Abstract
Current status of catalytic chemistry and technology for the manufacturing of high production volume chemicals, such as biofuel, higher olefins, and higher fatty alcohols, from the renewable feedstocks-inedible oils and fats is discussed. Analysis of achievements in the area of fundamental research and industrial application of inedible oils and fats is presented. The dynamics of growth in the production of biodiesel and biokerosene over recent years is shown. Various types of feedstock and deoxygenation catalysts are described. Modern concepts of the mechanisms of this process based on the results of kinetic and quantum–chemical studies on model acids and catalytic sites are discussed. New ways of selective preparation of olefins from vegetable oils and fats via decarbonylation of higher fatty acids over Cu and Ni catalysts are discussed. Industrial processes and catalysts for hydrogenation of higher fatty acids and esters into corresponding alcohols are considered. Published data on the mechanisms of these reactions are surveyed.
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J. Lane. http://www.renewableenergyworld.com/rea/news/article/2015/01/what-does-60-oil-mean-forthe-biofuel-industry.
A. S. Berenblyum, V. Ya. Danyushevsky, E. A. Katsman, et al., Pet. Chem. 50, 305 (2010).
A. S. Berenblyum, T. A. Podoplelova, R. S. Shamsiev, et al., Catal. Ind. 4, 209 (2012).
V. A. Yakovlev, S. A. Khromova, and V. I. Bukhtiyarov, Russ. Chem. Rev. 80, 911 (2011).
R. W. Gosselink, S. A. W. Hollak, S.-W. Chang, et al., ChemSusChem 9, 1576 (2013).
http://www.ebb-eu.org/stats.php.
http://www.bloomberg.com/news/articles/2013-09-03/biodiesel-output-seen-by-oil-world-rising-to-24-7-million-tons.
OECD-FAO AGRICULTURAL OUTLOOK 2011-2020, p. 81. http://www.agri-outlook.org/48202074.pdf.
B. Donnis, R. G. Egeberg, P. Blom, and K. G. Knudsen, Top. Catal. 52, 229 (2009).
A. S. Berenblyum, T. A. Podoplelova, E. A. Katsman, R. S. Shamsiev, V. Ya. Danyushevsky, Kinet. Catal. 53, 595 (2012).
D. N. Laikov, Chem. Phys. Lett. 281, 151 (1997).
J. P. Perdew, K. Burke, and M. Ernzerhof, Phys. Rev. Lett. 77, 3865 (1996).
D. N. Laikov, Chem. Phys. Lett. 416, 116 (2005).
A. S. Berenblyum, R. S. Shamsiev, T. A. Podoplelova, and V. Ya. Danyushevsky, Russ. J. Phys. Chem. A 86, 1199 (2012).
A. S. Berenblyum, T. A. Podoplelova, R. S. Shamsiev, et al., Pet. Chem. 51, 336 (2011).
L. Boda, G. Onyestyák, H. Solt, et al., Appl. Catal., A 374, 158 (2010).
http://www.cefic.org/Documents/PolicyCentre/Industrial%20Policy/Cefic%20Renewable%20feedstock% 20paper%20final%2030%20November%202010% 20(3).pdf.
N. C. Foster, Sulfonation and Sulfation Processes (Chemithon, Seattle, WA, 1997).
LUCANTTM Hydrocarbon Based Synthetic Oil. http://www.mitsuichemicals.com/luc.htm. 2013.
L. R. Rudnick, US Patent No. 5 171 908 (1992).
Chemistry and Technology of Lubricants, Ed. by R. M. Mortier, M. Fox, and S. T. Orszulik (Springer, New York, 2010), 3rd Ed.
