Influence of Cu and Mo components of γ-Al2O3 supported nickel catalysts on hydrodeoxygenation of fatty acid methyl esters to fuel-like hydrocarbons

JING Zhong-yu; ZHANG Tao-qi; SHANG Jiang-wei; ZHAI Ming-lu; YANG Hao; QIAO Cong-zhen; MA Xin-qi

Volume 46 Issue 4

Apr. 2018

Turn off MathJax

Article Contents

Article Navigation > Journal of Fuel Chemistry and Technology > 2018 > 46(4): 427-440

JING Zhong-yu, ZHANG Tao-qi, SHANG Jiang-wei, ZHAI Ming-lu, YANG Hao, QIAO Cong-zhen, MA Xin-qi. Influence of Cu and Mo components of γ-Al2O3 supported nickel catalysts on hydrodeoxygenation of fatty acid methyl esters to fuel-like hydrocarbons[J]. Journal of Fuel Chemistry and Technology, 2018, 46(4): 427-440.

Citation:

JING Zhong-yu, ZHANG Tao-qi, SHANG Jiang-wei, ZHAI Ming-lu, YANG Hao, QIAO Cong-zhen, MA Xin-qi. Influence of Cu and Mo components of γ-Al₂O₃ supported nickel catalysts on hydrodeoxygenation of fatty acid methyl esters to fuel-like hydrocarbons[J]. Journal of Fuel Chemistry and Technology, 2018, 46(4): 427-440.

Citation:

PDF( 2647 KB)

Influence of Cu and Mo components of γ-Al₂O₃ supported nickel catalysts on hydrodeoxygenation of fatty acid methyl esters to fuel-like hydrocarbons

1.
College of Chemistry and Chemical Engineering, Henan Province Engineering Research Center of Resource & Energy Recovery from Waste, Henan University, Kaifeng 475004, China
2.
Department of Automotive, City University of Zhengzhou, Zhengzhou 450000, China

Funds:

National Science and Technology Supporting Program 2013BAB11B02

Science and Technology Development Project of Henan Province 152102210258

More Information

Corresponding author: QIAO Cong-zhen, Tel: 18317826006, Fax: 0371-23881589, E-mail: qiaocongzhen@henu.edu.cn
Received Date: 2018-01-18
Rev Recd Date: 2018-02-28

Available Online: 2021-01-23

Publish Date: 2018-04-10

Abstract

Abstract

In this work, series of Ni/γ-Al₂O₃ catalysts with or without Cu and Mo components were prepared, characterized and tested for the hydrodeoxygenation of fatty acid methyl esters (FAME) to hydrocarbons. The effects of Cu and Mo loading, impregnation sequence with sequential impregnation and co-impregnation involved and reaction conditions on catalytic performance were investigated. According to the TG data, the spent 20Ni-6Cu/γ-Al₂O₃ catalyst gives less weight loss than the spent 20Ni/γ-Al₂O₃ catalyst, which indicates that the addition of copper inhibits the carbon deposits behavior on catalyst surface during reaction. For 20Ni-6Cu/γ-Al₂O₃ and 20Ni-6Cu-nMo/γ-Al₂O₃(n=2, 5, 8 and 12) catalysts, NH₃-TPD analysis shows that the addition of molybdenum phase has significant impact on the acid sites of γ-Al₂O₃. When the loading of molybdenum is 5%, a new acid site is observed corresponding to the medium strength acid site. The Cu and Mo modified catalysts demonstrate better catalytic performance than Ni/γ-Al₂O₃ catalysts. Based on XPS results, Cu in the catalysts exists in the Cu²⁺ and Mo in the catalysts has two states:Mo⁴⁺ and Mo⁶⁺, and different impregnation sequences may influence the actual element composition of active phase on the surface of catalysts. In addition, the conversion of FAME and yield of alkane are related to the catalysts prepared with different impregnation sequence. Among all the catalysts, the trimetallic 20Ni-6Cu-5Mo/γ-Al₂O₃ prepared by sequential impregnation (the former Ni and Cu impregnation, the latter Mo impregnation) exhibits optimal catalytic performance. Under appropriate reaction conditions 350℃, 2.5 MPa, WSHV=2.0 h^-1, H₂/oil ratio=1250 mL/mL, the conversion of FAME and yield of alkane are 98.4% and 94.2%.
- hydrodeoxygenation,
- fatty acid methyl esters,
- Ni-based catalysts,
- γ-Al₂O₃

FullText(HTML)

References(38)

