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<article article-type="research-article" dtd-version="1.3" xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xml:lang="ru"><front><journal-meta><journal-id journal-id-type="publisher-id">catal</journal-id><journal-title-group><journal-title xml:lang="ru">Катализ в промышленности</journal-title><trans-title-group xml:lang="en"><trans-title>Kataliz v promyshlennosti</trans-title></trans-title-group></journal-title-group><issn pub-type="ppub">1816-0387</issn><issn pub-type="epub">2413-6476</issn><publisher><publisher-name>LLC "KALVIS"</publisher-name></publisher></journal-meta><article-meta><article-id pub-id-type="doi">10.18412/1816-0387-2018-4-48-56</article-id><article-id custom-type="elpub" pub-id-type="custom">catal-542</article-id><article-categories><subj-group subj-group-type="heading"><subject>Research Article</subject></subj-group><subj-group subj-group-type="section-heading" xml:lang="ru"><subject>КАТАЛИЗ В ХИМИЧЕСКОЙ И НЕФТЕХИМИЧЕСКОЙ ПРОМЫШЛЕННОСТИ</subject></subj-group><subj-group subj-group-type="section-heading" xml:lang="en"><subject>CATALYSIS IN CHEMICAL AND PETROCHEMICAL INDUSTRY</subject></subj-group></article-categories><title-group><article-title>Применение низкотемпературных расплавов смесей солей диалкилимидазолия в каталитических реакциях алкилирования и гидродехлорирования</article-title><trans-title-group xml:lang="en"><trans-title>Application of Low-Temperature Molten Dialkylimidazole Salts for Catalytic Alkylation and Hydrodechlorination</trans-title></trans-title-group></title-group><contrib-group><contrib contrib-type="author" corresp="yes"><name-alternatives><name name-style="eastern" xml:lang="ru"><surname>Клименко</surname><given-names>А. С.</given-names></name><name name-style="western" xml:lang="en"><surname>Klimenko</surname><given-names>A. S.</given-names></name></name-alternatives><email xlink:type="simple">ctls@kalvis.ru</email><xref ref-type="aff" rid="aff-1"/></contrib><contrib contrib-type="author" corresp="yes"><name-alternatives><name name-style="eastern" xml:lang="ru"><surname>Приходько</surname><given-names>С. А.</given-names></name><name name-style="western" xml:lang="en"><surname>Prikhod’ko</surname><given-names>S. A.</given-names></name></name-alternatives><email xlink:type="simple">ctls@kalvis.ru</email><xref ref-type="aff" rid="aff-2"/></contrib><contrib contrib-type="author" corresp="yes"><name-alternatives><name name-style="eastern" xml:lang="ru"><surname>Бескопыльный</surname><given-names>А. М.</given-names></name><name name-style="western" xml:lang="en"><surname>Beskopylnyi</surname><given-names>A. M.</given-names></name></name-alternatives><email xlink:type="simple">ctls@kalvis.ru</email><xref ref-type="aff" rid="aff-1"/></contrib><contrib contrib-type="author" corresp="yes"><name-alternatives><name name-style="eastern" xml:lang="ru"><surname>Тертишников</surname><given-names>И. В.</given-names></name><name name-style="western" xml:lang="en"><surname>Tertishnikov</surname><given-names>I. V.</given-names></name></name-alternatives><email xlink:type="simple">ctls@kalvis.ru</email><xref ref-type="aff" rid="aff-3"/></contrib><contrib contrib-type="author" corresp="yes"><name-alternatives><name name-style="eastern" xml:lang="ru"><surname>Адонин</surname><given-names>Н. Ю.</given-names></name><name name-style="western" xml:lang="en"><surname>Adonin</surname><given-names>N. Yu.</given-names></name></name-alternatives><email xlink:type="simple">ctls@kalvis.ru</email><xref ref-type="aff" rid="aff-2"/></contrib></contrib-group><aff-alternatives id="aff-1"><aff xml:lang="ru"><institution>Институт катализа им. Г.