Keggin-type phosphotungstic acid supported on mesoporous SiO2–Al2O3 aerogel like beads and their application in the isopropylation of naphthalene
Source abstract
Abstract
Spherical mesoporous silica–alumina aerogel like beads based on sol–gel technology and the drop wise addition have been synthesized and used as catalyst support for phosphotungstic acid (PWA). Their catalytic performances in the isopropylation of naphthalene with isopropanol were investigated in a batch reactor. It was found that PWA was highly dispersed on the silica–alumina support and their Keggin structure can be retained. In addition, PWA/SiO2–Al2O3 catalyst showed high surface area, both of Lewis acid sites and Bronsted acid sites. Because of having more Bronsted acid sites, silica–alumina supported acid catalysts showed much higher conversion (87.97 %) and selectivity to diisopropylnaphthalenes (41.41 %) and β,β-products (59.82 %) than pure acid and reactive supports in the isopropylation of naphthalene. The catalytic behavior has been discussed in relation with the physical chemical properties of catalysts, reaction and activation temperature and reaction time.
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Research context
OpenAlex topics: Polyoxometalates: Synthesis and Applications · Mesoporous Materials and Catalysis · Chemical Synthesis and Reactions
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References (32)
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1. Zhao X, Lu MG, Song C (2003) Immobilization of aluminum chloride on MCM-41 as a new catalyst system for liquid-phase isopropylation of naphthalene. J Mol Catal A Chem 191:67–7410.1016/S1381-1169(02)00366-7 ↗
2. Olah GA, Olah JA (1976) Aromatic substitution. XXXVII. Stannic and aluminum chloride catalyzed Friedel-Crafts alkylation of naphthalene with alkyl halides. Differentiation of kinetically and thermodynamically controlled product compositions, and the isomerization of alkylnaphthalenes. J Am Chem Soc 98:1839–184210.1021/ja00423a032 ↗
3. Anand R, Maheswari R, Gore K, Khaire S, Chumbhale V (2003) Isopropylation of naphthalene over modified faujasites: effect of steaming temperature on activity and selectivity. Appl Catal A 249:265–27210.1016/S0926-860X(03)00204-7 ↗
4. Brzozowski R, Skupiński W (2002) Zeolite pore entrance effect on shape selectivity in naphthalene isopropylation. J Catal 210:313–31810.1006/jcat.2002.3702 ↗
5. Sugi Y, Maekawa H, Hasegawa Y, Naiki H, Komura K, Kubota Y (2008) The alkylation of naphthalene over three-dimensional large pore zeolites: the influence of zeolite structure and alkylating agent on the selectivity for dialkylnaphthalenes. Catal Today 132:27–3710.1016/j.cattod.2007.12.009 ↗
6. Sugi Y, Hasegawa Y, Tamada H, Komura K, Kubota Y, Kim J-H (2011) Isopropylation of naphthalene over H-mordenite, HY, and H-beta zeolites: roles of isopropylnaphthalene isomers. Korean J Chem Eng 28:409–41710.1007/s11814-010-0382-5 ↗
7. Brzozowski R, Vinu A (2009) Alkylation of naphthalene over mesoporous Ga-SBA-1 catalysts. Top Catal 52:1001–100410.1007/s11244-009-9240-2 ↗
8. Brzozowski R, Vinu A, Gil B (2010) Comparison of the catalytic performance of the metal substituted cage type mesoporous silica catalysts in the alkylation of naphthalene. Appl Catal A 377:76–8210.1016/j.apcata.2010.01.022 ↗
9. Kamalakar G, Kulkarni S, Raghavan K, Unnikrishnan S, Halgeri A (1999) Isopropylation of naphthalene over modified HMCM-41, HY and SAPO-5 catalysts. J Mol Catal A Chem 149:283–28810.1016/S1381-1169(99)00191-0 ↗
10. Palcheva R, Spojakina A, Tyuliev G, Jiratova K, Petrov L (2006) Thiophene hydrodesulfurization activity of alumina supported heteropoly compounds: nickel effect. React Kinet Catal Lett 89:285–29210.1007/s11144-006-0139-7 ↗
11. Pizzio L, Vázquez P, Cáceres C, Blanco M (2003) Supported Keggin type heteropolycompounds for ecofriendly reactions. Appl Catal A 256:125–13910.1016/S0926-860X(03)00394-6 ↗
12. Yan X-M, Lei J-H, Liu D, Wu Y-C, Liu W (2007) Synthesis and catalytic properties of mesoporous phosphotungstic acid/SiO2 in a self-generated acidic environment by evaporation-induced self-assembly. Mater Res Bull 42:1905–191310.1016/j.materresbull.2006.12.013 ↗