References

[1]	KUMAR R, FAROOQUI S A, ANAND M, KUMAR R, JOSHI R, KHAN A, SINHA A K. Hydrotreatment of jatropha oil over NiMoS catalyst supported on thermostable mesoporous silica doped titania for the production of renewable drop-in diesel[J]. Catal Commun, 2017, 98:102-106. doi: 10.1016/j.catcom.2017.04.047
[2]	ZHANG Z N, TANG M X, CHEN J X. Effects of P/Ni ratio and Ni content on performance of γ-Al₂O₃-supported nickel phosphides for deoxygenation of methyl laurate to hydrocarbons[J]. Appl Surf Sci, 2016, 360(4):353-364. doi: 10.1016/j.apsusc.2015.10.182
[3]	LOE R, SANTILLAN-JIMENEZ E, MORGAN T, SEWELL L, JI Y, JONES S, ISAACS M A, LEE A F, CROCKER M. Effect of Cu and Sn promotion on the catalytic deoxygenation of model and algal lipids to fuel-like hydrocarbons over supported Ni catalysts[J]. Appl Catal B:Environ, 2016, 191:147-156. doi: 10.1016/j.apcatb.2016.03.025
[4]	ROH H S, EUM I H, JEONG D W, YI B E, NA J G, KO C H. The effect of calcination temperature on the performance of Ni/MgO-Al₂O₃ catalysts for decarboxylation of oleic acid[J]. Catal Today, 2011, 164(1):457-460. doi: 10.1016/j.cattod.2010.10.048
[5]	LIU Q Y, ZUO H L, WANG T J, MA L L, ZHANG Q. One-step hydrodeoxygenation of palm oil to isomerized hydrocarbon fuels over Ni supported on nano-sized SAPO-11 catalysts[J]. Appl Catal A:Gen, 2013, 468(12):68-74. https://www.researchgate.net/publication/269924108_One-step_hydrodeoxygenation_of_palm_oil_to_isomerized_hydrocarbon_fuels_over_Ni_supported_on_nano-sized_SAPO-11_catalysts
[6]	XIN H, GUO K, LI D, YANG H Q, HU C W. Production of high-grade diesel from palmitic acid over activated carbon-supported nickel phosphide catalysts[J]. Appl Catal B:Environ, 2016, 187:375-385. doi: 10.1016/j.apcatb.2016.01.051
[7]	KUKUSHKIN R G, BULAVCHENKO O A, KAICHEV V V, YAKOVLEV V A. Influence of Mo on catalytic activity of Ni-based catalysts in hydrodeoxygenation of esters[J]. Appl Catal B:Environ, 2015, 163:531-538. doi: 10.1016/j.apcatb.2014.08.001
[8]	ZHAO S, ZHANG Z N, ZHU K Y, CHEN J X. Hydroconversion of methyl laurate on bifunctional Ni₂P/AlMCM-41 catalyst prepared via in situ phosphorization using triphenylphosphine[J]. Appl Surf Sci, 2017, 404:388-397. doi: 10.1016/j.apsusc.2017.02.016
[9]	CHEN N, GONG S F, QIAN E W. Effect of reduction temperature of NiMoO_3-x/SAPO-11 on its catalytic activity in hydrodeoxygenation of methyl laurate[J]. Appl Catal B:Environ, 2015, 174/175:253-263. doi: 10.1016/j.apcatb.2015.03.011
[10]	SHI H, CHEN J X, YANG Y, TIAN S S. Catalytic deoxygenation of methyl laurate as a model compound to hydrocarbons on nickel phosphide catalysts:Remarkable support effect[J]. Fuel Process Technol, 2014, 118(1):161-170. https://www.sciencedirect.com/science/article/pii/S0378382013002713
[11]	CHEN J X, YANG Y, SHI H, LI M F, CHU Y, PAN Z Y, YU X B. Regulating product distribution in deoxygenation of methyl laurate on silica-supported Ni-Mo phosphides:Effect of Ni/Mo ratio[J]. Fuel, 2014, 129(7):1-10. https://www.researchgate.net/publication/272027839_Deoxygenation_of_methyl_laurate_to_hydrocarbons_on_silica-supported_Ni-Mo_phosphides_Effect_of_calcination_temperatures_of_precursor
[12]	JENIŠTOVÁ K, HACHEMI I, MÄKI-ARVELA P, KUMAR N, PEURLA M, ČAPEK L, WÄRNÅ J, MURZIN D Y. Hydrodeoxygenation of stearic acid and tall oil fatty acids over Ni-alumina catalysts:Influence of reaction parameters and kinetic modelling[J]. Chem Eng J, 2017, 316:401-409. doi: 10.1016/j.cej.2017.01.117
