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Organosilicon ethers of ricinoleic acid

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Abstract

Interaction of vinyl trichlorosilane with sodium salt of ricinoleic acid is investigated. It is established that the composition and structure of silicon-containing ethers depends on the content of crystallization water in sodium ricinoleate, and the concentration and nature of solvent. Thus, in the case of a mixture of absolute alcohol with ether and low content of crystallization water, the reaction proceeds by hydroxyl of alcohol to form salt-like compounds containing silicon. In the case of a salt with a high content of crystallization water, the reaction proceeds along two reaction centers with the formation of ether and ester simultaneously. The composition and structure of the obtained compounds were established using elemental analysis, IR, 1H, 13C NMR spectroscopy, and gel chromatography. It is proposed to use prepared organosilicon ethers of ricinoleic acid as additives to motor oils instead of castor oil.

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References

  1. B. Dolgov, Obsch. Khimiya [General Chemistry], 1954, 17, 861 (in Russian).

    Google Scholar 

  2. Pat. RF 2135161, 1999.

  3. V. J. Dave, H. S. Patel, J. Saudi. Chem., 2017, 21, 18–24.

    Article  CAS  Google Scholar 

  4. D. Das, S. S. Navak, S. K. Das, P. L. Navak, Thermochim. Acta, 1997, 101.

  5. G. Yu. Ishmuratov, Yu. V. Legostaeva, L. R. Garifullina, L. P. Botsman, G. V. Nasibullina, R. R. Gazetdinov, Vestnik Bashkiskogo Univer-ta [Bull. Bahkir State University], 2014, 19, 29 (in Russian).

    Google Scholar 

  6. G. Yu. Ishmuratov, M. P. Yakovleva, V. A. Vydrina, A. Kh. Shayakhmetova, I. S. Nazarov, R. Ya. Kharisov, R. R. Muslukhov, N. M. Ishmuratova, Vestnik Bashkiskogo Univerta [Bull. Bahkir. State University], 2013, 18, 27 (in Russian).

    Google Scholar 

  7. T. Donguan, Q. Liangsheng, J. Zheng, C. Weimin, J. Appl. Polymer Sci., 2002, 84, 709.

    Article  Google Scholar 

  8. D. Quinzber, S. Mecking, Chem. Commun., 2009, 5400.

  9. V. K. Rathod, A. B. Pandit, Biochem. Engineering J., 2009, 47, 93.

    Article  CAS  Google Scholar 

  10. R. R. Muslukhov, A. Kh. Shalakhmetova, M. P. Yakovleva, O. V. Shitikova, G. Yu. Ishmuratov, G. A. Tolstikov, J. Org. Chem. (Engl. Transl.), 2008, 44, 1130.

    Article  CAS  Google Scholar 

  11. E. I. Knerelman, R. S. Yarulin, G. I. Davydova, G. P. Startseva, V. Ya. Churkina, P. E. Matkovsky, Vestnik Kazanskogo Univer-ta [Bull. Kazan State University], 2013, 15, 68 (in Russian).

    Google Scholar 

  12. K. A. Andrianov, Metodi elementoorganicheskoikhimii. Kremii [Methods of Organoelemental Chemistry. Silicon], Nauka, Moscow, 1968, 695 pp.

    Google Scholar 

  13. G. Lakshminarayana, A. Kumain, J. Am. Chem. Soc., 1984, 61, 1871.

    CAS  Google Scholar 

  14. German Pat. 1918338; 1933, No. 406

  15. N. P. Shapkin, V. V. Mayorov, E. A. Tokar, E. K. Papynov, V. V. Korotchentsev, L. B. Leont’ev, A. B. Slobodyuk, E. B. Modin, J. Molecul. Struct., 2018, 1156, 756.

    Article  Google Scholar 

  16. L. A. Kazitsina, N. B. Kupletskaya, Primenenie IK-, UF- i YaMR-spektroskopii v organicheskoi khimii [The Use of IR, UV and NMR Spectroscopy in Organic Chemistry], Visshaya Shkola, Moscow, 1971, 264 pp.

    Google Scholar 

  17. M. G. Voronkov, E. A. Maletina, V. K. Roman, Heterosiloxanes. Derivatives of Nitrogen and Phosphorus, London, Harwood Academic Publishers, 1991, 489 pp.

    Google Scholar 

  18. T. Jtoh, N. Ohta, T. Shichi, T. Yui, K. Tagak, Langmuir, 2003, 19, 9120.

    Article  Google Scholar 

  19. F. G. A. Stone, W. A. G. Graham, Inorganic Polymers, New York, London, 1962, 631 pp.

  20. D. C. Bradley, Progress in Inorganic Chemistry, 1997, 2, 303.

    Google Scholar 

  21. P. G. Harrison, C. Hall, J. Main Group Metal Chem., 1997, 20, 515.

    CAS  Google Scholar 

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Correspondence to N. P. Shapkin.

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Based on the materials of the XXI Mendeleev Congress on General and Applied Chemistry (September 9–13, 2019, St. Petersburg, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1385–1393, July, 2020.

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Shapkin, N.P., Khalchenko, I.G., Maslova, N.V. et al. Organosilicon ethers of ricinoleic acid. Russ Chem Bull 69, 1385–1393 (2020). https://doi.org/10.1007/s11172-020-2913-5

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  • DOI: https://doi.org/10.1007/s11172-020-2913-5

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