Abstract
Catalysts consisting of Pd nanoparticles supported on highly dispersed TiOx–Al2O3, TaOx–Al2O3, and MoOx–Al2O3 are studied for catalytic quinoline hydrogenation and selective C–N bond cleavage at 275 °C and 20 bar H2. The Pd/MOx–Al2O3 materials exhibit significantly greater aromatic product selectivity and thus 10–15 % less required H2 for a given level of denitrogenation relative to an unmodified Pd/Al2O3 catalyst.
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Baker RTK, Prestridge EB, Garten RL (1979) J Catal 56:390
Tauster SJ, Fung SC, Baker RTK, Horsley JA (1981) Science 211:1121
Davis RJ (2003) J Catal 216:396
Luck F (1991) Bull Soc Chim Belg 100:781
Panagiotopoulou P, Kondarides DI (2006) Catal Today 112:49
Breysse M, Afanasiev P, Geantet C, Vrinat M (2003) Catal Today 86:5
Do PTM, Foster AJ, Chen JG, Lobo RF (2012) Green Chem 14:1388
Foster AJ, Do PTM, Lobo RF (2012) Top Catal 55:118
Gao XT, Wachs IE, Wong MS, Ying JY (2001) J Catal 203:18
Smith MA, Zoelle A, Yang Y, Rioux RM, Hamilton NG, Amakawa K, Nielsen PK, Trunschke A (2014) J Catal 312:170
Coperet C (2010) Chem Rev 110:656
Phillips J, Dumesic JA (1984) Appl Catal 9:1
Brenner A, Hucul DA (1979) Inorg Chem 18:2836
Brenner A, Hucul DA (1980) J Am Chem Soc 102:2484
Li C (2003) J Catal 216:203
Corma A, Xamena FXLI, Prestipino C, Renz M, Valencia S (2009) J Phys Chem C 113:11306
Hermans I, Peeters J, Jacobs PA (2008) Top Catal 48:41
Avenier P, Lesage A, Taoufik M, Baudouin A, De Mallmann A, Fiddy S, Vautier M, Veyre L, Basset JM, Emsley L, Quadrelli EA (2007) J Am Chem Soc 129:176
Luo Y-R (2007) Comprehensive handbook of chemical bond energies. CRC Press, Boca Raton
Avenier P, Taoufik M, Lesage A, Solans-Monfort X, Baudouin A, de Mallmann A, Veyre L, Basset JM, Eisenstein O, Emsley L, Quadrelli EA (2007) Science 317:1056
Bailey BC, Fan H, Huffman JC, Baik MH, Mindiola DJ (2006) J Am Chem Soc 128:6798
Gray SD, Smith DP, Bruck MA, Wigley DE (1992) J Am Chem Soc 114:5462
Massoth FE, Kim SC (2003) Ind Eng Chem Res 42:1011
Ho TC (1988) Catal Rev Sci Eng 30:117
Katzer JR, Sivasubramanian R (1979) Catal Rev Sci Eng 20:155
Sánchez-Delgado RA (2002) Organometallic modeling of the hydrodesulfurization and hydrodenitrogenation reactions. Kluwer Academic Publishers, Dordrecht
Furimsky E, Massoth FE (2005) Catal Rev 47:297
Jian M, Prins R (1998) J Catal 179:18
Dolce GM, Savage PE, Thompson LT (1997) Energy Fuels 11:668
Schlatter JC, Oyama ST, Metcalfe JE, Lambert JM (1988) Ind Eng Chem Res 27:1648
Abe H, Cheung TK, Bell AT (1993) Catal Lett 21:11
Lee KS, Abe H, Reimer JA, Bell AT (1993) J Catal 139:34
Stanczyk K, Kim HS, Sayag C, Brodzki D, Djega-Mariadassou G (1998) Catal Lett 53:59
Eijsbouts S, Debeer VHJ, Prins R (1991) J Catal 127:619
Shabtai J, Que GH, Balusami K, Nag NK, Massoth FE (1988) J Catal 113:206
Stein A, Fendorf M, Jarvie TP, Mueller KT, Benesi AJ, Mallouk TE (1995) Chem Mater 7:304
Tiozzo C, Bisio C, Carniato F, Gallo A, Scott SL, Psaro R, Guidotti M (2013) Phys Chem Chem Phys 15:13354
Priolkar KR, Bera P, Sarode PR, Hegde MS, Emura S, Kumashiro R, Lalla NP (2002) Chem Mater 14:2120
Lutzenkirchen-Hecht D, Frahm R (2006) Surf Sci 600:4380
Aleshina LA, Loginova SV (2002) Crystallogr Rep 47:415
Karroua M, Matralis H, Grange P, Delmon B (1993) J Catal 139:371
Zhao Y, Czyzniewska J, Prins R (2003) Catal Lett 88:155
Bataille F, Lemberton JL, Michaud P, Perot G, Vrinat M, Lemaire M, Schulz E, Breysse M, Kasztelan S (2000) J Catal 191:409
Acknowledgments
The authors acknowledge the ACS Petroleum Research Fund and the DOE Office of Basic Sciences Grants SC-0006718 (JMN) and 86ER1311 (MB, TJM) for funding. Funding for JTM was provided by Chemical Sciences, Geosciences and Biosciences Division, U.S. Department of Energy, under contract DE-AC0-06CH11357. Funding for CPC was provided as part of participation in the Institute for Atom-efficient Chemical Transformations (IACT), an Energy Frontier Research Center funded by the U.S. Department of Energy (DOE), Office of Science, Office of Basic Energy Sciences. The authors also acknowledge Z. Bo, Dr. C. Downing, and Dr. C.-C. Yang for technical assistance, and Dr. N. M. Schweitzer for helpful discussions. Portions of this work were conducted at the MRCAT at Sector 10 of the APS. MRCAT operations are supported by the Department of Energy and the MRCAT member institutions. Use of the APS, an Office of Science User Facility operated for the U.S. Department of Energy (DOE) Office of Science by Argonne National Laboratory, was supported by the U.S. DOE under Contract No. DE-AC02-06CH11357. This work made use of the EPIC facility (NUANCE Center - Northwestern University), which has received support from the MRSEC program (NSF DMR-0520513) at the Materials Research Center, Nanoscale Science and Engineering Center (EEC-0118025/003), both programs of the NSF; the State of Illinois; and Northwestern University. This work made use of the J.B. Cohen X-Ray Diffraction Facility supported by the MRSEC program of the National Science Foundation (DMR-1121262) at the Materials Research Center of Northwestern University. This work made use of the Keck-II facility (NUANCE Center - Northwestern University), which has received support from the W. M. Keck Foundation, Northwestern’s Institute for Nanotechnology’s NSF-sponsored Nanoscale Science & Engineering Center (EEC-0118025/003), both programs of the National Science Foundation; the State of Illinois; and Northwestern University. NMR was performed in the Northwestern University IMSERC facility supported by the NSF under grant DMR-0521267. The CleanCat Core facility acknowledges funding from the Department of Energy (DE-SC0001329) used for the purchase of the GCs.
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Bachrach, M., Morlanes-Sanchez, N., Canlas, C.P. et al. Increasing the Aromatic Selectivity of Quinoline Hydrogenolysis Using Pd/MOx–Al2O3 . Catal Lett 144, 1832–1838 (2014). https://doi.org/10.1007/s10562-014-1346-x
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DOI: https://doi.org/10.1007/s10562-014-1346-x