К. Борескова СО РАН (ИК СО РАН), Новосибирск; Волгоградский филиал Института катализа им. Г.К. Борескова СО РАН (ВФ ИК СО РАН)</institution><country>Россия</country></aff><aff xml:lang="en"><institution>Boreskov Institute of Catalysis SB RAS, Novosibirsk; Volgograd Department of the Boreskov Institute of Catalysis SB RAS</institution><country>Russian Federation</country></aff></aff-alternatives><aff-alternatives id="aff-2"><aff xml:lang="ru"><institution>Институт катализа им. Г.К. Борескова СО РАН (ИК СО РАН), Новосибирск</institution><country>Россия</country></aff><aff xml:lang="en"><institution>Boreskov Institute of Catalysis SB RAS, Novosibirsk</institution><country>Russian Federation</country></aff></aff-alternatives><aff-alternatives id="aff-3"><aff xml:lang="ru"><institution>Волгоградский филиал Института катализа им. Г.К. Борескова СО РАН (ВФ ИК СО РАН)</institution><country>Россия</country></aff><aff xml:lang="en"><institution>Volgograd Department of the Boreskov Institute of Catalysis SB RAS</institution><country>Russian Federation</country></aff></aff-alternatives><pub-date pub-type="collection"><year>2018</year></pub-date><pub-date pub-type="epub"><day>23</day><month>07</month><year>2018</year></pub-date><volume>18</volume><issue>4</issue><fpage>48</fpage><lpage>56</lpage><permissions><copyright-statement>Copyright &amp;#x00A9; LLC "KALVIS", 2018</copyright-statement><copyright-year>2018</copyright-year><copyright-holder xml:lang="ru">LLC "KALVIS"</copyright-holder><copyright-holder xml:lang="en">LLC "KALVIS"</copyright-holder><license xlink:href="https://www.catalysis-kalvis.ru/jour/about/submissions#copyrightNotice" xlink:type="simple"><license-p>https://www.catalysis-kalvis.ru/jour/about/submissions#copyrightNotice</license-p></license></permissions><self-uri xlink:href="https://www.catalysis-kalvis.ru/jour/article/view/542">https://www.catalysis-kalvis.ru/jour/article/view/542</self-uri><abstract><p>В работе рассмотрена возможность получения смеси солей 1,3-диалкилимидазолия из коммерчески доступных реагентов путем многокомпонентной конденсации. Изучены основные факторы, влияющие на выход получаемого продукта, а также получены экспериментальные данные, необходимые для масштабирования процесса. Показано, что полученные смеси близки к чистым солям диалкилимидазолия по ряду ключевых свойств (вязкость при различной температуре, теплоемкость и др.). Продемонстрирована возможность использования полученных смесей солей диалкилимидазолия в качестве растворителей в каталитических реакциях гидродехлорирования и в качестве компонентов катализаторов в реакциях алкилирования ароматических соединений.</p></abstract><trans-abstract xml:lang="en"><p>The paper deals with the possibility of preparing a mixture of 1,3-dialkylimidazole salts from commercially available reagents via multicomponent condensation. Main factors affecting the yield of the target product, as well as the obtained experimental data needed for scaling-up the process are discussed. It is shown that the prepared mixtures are close in some key properties (viscosity at different temperatures, heat capacity etc.) to the pure salts. The possibility of the application of the prepared salts as solvents for catalytic hydrodechlorination and catalyst components for alkylation of aromatic compounds is demonstrated.