Citation: | JIA Yimin, NIU Pengyu, JIA Litao, LIN Minggui, GUO Heqin, XIAO Yong, HOU Bo, LI Debao. Effect of ZSM-5@Silicalite-1 zeolites prepared by solid phase epitaxial growth method on CO2 hydrogenation and toluene alkylation reactions[J]. Journal of Fuel Chemistry and Technology. doi: 10.19906/j.cnki.JFCT.2024012 |
[1] |
TSAI T C, LIU S B, WANG I. Disproportionation and transalkylation of alkylbenzenes over zeolite catalysts[J]. Appl Catal A:Gen,1999,181(2):355−398. doi: 10.1016/S0926-860X(98)00396-2
|
[2] |
VERMEIREN W, GILSON J P. Impact of zeolites on the petroleum and petrochemical industry[J]. Top Catal,2009,52(9):1131−1161. doi: 10.1007/s11244-009-9271-8
|
[3] |
DOOLAN P, PUJADO P. Make aromatics from LPG[J]. Hydrocarb Process, 1989, 68 (9).
|
[4] |
BADURAIG A, ODEDAIRO T, AL-KHATTAF S. Disproportionation and methylation of toluene with methanol over zeolite catalysts[J]. Top Catal,2010,53:1446−1456. doi: 10.1007/s11244-010-9605-6
|
[5] |
LEE S, KIM D, LEE J, et al. An in situ methylation of toluene using syngas over bifunctional mixture of Cr2O3/ZnO and HZSM-5[J]. Appl Catal A:Gen,2013,466:90−97. doi: 10.1016/j.apcata.2013.06.025
|
[6] |
ZUO J, CHEN W, LIU J, et al. Selective methylation of toluene using CO2 and H2 to para-xylene[J]. Sci Adv,2020,6(34):2375−2548 .
|
[7] |
WEN D, ZUO J, HAN X, et al. Synthesis of durene by methylation of 1, 2, 4-trimethylbenzene with syngas over bifunctional CuZnZrO x–HZSM-5 catalysts[J]. Catal Sci Technol,2022,12(8):2555−2565. doi: 10.1039/D2CY00037G
|
[8] |
WANG Y, TAN L, TAN M, et al. Rationally designing bifunctional catalysts as an efficient strategy to boost CO2 hydrogenation producing value-added aromatics[J]. ACS Catal,2018,9(2):895−901.
|
[9] |
NI Y, CHEN Z, FU Y, et al. Selective conversion of CO2 and H2 into aromatics[J]. Nat Commun,2018,9(1):3457. doi: 10.1038/s41467-018-05880-4
|
[10] |
LI Z, QU Y, WANG J, et al. Highly selective conversion of carbon dioxide to aromatics over tandem catalysts[J]. Joule,2019,3(2):570−583. doi: 10.1016/j.joule.2018.10.027
|
[11] |
MA Y, WANG N, QIAN W, et al. Molded MFI nanocrystals as a highly active catalyst in a methanol-to-aromatics process[J]. RSC Adv,2016,6(84):81198−81202. doi: 10.1039/C6RA19035A
|
[12] |
PINILLA-HERRERO I, BORFECCHIA E, HOLZINGER J, et al. High Zn/Al ratios enhance dehydrogenation vs hydrogen transfer reactions of Zn-ZSM-5 catalytic systems in methanol conversion to aromatics[J]. J Catal,2018,362:146−163. doi: 10.1016/j.jcat.2018.03.032
|
[13] |
