Hydrogenation and Hydrodeoxygenation of 2-methyl-2-pentenal on supported metal catalysts

被引:49
作者
Pham, Trung T.
Lobban, Lance L.
Resasco, Daniel E.
Mallinson, Richard G. [1 ]
机构
[1] Univ Oklahoma, Ctr Biomass Refining, Norman, OK 73019 USA
基金
美国国家科学基金会;
关键词
Hydrogenation; Deoxygenation; Decarbonylation; Hydrogenolysis; Methyl-pentanal; Pt; Pd; Cu; C = C hydrogenation; C = O hydrogenation; Conjugated carbonyl; LOW-TEMPERATURE ADSORPTION; ALPHA; BETA-UNSATURATED ALDEHYDES; PHASE HYDROGENATION; PD SURFACES; HYDROGENOLYSIS; CROTONALDEHYDE; DEOXYGENATION; REACTIVITY; KETONES; PT(111);
D O I
10.1016/j.jcat.2009.05.009
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
Platinum, palladium, and copper catalysts supported on precipitated silica have been studied for the hydrodeoxygenation and hydrogenation of 2-methyl-2-pentenal in the 200-400 degrees C temperature range. The activity follows the order Pt > Pd > Cu. It has been found that at low temperatures, Pt and Pd are primarily active for the hydrogenation of the C=C bond to make 2-methyl-pentanal, with some decarbonylation, yielding n-pentane and CO as products. Decarbonylation increases at higher temperatures. Cu catalyzes hydrogenation of both C=C and C=O bonds. In both cases, the initial products are further hydrogenated to form 2-methyl-pentanol at higher space times. At higher temperatures on Cu, the hydrogenolysis of 2-methyl-pentanol takes place, giving 2-methyl-pentane (and H2O) as the dominant product while no decarbonylation is observed. (C) 2009 Elsevier Inc. All rights reserved.
引用
收藏
页码:9 / 14
页数:6
相关论文
共 29 条
  • [1] CROTONALDEHYDE AND METHYLCROTONALDEHYDE HYDROGENATION OVER PT(111) AND PT80FE20(111) SINGLE-CRYSTALS
    BECCAT, P
    BERTOLINI, JC
    GAUTHIER, Y
    MASSARDIER, J
    RUIZ, P
    [J]. JOURNAL OF CATALYSIS, 1990, 126 (02) : 451 - 456
  • [2] Catalytic and kinetic study of the liquid-phase hydrogenation of acetophenone over Cu/SiO2 catalyst
    Bertero, Nicolas M.
    Apesteguia, Carlos R.
    Marchi, Alberto J.
    [J]. APPLIED CATALYSIS A-GENERAL, 2008, 349 (1-2) : 100 - 109
  • [3] REACTIVITY OF 3-METHYL-CROTONALDEHYDE ON PT(111)
    BIRCHEM, T
    PRADIER, CM
    BERTHIER, Y
    CORDIER, G
    [J]. JOURNAL OF CATALYSIS, 1994, 146 (02) : 503 - 510
  • [4] Bond G.C., 1962, CATALYSIS METALS
  • [5] Origin of chemoselective behavior of S-covered Cu(111) towards catalytic hydrogenation of unsaturated aldehydes
    Boronat, Merce
    May, Marcos
    Illas, Francesc
    [J]. SURFACE SCIENCE, 2008, 602 (21) : 3284 - 3290
  • [6] Ester hydrogenolysis over promoted Cu/SiO2 catalysts
    Brands, DS
    Poels, EK
    Bliek, A
    [J]. APPLIED CATALYSIS A-GENERAL, 1999, 184 (02) : 279 - 289
  • [7] High performances of Pt/ZnO catalysts in selective hydrogenation of crotonaldehyde
    Consonni, M
    Jokic, D
    Murzin, DY
    Touroude, R
    [J]. JOURNAL OF CATALYSIS, 1999, 188 (01) : 165 - 175
  • [8] CRC, 2007, Handbook of Chemistry and Physics
  • [9] COMPETITIVE C=C AND C=O ADSORPTION OF ALPHA-BETA-UNSATURATED ALDEHYDES ON PT AND PD SURFACES IN RELATION WITH THE SELECTIVITY OF HYDROGENATION REACTIONS - A THEORETICAL APPROACH
    DELBECQ, F
    SAUTET, P
    [J]. JOURNAL OF CATALYSIS, 1995, 152 (02) : 217 - 236
  • [10] ADSORPTION OF ALDEHYDES AND KETONES ON PLATINUM AND PALLADIUM - INFLUENCE OF STEPS, OPEN FACES AND METAL NATURE - A THEORETICAL-STUDY
    DELBECQ, F
    SAUTET, P
    [J]. SURFACE SCIENCE, 1993, 295 (03) : 353 - 373