ЭКСТРАКЦИОННЫЕ МЕТОДЫ ОЧИСТКИ МОТОРНОГО ТОПЛИВА
Аннотация
В статье приведены результаты проведенного анализа литературных данных по получению моторных топлив высокого качества экстракционным методом очистки соответствующих нефтяных дистиллятов с использованием в качестве избирательного растворителя соединений различного класса. В частности, приведены результаты сопоставленного анализа существующих методов экстракционной очистки дистиллятов моторных топлив от ненужных компонентов- ароматических углеводородов, серосодержащих соединений и смолистых веществ с использованием в качестве избирательного растворителя органических растворителей и ионно-жидкостных составов. Показано преимущество экстракционного метода очистки моторных топлив, определяющегося возможностью осуществления процесса при невысокой температуре и давлении, отсутствием необходимости применения дорогостоящих катализаторов, возможностью регенерации и повторного применения растворителя и т.д. по сравнению с достаточно широко применяемым гидрогенизационным методом. Перечислены также недостатки используемых в качестве экстрагента органических растворителей, и с учетом экологической проблемы обосновано применение нелетучих, термически стабильных ионно-жидкостных составов в качестве избирательного растворителя в процессах очистки нефтяных дистиллятов, предназначенных для получения качественных целевых продуктов- дизельного топлива, бензина, базовых масел различного назначения. В статье также приведены результаты систематических исследований, проведенных в Институте Нефтехимических Процессов Национальной Академии Наук Азербайджана с участием самих авторов, касающиеся селективной очистки нефтяных фракций различного состава и вязкости с использованием ионных жидкостей, синтезированных на основе муравьиной и уксусной кислот. Проведенным анализом показана перспективность применения ионно-жидкостных составов в качестве экстрагента в процессах избирательной очистки нефтяных дистиллятов.
<span style="opacity: 0;"> . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . </span>
Литература
Electronic resource. Access mode: http://www.1news.az/news/v-azerbaydzhane-uvelichilos-proizvodstvo-dizel-nogo-topliva.
Моntagne X., Boulet R., Guibet J.C. Relation between chemical composition and pollutant emissions from diesel engines. 13th World Petroleum Congress. Buenos-Aires.1991.
Siraev I.N., Ulendeeva, A.D. Parfyonova M.A. Organo-sulfur compounds of various types of oils. Neftepererabotka Neftekhim. 2002. N 9. P. 33-39 (in Russian).
He L., Li H., Zhu W. Deep Oxidative Desulfurization of Fuels using Peroxophosphomolybdate Catalysts in Ionic Liquids. Indust. Eng. Chem. Res. 2008. V. 47 (18). P. 6890-6895. DOI: 10.1021/ie800857a.
Sergun V.P., Korol I.S., Min R.S. Organo-sulfur compounds of high-sulfur oil from Nizhnevomamaiskoye field. Khim. Interesakh Ustoych. Razvitiya. 2014. N 22. P. 175-180 (in Russian).
Gao S., Chen X., Abro R., Abdeltawab A.A., Al-Deyab S.S., Yu G. Desulfurization of fuel oil: conductorlike screening model for real solvents study on capacity of ionic liquids for thiophene and dibenzothiophene. Indust. Eng. Chem. Res. 2015. 54(38). P. 9421-9430. DOI: 10.1021/acs.iecr.5b01385.
Bosmann A., Datsevich L., Jess A. Deep desulfurization of diesel fuel by extraction with ionic liquids. Chem. Commun. 2001. N 23. P. 2494-2495. DOI: 10.1039/B108411A.
Gaile A.A., Sayfidinov B.M. Alternative non-hydrogenation methods for improving the quality of diesel fuel. SPb: SPbGTI(TU). 2009. 112 p. (in Russian).
Babich I.V., Moulijn J.A. Science and technology of novel processes for deep desulfurization of oil refinery streams: a review. Fuel. 2003. V. 82. Р. 607-631. DOI: 10.1016/S0016-2361(02)00324-1.
Bolshakov G.F. Organo-sulfur compounds of oil. Novosibirsk: Nauka.1986. 243 p. (in Russian).
Gaile A.A., Zalishchevsky G.D., Semenov L.V. Extraction purification of straightrun diesel fraction from organic sulfur compounds and aromatic hydrocarbons. Neftepererabotka Neftekhim. 2004. N 1. P. 23-27 (in Russian).