ZHU Z, XIE Z, CHEN Q, et al. Chemical liquid deposition with polysiloxane of ZSM-5 and its effect on acidity and catalytic properties[J]. Microporous Mesoporous Mater,2007,101(1-2):169−175. doi: 10.1016/j.micromeso.2006.12.016
|
[14] |
KIM J-H, ISHIDA A, OKAJIMA M, et al. Modification of HZSM-5 by CVD of various silicon compounds and generation of para-selectivity[J]. J Catal,1996,161(1):387−392. doi: 10.1006/jcat.1996.0196
|
[15] |
BAUER F, CHEN W, BILZ E, et al. Surface modification of nano-sized HZSM-5 and HFER by pre-coking and silanization[J]. J Catal,2007,251(2):258−270. doi: 10.1016/j.jcat.2007.08.009
|
[16] |
SAYED M B, VéDRINE J C. The effect of modification with boron on the catalytic activity and selectivity of HZSM-5: I. Impregnation with boric acid[J]. J Catal,1986,101(1):43−55. doi: 10.1016/0021-9517(86)90227-7
|
[17] |
JANARDHAN H, SHANBHAG G, HALGERI A. Shape-selective catalysis by phosphate modified ZSM-5: Generation of new acid sites with pore narrowing[J]. Appl Catal A:Gen,2014,471:12−18. doi: 10.1016/j.apcata.2013.11.029
|
[18] |
DE MENEZES S C, LAM Y, DAMODARAN K, et al. Modification of H-ZSM-5 zeolites with phosphorus. 1. Identification of aluminum species by 27Al solid-state NMR and characterization of their catalytic properties[J]. Microporous Mesoporous Mater,2006,95(1-3):286−295. doi: 10.1016/j.micromeso.2006.05.032
|
[19] |
HODALA J L, HALGERI A B, SHANBHAG G V. Phosphate modified ZSM-5 for the shape-selective synthesis of para-diethylbenzene: Role of crystal size and acidity[J]. Appl Catal A:Gen,2014,484:8−16. doi: 10.1016/j.apcata.2014.07.006
|
[20] |
LI J, TONG K, XI Z, et al. Highly-efficient conversion of methanol to p-xylene over shape-selective Mg–Zn–Si-HZSM-5 catalyst with fine modification of pore-opening and acidic properties[J]. Catal Sci Technol,2016,6(13):4802−4813. doi: 10.1039/C5CY01979F
|
[21] |
QU Y, LI Z, HU H, et al. Highly selective conversion of CO 2 to para-xylene over tandem catalysts[J]. ChemComm,2023,59(49):7607−7610.
|
[22] |
VéDRINE J C, AUROUX A, DEJAIFVE P, et al. Catalytic and physical properties of phosphorus-modified ZSM-5 zeolite[J]. J Catal,1982,73(1):147−160. doi: 10.1016/0021-9517(82)90089-6
|
[23] |
BREEN J P, BURCH R, KULKARNI M, et al. Improved selectivity in the toluene alkylation reaction through understanding and optimising the process variables[J]. Appl Catal A:Gen,2007,316(1):53−60. doi: 10.1016/j.apcata.2006.09.017
|
[24] |
Lü R, TANGBO H, WANG Q, et al. Properties and characterization of modified HZSM-5 zeolites[J]. J Energy Chem,2003,12(1):56.
