Abstract
Possibility of creating superacid catalysts on the basis of sulfated hydrosilicate nanoscrolls with halloysite structure and catalytic activity of the resulting materials in the model reaction of hexene-1 oligomerization were studied. The sulfation was performed with sulfuric acid solutions at concentrations of 0.25–1 M. The number of acid centers on the surface of the scrolls decreases with increase of the scid concentration, most probably due to the selective dissolution of the aluminum oxide sheet. In this case, the composition of the reaction products also changes, with the content of hexene-1 isomers increasing as compared with the oligomers. It was possible to obtain, at the lower boundary of the concentration range, an increased content of heavy fractions in the oligomerization products.
Similar content being viewed by others
References
Khadiev, A. and Khalitov, Z., Acta Crys tallogr., Sect. A: Found. Adv., 2018, vol. 74, no. 3, pp. 233–244.
Khalitov, Z., Khadiev, A., Valeeva, D., and Pashin, D., Acta Crystallogr., Sect. A: Found. Adv., 2016, vol. 72, no. 6, pp. 684–695.
Krasilin, A.A., Khrapova, E.K., Nominé, A., Ghanbaja, J., Belmonte, T., and Gusarov, V.V., ChemPhysChem., 2019, vol. 20, no. 5, pp. 719–726.
Stolovas, D., Serra, M., Popovitz-Biro, R., Pinkas, I., Houben, L., Calvino, J.J., Joselevich, E., Tenne, R., Arenal, R., and Lajaunie, L., Chem. Mater., 2018, vol. 30, no. 24, pp. 8829–8842.
Višić, B., Panchakarla, L.S., and Tenne, R., J. Am. Chem. Soc., 2017, vol. 139, no. 7, p. 12865.
Rao, C.N.R. and Govindaraj, A., Adv. Mater., 2009, vol. 21, no. 42, pp. 4208–4233.
Mutilin, S.V., Soots, R.A., Vorob’ev, A.B., Ikusov, D.G., Mikhailov, N.N., and Prinz, V.Ya., J. Phys. D: Appl. Phys., 2014, vol. 47, no. 29, p. 295301.
Gulina, L.B., Tolstoy, V.P., Petrov, Yu.V., and Danilov, D.V., Inorg. Chem., 2018, vol. 57, no. 16, pp. 9779–9781.
Islam, A.E., Rogers, J.A., and Alam, M.A., Adv. Mater., 2015, vol. 27, no. 48, pp. 7908–7937.
Ksenevich, V.K., Gorbachuk, N.I., Viet Ho, Shuba, M.V., Kuzhir, P.P., Maksimenko, S.A., Paddubskaya, A.G., Valusis, G., Wieck, A.D., Zak, A., and Tenne, R., Nanosyst.: Phys., Chem., Math., 2016, vol. 7, no. 1, pp. 37–43.
Yang, Y., Liang, Q., Li, J., Zhuang, Y., He, Y., Bai Bo, and Wang, X., Nano Res., 2011, vol. 4, no. 9, pp. 882–890.
Pierini, F., Lanzi, M., Lesci, I.G., and Roveri, N., Fibers Polym., 2015, vol. 16, no. 2, pp. 426–433.
Siewiorek, A., Malczyk, P., Sobczak, N., Sobczak, J.J., Czulak, A., Kozera, R., Gude, M., Boczkowska, A., and Homa, M., J. Mater. Eng. Perform., 2016, vol. 25, no. 8, pp. 3194–3203.
Naumenko, E.A., Guryanov, I.D., Yendluri, R., Lvov, Yu.M., and Fakhrullin, R.F., Nanoscale, 2016, vol. 8, no. 13, pp. 7257–7271.
Lecouvet, B., Horion, J., D’Haese, C., Bailly, C., and Nys - ten, B., Nanotechnology, 2013, vol. 24, no. 10, pp. 105704.
Yudin, V.E., Otaigbe, J.U., Nazarenko, S.I., Kim, W.D., and Korytkova, E.N., Mech. Compos. Mater., 2011, vol. 47, no. 3, pp. 335–342.