Gmehling J., Menke J., Schiller M. Activity Coefficients at Infinite Dilution. DECHEMA Chemistry Data Series. V. 9. Pt. 3,4. Frankfurt/Main. 1994. 1844 p.; Pt. 5,6. Frankfurt/Main. 2007 - 2008. Р. 1846 – 2741.
Gaile A.A., Somov V.E., Zalishchevsky G.D. Selective solvents. Separation and purification of hydrocarbon-containing raw materials. SPb.: Khimizdat. 2008. 736 p. (in Russian).
Bilal Benobidi, Gaile A.A., Zhiganova A.G., Kuzichkin N.V., Lisitsyn N.V. Selectivity of solvents with respect to arenas with different numbers of aromatic cycles. Neftepererabotka Neftekhim. 2015. N 12. P. 15-18 (in Russian).
Pykhalova N.V., Appazov A.Yu., Balammedov U.A. The study of the influence of the conditions of liquid extraction of diesel fraction N-methylpyrrolidone on the environmental performance of diesel fuel. Neftepererabotka Neftekhim. 2011. N 12. P. 19-23 (in Russian).
Kolbin V.A., Dezortsev S.V., Telyashev E.G. Extraction upgrading of the heavy component of diesel fuel N-methyl-pyrrolidone. Bashkir. Khim. Zhurn. 2016. V. 23. N 1. P. 3-6 (in Russian).
Krasnogorskaya N.N. Extraction of medium oil fractions. M.: Khimiya. 1989. 72 p. (in Russian).
Lyapina G.N., Marchenko G.N., Parfenova M.A., Galkin E.G., Grishina R.E., Nugumanov R.M. Identification of organic sulfur compounds isolated from dimethylformamide from Arkhangelsk oil. Bashkir Khim. Zhurn. 2007. V. 14. N 1. P. 55-61 (in Russian).
Wang C.S. Oxidative desulfurization of diesel fuel using Ce4+ ions under the action of ultrasound. Int. J. Hydrogen Energy. 2007. V. 24. N 8. P. 937-940.
Earl M.Yu., Seddon C.R. Ionic liquids. Green solvents for the future. Chistaya Prikl. Khim. 2000. V. 72 (7). P. 1391-1398 (in Russian).
Akhmedov S.Z., Abbasov V.M., Talybov A.G., Suleymanova S.A., Seidova S.A. Esterification of heptanoic acid with primary alcohols, catalyzed by N-methylpyrrolidone hydrosulfate. Zhurn. Khim. Probl. 2016. N 1. P. 86-93 (in Russian).
Dharaskar S.A. Ionic Liquids (A Review): The Green Solvents for Petroleum and Hydrocarbon Industries. Res. J. Chem. Sci. 2012. V. 2(8). P. 80-85.
Alonso L., Arce A., Francisco М.J. Liquid - Liquid Equilibria for Systems Composed by l-Methyl-3-octylimidazolium Tetrafluoroborate Ionic Liquid, Thio- phene, and n-Hexane or Cyclohexane. J. Chem. Eng. Data. 2007. V. 52. Р. 1729- 1732. DOI: 10.1021/je700126z.
Alonso L., Arce A., Francisco M., Soto A. Solvent extraction of thiophene from n- alkanes (C7, C2 and C]6) using the ionic liquid [Cgmim]]BF4]. J. Chem. Thermodyn. 2008. V. 40. N 6. Р. 966 – 972.
Alonso L., Arce A., Francisco M., Soto A. Measurement and Correlation of Liquid-Liquid Equilibria of Two İmidazo-lium Ionic Liquids with Thiophene and Methyl- cyclohexane. J. Chem. Eng. Data. 2007. V. 52. N 6. P. 2409 – 2412.
Alonso L., Arce A., Francisco M., Soto A. Liquid - Liquid Equilibria for [C8mim][NTf2]+ Thiophene +2,2,4-Trimethylpentane or + Toluene. J. Chem. Eng. Data. 2008. V. 53. N 8. P. 1750- 1755.
