Abstract
Hierarchical Fe,Cu/ZSM-5 was prepared by post-synthesis treatment of nanocrystallite B–ZSM-5. The hierarchical MFI zeolites containing Fe and/or Cu were characterized with XRD, FT-IR, SEM, UV–Vis and N2-sorption techniques. UV–Vis and FT-IR spectroscopy demonstrated that some of the Fe and Cu cations were incorporated into the zeolite framework. Direct amination of benzene to aniline with H2O2 and NH3 was studied using a series of Fe and/or Cu doped ZSM-5 catalysts. The effect of Fe and/or Cu incorporation into ZSM-5 catalyst and crystallite size of the catalyst on the benzene conversion, product distribution and aniline selectivity in the direct amination reaction was investigated. Nanocrystallite hierarchical Fe,Cu/ZSM-5 exhibited the best catalytic oxido-amination performance (conversion of benzene was 23.7% and selectivity for aniline was 74.1%).
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Becker J, Hölderich WF (1998) Catal Lett 54:125
Hoffmann N, Muhler M (2005) Catal Lett 103:155
Hagemeyer A, Borade R, Desrosiers P, Guan SH, Lowe DM, Poojary DM, Turner H, Weinberg H, Zhou XP, Armbrust R, Fengler G, Notheis U (2002) Appl Catal A 227:43
Desrosiers P, Guan SH, Hagemeyer A, Lowe DM, Lugmair C, Poojary DM, Turner H, Weinberg H, Zhou XP, Armbrust R, Fengler G, Notheis U (2003) Catal Today 81:319
Yuzawa H, Kumagai J, Yoshida H (2013) J Phys Chem C 117:11047
Zheng YW, Chen B, Ye P, Feng K, Wang W, Meng QY, Wu LZ, Tung CH (2016) J Am Chem Soc 138:10080
Kuznetsova NI, Kuznetsova LI, Detusheva LG, Likholobov VA, Pez GP, Cheng H (2000) J Mol Catal A 161:1
Zhu LF, Guo B, Tang DY, Hu XK, Li GY, Hu CW (2007) J Catal 245:446
Parida KM, Dash SS, Singha S (2008) Appl Catal A 351:59
Lu YF, Zhu LF, Liu QY, Guo B, Hu XK, Hu CW (2009) Chin Chem Lett 20:238
Parida KM, Rath D, Dash SS (2010) J Mol Catal A 318:85
Tang DY, Zhu LF, Hu CW (2011) Organometallics 30:5675
Singha S, Parida KM (2011) Catal Sci Technol 1:1496
Hu CW, Zhu LF, Xia YS (2007) Ind Eng Chem Res 46:3443
Yu TH, Yang RG, Xia S, Li GY, Hu CW (2014) Catal Sci Technol 4:3159
Yu TH, Zhang Q, Xia S, Li GY, Hu CW (2014) Catal Sci Technol 4:639
Chen T, Fu ZJ, Zhu LF, Hu CW, Tian A (2003) Acta Chim Sinica 61:1701
Xia YS, Zhu LF, Li GY, Hu CW (2005) Acta Phys Chim Sin 21:1337
Guo B, Zhang Q, Li GY, Yao JY, Hu CW (2012) Green Chem 14:1880
Nan M, Luo YC, Li GY, Hu CW (2017) RSC Adv 7:21974
Panov GI, Sobolev VI, Kharitonov AS (1990) J Mol Catal 61:85
Yoshizawa K, Shiota Y, Kamachi T (2003) J Phys Chem B 107:11404
Xin HC, Koekkoek A, Yang QH, van Santen R, Li C, Hensen EJM (2009) Chem Commun. https://doi.org/10.1039/B917038C
Rana BS, Singh B, Kumar R, Verma D, Bhunia MK, Bhaumik A, Sinha AK (2010) J Mater Chem 20:8575
Yang ZW, Yang G, Liu XC, Han XW (2013) Catal Lett 143:260
Li LL, Meng QL, Wen JJ, Wang JG, Tu GM, Xu CH, Zhang FM, Zhong YJ, Zhu WD, Xiao Q (2016) Microporous Mesop Mater 227:252
Meng LQ, Zhu XC, Hensen EJM (2017) ACS Catal 7:2709
Joyner R, Stockenhuber M (1999) J Phys Chem B 103:5963