|
[25] |
GHORBANPOUR A, GUMIDYALA A, GRABOW L C, et al. Epitaxial growth of ZSM-5@ Silicalite-1: A core–shell zeolite designed with passivated surface acidity[J]. ACS Nano,2015,9(4):4006−4016. doi: 10.1021/acsnano.5b01308
|
[26] |
VAN VU D, MIYAMOTO M, NISHIYAMA N, et al. Catalytic activities and structures of silicalite-1/H-ZSM-5 zeolite composites[J]. Microporous Mesoporous Mater,2008,115(1-2):106−112. doi: 10.1016/j.micromeso.2007.12.034
|
[27] |
WU Q, WANG X, QI G, et al. Sustainable synthesis of zeolites without addition of both organotemplates and solvents[J]. J Am Chem Soc,2014,136(10):4019−4025. doi: 10.1021/ja500098j
|
[28] |
WU Q, MENG X, GAO X, et al. Solvent-free synthesis of zeolites: mechanism and utility[J]. Acc Chem Res,2018,51(6):1396−1403. doi: 10.1021/acs.accounts.8b00057
|
[29] |
BIAN C, ZHANG C, PAN S, et al. Generalized high-temperature synthesis of zeolite catalysts with unpredictably high space-time yields (STYs)[J]. J Mater Chem A,2017,5(6):2613−2618. doi: 10.1039/C6TA09866E
|
[30] |
ZHANG C, WU Q, LEI C, et al. Solvent-free and mesoporogen-free synthesis of mesoporous aluminosilicate ZSM-5 zeolites with superior catalytic properties in the methanol-to-olefins reaction[J]. Ind Eng Chem Res,2017,56(6):1450−1460. doi: 10.1021/acs.iecr.7b00062
|
[31] |
WANG C, WANG L, ZHANG J, et al. Product selectivity controlled by zeolite crystals in biomass hydrogenation over a palladium catalyst[J]. J Am Chem Soc,2016,138(25):7880−7883. doi: 10.1021/jacs.6b04951
|
[32] |
WU Q, LIU X, ZHU L, et al. Solvent-free synthesis of zeolites from anhydrous starting raw solids[J]. J Am Chem Soc,2015,137(3):1052−1055. doi: 10.1021/ja5124013
|
[33] |
LIU Z, WU D, REN S, et al. Solvent-Free synthesis of c-Axis oriented ZSM-5 crystals with enhanced methanol to gasoline catalytic activity[J]. ChemCatChem,2016,8(21):3317−3322. doi: 10.1002/cctc.201600896
|
[34] |
LU X, YANG Y, ZHANG J, et al. Solvent-free secondary growth of highly b-oriented MFI zeolite films from anhydrous synthetic powder[J]. J Am Chem Soc,2019,141(7):2916−2919. doi: 10.1021/jacs.9b00018
|
[35] |
ZHANG J, WANG L, WU Z, et al. Solvent-free synthesis of core–shell Zn/ZSM-5@ silicalite-1 catalyst for selective conversion of methanol to BTX aromatics[J]. Ind Eng Chem Res,2019,58(34):15453−15458. doi: 10.1021/acs.iecr.9b03357
|
[36] |
MOHAMED R M, ALY H M, EL-SHAHAT M F, et al. Effect of the silica sources on the crystallinity of nanosized ZSM-5 zeolite[J]. Microporous Mesoporous Mater,2005,79(1-3):7−12. doi: 10.1016/j.micromeso.2004.10.031
|
[37] |
AL-JUBOURI S M. Synthesis of hierarchically porous ZSM-5 zeolite by self-assembly induced by aging in the absence of seeding-assistance[J]. Microporous Mesoporous Mater,2020,303:110296. doi: 10.1016/j.micromeso.2020.110296
|
[38] |
WANG C, ZHANG L, HUANG X, et al. Maximizing sinusoidal channels of HZSM-5 for high shape-selectivity to p-xylene[J]. Nat Commun,2019,10(1):4348. doi: 10.1038/s41467-019-12285-4
|
[39] |
JIN D, YE G, ZHENG J, et al. Hierarchical silicoaluminophosphate catalysts with enhanced hydroisomerization selectivity by directing the orientated assembly of premanufactured building blocks[J]. ACS Catal,2017,7(9):5887−5902. doi: 10.1021/acscatal.7b01646
|
[40] |
吴保强, 马晓迅, 梁斌, 等. 甘油辅助HZSM-5分子筛的制备及其甲烷无氧芳构化催化性能研究[J]. 燃料化学学报,2020,48(7):821−832.
