Effect of molybdenum addition in nickel-based catalyst on hydrogenation reaction of 2-ethyl-2-hexenal hydrogenation to 2-ethyl-hexanol

  • Authors

    • Stephanie Virgana Department of Chemical Engineering, Faculty of Industrial Technology Institut Teknologi Bandung, Ganesa 10, Bandung 40132, Indonesia
    • Harry Hans J Department of Chemical Engineering, Faculty of Industrial Technology Institut Teknologi Bandung, Ganesa 10, Bandung 40132, Indonesia
    • Iyan Wanadi G Department of Chemical Engineering, Faculty of Industrial Technology Institut Teknologi Bandung, Ganesa 10, Bandung 40132, Indonesia
    • Melia Laniwati G Subagjo Department of Chemical Engineering, Faculty of Industrial Technology Institut Teknologi Bandung, Ganesa 10, Bandung 40132, Indonesia
    • IGBN Makertihartha Department of Chemical Engineering, Faculty of Industrial Technology Institut Teknologi Bandung, Ganesa 10, Bandung 40132, Indonesia
    2018-09-05
    https://doi.org/10.14419/ijet.v7i4.15319
  • 2- Ethyl-Hexanol, Nickel Catalyst, Hydrogenation.

  • Abstract

    The 2-ethyl-hexanol compound is much needed in the plasticizer industry as a precursor for the synthesis of bis diesters (2-ethyl hexyl) phthalate (DEHP). This compound can be synthesized by oxo reaction. One of the steps in the oxo reaction is consecutive hydrogenation reaction of the 2-ethyl-2-hexenal to 2-ethyl-hexanol. This reaction requires nickel-based catalyst as an effective step for obtaining higher and purer 2-ethyl-hexanol yields. This research aims to develop the formula and procedure of catalyst synthesized in Laboratory of Catalysis and Reaction Engineering Institut Teknologi Bandung and get a rate of the reaction. The catalysts were synthesized by co-impregnation with a nickel content of 20%-w and varied with molybdenum loading (5-20%). The support that used for these metals is alumina-phosphate (AlP2). The synthesized catalysts were tested for their activity against the 2-ethyl-2-hexenal conversion at 120°C, 30 bar in the fixed bed reactor and compared its performance with a commercial catalyst. The results showed the addition of molybdenum loading increases selectivity of 2-ethyl-hexanol but decrease the conversion of 2-ethyl-2-hexenal. The highest selectivity was achieved by Ni5-Mo20/AlP2 (X=31%, S=85%), but the highest conversion was achieved by Ni20/AlP2 (X=88%, S=32%). Nickel tend to play a part of breaking the C=C bond. Meanwhile, molybdenum tends to break the C=O bond. This shows that the hydrogenation of C = C bonds and the C = O bond is very depending on nickel and molybdenum metal loading.

     

     

  • References

    1. [1] Aditya, R. (2018): Hidrogenasi 2-Etil Heksenal berkatalis Nikel: Pengaruh penambahan logam Cu and K terhadap aktivitas katalis dengan studi statistik, Tesis Program Magister, Institut Teknologi Bandung, 37-58.

      [2] Bartholomew, C. H. and Farrauto, R. J. (1976). Chemistry of nickel-alumina catalysts, Journal of Catalysis, 45, 41–53. https://doi.org/10.1016/0021-9517(76)90054-3.

      [3] Basale, R. M. B. (2013): Selective catalytic hydrogenation of α , β - unsaturated aldehyde to unsaturated alcohol : investigation of the role of the promoter, Disertasi Program Doktor, India: Universiteit Eindhoven TU/e, 12-18.

      [4] Both, R., Cormos, A. M., Agachi, P. S., and Festila, C. (2013): Dynamic modeling and validation of 2-ethyl-hexenal hydrogenation process, Journal of Computers and Chemical Engineering, 52, 100–111. https://doi.org/10.1016/j.compchemeng.2012.11.012.

      [5] Both, R., Neaga, A. O., Festila, C., and Dulf, E.-H. (2009): Modeling and simulation of the liquid phase 2-ethyl-hexenal hydrogenation, Journal of Chemical Engineering, 15, 1–6.

      [6] Canada, E., Pollutant, N., Inventory, R., and Epa, U. S. (2005): Alberta ambient air quality objectives, 2-ethylhexanol (No. 1), 4 hal., Alberta Environment, Ontario-Kanada.

      [7] Fogler, H. S. (2006): Elements of chemical reaction engineering fourth edition (Fourth Edi). Ann Arbor: Pearson Education, Inc, 656-668.