</p></trans-abstract><kwd-group xml:lang="ru"><kwd>ионные жидкости</kwd><kwd>полихлорированные ароматические соединения</kwd><kwd>стойкие органические загрязнители</kwd><kwd>конденсация</kwd><kwd>гидродехлорирование</kwd><kwd>алкилирование</kwd></kwd-group><kwd-group xml:lang="en"><kwd>ionic liquids</kwd><kwd>polychlorinated aromatic compounds</kwd><kwd>persistent organic pollutants</kwd><kwd>condensation</kwd><kwd>hydrodechlorination</kwd><kwd>alkylation</kwd></kwd-group></article-meta></front><back><ref-list><title>References</title><ref id="cit1"><label>1</label><citation-alternatives><mixed-citation xml:lang="ru">Jutz F., Andanson J.-M., Baiker A. // Chemical Reviews. 2011. T. 111. № 2. C. 322-353.</mixed-citation><mixed-citation xml:lang="en">Jutz F., Andanson J.-M., Baiker A. // Chemical Reviews. 2011. T. 111. № 2. C. 322-353.</mixed-citation></citation-alternatives></ref><ref id="cit2"><label>2</label><citation-alternatives><mixed-citation xml:lang="ru">Olivier-Bourbigou H., Magna L., Morvan D. // Applied Catalysis A: General. 2010. T. 373. № 1—2. C. 1-56.</mixed-citation><mixed-citation xml:lang="en">Olivier-Bourbigou H., Magna L., Morvan D. // Applied Catalysis A: General. 2010. T. 373. № 1—2. C. 1-56.</mixed-citation></citation-alternatives></ref><ref id="cit3"><label>3</label><citation-alternatives><mixed-citation xml:lang="ru">Chatel G., Pereira J.F.B., Debbeti V., Wang H., Rogers R.D. // Green Chemistry. 2014. T. 16. № 4. C. 2051-2083.</mixed-citation><mixed-citation xml:lang="en">Chatel G., Pereira J.F.B., Debbeti V., Wang H., Rogers R.D. // Green Chemistry. 2014. T. 16. № 4. C. 2051-2083.</mixed-citation></citation-alternatives></ref><ref id="cit4"><label>4</label><citation-alternatives><mixed-citation xml:lang="ru">Kim D.W., Song C.E., Chi D.Y. // The Journal of Organic Chemistry. 2003. T. 68. № 11. C. 4281-4285.</mixed-citation><mixed-citation xml:lang="en">Kim D.W., Song C.E., Chi D.Y. // The Journal of Organic Chemistry. 2003. T. 68. № 11. C. 4281-4285.</mixed-citation></citation-alternatives></ref><ref id="cit5"><label>5</label><citation-alternatives><mixed-citation xml:lang="ru">Lim H.K., Kim D.R., Lee K.I., Hwang D.W., Hwang I.T. // Biomass and Bioenergy. 2016. T. 94. C. 31-38.</mixed-citation><mixed-citation xml:lang="en">Lim H.K., Kim D.R., Lee K.I., Hwang D.W., Hwang I.T. // Biomass and Bioenergy. 2016. T. 94. C. 31-38.</mixed-citation></citation-alternatives></ref><ref id="cit6"><label>6</label><citation-alternatives><mixed-citation xml:lang="ru">Ionic Liquids in Organic Synthesis / American Chemical Society, 2007. 324 с.</mixed-citation><mixed-citation xml:lang="en">Ionic Liquids in Organic Synthesis / American Chemical Society, 2007. 324 с.</mixed-citation></citation-alternatives></ref><ref id="cit7"><label>7</label><citation-alternatives><mixed-citation xml:lang="ru">Prikhod’ko S.A., Adonin N.Y., Parmon V.N. // Tetrahedron Letters. 2010. T. 51. № 17. C. 2265-2268.</mixed-citation><mixed-citation xml:lang="en">Prikhod’ko S.A., Adonin N.Y., Parmon V.N. // Tetrahedron Letters. 2010. T. 51. № 17. C. 2265-2268.</mixed-citation></citation-alternatives></ref><ref id="cit8"><label>8</label><citation-alternatives><mixed-citation xml:lang="ru">Song H., Yan N., Fei Z., Kilpin K.J., Scopelliti R., Li X., Dyson P.J. // Catalysis Today. 2012. T. 183. № 1. C. 172-177.</mixed-citation><mixed-citation xml:lang="en">Song H., Yan N., Fei Z., Kilpin K.J., Scopelliti R., Li X., Dyson P.J. // Catalysis Today. 2012. T. 183. № 1. C. 172-177.</mixed-citation></citation-alternatives></ref><ref id="cit9"><label>9</label><citation-alternatives><mixed-citation xml:lang="ru">Karpińska M., Domańska U., Wlazło M. // The Journal of Chemical Thermodynamics. 2016. T. 103. C. 423-431.</mixed-citation><mixed-citation xml:lang="en">Karpińska M., Domańska U., Wlazło M. // The Journal of Chemical Thermodynamics. 2016. T. 103. C. 423-431.