WU Baoqiang, MA Xiaoxun, LIANG Bin, et al. Preparation of HZSM-5 zeolite assisted by glycerin and its catalytic performance for methane aromatization[J]. J Fuel Chem Technol,2020,48(7):821−832.
|
[41] |
WANG Y, GUO X, ZHANG C, et al. Influence of calcination temperature on the stability of fluorinated nanosized HZSM-5 in the methylation of biphenyl[J]. Catal Letters,2006,107:209−214. doi: 10.1007/s10562-006-0004-3
|
[42] |
LIU J, LI X, ZHAO Q, et al. The selective catalytic reduction of NO with propene over Cu-supported Ti–Ce mixed oxide catalysts: Promotional effect of ceria[J]. J Mol Catal A Chem,2013,378:115−123. doi: 10.1016/j.molcata.2013.06.005
|
[43] |
EMEIS C. Determination of integrated molar extinction coefficients for infrared absorption bands of pyridine adsorbed on solid acid catalysts[J]. J Catal,1993,141(2):347−354. doi: 10.1006/jcat.1993.1145
|
[44] |
HAN X, ZUO J, WEN D, et al. Toluene methylation with syngas to para-xylene by bifunctional ZnZrO x-HZSM-5 catalysts[J]. Chinese J Catal,2022,43(4):1156−1164. doi: 10.1016/S1872-2067(21)63975-X
|
[45] |
DENG Y Q, ZHOU W F, LV H M, et al. Synthesis of HZSM-5@silicalite-1 core-shell composite and its catalytic application in the generation of p-xylene by methylation of toluene with methyl bromide[J]. RSC Adv,2014,4(70):37296−37301. doi: 10.1039/C4RA04126G
|
[46] |
潘旭, 杜冰, 黄鑫, 等. 孪晶 HZSM-5@ Silicalite-1 核壳结构催化剂的制备及甲苯甲醇烷基化性能研究[J]. 燃料化学学报 (中英文),2022,50(5):611−620.
PAN Xu, DU Bing, HUANG Xin, et al. Preparation of core-shell structural twin HZSM-5@Silicalite-1 catalysts and its performance for toluene alkylation with methanol[J]. J Fuel Chem Technol,2022,50(5):611−620.
|
[47] |
ZHANG J, QIAN W, KONG C, et al. Increasing para-xylene selectivity in making aromatics from methanol with a surface-modified Zn/P/ZSM-5 catalyst[J]. ACS Catal,2015,5(5):2982−2988. doi: 10.1021/acscatal.5b00192
|
[48] |
WANG J, TANG C, LI G, et al. High-performance MaZrO x (Ma= Cd, Ga) solid-solution catalysts for CO2 hydrogenation to methanol[J]. ACS Catal,2019,9(11):10253−10259. doi: 10.1021/acscatal.9b03449
|
[49] |
VASANTHAVEL S, KANNAN S. Structural investigations on the tetragonal to cubic phase transformations in zirconia induced by progressive yttrium additions[J]. J Phys Chem Solids,2018,112:100−105. doi: 10.1016/j.jpcs.2017.09.010
|
[50] |
GAO P, ZHONG L, ZHANG L, et al. Yttrium oxide modified Cu/ZnO/Al2O3 catalysts via hydrotalcite-like precursors for CO2 hydrogenation to methanol[J]. Catal Sci Technol,2015,5(9):4365−4377. doi: 10.1039/C5CY00372E
|
[51] |
ZHANG W, WANG S, GUO S, et al. Effective conversion of CO2 into light olefins over a bifunctional catalyst consisting of La-modified ZnZrO x oxide and acidic zeolite[J]. Catal Sci Technol,2022,12(8):2566−2577. doi: 10.1039/D2CY00210H
|
[52] |
DANG S, QIN B, YANG Y, et al. Rationally designed indium oxide catalysts for CO2 hydrogenation to methanol with high activity and selectivity[J]. Sci Adv,2020,6(25):eaaz2060. doi: 10.1126/sciadv.aaz2060
|
[53] |
SHANG X, LIU G D, SU X, et al. Preferential Synthesis of Toluene and Xylene from CO2 Hydrogenation in the Presence of Benzene through an Enhanced Coupling Reaction[J]. ACS Catal,2022,12(21):13741−13754. doi: 10.1021/acscatal.2c04314
|
[54] |
YASHIMA T, SAKAGUCHI Y, NAMBA S. Selective formation of p-xylene by alkylation of toluene with methanol on ZSM-5 type zeolites[J]. Stud Surf Sci Catal,1981,7:739−751.
|