Shu, Z., Chen, Y., Zhou, J., Li, T., Yu, D., and Wang, Y., Appl. Clay Sci., 2015, vol. 112–113, pp. 17–24.
Yuan, P., Tan, D., and Annabi-Bergaya, F., Appl. Clay Sci., 2015, vols. 112–113, pp. 75–93.
Parlayici, S., Eskizeybek, V., Avci, A., and Pehlivan, E., J. Nanostruct. Chem., 2015, vol. 5, no. 3, pp. 255–263.
Deng, L., Yuan, P., Liu, D., Annabi-Bergaya, F., Zhou, J., Chen, F., and Liu, Z., Appl. Clay Sci., 2017, vol. 143, pp. 184–191.
Krasilin, A.A., Bodalyov, I.S., Malkov, A.A., Khrapova, E.K., Maslennikova, T.P., and Malygin, A.A., Nanosyst.: Phys., Chem., Math., 2018, vol. 9, no. 3, pp. 410–416.
Bian, Z., Li, Z., Ashok, J., and Kawi, S., Chem. Commun., 2015, vol. 51, no. 91, pp. 16324–16326.
Li, B., Lin, X., Luo, Y., Yuan, X., and Wang, X., Fuel Process. Tech nol., 2018, vol. 176,, pp. 153–166.
Yao, Y., Chen, H., Lian, C., Wei, F., Zhang, D., Wu, G., Chen, B., and Wang, S., J. Hazard. Mater., 2016, vol. 314, no. 193, pp. 129–139.
Zhang, X., Wang, P., Wu, X., Lv, S., and Dai, J., Catal. Commun., 2016, vol. 83, pp. 18–21.
Lvov, Yu., Wang, W., Zhang, L., and Fakhrullin, R., Adv. Mater., 2016, vol. 28, no. 6, pp. 1227–1250.
Maslennikova, T.P. and Korytkova, E.N., Glass Phys. Chem., 2011, vol. 37, no. 4, pp. 418–425.
Zahidah, K.A., Kakooei, S., Ismail, M.C., and Bothi Raja, P., Prog. Org. Coatings, 2017, vol. 111, pp. 175–185.
Krasilin, A.A., Danilovich, D.P., Yudina, E.B., Bruyere, S., Ghanbaja, J., and Ivanov, V.K., Appl. Clay Sci., 2019, vol. 173. DOI: 10.1016j.clay.2019.03.007
Krasilin, A.A. and Gusarov, V.V., Tech. Phys. Lett., 2016, vol. 42, no. 1, pp. 55–58.
Singh, B., Clays Clay Miner., 1996, vol. 44, no. 2, pp. 191–196.
Prishchenko, D.A., Zenkov, E.V., Mazurenko, V.V., Fakhrullin, R.F., Lvov, Yu.M., and Mazurenko, V.G., Phys. Chem. Chem. Phys., 2018, vol. 20, no. 8, pp. 5841–5849.
Guimarães, L., Enyashin, A.N., Seifert, G., and Duarte, H.A., J. Phys. Chem. C, 2010, vol. 114, no. 26, pp. 11358–11363.
Momma, K. and Izumi, F., J. Appl. Crystallogr., 2011, vol. 44, no. 6, pp. 1272–1276.
Zhang, H.L., Lei, X.R., Yan, C.J., Wang, H.Q., Xiao, G.Q., Hao, J.R., Wang, D., and Qiu, X.M., Adv. Mater. Res., 2011, vols. 415–417, pp. 2206–2214.
Jin, T., Yamaguchi, T., and Tanabe, K., J. Phys. Chem., 1986, vol. 90, no. 20, pp. 4794–4796.
Hino, M. and Arata, K., J. Chem. Soc., Chem. Commun., 1980, no. 18, pp. 851–852.
Mansir, N., Taufiq-Yap, Y.H., Rashid, U., and Lokman, I.M., Energy Convers. Manag., 2017, vol. 141, pp. 171–182.