</mixed-citation></citation-alternatives></ref><ref id="cit10"><label>10</label><citation-alternatives><mixed-citation xml:lang="ru">Dharaskar S.A., Wasewar K.L., Varma M.N., Shende D.Z., Yoo C. Arabican Journal of Chemistry. 2016. T. 9. № 4. C. 578-587.</mixed-citation><mixed-citation xml:lang="en">Dharaskar S.A., Wasewar K.L., Varma M.N., Shende D.Z., Yoo C. Arabican Journal of Chemistry. 2016. T. 9. № 4. C. 578-587.</mixed-citation></citation-alternatives></ref><ref id="cit11"><label>11</label><citation-alternatives><mixed-citation xml:lang="ru">Janssen C.H.C., Sánchez A., Witkamp G.-J., Kobrak M.N. // ChemPhysChem. 2013. T. 14. № 16. C. 3806-3813.</mixed-citation><mixed-citation xml:lang="en">Janssen C.H.C., Sánchez A., Witkamp G.-J., Kobrak M.N. // ChemPhysChem. 2013. T. 14. № 16. C. 3806-3813.</mixed-citation></citation-alternatives></ref><ref id="cit12"><label>12</label><citation-alternatives><mixed-citation xml:lang="ru">Goossens K., Lava K., Bielawski C.W., Binnemans K. // Chemical Reviews. 2016. T. 116. № 8. C. 4643-4807.</mixed-citation><mixed-citation xml:lang="en">Goossens K., Lava K., Bielawski C.W., Binnemans K. // Chemical Reviews. 2016. T. 116. № 8. C. 4643-4807.</mixed-citation></citation-alternatives></ref><ref id="cit13"><label>13</label><citation-alternatives><mixed-citation xml:lang="ru">Hallett J.P., Welton T. // Chemical Reviews. 2011. T. 111. № 5. C. 3508-3576.</mixed-citation><mixed-citation xml:lang="en">Hallett J.P., Welton T. // Chemical Reviews. 2011. T. 111. № 5. C. 3508-3576.</mixed-citation></citation-alternatives></ref><ref id="cit14"><label>14</label><citation-alternatives><mixed-citation xml:lang="ru">Welton T. // Chemical Reviews. 1999. T. 99. № 8. C. 2071—2084.</mixed-citation><mixed-citation xml:lang="en">Welton T. // Chemical Reviews. 1999. T. 99. № 8. C. 2071—2084.</mixed-citation></citation-alternatives></ref><ref id="cit15"><label>15</label><citation-alternatives><mixed-citation xml:lang="ru">Zhao D.B., Wu M., Kou Y., Min E. // Catalysis Today. 2002. T. 74. № 1—2. C. 157-189.</mixed-citation><mixed-citation xml:lang="en">Zhao D.B., Wu M., Kou Y., Min E. // Catalysis Today. 2002. T. 74. № 1—2. C. 157-189.</mixed-citation></citation-alternatives></ref><ref id="cit16"><label>16</label><citation-alternatives><mixed-citation xml:lang="ru">Burrell A.K., Sesto R.E.D., Baker S.N., McCleskey T.M., Baker G.A. // Green Chemistry. 2007. T. 9. № 5. C. 449-454.</mixed-citation><mixed-citation xml:lang="en">Burrell A.K., Sesto R.E.D., Baker S.N., McCleskey T.M., Baker G.A. // Green Chemistry. 2007. T. 9. № 5. C. 449-454.</mixed-citation></citation-alternatives></ref><ref id="cit17"><label>17</label><citation-alternatives><mixed-citation xml:lang="ru">Holbrey J.D., Reichert W.M., Swatloski R.P., Broker G.A., Pitner W.R., Seddon K.R., Rogers R.D. // Green Chemistry. 2002. T. 4. № 5. C. 407-413.</mixed-citation><mixed-citation xml:lang="en">Holbrey J.D., Reichert W.M., Swatloski R.P., Broker G.A., Pitner W.R., Seddon K.R., Rogers R.D. // Green Chemistry. 2002. T. 4. № 5. C. 407-413.</mixed-citation></citation-alternatives></ref><ref id="cit18"><label>18</label><citation-alternatives><mixed-citation xml:lang="ru">Cassol C.C., Ebeling G., Ferrera B., Dupont J. // Advanced Synthesis &amp; Catalysis. 2006. T. 348. № 1-2. C. 243-248.</mixed-citation><mixed-citation xml:lang="en">Cassol C.C., Ebeling G., Ferrera B., Dupont J. // Advanced Synthesis &amp; Catalysis. 2006. T. 348. № 1-2. C. 243-248.</mixed-citation></citation-alternatives></ref><ref id="cit19"><label>19</label><citation-alternatives><mixed-citation xml:lang="ru">Patent US 20080045723 A1. publ. 21.02.08.