[13]	ZUO H L, LIU Q Y, WANG T J, MA L L, ZHANG Q, ZHANG Q. Hydrodeoxygenation of methyl palmitate over supported Ni catalysts for diesel-like fuel production[J]. Energy Fuels, 2012, 26(6):3747-3755. doi: 10.1021/ef300063b
[14]	KORDULIS C, BOURIKAS K, GOUSI M, KORDOULI E, LYCOURGHIOTIS A. Development of nickel based catalysts for the transformation of natural triglycerides and related compounds into green diesel:A critical review[J]. Appl Catal B:Environ, 2016, 181:156-196. doi: 10.1016/j.apcatb.2015.07.042
[15]	GALEA N M, KNAPP D, ZIEGLER T. Density functional theory studies of methane dissociation on anode catalysts in solid-oxide fuel cells:Suggestions for coke reduction[J]. J Catal, 2007, 247(1):20-33. doi: 10.1016/j.jcat.2006.12.021
[16]	FIERRO V, AKDIM O, MIRODATOS C. On-board hydrogen production in a hybrid electric vehicle by bio-ethanol oxidative steam reforming over Ni and noble metal based catalysts[J]. Green Chem, 2003, 5(1):20-24. doi: 10.1039/b208201m
[17]	BOUDJAHEM A G, CHETTIBI M, MONTEVERDI S, BETTAHAR M M. Acetylene hydrogenation over Ni-Cu nanoparticles supported on silica prepared by aqueous hydrazine reduction[J]. J Nanosci Nanotechnol, 2009, 9(6):3546-3554. doi: 10.1166/jnn.2009.NS28
[18]	GUO Q, WU M, WANG K, ZHANG L, XU X. Catalytic hydrodeoxygenation of algae bio-oil over bimetallic Ni-Cu/ZrO₂, catalysts[J]. Ind Eng Chem Res, 2015, 54(3):890-899. doi: 10.1021/ie5042935
[19]	ARDIYANTI A R, KHROMOVA S A, VENDERBOSCH R H, YAKOVLEV V A, MELIÁN-CABRERA I V, HEERES H J. Catalytic hydrotreatment of fast pyrolysis oil using bimetallic Ni-Cu catalysts on various supports[J]. Appl Catal A:Gen, 2012, 449:121-130. doi: 10.1016/j.apcata.2012.09.016
[20]	MICHIO A, HARUO T, KIYOSHI O, KUNIO S, TADASUKE H, NAOYUKI T. Thermally stable nickel-molybdenum alloy catalysts supported on magnesium aluminate for high temperature methanation[J]. Sekiyu Gakkaishi, 2008, 24(6):363-370. https://www.researchgate.net/publication/271874895_Methanation_Activity_of_Tungsten_Catalysts_in_the_Presence_of_Hydrogen_Sulfide_at_an_Elevated_Temperature
[21]	KADINOV G, PRALIAUD H, PRIMET M, MARTIN G A. Morphological, electronic and catalytic properties of silica-supported nickel and nickel-molybdenum catalysts[J]. Appl Catal, 1984, 10(1):63-76. doi: 10.1016/0166-9834(84)85006-X
[22]	AGUADO J, ESCOLA J M, CASTRO M C. Influence of the thermal treatment upon the textural properties of sol-gel mesoporousγ-alumina synthesized with cationic surfactants[J]. Microporous Mesoporous Mater, 2010, 128(1/3):48-55. doi: 10.1007/s40097-016-0192-3
[23]	LIU J, LIU C, ZHOU G, SHEN S T, RONG L. Hydrotreatment of Jatropha oil over NiMoLa/Al₂O₃ catalyst[J]. Green Chem, 2012, 14(9):2499-2505. doi: 10.1039/c2gc35450k
[24]	THOMMES M, KANEKO K, NEIMARK A V, OLIVIER J P, RODRIGUEZ-REINOSO F, ROUQUEROL J, SING K S W. Physisorption of gases, with special reference to the evaluation of surface area and pore size distribution (IUPAC Technical Report)[J]. Pure Appl Chem, 2011, 38(1):25-25. http://sol.rutgers.edu/~aneimark/PDFs/IUPAC_Report_PAC_2015.pdf
[25]	LIU C Y, YANG H, JING Z Y, XI K Z, QIAO C Z. Hydrodeoxygenation of fatty acid methyl esters and isomerization of products over NiP/SAPO-11 catalysts[J]. Fuel Chem Technol, 2016, 44(10):1211-1216. doi: 10.1016/S1872-5813(16)30052-4