Abdelaziz C.B., Fabrice M. Liquid–Liquid Equilibria for the Ternary Systems Dodecane + Toluene or Thiophene or Pyridine + 1-Ethyl-3-methylimida-zolium Methyl Sulfate. J. Chem. Eng. Data. 2017. 62. Р. 1749–1755.
Swapnil A.D., Mahesh N.V., Diwakar Z.S., Chang K.Y. Synthesis, Characterization and Application of 1-Butyl-3 Methylimidazolium Chloride as Green Material for Extractive Desulfurization of Liquid Fuel. Sci. World J. 2013. Article ID 395274. DOI: 10.1155/2013/395274.
Dharaskar S.A., Deshmukh S.K., Kiran D. Ionic Liquids:- As Energy Efficient Solvent For The Extractive Desulfurization of Liquid Fuels. 3rd International Conference on Chemical, Agricultural and Medical Sciences (CAMS-2015). 2015. P. 10-11.
Swapnil D., Kailas W., Mahesh V. Ionic Liquids: Environmentally Benign Solvent for Extractive Deep-desulfurization of Liquid Fuels. J. Modern Chem. Chem. Technol. 2014. V. 5. N 3. Р. 28-34.
Xuemei C., Yufeng H., Jiguang L., Qianqing L. Desulfurization of Diesel Fuel by Extraction with [BF4]−based Ionic Liquids. Chinese J. Chem. Eng. 2008. V. 6. N 16. Р. 881-884. DOI: 10.1016/S1004-9541(09)60010-0.
Swapnil A., Dharaskar K.L., Wasewar M.N. Extractive Desulfurization of Liquid Fuels by Energy Efficient Green Thiazolium based Ionic Liquids. Indust. Eng. Chem. 2014. 53(51). Р. 19845–19854. DOI: 10.1021/ie501108w.
Marcos L., Noemí D.M., Pablo N., Roberto A. Novel Process to Reduce Benzene, Thiophene, and Pyrrole in Gasoline Based on [4bmpy][TCM] Ionic Liquid. Energy Fuels. 2018. 32. Р. 5650–5658. DOI: 10.1021/acs.energyfuels.8b00529.
Gao J.X., Li Yuguang, Wangliang L.Q. Desulfurization of Diesel Fuel by Extraction with Lewis-Acidic Ionic Liquid. J. separate. Sci. Technol. 2009. 44. Р. 971-982. DOI: 10.1080/01496390802691232.
Chongpin H., Biaohua C., Jie Z. Desulfurization of Gasoline by Extraction with New Ionic Liquids. J. Energy Fuels. 2004. 18. Р. 1862-1864. DOI: 10.1021/ef049879k.
Rashid A., Shurong G., Xiaochun C., Guangren Y. Oxidative Desulfurization of Gasoline by Ionic Liquids Coupled with Extraction by Organic Solvents. J. Brazil. Chem. Soc. 2016. 27. Р. 998-1006. DOI: 10.5935/0103-5053.20150355.
Xiaochun C., Dandan S, Charles A. Deep oxidative desulfurization of diesel fuels by Lewis acidic ionic liquids based on 1-n-butyl-3-methylimidazolium metal chloride. J. Molec. Catalysis. 2012. V. 359. P. 8-13. DOI: 10.1016/j.molcata.2012.03.014.
Ma C., Dai B., Liu P., Zhou N., Shi A., Ban L., Chen H. Deep oxidative desulfurization of model fuel using ozone generated by dielectric barrier discharge plasma combined with ionic liquid extraction. J. Indust. Eng. Chem. 2014. 20(5). P. 2769–2774. DOI: 10.1016/j.jiec.2013.11.005.
Rodríguez-Cabo B., Rodríguez H., Rodil E., Arce A., Soto A. Extractive and oxidative-extractive desulfurization of fuels with ionic liquids. Fuel. 2014. 117. P. 882–889. DOI: 10.1016/j.fuel.2013.10.012.
Yinke Z., Hang X., Mengfan J., Zhuang L. Optimization of Deep Oxidative Desulfurization Process Using Ionic Liquid and Potassium Monopersulfate. J. Chem. 2018. 26. 6 p. DOI: 10.1155/2018/6495826.
Lei Z., Arlt W., Wasserscheid P. Separation of 1-hexene and n-hexane with ionic liquids. Fluid Phase Equilibria. 2006. 241. P. 290–299. DOI: 10.1016/j.fluid.2005.12.024.
