Abstract
The development of efficient methods for preconcentration and purification of petroleum metal porphyrins is the necessary condition for further progress of basic and especially applied research concerning the properties of these compounds and their role in oil genesis and maturation. This study deals with chromatographic preparation of high-purity vanadyl porphyrins using a sulfuric acid cation exchanger that can be readily prepared from silica gel and sulfuric acid and is simple in use. At the silica gel : sulfuric acid : water weight ratio of 60 : 15 : 25, the suggested sulfuric acid cation exchanger retains most efficiently nonporphyrin impurities of the asphaltene polar extract, whereas a significant fraction of vanadyl porphyrins (up to ~50%) passes through the chromatographic column virtually without retention with the stationary phase. In contrast to traditional adsorbents, the suggested sulfuric acid cation exchanger allows preparation of spectrally pure vanadyl porphyrins in one chromatographic purification step, thus ensuring the minimal consumption of the eluent and adsorbent. High purity of the vanadyl porphyrins obtained was confirmed by mass-spectrometric and spectroscopic methods of analysis.
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REFERENCES
Barona-Castaño, J.C., Carmona-Vargas, C.C., Brocksom, T.J., and de Oliveira, K.T., Molecules, 2016, vol. 21, p. 310. https://doi.org/10.3390/molecules21030310
Li, L.L. and Diau, E.W.G., Chem. Soc. Rev., 2013, vol. 42, pp. 291–304. https://doi.org/10.1039/C2CS35257E
Huang, H., Song, W., Rieffel, J., and Lovell, J.F., Front. Phys., 2015, vol. 3, article 23. https://doi.org/10.3389/fphy.2015.00023
Yakutseni, V.P., Petrova, Yu.E., and Sukhanov, A.A., Neftegaz. Geol. Teor. Prakt., 2009, vol. 4, no. 1, article 11_2009.
Zhao, X., Xu, C., and Shi, Q., Structure and Bonding, Xu, C. and Shi, Q., Eds., Cham (Switzerland): Springer, 2015, vol. 168, pp. 39–70. https://doi.org/10.1007/430_2015_189
Mironov, N.A., Milordov, D.V., Abilova, G.R., Yakubova, S.G., and Yakubov, M.R., Petrol. Chem., 2019, vol. 59, no. 10, pp. 1077–1091. https://doi.org/10.1134/S0965544119100074
Agaguseinova, M.M. and Abdullaeva, G.N., Khim. Khim. Tekhnol., 2010, vol. 53, no. 9, pp. 12–15. https://doi.org/10.1039/C2CS35257E
Rytting, B.M., Singh, I.D., Kilpatrick, P.K., Harper, M.R., Mennito, A.S., and Zhang, Y., Energy Fuels, 2018, vol. 32, no. 5, pp. 5711–5724. https://doi.org/10.1021/acs.energyfuels.7b03358
Mironov, N.A., Sinyashin, K.O., Abilova, G.R., Tazeeva, E.G., Milordov, D.V., Yakubova, S.G., Borisov, D.N., Gryaznov, P.I., Borisova, Y.Y., and Yakubov, M.R., Russ. Chem. Bull., 2017, vol. 66, no. 8, pp. 1450–1455. https://doi.org/10.1007/s11172-017-1907-4
Mironov, N.A., Abilova, G.R., Sinyashin, K.O., Gryaznov, P.I., Borisova, Y.Y., Milordov, D.V., Tazeeva, E.G., Yakubova, S.G., Borisov, D.N., and Yakubov, M.R., Energy Fuels, 2018, vol. 32, pp. 161–168. https://doi.org/10.1021/acs.energyfuels.7b02816
Mironov, N.A., Abilova, G.R., Borisova, Y.Y., Tazeeva, E.G., Milordov, D.V., Yakubova, S.G., and Yakubov, M.R., Energy Fuels, 2018, vol. 32, pp. 12435–12446. https://doi.org/10.1021/acs.energyfuels.8b03411
Yakubov, M.R., Milordov, D.V., Yakubova, S.G., Borisov, D.N., Gryaznov, P.I., Mironov, N.A., Abilova, G.R., Borisova, Y.Y., and Tazeeva, E.G., Petrol. Sci. Technol., 2016, vol. 34, pp. 177–183. https://doi.org/10.1080/10916466.2015.1122627
Yakubov, M.R., Gryaznov, P.I., Yakubova, S.G., Tazeeva, E.G., Mironov, N.A., and Milordov, D.V., Petrol. Sci. Technol., 2016, vol. 34, pp. 1805–1811. https://doi.org/10.1080/10916466.2016.1230751
Rowland, S.M., Robbins, W.K., Corilo, Y.E., Marshall, A.G., and Rodgers, R.P., Energy Fuels, 2014, vol. 28, no. 8, pp. 5043–5048. https://doi.org/10.1021/ef5015023
Gilinskaya, L.G., J. Struct. Chem., 2008, vol. 49, pp. 245–254. https://doi.org/10.1007/s10947-008-0120-6
Martyanov, O.N., Larichev, Y.V., Morozov, E.V., Trukhan, S.N., and Kazarian, S.N., Russ. Chem. Rev., 2017, vol. 86, no. 11, pp. 999–1023. https://doi.org/10.1070/RCR4742
Ramachandran, V., Van Tol, J., McKenna, A.M., Rodgers, R.P., Marshall, A.G., and Dalal, N.S., Anal. Chem., 2015, vol. 87, no. 4, pp. 2306–2313. https://doi.org/10.1021/ac504080g
ACKNOWLEDGMENTS
The authors are grateful to the staff of Distributed Spectral-Analytical Center of Shared Facilities for Study of Structure, Composition and Properties of Substances and Materials of Federal Research Center of Kazan Scientific Center of Russian Academy of Sciences for their research and assistance in discussing the results.
Funding
The study was financially supported by the Russian Science Foundation (project no. 19-13-00089).
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Mironov, N.A., Milordov, D.V., Tazeeva, E.G. et al. Influence of the Composition of the Sulfuric Acid Cation Exchanger on the Efficiency of Chromatographic Purification of Petroleum Vanadyl Porphyrins. Russ J Appl Chem 93, 888–896 (2020). https://doi.org/10.1134/S1070427220060166
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DOI: https://doi.org/10.1134/S1070427220060166