Aqueous-phase hydrodeoxygenation of 4-propylphenol as a lignin model to n-propylbenzene over Re-Ni/ZrO2 catalysts

被引:41
作者
Feng, Bo [1 ]
Kobayashi, Hirokazu [1 ]
Ohta, Hidetoshi [2 ]
Fukuoka, Atsushi [1 ]
机构
[1] Hokkaido Univ, Catalysis Res Ctr, Kita Ku, Sapporo, Hokkaido 0010021, Japan
[2] Ehime Univ, Grad Sch Sci & Engn, Matsuyama, Ehime 7908577, Japan
基金
日本学术振兴会;
关键词
Hydrodeoxygenation; Lignin model; Ni catalysts; Water; METHYL-SUBSTITUTED PHENOLS; HIGH-TEMPERATURE WATER; RENEWABLE CHEMICALS; PYROLYSIS OIL; RE-PT; CONVERSION; GUAIACOL; CYCLOHEXENE; MECHANISM; KINETICS;
D O I
10.1016/j.molcata.2013.09.025
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
Aqueous-phase hydrodeoxygenation of 4-propylphenol as a lignin model to n-propylbenzene was carried out over various Ni based catalysts. Among the catalysts tested, Re-Ni/ZrO2 showed the best catalytic performance. Addition of Re decreased the Ni particle size and greatly improved the catalytic activity. H-2 pressure, Re to Ni ratio and reaction temperature were tuned in the optimization of reaction conditions for favorable formation of n-propylbenzene. Under the conditions of 300 degrees C and 4 MPa H-2, the yield of n-propylbenzene reached 54% over Re-Ni/ZrO2 (Re/Ni ratio 0.33) catalyst. It is suggested that the formation of n-propylbenzene proceeds via the hydrogenation of 4-propylphenol to form 4-propylcyclohexanol, followed by the dehydration to give 4-propylcyclohexene and the subsequent dehydrogenation to n-propylbenzene. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:41 / 46
页数:6
相关论文
共 44 条
[1]   Roles of water for chemical reactions in high-temperature water [J].
Akiya, N ;
Savage, PE .
CHEMICAL REVIEWS, 2002, 102 (08) :2725-2750
[2]   Kinetics and mechanism of cyclohexanol dehydration in high-temperature water [J].
Akiya, N ;
Savage, PE .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2001, 40 (08) :1822-1831
[3]   Reaction mechanism of the glycerol hydrogenolysis to 1,3-propanediol over Ir-ReOx/SiO2 catalyst [J].
Amada, Yasushi ;
Shinmi, Yasunori ;
Koso, Shuichi ;
Kubota, Takeshi ;
Nakagawa, Yoshinao ;
Tomishige, Keiichi .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2011, 105 (1-2) :117-127
[4]   Mechanism and kinetics of the acid-catalyzed dehydration of 1- and 2-propanol in hot compressed liquid water [J].
Antal, MJ ;
Carlsson, M ;
Xu, X ;
Anderson, DGM .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 1998, 37 (10) :3820-3829
[5]   A review of catalytic hydrodeoxygenation of lignin-derived phenols from biomass pyrolysis [J].
Bu, Quan ;
Lei, Hanwu ;
Zacher, Alan H. ;
Wang, Lu ;
Ren, Shoujie ;
Liang, Jing ;
Wei, Yi ;
Liu, Yupeng ;
Tang, Juming ;
Zhang, Qin ;
Ruan, Roger .
BIORESOURCE TECHNOLOGY, 2012, 124 :470-477
[6]   CATALYTIC DEHYDROGENATION OF CYCLOHEXENE ON SILICA OVERLAYER FILMS [J].
COGEN, JM ;
EZAZNIKPAY, K ;
FLEMING, RH ;
BAUMANN, SM ;
MAIER, WF .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1987, 26 (11) :1182-1184
[7]   Bimetallic effects in the hydrodeoxygenation of meta-cresol on γ-Al2O3 supported Pt-Ni and Pt-Co catalysts [J].
Do, Phuong T. M. ;
Foster, Andrew J. ;
Chen, Jingguang ;
Lobo, Raul F. .
GREEN CHEMISTRY, 2012, 14 (05) :1388-1397
[8]   Transformations of cyclohexene over silica-supported copper in the presence of deuterium [J].
Fasi, A ;
Palinko, I ;
Katona, T ;
Bartok, M .
JOURNAL OF CATALYSIS, 1997, 167 (01) :215-223
[9]   Catalytic hydrodeoxygenation [J].
Furimsky, E .
APPLIED CATALYSIS A-GENERAL, 2000, 199 (02) :147-190
[10]   KINETICS OF THE HDO OF METHYL-SUBSTITUTED PHENOLS [J].
GEVERT, BS ;
OTTERSTEDT, JE ;
MASSOTH, FE .
APPLIED CATALYSIS, 1987, 31 (01) :119-131