R. Stern and G. Hillion, US Patent No. 4 554 397 (1985).
M. Chiappero, P. T. M. Do, S. Crossley, et al., Fuel 90, 1155 (2011).
T. Morgan, D. Grubb, E. Santillan-Jimenez, and M. Crocker, Top. Catal. 53, 820 (2010).
O. B. Ayodele, O. S. Togunwa, H. F. Abbas, and W. M. A. W. Daud, Energy Convers. Manage. 88, 1104 (2014).
R. E. Murray, E. L. Walter, and K. M. Doll, ACS Catal. 4, 3517 (2014).
P. Mäki-Arvela, I. Kubickova, M. Snåre, et al., Energy Fuels 21, 30 (2007).
A. T. Madsen, B. Rozmyslowicz, I. L. Simakova, et al., Ind. Eng. Chem. Res. 50, 11049 (2011).
J. G. Immer, Liquid-phase deoxygenation of free fatty acids to hydrocarbons using supported palladium catalysts. Dissertation submitted to the Graduate Faculty of North Carolina State University (2010).
S. A. W. Hollak, K. P. de Jong, and D. S. van Es, ChemCatChem 6, 2648 (2014).
S. A. W. Hollak, M. A. Ariёns, K. P. de Jong, and D. S. van Es, ChemSusChem 7, 1057 (2014).
A. S. Berenblyum, V. Ya. Danyushevsky, E. A. Katsman, et al., Pet. Chem. 53, 362 (2013).
R. S. Shamsiev, Doctoral Dissertation in Chemistry (Moscow, 2014).
V. Ya. Danyushevskii, A. S. Berenblyum, P. S. Kuznetsov, and E. A. Katsman, in Proceedings of Conference on Physical Chemistry on Nanostructured Catalysts (Moscow), p. 1916 [in Russian].
V. E. Antonov, J. Alloy. Compd. 330–332, 110 (2002).
R. M. Bullock, Commun. Inorg. Chem. 12, 1 (1991).
www.xumuk.ru/encyklopedia/848.html.
Z. Presents. http://omjhnt.com/file-doctc/3bCA/allabout-fatty-alcohols-condea-zenitech.html.
B. Stouthamer, Bereiding van onverzadigde vetalcoholen door homogeen katalyseerde hydrogenering van onverzadigde vetzuren (Uitgeverij Waltman, Delft, 1964).
New Chemist’s and Chemical Engineer’s Handbook, part II: Feedstocks and Products of Industrial Organic and Inorganic Chemistry (Mir i Sem’ya, St. Petersburg, 2002) [in Russian].
O. V. Rodina, S. I. Reshetnikov, and V. Ya. Yakovlev, Katal. Prom-sti, No. 4, 55 (2014).
K. Noweck, in Proceedings of the 4th Workshop on Fats and Oils as Renewable Feedstock for the Chemical Industry (Karlsruhe, 2011). http://noweck.com/vortrag_fatty_alcohols_karlsruhe_2011.pdf.
Y. P. Lin, ISIS News (Jan 7, 2013). http://www.icis.com/resources/news/2013/01/07/9628994/outlook-13-asian-fatty-alcohol-layers-cautious-on-afew-start-ups/.
www.engineering-solutions.airliquide.com/ru/newsroom-1/press-releases-1/lurgi-supplies-technologyfor-fatty-alcohol-plant-in-saudi-arabia.html.
H. G. Manyar, C. Paun, R. Pilus, et al., Chem. Commun. (Camb) 46, 6279 (2010).
Y. Takeda, Y. Nakagawa, and K. Tomishige, Catal. Sci. Technol. 2, 2221 (2012).
H. Adkins, Organic Reactions (London, Wiley, 1954), Vol. 8.
K. M. K. Ph. Muttzall, PhD Thesis (Delft, 1966).
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Original Russian Text © A.S. Berenblyum, V.Ya. Danyushevsky, P.S. Kuznetsov, E.A. Katsman, R.S. Shamsiev, 2016, published in Neftekhimiya, 2016, Vol. 56, No. 5, pp. 433–442.
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Berenblyum, A.S., Danyushevsky, V.Y., Kuznetsov, P.S. et al. Catalytic methods for the manufacturing of high-production volume chemicals from vegetable oils and fats (review). Pet. Chem. 56, 663–671 (2016). https://doi.org/10.1134/S0965544116080028
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DOI: https://doi.org/10.1134/S0965544116080028