</mixed-citation><mixed-citation xml:lang="en">Patent US 20080045723 A1. publ. 21.02.08.</mixed-citation></citation-alternatives></ref><ref id="cit20"><label>20</label><citation-alternatives><mixed-citation xml:lang="ru">Kumar Muthyala M., Choudhary S., Pandey K., Shelke G.M., Jha M., Kumar A. // European Journal of Organic Chemistry. 2014. T. 2014. № 11. C. 2365-2370.</mixed-citation><mixed-citation xml:lang="en">Kumar Muthyala M., Choudhary S., Pandey K., Shelke G.M., Jha M., Kumar A. // European Journal of Organic Chemistry. 2014. T. 2014. № 11. C. 2365-2370.</mixed-citation></citation-alternatives></ref><ref id="cit21"><label>21</label><citation-alternatives><mixed-citation xml:lang="ru">Petit S., Azzouz R., Fruit C., Bischoff L., Marsais F. // Tetrahedron Letters. 2008. T. 49. № 22. C. 3663-3665.</mixed-citation><mixed-citation xml:lang="en">Petit S., Azzouz R., Fruit C., Bischoff L., Marsais F. // Tetrahedron Letters. 2008. T. 49. № 22. C. 3663-3665.</mixed-citation></citation-alternatives></ref><ref id="cit22"><label>22</label><citation-alternatives><mixed-citation xml:lang="ru">Приходько С.А., Адонин Н.Ю., Пармон В.Н. // Известия РАН. Серия химическая. 2013. № 1. C. 34—39.</mixed-citation><mixed-citation xml:lang="en">Приходько С.А., Адонин Н.Ю., Пармон В.Н. // Известия РАН. Серия химическая. 2013. № 1. C. 34—39.</mixed-citation></citation-alternatives></ref><ref id="cit23"><label>23</label><citation-alternatives><mixed-citation xml:lang="ru">Patent US 9328037B2. publ. 09.07.14.</mixed-citation><mixed-citation xml:lang="en">Patent US 9328037B2. publ. 09.07.14.</mixed-citation></citation-alternatives></ref><ref id="cit24"><label>24</label><citation-alternatives><mixed-citation xml:lang="ru">Patent JP 2001122885A. publ. 28.10.99.</mixed-citation><mixed-citation xml:lang="en">Patent JP 2001122885A. publ. 28.10.99.</mixed-citation></citation-alternatives></ref><ref id="cit25"><label>25</label><citation-alternatives><mixed-citation xml:lang="ru">Schaub T., Backes M., Radius U. // Organometallics. 2006. T. 25. № 17. C. 4196-4206.</mixed-citation><mixed-citation xml:lang="en">Schaub T., Backes M., Radius U. // Organometallics. 2006. T. 25. № 17. C. 4196-4206.</mixed-citation></citation-alternatives></ref><ref id="cit26"><label>26</label><citation-alternatives><mixed-citation xml:lang="ru">Schaub T., Radius U. // Chemistry - a European Journal. 2005. T. 11. № 17. C. 5024-5030.</mixed-citation><mixed-citation xml:lang="en">Schaub T., Radius U. // Chemistry - a European Journal. 2005. T. 11. № 17. C. 5024-5030.</mixed-citation></citation-alternatives></ref><ref id="cit27"><label>27</label><citation-alternatives><mixed-citation xml:lang="ru">Scott N.M., Dorta R., Stevens E.D., Correa A., Cavallo L., Nolan S.P. // Journal of the American Chemical Society. 2005. T. 127. № 10. C. 3516-3526.</mixed-citation><mixed-citation xml:lang="en">Scott N.M., Dorta R., Stevens E.D., Correa A., Cavallo L., Nolan S.P. // Journal of the American Chemical Society. 2005. T. 127. № 10. C. 3516-3526.</mixed-citation></citation-alternatives></ref><ref id="cit28"><label>28</label><citation-alternatives><mixed-citation xml:lang="ru">Patent JP 2008074740A. publ. 03.04.2008.</mixed-citation><mixed-citation xml:lang="en">Patent JP 2008074740A. publ. 03.04.2008.</mixed-citation></citation-alternatives></ref><ref id="cit29"><label>29</label><citation-alternatives><mixed-citation xml:lang="ru">Depuydt D., Van den Bossche A., Dehaen W., Binnemans K. // RSC Advances. 2016. T. 6. № 11. C. 8848-8859.</mixed-citation><mixed-citation xml:lang="en">Depuydt D., Van den Bossche A., Dehaen W., Binnemans K. // RSC Advances. 2016. T. 6. № 11. C. 8848-8859.