Alaba, P.A., Sani, Y.M., and Ashri Wan Daud, W.M., RSC Adv., 2016, vol. 6, no. 82, pp. 78351–78368.
Mardhiah, H.H., Ong, H.C., Masjuki, H.H., Lim, S., and Lee, H.V., Renew. Sustain. Energy Rev., 2017, vol. 67, pp. 1225–1236.
Hossain, M.N., Bhuyan Md, S.U.S., Alam, A.H., Md, A., and Seo, Y.C., Energies, 2018, vol. 11, no. 2, p. 299.
Hanif, M.A., Nisar, S., and Rashid, U., Catal. Rev., 2017, vol. 59, no. 2, pp. 165–188.
Sohn, J.R. and Park, E.H., J. Ind. Eng. Chem., 2000, vol. 6, no. 5, pp. 312–317.
Guo, J.-J., Jin, T.-S., Zhang, S.-L., and Li, T.-S., Green Chem., 2001, vol. 3, no. 4, pp. 193–195.
Peratello, S., Molinari, M., Bellussi, G., and Perego, C., Catal. Today., 1999, vol. 52, nos. 2–3, pp. 271–277.
Muraza, O., Ind. Eng. Chem. Res., 2015, vol. 54, no. 3, pp. 781–789.
Popov, A.G., Pavlov, V.S., and Ivanova, I.I., J. Catal., 2016, vol. 335, pp. 155–164.
Nicholas, C.P., Appl. Catal., A, 2017, vol. 543, pp. 82–97.
Belkassa, K., Bessaha, F., Marouf-Khelifa, K., Batonneau-Gener, I., Comparot, J.-D., and Khelifa, A., Colloids Surf., A, 2013, vol. 421, pp. 26–33.
Sohn, J.R., J. Ind. Eng. Chem., 2004, vol. 10, no. 1, pp. 1–15.
Bernholc, J., Horsley, J. A., Murrell, L.L., Sher man, L.G., and Soled, S., J. Phys. Chem., 1987, vol. 91, no. 6, pp. 1526–1530.
Marczewski, M., Jakubiak, A., Marczewska, H., Frydrych, A., Gontarz, M., and Sniegula, A., Phys. Chem. Chem. Phys., 2004, vol. 6, no. 9, pp. 2513–2522.
Lermontov, S.A., Malkova, A.N., Yurkova, L.L., Kazachenko, V.P., Ivanov, V.K., Baranchikov, A.E., and Tret’yakov, Yu.D., Nanosist.: Fiz., Khim., Mat., 2013, vol. 4, no. 1, pp. 113–119.
Lermontov, S.A., Yurkova, L.L., Straumal, E.A., Baranchikov, A.E., Ivanov, V.K., and Shunina, I.G., Russ. J. Inorg. Chem., 2016, vol. 61, no. 1, pp. 7–10.
Acknowledgments
The X-ray diffraction analysis was made on the equipment of the Engineering center of St. Petersburg State Technological Institute (Technical University). The electron microscopy was performed on the equipment of of the JRC PMR IGIC RAS. The liquid chromatography was performed on the equipment of the Center of for Collective Use “New Petrochemical Processes, Polymere Composites and Adhesives,” no. 77601.
Funding
The study was supported by the Russian Science Foundation (grant no. 17-73-10426).
Author information
Authors and Affiliations
Corresponding author
Additional information
Conflict of Interest
The authors state that they have no conflict of interest to be disclosed in this communication.
Russian Text © The Author(s), 2019, published in Zhurnal Prikladnoi Khimii, 2019, Vol. 92, No. 9, pp. 1170–1178.
Rights and permissions
About this article
Cite this article
Krasilin, A.A., Straumal, E.A., Yurkova, L.L. et al. Sulfated Halloysite Nanoscrolls as Superacid Catalysts for Oligomerization of Hexene-1. Russ J Appl Chem 92, 1251–1257 (2019). https://doi.org/10.1134/S1070427219090106
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070427219090106