13. Ghiaci M, Aghabarari B, Rives V, Vicente M, Sobrados I, Sanz J (2010) Dialkylation of naphthalene with isopropanol over H3PO4/MCM-41 catalysts for the environmentally friendly synthesis of 2, 6-dialkylnaphthalene. Catal Lett 136:141–14910.1007/s10562-010-0305-4 ↗
14. Galarneau A, Desplantier-Giscard D, Di Renzo F, Fajula F (2001) Thermal and mechanical stability of micelle-templated silica supports for catalysis. Catal Today 68:191–20010.1016/S0920-5861(01)00300-5 ↗
15. Gusev VY, Feng X, Bu Z, Haller GL, O’Brien JA (1996) Mechanical stability of pure silica mesoporous MCM-41 by nitrogen adsorption and small-angle X-ray diffraction measurements. J Phys Chem 100:1985–198810.1021/jp952158p ↗
16. Yang X, Wang JA, Chen L, Sebastian SPR, Robledo AM (2012) Heteropolyacid grafted Pt/Si-MCM-41 catalyst for C7 skeletal isomerization. Catal Commun 28:202–20610.1016/j.catcom.2012.08.033 ↗
17. Méndez FJ, Llanos A, Echeverría M, Jáuregui R, Villasana Y, Díaz Y, et al (2013) Mesoporous catalysts based on Keggin-type heteropolyacids supported on MCM-41 and their application in thiophene hydrodesulfurization. Fuel 110:249–25810.1016/j.fuel.2012.11.021 ↗
18. Kasztelan S, Payen E, Moffat J (1990) The existence and stability of the silica-supported 12-molybdophosphoric acid keggin unit as shown by Raman, XPS, and 31P NMR spectroscopic studies. J Catal 125:45–5310.1016/0021-9517(90)90076-V ↗
19. Zhang F, Yuan C, Wang J, Kong Y, Zhu H, Wang C (2006) Synthesis of fructone over dealmuinated USY supported heteropoly acid and its salt catalysts. J Mol Catal A Chem 247:130–13710.1016/j.molcata.2005.11.036 ↗
20. Liu Q-Y, Wu W-L, Wang J, Ren X-Q, Wang Y-R (2004) Characterization of 12-tungstophosphoric acid impregnated on mesoporous silica SBA-15 and its catalytic performance in isopropylation of naphthalene with isopropanol. Microporous Mesoporous Mater 76:51–6010.1016/j.micromeso.2004.08.001 ↗
21. Yoldas BE (1975) A transparent porous alumina. Am Ceram Soc Bull 54:286–288
22. Brzozowski R (2004) Shape-selectivity in diisopropylnaphthalene synthesis or analytical errors? Appl Catal A 272:215–21810.1016/j.apcata.2004.05.041 ↗
23. Brzozowski R, Skupiński W, Jamróz MH, Skarżyński M, Otwinowska H (2002) Isolation and identification of diisopropylnaphthalene isomers in the alkylation products of naphthalene. J Chromatogr A 946:221–22710.1016/S0021-9673(01)01571-0 ↗
24. Jalil PA, Al-Daous MA, Al-Arfaj ARA, Al-Amer AM, Beltramini J, Barri SA (2001) Characterization of tungstophosphoric acid supported on MCM-41 mesoporous silica using n-hexane cracking, benzene adsorption, and X-ray diffraction. Appl Catal A 207:159–17110.1016/S0926-860X(00)00670-0 ↗
25. Kuang W, Rives A, Fournier M, Hubaut R (2003) Structure and reactivity of silica-supported 12-tungstophosphoric acid. Appl Catal A 250:221–22910.1016/S0926-860X(03)00239-4 ↗
26. Chen N, Yang R (1995) Activation of nitric oxide by heteropoly compounds: structure of nitric-oxide linkages in tungstophosphoric acid with keggin units. J Catal 157:76–8610.1006/jcat.1995.1269 ↗
27. Boccuti M, Rao K, Zecchina A, Leofanti G, Petrini G (1989) Spectroscopic characterization of silicalite and titanium-silicalite. Stud Surf Sci Catal 48:133–14410.1016/S0167-2991(08)60677-1 ↗
28. Li K-T, Lin C–C (2004) Propylene epoxidation over Ti/MCM-41 catalysts prepared by chemical vapor deposition. Catal Today 97:257–26110.1016/j.cattod.2004.07.011 ↗
29. Bertoluzza A, Fagnano C, Antonietta Morelli M, Gottardi V, Guglielmi M (1982) Raman and infrared spectra on silica gel evolving toward glass. J Non Cryst Solids 48:117–12810.1016/0022-3093(82)90250-2 ↗
30. Abdollahi-Alibeik M, Mohammadpoor-Baltork I, Zaghaghi Z, Yousefi BH (2008) Efficient synthesis of 1, 5-benzodiazepines catalyzed by silica supported 12-tungstophosphoric acid. Catal Commun 9:2496–250210.1016/j.catcom.2008.07.004 ↗
31. Luo M, Wang Q, Li G, Zhang X, Wang L, Han L (2013) AlCl3-promoted MCM-41-supported platinum catalysts with high activity and sulfur-tolerance for tetralin hydrogenation: effect of Pt-Al interaction. Catal Commun 35:6–1010.1016/j.catcom.2013.01.015 ↗
32. Colon G, Ferino I, Rombi E, Selli E, Forni L, Magnoux P et al (1998) Liquid-phase alkylation of naphthalene by isopropanol over zeolites. Part 1: HY zeolites. Appl Catal A 168:81–9210.1016/S0926-860X(97)00346-3 ↗