</mixed-citation></citation-alternatives></ref><ref id="cit30"><label>30</label><citation-alternatives><mixed-citation xml:lang="ru">Patent WO 2002094883A2. publ. 22.01.01.</mixed-citation><mixed-citation xml:lang="en">Patent WO 2002094883A2. publ. 22.01.01.</mixed-citation></citation-alternatives></ref><ref id="cit31"><label>31</label><citation-alternatives><mixed-citation xml:lang="ru">Patent WO 2011056924A2. publ. 04.11.09.</mixed-citation><mixed-citation xml:lang="en">Patent WO 2011056924A2. publ. 04.11.09.</mixed-citation></citation-alternatives></ref><ref id="cit32"><label>32</label><citation-alternatives><mixed-citation xml:lang="ru">Patent WO 2009074535A2. publ. 12.12.07.</mixed-citation><mixed-citation xml:lang="en">Patent WO 2009074535A2. publ. 12.12.07.</mixed-citation></citation-alternatives></ref><ref id="cit33"><label>33</label><citation-alternatives><mixed-citation xml:lang="ru">Dupont J., Consorti C.S., Suarez P.A.Z., Souza R.F.d. // Organic Synthesis Collections. 2004. T. 10. C. 184.</mixed-citation><mixed-citation xml:lang="en">Dupont J., Consorti C.S., Suarez P.A.Z., Souza R.F.d. // Organic Synthesis Collections. 2004. T. 10. C. 184.</mixed-citation></citation-alternatives></ref><ref id="cit34"><label>34</label><citation-alternatives><mixed-citation xml:lang="ru">Arduengo I., Anthony Joseph, Krafczyk R., Schmutzler R., Craig H.A., Goerlich J.R., Marshall W.J., Unverzagt M. // Tetrahedron. 1999. T. 55. № 51. C. 14523-14534.</mixed-citation><mixed-citation xml:lang="en">Arduengo I., Anthony Joseph, Krafczyk R., Schmutzler R., Craig H.A., Goerlich J.R., Marshall W.J., Unverzagt M. // Tetrahedron. 1999. T. 55. № 51. C. 14523-14534.</mixed-citation></citation-alternatives></ref><ref id="cit35"><label>35</label><citation-alternatives><mixed-citation xml:lang="ru">Patent US 5077414 (A). publ.31.12.1991.</mixed-citation><mixed-citation xml:lang="en">Patent US 5077414 (A). publ.31.12.1991.</mixed-citation></citation-alternatives></ref><ref id="cit36"><label>36</label><citation-alternatives><mixed-citation xml:lang="ru">Clare B., Sirwardana A., MacFarlane D.R. Synthesis, Purification and Characterization of Ionic Liquids Book. / Synthesis, Purification and Characterization of Ionic Liquids, 2009. Р. 1-40.</mixed-citation><mixed-citation xml:lang="en">Clare B., Sirwardana A., MacFarlane D.R. Synthesis, Purification and Characterization of Ionic Liquids Book. / Synthesis, Purification and Characterization of Ionic Liquids, 2009. Р. 1-40.</mixed-citation></citation-alternatives></ref><ref id="cit37"><label>37</label><citation-alternatives><mixed-citation xml:lang="ru">Zhang S., Sun N., He X., Lu X., Zhang X., Lu X. and Zhang X. // Journal of Physical and Chemical Reference Data. 2006. T. 35. № 4. C. 1475-1517.</mixed-citation><mixed-citation xml:lang="en">Zhang S., Sun N., He X., Lu X., Zhang X., Lu X. and Zhang X. // Journal of Physical and Chemical Reference Data. 2006. T. 35. № 4. C. 1475-1517.</mixed-citation></citation-alternatives></ref><ref id="cit38"><label>38</label><citation-alternatives><mixed-citation xml:lang="ru">Fendt S., Padmanabhan S., Blanch H.W., Prausnitz J.M. // Journal of Chemical &amp; Engineering Data. 2011. T. 56. № 1. C. 31-34.</mixed-citation><mixed-citation xml:lang="en">Fendt S., Padmanabhan S., Blanch H.W., Prausnitz J.M. // Journal of Chemical &amp; Engineering Data. 2011. T. 56. № 1. C. 31-34.</mixed-citation></citation-alternatives></ref><ref id="cit39"><label>39</label><citation-alternatives><mixed-citation xml:lang="ru">Yamamuro O., Minamimoto Y., Inamura Y., Hayashi S., Hamaguchi H.-o. // Chemical Physics Letters. 