

Obtaining Pure Vanadyl Porphyrins from Heavy Petroleum Residue to Create Catalysts for Various Processes
https://doi.org/10.18412/1816-0387-2020-5-352-358
Abstract
Asphaltenes and resins from petroleum vacuum residue were shown to be the promising raw materials for obtaining pure vanadyl porphyrins. Vanadyl porphyrins are recovered from petroleum objects via the extraction of dimethyl formamide (DMFA) followed by purification on a chromatographic column using silica gel and sulfocationite. The composition of the obtained vanadyl porphyrins was studied by means of mass spectrometry with matrix assisted laser desorption/ionization (MALDI) and high performance liquid chromatography (HPLC). Thus obtained metalloporphyrins can be used as a basis to create catalysts for various chemical processes, which may serve as an alternative to their synthesis.
About the Authors
D. V. MilordovRussian Federation
N. A. Mironov
Russian Federation
G. R. Abilova
Russian Federation
E. G. Tazeeva
Russian Federation
S. G. Yakubova
Russian Federation
M. R. Yakubov
Russian Federation
References
1. Che. Ch.-M, Huang J.-S. // Chem. Commun. 2009. V. 27. P. 3996—4015. DOI: 10.1039/B901221D.
2. Nakagaki S., Ferreira G., Ucoski G., Dias de Freitas Castro K. // Molecules. 2013. V. 18. P. 7279—7308. https://doi.org/10.3390/molecules18067279
3. Zhang J-L., Che Ch.-M. // Organic letters. 2002. V. 4. № 11. P. 1911—1914. https://doi.org/10.1021/ol0259138
4. Che Ch.-M., Huang J.-S. // Chem. Commun. 2009. V. 27. P. 3996—4015. https://doi.org/10.1039/B901221D
5. Nakagaki S., Ferreira G., Ucoski G., Dias de Freitas Castro K. // Molecules. 2013. V. 18. P. 7279—7308. https://doi.org/10.3390/molecules18067279
6. Caron S., Dugger R.W., Ruggeri S.G., Ragan J.A., Brown Ripin D.H. // Chem. Rev. 2006. V. 106. P. 2943—2989. https://doi.org/10.1021/cr040679f
7. Srour H., Jalkh J., le Maux P., Chevance S., Kobeissi M., Simonneaux G. // J. Mol. Catal. A Chem. 2013. V. 370. P. 75—79. https://doi.org/10.1016/j.molcata.2012.12.016
8. Javadli R, de Klerk A. // Appl Petrochem Res. 2012. V. 1. P. 3—19.
9. Alaei Kadijani J., Narimani El., Alaei Kadijani H. // Petroleum & Coal. 2014. V. 56. № 1. P. 116—123. https://doi.org/10.1016/j.molcata.2012.12.016
10. Sorokin A. // Chem. Rev. 2013. V. 113. P. 8152—8191. https://doi.org/10.1021/cr4000072
11. Vashurin A., Pukhovskaya S., Semeikin A., Golubchikov O. // Macroheterocycles. 2012. V. 5. № 1. P. 72—75. DOI: 10.6060/mhc2012.111251v.
12. Зиядова Т.М., Бурмистров В.А., Новиков И.В., Бобрицкая Е.В., Койфман О.И. // Нефтехимия. 2015. T. 55. № 6. C. 542—546.
13. Hassanein M., Gerges S., Abdo M., El-Khalafy S. // Journal of Molecular Catalysis A: Chemical. 2005. V. 240. P. 22—26. https://doi.org/10.1016/j.molcata.2005.05.043
14. Barona-Castaño Jh.C, Carmona-Vargas Ch.C., Brocksom T.J., de Oliveira K.T. // Molecules. 2016. V. 21. P. 310. https://doi.org/10.3390/molecules21030310
15. Rytting B.M., Singh I.D., Kilpatrick P.K., Harper M.R., Mennito A.S., Zhang Y. // Energy Fuels. 2018. V. 32. P. 5711—5724. https://doi.org/10.1021/acs.energyfuels.7b03358
16. 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 Yu.Yu., Yakubov M.R. // Russian Chemical Bulletin, International Edition. 2017. V. 66. № 8. P. 1450—1455. https://doi.org/10.1007/s11172-017-1907-4
17. 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., Yakubov M.R. // Energy Fuels. 2018. V. 32. P. 161—168. https://doi.org/10.1021/acs.energyfuels.7b02816
18. Yakubov M.R., Milordov D.V., Yakubova S.G., Borisov D.N., Gryaznov P.I., Mironov N.A., Abilova G.R., Borisova Y.Y., Tazeeva E.G. // Pet. Sci. Technol. 2016. V. 34. P. 177—183. https://doi.org/10.1080/10916466.2015.1122627
19. Богомолов А.И., Темянко М.Б., Хотынцева Л.И. Современные методы исследования нефтей: справочно-методическое пособие. Ленинград.: Недра, 1984. 433 с.
20. Acevedo S., García L.A., Rodríguez P. // Energy Fuels. 2012. V. 26. P. 1814—1819. https://doi.org/10.1021/ef201947h
21. Zhao X., Xu C., Shi Q. // Structure and modeling of complex petroleum mixtures. Springer, Cham, 2015. P. 39—70. https://doi.org/10.1007/430_2015_189
Review
For citations:
Milordov D.V., Mironov N.A., Abilova G.R., Tazeeva E.G., Yakubova S.G., Yakubov M.R. Obtaining Pure Vanadyl Porphyrins from Heavy Petroleum Residue to Create Catalysts for Various Processes. Kataliz v promyshlennosti. 2020;20(5):352-358. (In Russ.) https://doi.org/10.18412/1816-0387-2020-5-352-358