Hydrodeoxygenation of benzofuran and its oxygenated derivatives (2,3-dihydrobenzofuran and 2-ethylphenol) over NiMoP/Al2O3 catalyst

被引:78
作者
Romero, Y. [1 ]
Richard, F. [1 ]
Reneme, Y. [1 ]
Brunet, S. [1 ]
机构
[1] Univ Poitiers, Fac Sci Fondamentales & Appl, UMR 6503, Catalyse Chim Organ Lab, F-86022 Poitiers, France
关键词
Hydrodeoxygenation; NiMoP/Al2O3; Benzofuran; 2,3-Dihydrobenzofuran; 2-Ethylphenol; H2S; METHYL-SUBSTITUTED PHENOLS; HYDROTREATING CATALYSTS; NIMO(P)/AL2O3 CATALYSTS; NIMO/AL2O3; CATALYSTS; PHOSPHORUS ADDITION; REACTION NETWORK; FAST PYROLYSIS; BIO-OILS; HYDRODENITROGENATION; HYDRODESULFURIZATION;
D O I
10.1016/j.apcata.2008.10.022
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The transformation of benzofuran, 2,3-dihydrobenzofuran and 2-ethylphenol, as well as the competitive effect between furanic compounds (benzofuran and 2,3-dihydrobenzofuran) and a phenolic compound (2-propylphenol) over a sulfided NiMoP/Al2O3 Catalyst were studied under a total pressure of 7 MPa at 340 degrees C in a fixed bed reactor. The transformation of each oxygenated compounds was carried out with or without H2S (from dimethyldisulfide). Ethylcyclohexane was already the main deoxygenated product which was obtained by hydrogenation of aromatic ring followed by dehydratation and hydrogenation reactions (HYD pathway). The formation of ethylbenzene by a direct deoxygenation (DDO) pathway was in all cases very limited. Other oxygenated products were obtained by disproportionation and isomerization reactions. A global reaction scheme of the benzofuran transformation over a NiMoP/Al2O3 sulfided catalyst was established. In addition, the inhibiting effect of benzofuran and/or 2,3-dihydrobenzofuran on the transformation of 2-ethylphenol was demonstrated. Moreover, a promoting effect of H2S on the deoxygenating rate of all oxygenated compounds was observed. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:46 / 53
页数:8
相关论文
共 52 条
[1]   CATALYTIC HYDROTREATING OF INDOLE, BENZOTHIOPHENE, AND BENZOFURAN OVER MO2N [J].
ABE, H ;
BELL, AT .
CATALYSIS LETTERS, 1993, 18 (1-2) :1-8
[2]  
[Anonymous], 2003, OFF J EUR UNION L
[3]   FACTORS AFFECTING THE HYDROGENATION OF SUBSTITUTED BENZENES AND PHENOLS OVER A SULFIDED NIO-MOO3/GAMMA-AL2O3 CATALYST [J].
AUBERT, C ;
DURAND, R ;
GENESTE, P ;
MOREAU, C .
JOURNAL OF CATALYSIS, 1988, 112 (01) :12-20
[4]   Recent STM, DFT and HAADF-STEM studies of sulfide-based hydrotreating catalysts: Insight into mechanistic, structural and particle size effects [J].
Besenbacher, F. ;
Brorson, M. ;
Clausen, B. S. ;
Helveg, S. ;
Hinnemann, B. ;
Kibsgaard, J. ;
Lauritsen, J. V. ;
Moses, P. G. ;
Norskov, J. K. ;
Topsoe, H. .
CATALYSIS TODAY, 2008, 130 (01) :86-96
[5]   Reaction network of indole hydrodenitrogenation over NiMoS/γ-Al2O3 catalysts [J].
Bunch, A ;
Zhang, LP ;
Karakas, G ;
Ozkan, US .
APPLIED CATALYSIS A-GENERAL, 2000, 190 (1-2) :51-60
[6]   Hydrodeoxygenation of benzofuran over sulfided and reduced Ni-Mo/γ-Al2O3 catalysts:: Effect of H2S [J].
Bunch, Abdu Y. ;
Wang, Xueqin ;
Ozkan, Umit S. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 270 (1-2) :264-272
[7]   Investigation of the reaction network of benzofuran hydrodeoxygenation over sulfided and reduced Ni-Mo/Al2O3 catalysts [J].
Bunch, AY ;
Ozkan, US .
JOURNAL OF CATALYSIS, 2002, 206 (02) :177-187
[8]   Alumina-supported molybdenum phosphide hydroprocessing catalysts [J].
Clark, PA ;
Oyama, ST .
JOURNAL OF CATALYSIS, 2003, 218 (01) :78-87
[9]   VAPOR-PHASE CATALYTIC HYDRODEOXYGENATION OF BENZOFURAN [J].
EDELMAN, MC ;
MAHOLLAND, MK ;
BALDWIN, RM ;
COWLEY, SW .
JOURNAL OF CATALYSIS, 1988, 111 (02) :243-253
[10]   Hydrodesulfurization of dibenzothiophene and 4,6-dimethyldibenzothiophene over sulfided NiMo/γ-Al2O3, CoMo/γ-Al2O3, and Mo/γ-Al2O3 catalysts [J].
Egorova, M ;
Prins, R .
JOURNAL OF CATALYSIS, 2004, 225 (02) :417-427