2006. T. 423. № 4-6. C. 371-375.</mixed-citation><mixed-citation xml:lang="en">Yamamuro O., Minamimoto Y., Inamura Y., Hayashi S., Hamaguchi H.-o. // Chemical Physics Letters. 2006. T. 423. № 4-6. C. 371-375.</mixed-citation></citation-alternatives></ref><ref id="cit40"><label>40</label><citation-alternatives><mixed-citation xml:lang="ru">Machida H., Taguchi R., Sato Y., Smith J.R.L. // Journal of Chemical &amp; Engineering Data. 2011. T. 56. № 4. C. 923-928.</mixed-citation><mixed-citation xml:lang="en">Machida H., Taguchi R., Sato Y., Smith J.R.L. // Journal of Chemical &amp; Engineering Data. 2011. T. 56. № 4. C. 923-928.</mixed-citation></citation-alternatives></ref><ref id="cit41"><label>41</label><citation-alternatives><mixed-citation xml:lang="ru">Garrido R., Hernández-Montes P.S., Gordillo Á., Gómez-Sal P., López-Mardomingo C., de Jesús E. // Organometallics. 2015. T. 34. № 10. C. 1855-1863.</mixed-citation><mixed-citation xml:lang="en">Garrido R., Hernández-Montes P.S., Gordillo Á., Gómez-Sal P., López-Mardomingo C., de Jesús E. // Organometallics. 2015. T. 34. № 10. C. 1855-1863.</mixed-citation></citation-alternatives></ref><ref id="cit42"><label>42</label><citation-alternatives><mixed-citation xml:lang="ru">Chelucci G., Figus S. // Journal of Molecular Catalysis A: Chemical. 2014. T. 393. C. 191-209.</mixed-citation><mixed-citation xml:lang="en">Chelucci G., Figus S. // Journal of Molecular Catalysis A: Chemical. 2014. T. 393. C. 191-209.</mixed-citation></citation-alternatives></ref><ref id="cit43"><label>43</label><citation-alternatives><mixed-citation xml:lang="ru">Weidauer M., Irran E., Someya C.I., Haberberger M., Enthaler S. // Journal of Organometallic Chemistry. 2013. T. 729. C. 53-59.</mixed-citation><mixed-citation xml:lang="en">Weidauer M., Irran E., Someya C.I., Haberberger M., Enthaler S. // Journal of Organometallic Chemistry. 2013. T. 729. C. 53-59.</mixed-citation></citation-alternatives></ref><ref id="cit44"><label>44</label><citation-alternatives><mixed-citation xml:lang="ru">Gryglewicz S., Piechocki W. // Chemosphere. 2011. T. 83. № 3. C. 334-339.</mixed-citation><mixed-citation xml:lang="en">Gryglewicz S., Piechocki W. // Chemosphere. 2011. T. 83. № 3. C. 334-339.</mixed-citation></citation-alternatives></ref><ref id="cit45"><label>45</label><citation-alternatives><mixed-citation xml:lang="ru">Lokteva E.S., Kachevskii S.A., Turakulova A.O., Golubina E.V., Lunin V.V., Ermakov A.E., Uimin M.A., Mysik A.A. // Russian Journal of Physical Chemistry A. 2009. T. 83. № 8. C. 1300-1306.</mixed-citation><mixed-citation xml:lang="en">Lokteva E.S., Kachevskii S.A., Turakulova A.O., Golubina E.V., Lunin V.V., Ermakov A.E., Uimin M.A., Mysik A.A. // Russian Journal of Physical Chemistry A. 2009. T. 83. № 8. C. 1300-1306.</mixed-citation></citation-alternatives></ref><ref id="cit46"><label>46</label><citation-alternatives><mixed-citation xml:lang="ru">Cecilia J.A., Infantes-Molina A., Rodríguez-Castellón E. // Journal of Hazardous Materials. 2015. T. 296. C. 112-119.</mixed-citation><mixed-citation xml:lang="en">Cecilia J.A., Infantes-Molina A., Rodríguez-Castellón E. // Journal of Hazardous Materials. 2015. T. 296. C. 112-119.</mixed-citation></citation-alternatives></ref><ref id="cit47"><label>47</label><citation-alternatives><mixed-citation xml:lang="ru">Приходько С.А., Адонин Н.Ю., Пармон В.Н. // Известия Академии наук. Серия химическая. 2009. T. 11. C. 2234—2239.</mixed-citation><mixed-citation xml:lang="en">Приходько С.А., Адонин Н.Ю., Пармон В.Н. // Известия Академии наук. Серия химическая. 2009. T. 11. C. 2234—2239.