Garina, E.S., Golubev, V.B., and Sivtsov, E.V., Polym. Sci. Ser. B, 2009, vol. 51, no. 6, pp. 658–666. https://doi.org/10.1134/S0965545X09060108 

    Article  Google Scholar 

  16. Shal’nova, L.I. and Lavrov, N.A., Polym. Sci. Ser. D, 2019, vol. 12, no. 1, pp. 96–99. https://doi.org/10.1134/S1995421219010179

    Article  Google Scholar 

  17. Shal’nova, L.I. and Nikolaev, A.F., Plast. Massy, 2000, no. 3, pp. 42–45.

    Google Scholar 

  18. Lavrov, N.A. and Shal’nova, L.I., Polym. Sci. Ser. D, 2012, vol. 5, no. 3, pp. 202–204. https://doi.org/10.1134/s199542121203015x 

    Article  CAS  Google Scholar 

  19. Ostrovskii, V.A., Aleshunin, P.A., Zubarev, V.Yu., Popova, E.A., Pavlyukova, Yu.N., Shumilova, E.A., Trifonov, R.E., and Artamonova, T.V., Russ. J. Org. Chem., 2010, vol. 46, no. 11, pp. 1678–1681. https://doi.org/10.1134/S1070428010110126 

    Article  CAS  Google Scholar 

  20. Sivtsov, E.V., Gostev, A.I., Parilova, E.V., Dobrodumov, A.V., and Chernikova, E.V., Polym. Sci. Ser. A, 2015, vol. 57, no. 1, pp. 110–119. https://doi.org/10.1134/S1811238215010087 

    Article  CAS  Google Scholar 

  21. Chernikova, E.V., Terpugova, P.S., Baskakov, A.A., Plutalova, A.V., Garina, E.S., and Sivtsov, E.V., Polym. Sci. Ser. B, 2010, vol. 52, no. 3–4, pp. 119–128. https://doi.org/10.1134/S1560090410030012 

    Article  Google Scholar 

  22. Chernikova, E.V., Tarasenko, A.V., Garina, E.S., and Golubev, V.B., Polym. Sci. Ser. A, 2006, vol. 48, no. 10, pp. 1046–1057. https://doi.org/10.1134/S0965545X06100051 

    Article  Google Scholar 

  23. Bekanova, M.Z., Neumolotov, N.K., Jablanovic, A.D., Plutalova, A.V., and Chernikova, E.V., Polym. Sci. Ser. A, 2019, vol. 61, no. 1, pp. 188–199. https://doi.org/10.1134/S1811238219010028 

    Article  Google Scholar 

  24. Bekanova, M.Z., Neumolotov, N.K., Jablanovic, A.D., Plutalova, A.V., Chernikova, E.V., and Kudryavtsev, Y.V., Polym. Degrad. Stab., 2019, vol. 164, pp. 18–27. https://doi.org/10.1016/j.polymdegradstab.2019.03.017

    Article  CAS  Google Scholar 

  25. Chernikova, E.V. and Sivtsov, E.V., Polym. Sci. Ser. B, 2017, vol. 59, no. 2, pp. 117–146. https://doi.org/10.1134/S1560090417020038 

    Article  CAS  Google Scholar 

  26. Duncan, R., Nat. Rev. Drug Discovery, 2003, vol. 2, pp. 347–360. https://doi.org/10.1038/nrd1088

    Article  CAS  Google Scholar 

  27. Ezrielev, A.I., Brokhina, E.L., and Roskin, E.S., Polym. Sci. Ser. A, 1969, vol. 11, no. 8, pp. 1670–1680.

    CAS  Google Scholar 

  28. Tüdõs, F., Kelen, T., Földes-Berezhnykh, T., and Turcsányi, B., React. Kinet. Catal. Lett., 1975, vol. 2, no. 4, pp. 439–447. https://doi.org/10.1007/BF02062350

    Article  Google Scholar 

  29. Rao, S.P., Ponratnam, S., Kapur, S.L., and Iyer, P.K., J. Polym. Sci.: Polym. Lett. Ed., 1976, vol. 14, no. 9, pp. 513–516. https://doi.org/10.1002/pol.1976.130140901

    Article  CAS  Google Scholar 

  30. Gindin, L.M., Abkin, A.D., and Medvedev, S.S., DAN SSSR, 1947, vol. 56, no. 2, pp. 177–180.

    CAS  Google Scholar 

  31. Wall, F.T., J. Am. Chem. Soc., vol. 66, no. 12, pp. 2050–2057. https://doi.org/10.1021/ja01240a014

    Article  Google Scholar 

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ACKNOWLEDGMENTS

The work was supported by the Ministry of Science and Higher Education of the Russian Federation (0785.00.X6019).

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Authors and Affiliations

  1. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004, St. Petersburg, Russia

    E. V. Sivtsov & D. M. Krygina

  2. St. Petersburg State Institute of Technology (Technical University), 190013, St. Petersburg, Russia

    E. V. Sivtsov & A. I. Gostev

Authors
  1. E. V. Sivtsov
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  2. D. M. Krygina
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  3. A. I. Gostev
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Corresponding author

Correspondence to E. V. Sivtsov.

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Translated from Zhurnal Prikladnoi Khimii, No. 6, pp. 724–740, July, 2022 https://doi.org/10.31857/S0044461822060068

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Sivtsov, E.V., Krygina, D.M. & Gostev, A.I. Controlled Synthesis of (Co)polymers of NH-Unsubstituted 5-Vinyltetrazole and N-Vinyl Succinimide. Russ J Appl Chem 95, 812–827 (2022). https://doi.org/10.1134/S1070427222060064

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