Abstract
Ni/γ-Al2O3 catalysts with different nickel loadings (4–27 wt%) were used for the synthesis of monoisopropylamine by the reductive amination of 2-propanol in the presence of hydrogen and ammonia. H2-chemisorption analysis indicated that the highly reduced nickel metal surface area could be correlated with the enhancement of the 2-propanol conversion. During the reaction, the catalyst was progressively deactivated in the absence of hydrogen but its initial activity was completely recovered by re-exposure to the feed containing hydrogen. The deactivation was due to the formation of surface nickel nitride and excess hydrogen hindered the phase transition of the nickel metal to the corresponding nitride, ultimately preventing deactivation.
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Hayes KS (2001) Appl Catal A 221:187
Corbin DR, Schwarz S, Sonnichsen GC (1997) Catal Today 37:71
Vultier R, Baiker A, Wokaun A (1987) Appl Catal 30:167
Jeon HY, Shin CH, Jung HJ, Hong SB (2006) Appl Catal A 305:70
Tijsebaert B, Yilmaz B, Muller U, Gies H, Zhang W, Bao X, **ao FS, Tatsumi T, Vos DD (2011) J Catal 278:246
Fischer A, Mallat T, Baiker A (1999) J Mol Catal A 149:197
Vedage GA, Emig LA, Li HX, Armor JN (1999) US Patent 5,932,769
Fischer A, Maciejewski M, Burgi T, Mallat T, Baiker A (1999) J Catal 183:373
Fischer A, Mallat T, Baiker A (1997) Catal Today 37:167
Cho BT, Kang SK (2005) Tetrahedron 61:5725
Johansson A, Lindstedt EL, Olson T (1997) Acta Chem Scand 51:351
Nouwen J, Kashammer S, Horn A, Funke F, Melder JP, Gutschoven F, Buskens P (2003) US Patent 6,563,004 B2
Park SH, Chun BH, Kim SH (2011) Korean J Chem Eng 28:402
Narayanan S, Unnikrishnan R (1998) J Chem Soc, Faraday Trans 94:1123
Pant KK, Jain R, Jain S (2011) Korean J Chem Eng 28:1859
Yang R, Wu J, Li X, Zhang X, Zhanga Z, Guo J (2010) Appl Catal A 383:112
Vedage GA, Imig LA, Li HX, Armor JN (1999) US Patent 5,917,092
Sewell G, O’Connor C, Steen E (1995) Appl Catal A 125:99
Chary KVR, Seel KK, Naresh D, Ramakanth P (2008) Catal Comm 9:75
Veefkind VA, Grundling C, Lercher JA (1998) J Mol Catal A 134:111
Wang L, Li D, Koike M, Koso S, Nakagawa Y, Xu Y, Tomishige K (2011) Appl Catal A 392:248
Bae JW, Kim SM, Kang SH, Chary KVR, Lee YJ, Kim HJ, Jun KW (2009) J Mol Catal A 311:7
Akande AJ, Idem RO, Dalai AK (2005) Appl Catal A 287:159
Li C, Chen YW (1995) Thermochim Acta 256:457
Yang R, Li X, Wu J, Zhang X, Zhang Z, Cheng Y, Guo J (2009) Appl Catal A 368:105
Monti DAM, Baiker A (1983) J Catal 83:323
Zhang L, Dong L, Yu W, Liu L, Deng Y, Liu B, Wana H, Gao F, Sun K, Dong L (2011) J Colloid Interface Sci 355:464
Rausch AK, Steen E, Roessner F (2008) J Catal 253:111
Verhaak MJFM, van Dillen AJ, Geus JW (1994) Appl Catal A 109:263
Verhaak MJFM, van Dillen AJ, Geus JW (1993) J Catal 143:187
Baiker A, Kijenski J (1985) Catal Rev Sci Eng 27:653
Baiker A (1981) Ind Eng Chem Prod Res Dev 20:615
Baiker A, Monti D (1983) Ber Bunsenges Phys Chem 87:602
Baiker A, Maciejewskij M (1984) J Chem Soc, Faraday Trans I(80):2331
Kritzenberger, Jobson JE, Wokaun A, Baikun A, Baiker A (1990) Catal Lett 5:73
Cho JH, Park JH, Chang TS, Seo G, Shin C-H (2012) Appl Catal A 417:313
Milad IK, Smith KJ, Wong PC, Mitchell KAR (1998) Catal Lett 52:113
Milosev I, Strehbtow HH, Navinsek B (1997) Thin Solid Films 303:246
Soares GV, Bastos KP, Pezzi RP, Miotti L, Driemeier C, Baumvol IJR, Hinkle C, Lucovsky G (2004) Appl Phys Lett 24:4992
Song HJ, Shin HJ, Chung Y, Lee JC, Lee MK (2005) J Appl Phys 97:113711
Vega CG, Cruz W (2006) Appl Surf Sci 252:8001
Soto G, de la Cruz W, Castillon FF, Diaz JA, Machorro R, Farias MH (2003) Appl Surf Sci 214:58
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This work was financially supported by a Grant from the Industrial Source Technology Development Programs (2008-10031908) of the Ministry of Knowledge Economy (MKE) of Korea.
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Cho, J.H., Park, JH., Chang, TS. et al. Reductive Amination of 2-Propanol to Monoisopropylamine Over Ni/γ-Al2O3 Catalysts. Catal Lett 143, 1319–1327 (2013). https://doi.org/10.1007/s10562-013-1086-3
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DOI: https://doi.org/10.1007/s10562-013-1086-3