</mixed-citation></citation-alternatives></ref><ref id="cit48"><label>48</label><citation-alternatives><mixed-citation xml:lang="ru">Томас Ч.А. Безводный хлористый алюминий в органической химии. М.: Изд-во иностр. лит., 1949. 1000 с.</mixed-citation><mixed-citation xml:lang="en">Томас Ч.А. Безводный хлористый алюминий в органической химии. М.: Изд-во иностр. лит., 1949. 1000 с.</mixed-citation></citation-alternatives></ref><ref id="cit49"><label>49</label><citation-alternatives><mixed-citation xml:lang="ru">Qiao C.Z., Zhang Y.F., Zhang J.C., Li C.Y. // Applied Catalysis a-General. 2004. T. 276. № 1-2. C. 61-66.</mixed-citation><mixed-citation xml:lang="en">Qiao C.Z., Zhang Y.F., Zhang J.C., Li C.Y. // Applied Catalysis a-General. 2004. T. 276. № 1-2. C. 61-66.</mixed-citation></citation-alternatives></ref><ref id="cit50"><label>50</label><citation-alternatives><mixed-citation xml:lang="ru">Qiao C., Cai Y., Guo Q. // Frontiers of Chemical Engineering in China. 2008. T. 2. № 3. C. 346-352.</mixed-citation><mixed-citation xml:lang="en">Qiao C., Cai Y., Guo Q. // Frontiers of Chemical Engineering in China. 2008. T. 2. № 3. C. 346-352.</mixed-citation></citation-alternatives></ref><ref id="cit51"><label>51</label><citation-alternatives><mixed-citation xml:lang="ru">Zhao Z.K., Qiao W.H., Li Z.S., Wang G.R., Cheng L.B. // Journal of Molecular Catalysis a-Chemical. 2004. T. 222. № 1-2. C. 207-212.</mixed-citation><mixed-citation xml:lang="en">Zhao Z.K., Qiao W.H., Li Z.S., Wang G.R., Cheng L.B. // Journal of Molecular Catalysis a-Chemical. 2004. T. 222. № 1-2. C. 207-212.</mixed-citation></citation-alternatives></ref><ref id="cit52"><label>52</label><citation-alternatives><mixed-citation xml:lang="ru">Zhao Z.K., Yuan B., Qiao W.H., Li Z.S., Wang G.R., Cheng L. // Journal of Molecular Catalysis a-Chemical. 2005. T. 235. № 1-2. C. 74-80.</mixed-citation><mixed-citation xml:lang="en">Zhao Z.K., Yuan B., Qiao W.H., Li Z.S., Wang G.R., Cheng L. // Journal of Molecular Catalysis a-Chemical. 2005. T. 235. № 1-2. C. 74-80.</mixed-citation></citation-alternatives></ref><ref id="cit53"><label>53</label><citation-alternatives><mixed-citation xml:lang="ru">Jia L.J., Wang Y.Y., Chen H., Shan Y.K., Dai L.Y. // Reaction Kinetics and Catalysis Letters. 2005. T. 86. № 2. C. 267-273.</mixed-citation><mixed-citation xml:lang="en">Jia L.J., Wang Y.Y., Chen H., Shan Y.K., Dai L.Y. // Reaction Kinetics and Catalysis Letters. 2005. T. 86. № 2. C. 267-273.</mixed-citation></citation-alternatives></ref><ref id="cit54"><label>54</label><citation-alternatives><mixed-citation xml:lang="ru">Xin H.L., Wu Q., Han M.H., Wang D.Z., Jin Y. // Applied Catalysis a-General. 2005. T. 292. C. 354-361.</mixed-citation><mixed-citation xml:lang="en">Xin H.L., Wu Q., Han M.H., Wang D.Z., Jin Y. // Applied Catalysis a-General. 2005. T. 292. C. 354-361.</mixed-citation></citation-alternatives></ref><ref id="cit55"><label>55</label><citation-alternatives><mixed-citation xml:lang="ru">He Y., Wan C., Zhang Q., Zhan X., Cheng D.-g., Chen F. // Rsc Advances. 2015. T. 5. № 76. C. 62241-62247.</mixed-citation><mixed-citation xml:lang="en">He Y., Wan C., Zhang Q., Zhan X., Cheng D.-g., Chen F. // Rsc Advances. 2015. T. 5. № 76. C. 62241-62247.</mixed-citation></citation-alternatives></ref><ref id="cit56"><label>56</label><citation-alternatives><mixed-citation xml:lang="ru">Патент RU 2019560C1; опубл. 15.09.94.</mixed-citation><mixed-citation xml:lang="en">Патент RU 2019560C1; опубл. 15.09.94.</mixed-citation></citation-alternatives></ref></ref-list><fn-group><fn fn-type="conflict"><p>The authors declare that there are no conflicts of interest present.</p></fn></fn-group></back></article>
