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Specific Features of N-Morpholinoethyl Methacrylate Synthesis

  • Organic Synthesis and Industrial Organic Chemistry
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Abstract

Methods for synthesis of N-morpholinoethyl methacrylate were compared. It was shown that the monomer produced by acylation of N-morpholinoethanol with methacrylic acid anhydride or methacryloyl chloride spontaneously polymerizes in storage. The possible reasons for the spontaneous polymerization of N-morpholinoethyl methacrylate produced by the acylation method were considered. The conditions in which a stable-in-storage monomer can be obtained in 86–88% yield by the method of re-esterification of methyl methacrylate with N-morpholinoethanol were determined.

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References

  1. Richard van Noort, Introduction to Dental Materials, Mosby Publ., 2002, p. 298.

  2. Fulya Taktaka, Murut Yilizb, Hakan Serta, and Cengiz Soykan, J. Macromol. Sci., 2015, vol. 52, pp. 39–46.

    Article  CAS  Google Scholar 

  3. US Patent 5 037 638 A (publ. 1989).

  4. RF Patent 2 395 827 (publ. 2008).

  5. US Patent 4 999 386 (publ. 1988).

  6. Reschner, Al., Shim, Y.H., Dubois, P., Delvenne, P., Evrard, B., Marcélis, L., Moucheron, C., Kirsch-De Mesmaeker, A., Defrancq, E., Raes, M., Piette, J., Collard, L., and Piel, G., J. Biomed. Nanotechnol., 2013, Aug, no. 9 (8), p. 1432.

    Article  CAS  PubMed  Google Scholar 

  7. Weygand-Hilgetag Organisch-chemische Experimentierkunst, Hilgetag, G. and Martini, A., Eds., Leipzig: Johann Ambrosius Barth, 1964, 3rd ed.

    Google Scholar 

  8. GB Patent 1 112 439 (publ. 1968).

  9. Kazantsev, O.A., Kuznetsova, N.A., Shirshin, K.V., Igolkin, A.V., and Malyshev, A.P., Polym. Sci., Ser. A, 2003, vol. 45, no. 4, pp. 338–345.

    Google Scholar 

  10. Dzhalilov, A.T., Uzb. Khim. Zh., 1989, no. 4, pp. 72–78.

    Google Scholar 

  11. Zeng, X., Wang, Q., Cheng, S., and Zhang, Y., J. Dispersion Sci. Technol., 1999, vol. 20, no. 4, p. 1263.

    Article  CAS  Google Scholar 

  12. Loginova, N.N., Gavurina, R.K., and Kulicheva, S.I., Vysokomol. Soedin., Ser. B, 1968, vol. 10, no. 6, pp. 422–425.

    CAS  Google Scholar 

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Authors and Affiliations

  1. Kargin Polymer Chemistry and Technology Research Institute with a Pilot-Production Plant, Dzerzhinsk, Nizhny Novgorod oblast, 606000, Russia

    M. N. Leshina, N. Yu. Ladilova, A. A. Malysheva, I. Yu. Makarova & K. V. Shirshin

Authors
  1. M. N. Leshina
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  2. N. Yu. Ladilova
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  3. A. A. Malysheva
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  4. I. Yu. Makarova
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  5. K. V. Shirshin
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Correspondence to M. N. Leshina.

Additional information

Original Russian Text © M.N. Leshina, N.Yu. Ladilova, A.A. Malysheva, I.Yu. Makarova, K.V. Shirshin, 2018, published in Zhurnal Prikladnoi Khimii, 2018, Vol. 91, No. 7, pp. 983−987.

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Leshina, M.N., Ladilova, N.Y., Malysheva, A.A. et al. Specific Features of N-Morpholinoethyl Methacrylate Synthesis. Russ J Appl Chem 91, 1118–1122 (2018). https://doi.org/10.1134/S107042721807008X

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  • DOI: https://doi.org/10.1134/S107042721807008X

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