[26]	LIU Q Y, ZUO H L, ZHANG Q, WANG T J, MA L L. Hydrodeoxygenation of palm oil to hydrocarbon fuels over Ni/SAPO-11 catalysts[J]. Chin J Catal, 2014, 35(5):748-756. doi: 10.1016/S1872-2067(12)60710-4
[27]	TIAN S S, CHEN J X, . Hydroisomerization of n-dodecane on a new kind of bifunctional catalyst:Nickel phosphide supported on SAPO-11 molecular sieve[J]. Fuel Process Technol, 2014, 122(122):120-128. https://www.researchgate.net/publication/260212317_Hydroisomerization_of_n-dodecane_on_a_new_kind_of_bifunctional_catalyst_Nickel_phosphide_supported_on_SAPO-11_molecular_sieve
[28]	ASSAF P G M, NOGUEIRA F G E, ASSAF E M. Ni and Co catalysts supported on alumina applied to steam reforming of acetic acid:Representative compound for the aqueous phase of bio-oil derived from biomass[J]. Catal Today, 2013, 213(37):2-8. https://www.researchgate.net/publication/257325303_Ni_and_Co_catalysts_supported_on_alumina_applied_to_steam_reforming_of_acetic_acid_Representative_compound_for_the_aqueous_phase_of_bio-oil_derived_from_biomass
[29]	BERTEAU P, DELMON B. Modified aluminas:Relationship between activity in 1-butanol dehydration and acidity measured by NH₃-TPD[J]. Catal Today, 1989, 5(2):121-137. doi: 10.1016/0920-5861(89)80020-3
[30]	ZHAO S, LI M F, CHU Y, CHEN J X. Hydroconversion of methyl laurate as a model compound to hydrocarbons on bifunctional Ni₂P/SAPO-11:Simultaneous comparison with the performance of Ni/SAPO-11[J]. Energy Fuels, 2014, 28(11):7122-7132. doi: 10.1021/ef501723p
[31]	XIA Z J, LIU H Y, LU H F, ZHANG Z K, CHEN Y F. Study on catalytic properties and carbon deposition of Ni-Cu/SBA-15 for cyclohexane dehydrogenation[J]. Appl Surf Sci, 2017, 422:905-912. doi: 10.1016/j.apsusc.2017.04.245
[32]	KHROMOVA S A, SMIRNOV A A, BULAVCHENKO O A, SARAEV A A, KAICHEV V V, Reshetnikov S I, YAKOVLEV V A. Anisole hydrodeoxygenation over Ni-Cu bimetallic catalysts:The effect of Ni/Cu ratio on selectivity[J]. Appl Catal A:Gen, 2014, 470(2):261-270. https://www.sciencedirect.com/science/article/pii/S0926860X13006637
[33]	KOCHETKOVA D, BLAŽEK J, ŠIMÁČEK P, STAŠ M, BEŇO Z. Influence of rapeseed oil hydrotreating on hydrogenation activity of CoMo catalyst[J]. Fuel Process Technol, 2016, 142:319-325. doi: 10.1016/j.fuproc.2015.10.034
[34]	BOTAS J A, SERRANO D P, GARCÍA A, VICENTE J D, RAMOSA R. Catalytic conversion of rapeseed oil into raw chemicals and fuels over Ni-and Mo-modified nanocrystalline ZSM-5 zeolite[J]. Catal Today, 2012, 195(1):59-70. doi: 10.1016/j.cattod.2012.04.061
[35]	TOBAA M, ABEA Y, KURAMOCHI H, OSAKO M, MOCHIZUKI T, YOSHIMURAA Y J. Hydrodeoxygenation of waste vegetable oil over sulfide catalysts[J]. Catal Today, 2011, 164(1):533-537. doi: 10.1016/j.cattod.2010.11.049
[36]	VERMA D, RANA B S, KUMAR R, SIBI, M G, SINHA A K. Diesel and aviation kerosene with desired aromatics from hydroprocessing of jatropha oil over hydrogenation catalysts supported on hierarchical mesoporous SAPO-11[J]. Appl Catal A:Gen, 2015, 490:108-116. doi: 10.1016/j.apcata.2014.11.007
[37]	PERONI M, MANCINO G, BARÁTHA E, GUTIÉRREZ O Y, LERCHER J A. Bulk andγAl₂O₃-supported Ni₂P and MoP for hydrodeoxygenation of palmitic acid[J]. Appl Catal B:Environ, 2016, 180:301-311. doi: 10.1016/j.apcatb.2015.06.042
[38]	WANG H Y, JIAO T T, LI Z X, LI C S, ZHANG S J, ZHANG J L. Study on palm oil hydrogenation for clean fuel over Ni-Mo-W/γ-Al₂O₃-ZSM-5 catalyst[J]. Fuel Process Technol, 2015, 139:91-99. doi: 10.1016/j.fuproc.2015.08.004