Reaction Pathways for the Deoxygenation of Vegetable Oils and Related Model Compounds

被引:287
作者
Gosselink, Robert W. [1 ]
Hollak, Stefan A. W. [2 ]
Chang, Shu-Wei [1 ]
van Haveren, Jacco [2 ]
de Jong, Krijn P. [1 ]
Bitter, Johannes H. [1 ]
van Es, Daan S. [2 ]
机构
[1] Univ Utrecht, NL-3584 CA Utrecht, Netherlands
[2] Univ Wageningen & Res Ctr, NL-6700 AA Wageningen, Netherlands
关键词
biomass; deoxygenation; fatty acids; model compounds; reaction pathways; CATALYTIC DEOXYGENATION; FATTY-ACIDS; STEARIC-ACID; DIESEL FUEL; RAPESEED OIL; CONTINUOUS DECARBOXYLATION; CARBOXYLIC-ACIDS; CANOLA OIL; HYDROCARBONS; CONVERSION;
D O I
10.1002/cssc.201300370
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Vegetable oil-based feeds are regarded as an alternative source for the production of fuels and chemicals. Paraffins and olefins can be produced from these feeds through catalytic deoxygenation. The fundamentals of this process are mostly studied by using model compounds such as fatty acids, fatty acid esters, and specific triglycerides because of their structural similarity to vegetable oils. In this Review we discuss the impact of feedstock, reaction conditions, and nature of the catalyst on the reaction pathways of the deoxygenation of vegetable oils and its derivatives. As such, we conclude on the suitability of model compounds for this reaction. It is shown that the type of catalyst has a significant effect on the deoxygenation pathway, that is, group10 metal catalysts are active in decarbonylation/decarboxylation whereas metal sulfide catalysts are more selective to hydrodeoxygenation. Deoxygenation studies performed under H-2 showed similar pathways for fatty acids, fatty acid esters, triglycerides, and vegetable oils, as mostly deoxygenation occurs indirectly via the formation of fatty acids. Deoxygenation in the absence of H-2 results in significant differences in reaction pathways and selectivities depending on the feedstock. Additionally, using unsaturated feedstocks under inert gas results in a high selectivity to undesired reactions such as cracking and the formation of heavies. Therefore, addition of H-2 is proposed to be essential for the catalytic deoxygenation of vegetable oil feeds.
引用
收藏
页码:1576 / 1594
页数:19
相关论文
共 83 条
[1]   Jatropha bio-diesel production and use [J].
Achten, W. M. J. ;
Verchot, L. ;
Franken, Y. J. ;
Mathijs, E. ;
Singh, V. P. ;
Aerts, R. ;
Muys, B. .
BIOMASS & BIOENERGY, 2008, 32 (12) :1063-1084
[2]   New Directions in Ketene Chemistry: The Land of Opportunity [J].
Allen, Annette D. ;
Tidwell, Thomas T. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (06) :1081-1096
[3]   Alternative fuel properties of tall oil fatty acid methyl ester-diesel fuel blends [J].
Altiparmak, Duran ;
Keskin, Ali ;
Koca, Atilla ;
Guru, Metin .
BIORESOURCE TECHNOLOGY, 2007, 98 (02) :241-246
[4]   The influence of metal and carrier natures on the effectiveness of catalysts of the deoxygenation of fatty acids into hydrocarbons [J].
Berenblyum, A. S. ;
Shamsiev, R. S. ;
Podoplelova, T. A. ;
Danyushevsky, V. Ya. .
RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A, 2012, 86 (08) :1199-1203
[5]   On the Mechanism of Catalytic Conversion of Fatty Acids into Hydrocarbons in the Presence of Palladium Catalysts on Alumina [J].
Berenblyum, A. S. ;
Podoplelova, T. A. ;
Shamsiev, R. S. ;
Katsman, E. A. ;
Danyushevsky, V. Ya .
PETROLEUM CHEMISTRY, 2011, 51 (05) :336-341
[6]   Production of engine fuels from inedible vegetable oils and fats [J].
Berenblyum, A. S. ;
Danyushevsky, V. Ya. ;
Katsman, E. A. ;
Podoplelova, T. A. ;
Flid, V. R. .
PETROLEUM CHEMISTRY, 2010, 50 (04) :305-311
[7]   Deoxygenation of dodecanoic acid under inert atmosphere [J].
Bernas, Heidi ;
Eranen, Kari ;
Simakova, Irina ;
Leino, Anne-Riikka ;
Kordas, Krisztian ;
Myllyoja, Jukka ;
Maki-Arvela, Paivi ;
Salmi, Tapio ;
Murzin, Dmitry Yu. .
FUEL, 2010, 89 (08) :2033-2039
[8]   Comparison between different types of renewable diesel [J].
Bezergianni, Stella ;
Dimitriadis, Athanasios .
RENEWABLE & SUSTAINABLE ENERGY REVIEWS, 2013, 21 :110-116
[9]   Catalytic hydroconversion of tricaprylin and caprylic acid as model reaction for biofuel production from triglycerides [J].
Boda, Laszlo ;
Gyorgy Onyestyak ;
Solt, Hanna ;
Ferenc Lonyi ;
Valyon, Jozsef ;
Thernesz, Artrur .
APPLIED CATALYSIS A-GENERAL, 2010, 374 (1-2) :158-169
[10]   Catalytic conversion of rapeseed oil into raw chemicals and fuels over Ni- and Mo-modified nanocrystalline ZSM-5 zeolite [J].
Botas, J. A. ;
Serrano, D. P. ;
Garcia, A. ;
de Vicente, J. ;
Ramos, R. .
CATALYSIS TODAY, 2012, 195 (01) :59-70