Xiaochun C., Hansong G., Ahmed A.A. Brønsted-Lewis Acidic Ionic Liquids and Application in Oxidative Desulfurization of Diesel Fuel. J. Energy Fuels. 2015. 29. P. 2998–3003. DOI: 10.1021/acs.energyfuels.5b00172.
Liu J., Gui L., Song X. Deep Desulfurization of Diesel Fuel by Extraction with Task-Specific Ionic Liquids. J. Petrol. Sci. Technol. 2008. 26. Р. 973-982. DOI: 10.1080/10916460600695496.
Mahdieh S., Babak M., Hamid R. Oxidative Desulfurization of Diesel Fuel Using a Brønsted Acidic Ionic Liquid Supported on Silica Gel. J. Energy Fuels. 2017. 31. Р.10196–10205. DOI: 10.1021/acs.energyfuels.6b03505.
Muktalya D., Akopyan A.V., Myltykbaeva Zh.K., Fedorov R.A. Oxidative Desulfurization of Straight-Run Diesel Fraction. J. Petroleum Chem. 2018. 58. P. 395–399.
Ibragimova M.D., Azizov A.G., Azmamedov N.G., Eyvazov E.Z., Aliyeva S.G., Nagiyev V.A. Ion - liquid cleaning of diesel fuel. Neftepererabotka Neftekhim. 2006. N 4 (27). P. 29-33 (in Russian).
Azizov A.G., Huseynova A.D., Ibragimova M.D., Azmamedov N.G., Huseynova I.S., Eyvazov E.Z., Yunusov S.G. The use of ionic liquids in the process of obtaining high-quality environmentally friendly gasoline. Neftepererabotka Neftekhim. 2007. N 6. P. 25 (in Russian).
Azizov A.G., Ibragimova M.D., Hasanova R.Z., Guseinova A.D. Ion-liquid cleaning of oil fractions. Azerbaydzhan. Neft. Khozyaystvo. 2008. N 7. P. 64 (in Russian).
Ibragimova M.D., Azizov A.G., Huseynova A.D., Nagiyev V.A. Investigation of the process of selective purification of gasoline reforming with morpholinformate ionic liquid. Protsessy Neftekhim. Neftepererabotki. 2011. V. 12. N 3 (47). Р. 189-194 (in Russian).
Ibragimova M.D., Abbasov V.M., Alieva S.G., Khalilov A.B., Nagiyev V.A., Guseynov G.S., Seidova S.A., Abdullayev Kh.A. Investigation of the process of regeneration of the ion-liquid composition of N-methylpyrrolidone acetate from the extract solution of selective purification of distillate isolated from Balakhani oil. Neftepererabotka Neftekhim. 2017. N 12. P. 41-45 (in Russian).
Ibragimova M.D., Nagiyev V.A., Seidova S.A., Efendiyev L.M., Abdullayev Kh.A. Selective purification of the oil fraction isolated from a mixture of Azerbaijani oils using ionic liquids. Neftepererabotka Neftekhim. 2016. N 10. P. 17-20 (in Russian).
Ibragimova M.D., Aliyeva S.A., Seidova S.A., Guseinov G.Dj., Abbasov V.M., Nagiyev V.A. Improvement Of Quality Of The Hydropurified Diesel Fuel By Ion-Liquid Extraction. Internat. J. Sci. Eng. Appl. Sci. 2018. V. 4. N 5. Р. 91-95.
Seidova S.A., Huseynov G.D., Nagiyev V.A., Ibragimova M.D., Aliyev S.G., Khalilov A.B., Abdullaeva Kh.A., Kuliev E.M. Environmentally friendly diesel fuel obtained by the method of ion-liquid extraction cleaning. Baku Eng. Univ. chem. biol. 2017. N 1. P. 216-221 (in Russian).
Ibragimova M.D., Seidova S.A., Huseynov G.J., Ab-basov V.M., Nagiyev V.A., Aliyeva S.A., Jafarov R.A., Ahmedbekov S.F. The study of the structural group composition of rafnate and extract obtained by dearomatization of a mixture of straight-run diesel fraction with products of secondary oil refining. Neftepererabotka Neftekhim. 2018. N 8. P. 14-20 (in Russian).