Abstract
The reaction of Sovol technical-grade mixture of polychlorinated biphenyls with sodium methoxide in dimethyl sulfoxide and ethanol medium has been studied for the first time by thermodynamic modeling. The addition of ethanol co-solvent to dimethyl sulfoxide has been found to result in the emergence of solvolysis process. The optimal conditions for nucleophilic substitution reaction have been found. Using these reactions, derivatives of polychlorinated biphenyls with decreased chlorine content have been synthesized. A high conversion of initial polychlorinated biphenyl congeners of Sovol mixture has been reached. The studied reaction can serve as a pretreatment stage for the destruction of toxic polychlorinated biphenyls by thermal methods.
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REFERENCES
Porta, M. and Zumeta, E., Occup. Environ. Med., vol. 59, pp. 651–652. https://doi.org/10.1136/oem.59.10.651
Gomes, H.I., Dias-Ferreira, C., and Ribeiro, A.B., Sci. Total Environ., 2013, vol. 445-446, pp. 237–260. https://doi.org/10.1016/j.scitotenv.2012.11.098
Kawamoto, K. and Mabuchi, K., J. Mater. Cycles Waste Manag., 2001, vol. 3, pp. 38–47. https://doi.org/10.1007/s10163-000-0039-2
Vermeulen, I., Caneghem, J.V., and Vandecasteele, C., J. Mater. Cycles Waste Manag., 2014, vol. 16, pp. 167–171. https://doi.org/10.1007/s10163-013-0160-7
Kamarehie, B., Jafari, A.J., and Mahabadi, H.A., J. Mater. Cycles Waste Manag., 2014, vol. 16, pp. 711–720. https://doi.org/10.1007/s10163-013-0185-y
Gorbunova, T.I., Subbotina, J.O., Saloutin, V.I., and Chupakhin, O.N., J. Hazard. Mater., 2014, vol. 278, pp. 491–499. https://doi.org/10.1016/j.jhazmat.2014.06.035
Metod, universal’nyi algoritm i programma termodinamicheskogo rascheta mnogokomponentnykh geterogennykh sistem. Trudy MVTU (Method, Universal Algorithm and Program for Thermodynamic Calculation of Multicomponent Heterogeneous Systems), Sinyarev, G.B., Ed., Moscow: MVTU, 1978.
Kulikova, T.V., Maiorova, A.V., Bykov, V.A., Shu-nyaev, K.Y., Gorbunova, T.I., Pervova, M.G., and Plotnikova, K.A., Int. J. Environ. Sci. Technol., 2019, vol. 16, no. 7, pp. 3265–3274.
Plotnikova, K.A., Pervova, M.G., Gorbunova, T.I., Saloutin, V.I., Chupakhin, O.N., Khaibulova, T.S., and Boyarskii, V.P., Dokl. Chem., 2017, vol. 476, no. 1, pp. 206‒210. https://doi.org/10.1134/S0012500817090038
Maiorova, A.V., Kulikova, T.V., Shunyaev, K.Y., Gorbunova, T.I., and Pervova, M.G., Russ. J. Gen. Chem., 2019, vol. 89, no. 9, pp. 1836‒1842. https://doi.org/10.1134/S1070363219090184
Kulikova, T.V., Maiorova, A.V., Safronov, A.P., Gorbunova, T.I., Pervova, M.G., Shunyaev, K.Yu., Leontev, L.I., Dokl. Chem., 2019, vol. 487, part 2, pp. 230‒234. https://doi.org/10.1134/S0012500819080068
Kulikova, T.V., Maiorova, A.V., Shunyaev, K.Yu., Gorbunova, T.I., Saloutin, V.I., and Chupakhin, O.N., Russ. J. Gen. Chem., 2013, vol. 83, no. 5, pp. 893–900. https://doi.org/10.1134/S1070363213050034
ACKNOWLEDGMENTS
This work was performed using equipment of the “Spectroscopy and analysis of organic compounds” Shared Facility Center (SAOC SFC).
Funding
This work was financially supported by the Russian Foundation for Basic Research (project no. 18–29–24126).
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Translated by I. Kudryavtsev
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Maiorova, A.V., Kulikova, T.V., Gorbunova, T.I. et al. Thermodynamic Aspects for the Reaction of Polychlorinated Biphenyls with Sodium Metoxide in Ethanol and Dimethyl Sulfoxide Solution. Dokl Chem 495, 186–190 (2020). https://doi.org/10.1134/S0012500820110051
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DOI: https://doi.org/10.1134/S0012500820110051