Qi GS, Yang RT (2005) Catal Lett 100:243
Lai SS, She Y, Zhan WC, Guo Y, Guo YL, Wang L, Lu GZ (2016) J Mol Catal 424:232
Shishkin A, Carlsson PA, Härelind H, Skoglundh M (2013) Top Catal 56:567
Du TY, Qu HX, Liu Q, Zhong Q, Ma WH (2015) Chem Eng J 262:1199
Ellmers I, Pérez Vélez R, Bentrup U, Schwieger W, Brückner A, Grünert W (2015) Catal Today 258:337
Chen P, Rauch D, Weide P, Schönebaum S, Simons T, Muhler M, Moos R, Simon U (2016) Catal Sci Technol 6:3362
Chi B, Qu HX, Xing X, Zhong Q (2017) J Alloys Compd 726:906
Yuan E, Wu GJ, Dai WL, Guan NJ, Li LD (2017) Catal Sci Technol 7:3036
Jouini H, Mejri I, Petitto C, Martinez-Ortigosa J, Vidal-Moya A, Mhamdi M, Blasco T, Delahay G (2018) Microporous Mesop Mater 260:217
Forde MM, Armstrong RD, McVicker R, Wells PP, Dimitratos N, He Q, Lu L, Jenkins RL, Hammond C, Lopez-Sanchez JA, Kiely CJ, Hutchings GJ (2014) Chem Sci 5:3603
Kalamaras C, Palomas D, Bos R, Horton A, Crimmin M, Hellgardt K (2016) Catal Lett 146:483
Peneau V, Shaw G, Armstrong RD, Jenkins RL, Dimitratos N, Taylor SH, Zanthoff HW, Peitz S, Stochniol G, Hutchings GJ (2016) Catal Sci Technol 6:7521
Jiang SS, Zhang HP, Yan Y, Zhang XY (2015) RSC Adv 5:41269
Taran OP, Zagoruiko AN, Ayusheev AB, Yashnik SA, Prihod’ko RV, Ismagilov ZR, Goncharuk VV, Parmon VN (2015) Res Chem Intermed 41:9521
Ahmad W, Ahmad I, Yaseen M (2016) Korean J Chem Eng 33:2530
Yaripour F, Shariatinia Z, Sahebdelfar S, Irandoukht A (2015) Microporous Mesop Mater 203:41
Miecznikowski A, Hanuza H (1987) Zeolites 7(3):249
Kessler H, Chézeau JM, Guth JL, Strub H, Coudurier G (1987) Zeolites 7(4):360
Sundaramurthy V, Lingappan N (2000) J Mol Catal A 160:367
Dong WY, Sun YJ, He HY, Long YC (1999) Microporous Mesop Mater 32:93
Andas J, Adam F, Rahman IA (2013) Appl Surf Sci 284:503
Bordiga S, Buzzoni R, Geobaldo F, Lamberti C, Giamello E, Zecchina A, Leofanti G, Petrini G, Tozzola G, Vlaic G (1996) J Catal 158:486
Guo QH, Chen BH, Li YX, Li JW (2008) Catal Lett 120:65
Romero-Sáez M, Divakar D, Aranzabal A, González-Velasco JR, González-Marcos JA (2016) Appl Catal B 180:210
Sun KJ, Fan FT, Xia HA, Feng ZC, Li WX, Li C (2008) J Phys Chem C 112:16036
Hammond C, Forde MM, Ab Rahim MH, Thetford A, He Q, Jenkins RL, Dimitratos N, Lopez-Sanchez JA, Dummer NF, Murphy DM, Carley AF, Taylor SH, Willock DJ, Stangland EE, Kang J, Hagen H, Kiely CJ, Hutchings GJ (2012) Angew Chem Int Ed 51:5129
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Financial support from the NSFC of China, and technical support from the Analytical and Testing Centre of Yunnan University are cordially acknowledged.
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Wang, H., Ma, Z. & Yang, J. Direct Amination of Benzene with NH3 and H2O2 Over Hierarchical Fe,Cu/ZSM-5 Prepared by Post-synthesis Treatment of Nanocrystallite B–ZSM-5. Catal Lett 150, 1454–1461 (2020). https://doi.org/10.1007/s10562-019-03026-9
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DOI: https://doi.org/10.1007/s10562-019-03026-9