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Effect of Association on Nucleophilic Addition of (Meth)acrylic Aminoamides to Acrylic Acids in Aqueous Solutions

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Abstract

Reactions of nucleophilic addition of N-(3-dimethylaminoalkyl)(meth)acrylamides to acrylic, N-acryloylaminoacetic, and 2-acrylamido-2-methylpropanesulfonic acid with the formation of betaines revealed an unusual dependence of the initial rate and equilibrium conversion on concentration of the reagents. The observed effects were explained by structural features of the reagents and the products.

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References

  1. Yang, J., Curr. Opinion Colloid Interface Sci., 2002, vol. 7, p. 276. doi 10.1016/S1359-0294(02)00071-7

    Article  CAS  Google Scholar 

  2. Gui, Z., Qian, J., An, Q., Xu, H., and Zhao, Q., Eur. Polym. J., 2009, vol. 45, no. 5, p. 1403. doi 10.1016/j.eurpolymj.2009.02.010

    Article  CAS  Google Scholar 

  3. Hoover, M.F., J. Macromol. Sci. (A), 1970, vol. 4, no. 6, p. 1327. doi 10.1080/00222337008081733

    Article  CAS  Google Scholar 

  4. Sadiku, E., J. Appl. Pol. Sci., 2006, vol. 102, no. 1, p. 166. doi 10.1002/app.23407

    Article  CAS  Google Scholar 

  5. Shachat, N., Haggard, R.A., and Lewis, S.N., USA Patent 3689470A, 1972.

    Google Scholar 

  6. Kazantsev, O.A., Zil’berman, E.N., Salov, V.N., and Krasnov, V.L., Zh. Prikl. Khim, 1987, vol. 60, no. 9, p. 2142.

    CAS  Google Scholar 

  7. Kazantsev, O.A., Kazakov, S.A., Shirshin, K.V., Danov, S.M., and Krasnov, V.L., Chem. Heterocycl. Compd., 1998, vol. 370, no. 4, p. 547. doi 10.1002/chin.199841152

    Google Scholar 

  8. Kazantsev, O.A., Kazakov, S.A., Shirshin, K.V., and Danov, S.M., Russ. J. Org. Chem., 2000, vol. 36, no. 3, p. 343. doi 10.1002/chin.200051078

    CAS  Google Scholar 

  9. Shirshin, K.V., Kazantsev, O.A., Kazakov, S.A., and Danov, S.M., J. Appl. Chem., 1999, vol. 72, no. 2, p. 278.

    Google Scholar 

  10. Kazantsev, O.A., Baruta, D.S., Shirshin, K.V., Sivokhin, A.P., and Kamorin, D.M., Russ. J. Phys. Chem., 2010, vol. 84, no. 12, p. 2071. doi 10.1134/s0036024410120113

    Article  CAS  Google Scholar 

  11. Kazantsev, O.A., Baruta, D.S., Shirshin, K.V., Sivokhin, A.P., and Kamorin, D.M., Russ. J. Phys. Chem., 2011, vol. 85, no. 3, p. 413. doi 10.1134/s0036024411030162

    Article  CAS  Google Scholar 

  12. Kazantsev, O.A., Shirshin, K.V., Kazakov, S.A., and Danov, S.M., Zh. Obshch. Khim., 1996, vol. 66, no. 12, p. 2014.

    CAS  Google Scholar 

  13. Suminov, S.I. and Kost, A.N., Russ. Chem. Rev., 1969, vol. 38, no. 11, p. 1933. doi 10.1070/rc1969v038n11abeh001860

    Article  CAS  Google Scholar 

  14. Le Berre, A. and Delacroix, A., Bull. Soc. Chim. Fr., 1973, vols. 7–8, p. 2404.

    Google Scholar 

  15. Shirshin, K.V., Kazantsev, O.A., and Sivokhin A.P., Plastmassy, 2009, no. 11, p. 14.

    Google Scholar 

  16. Bondarenko S.P., Tiger R.P., and Jentelis, S.G., Zh. Fiz. Khim., 1981, vol. 55, no. 7, p. 1716.

    CAS  Google Scholar 

  17. Stul’, B.Ya. and Chesnokov, B.B., Kinet. Catal., 2002, vol. 43, no. 5, p. 741. doi 10.1023/a:1020620500591

    Article  Google Scholar 

  18. Kulagina, T.P. and Smirnov, L.P., Doklady Chem., 2009, vol. 427, no. 2, p. 136. doi 10.1134/s0012501609080028

    Article  CAS  Google Scholar 

  19. Kabanov, V.A. and Topchiev, D.A., Polimerizatsiya ionizuyushchikhsya monomerov (Polymerization of Ionizing Monomers), Мoscow: Nauka, 1975.

    Google Scholar 

  20. Kolomeitseva, O.P. and Kuznetsova, N.N., Zh. Prikl. Khim., 1972, vol. 45, p. 1978.

    Google Scholar 

  21. Shirshin, K.V., Kazantsev, O.A., Zil’berman, E.N., Salov, V.N., and Molotkov, V.A., Zh. Prikl. Khim., 1990, vol. 63, no. 12, p. 1978.

    Google Scholar 

  22. Galkin, V.I., Cherkasov, A.R., Sayakhov, R.D., and Cherkasov, R.A., Russ. J. Gen. Chem., 1995, vol. 65, no. 3, p. 404.

    Google Scholar 

  23. Sayakhov, R.D., Cherkasov, R.A., and Galkin, V.I., Russ. Chem. Rev., 1991, vol. 60, no. 8, p. 815. doi 10.1070/rc1991v060n08abeh001113

    Article  Google Scholar 

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Acknowledgments

This work was performed with the financial support from the Ministry of Education and Science (State contract 10.2326.2017/PCh) and the Program of development of R.E. Alekseev Nizhny Novgorod State Technical University.

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Authors and Affiliations

  1. R.E. Alekseev Nizhny Novgorod State Technical University, ul. Minina 24, Nizhny Novgorod, 603950, Russia

    О. А. Kazantsev, D. S. Baruta, D. М. Kamorin, K. K. Shirshin & А. P. Sivokhin

  2. N.I. Lobachevsky State University of Nizhny Novgorod, Nizhny Novgorod, Russia

    K. K. Shirshin

Authors
  1. О. А. Kazantsev
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  2. D. S. Baruta
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  3. D. М. Kamorin
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  4. K. K. Shirshin
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  5. А. P. Sivokhin
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Corresponding author

Correspondence to K. K. Shirshin.

Additional information

Original Russian Text © О.А. Kazantsev, D.S. Baruta, D.М. Kamorin, K.K. Shirshin, А.P. Sivokhin, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 4, pp. 556–560.

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Kazantsev, О.А., Baruta, D.S., Kamorin, D.М. et al. Effect of Association on Nucleophilic Addition of (Meth)acrylic Aminoamides to Acrylic Acids in Aqueous Solutions. Russ J Gen Chem 88, 641–645 (2018). https://doi.org/10.1134/S1070363218040059

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  • DOI: https://doi.org/10.1134/S1070363218040059

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