      [8] Gallezot, P. and Richard, D. (1998): Selective hydrogenation of alpha, beta-unsaturated aldehydes, Catalysis Reviews: Science and Engineering, 40(1–2), 81–126. https://doi.org/10.1080/01614949808007106.

      [9] Gobara, H. M. and Hassan, S. A. (2009): A comparative study of surface characteristics of nickel supported on silica gel, γ-alumina, aluminosilicate, Petroleum Science and Technology, 27, 1555–1571. https://doi.org/10.1080/10916460802608677.

      [10] Gunther Kessen, O., Boy Cornils, H., Wilhelm Gick, Duisburg; Ernst Wiebus, O., Joseph Hibbel, O., Hanswilhelm Bach, D., and Wolfgang Zgorzelski, O.-B. (1987): Process for the production of 2-ethyl-hexanol, United States Patent 4.684.750, 1-4.

      [11] Japranata, H. H. and Kurniawan, I. W. (2018): Pengembangan katalis hidrogenasi 2-etil-2-heksenal berbasis nikel/alumina untuk produksi 2-etil-heksanol, Skripsi Program Sarjana, Institut Teknologi Bandung, 29-36.

      [12] Khairat, M. (2016): Hidrogenasi 2-Etilheksenal Berkatalis Nikel: Pemilihan Promotor And Studi Kinetika Reaksi, Tesis Program Magister, Institut Teknologi Bandung, 31-43.

      [13] Marcelin, G., Vogel, R. F., and Swift, H. E. (1983): Alumina-aluminum phosphate as a large-pore support and its application to liquid phase hydrogenation, Journal of Catalysis, 83(1), 42–49. https://doi.org/10.1016/0021-9517(83)90028-3.

      [14] Mattos, A. R. J. M., Probst, S. H., Afonso, J. C., and Schmal, M. (2004): Hydrogenation of 2-ethyl-hexen-2-al on Ni/Al2O3 catalysts, Journal of the Brazilian Chemical Society, 15(5), 760–766. https://doi.org/10.1590/S0103-50532004000500024.

      [15] Perego, C., and Villa, P. (1997): Catalyst preparation methods, Journal of Catalysis Today, 34, 281–305. https://doi.org/10.1016/S0920-5861(96)00055-7.

      [16] Richardson, J. T. and Dubus, R. J. (1978): Preparation variables in nickel catalysts, Journal of Catalysis, 54, 207-218. https://doi.org/10.1016/0021-9517(78)90043-X.

      [17] Rylander, P. N. (1985): Hydrogenation methods, Academic Press Inc (London) (Vol. 301), 66-75.

      [18] Sun, W. H., Katla, V., Du, S., Redshaw, C. (2014): Chromium complex pre-catalysts in ethylene oligomerization/polymerization, Review of Catalysts, 1(1), 1–14. https://doi.org/10.18488/journal.96.2014.11.1.14

      [19] Tudor, B. R., and Ashley, M. (2007): Enhancement of industrial hydroformylation processes by the adoption of rhodium-based catalyst : Part I, Platinum Metal Rev., 51(3), 116–126. https://doi.org/10.1595/147106707X216855.

      [20] Tuta, E., and Bozga, G. (2014): A kinetic study of the liquid phase 2-ethyl-2-hexenal hydrogenation over Ni-Cu / silica catalyst, Journal of Bucharest: Rev. Chim., 65(5), 603–607.

      [21] Yang, R., Li, X., Wu, J., Zhang, X., Zhang, Z., Cheng, Y., and Guo, J. (2009): Hydrotreating of crude 2-ethylhexanol over Ni/Al2O3 catalysts: Surface Ni species-catalytic activity correlation, Applied Catalysis A: General, 368(1–2), 105–112. https://doi.org/10.1016/j.apcata.2009.08.021.

      [22] Yaws, C. L. (1997): Handbook of chemical compound data for process safety, Gulf Publishing Company Houston, Texas, 1-174.

      [23] Zeng, Y., Ma, H., Zhang, H., Ying, W., and Fang, D. (2014): Impact of heating rate and solvent on Ni-based catalysts prepared by solution combustion method for syngas methanation, Polish Journal of Chemical Technology, 16(4), 95–100. https://doi.org/10.2478/pjct-2014-0076.

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  • How to Cite

    Virgana, S., Hans J, H., Wanadi G, I., Laniwati G Subagjo, M., & Makertihartha, I. (2018). Effect of molybdenum addition in nickel-based catalyst on hydrogenation reaction of 2-ethyl-2-hexenal hydrogenation to 2-ethyl-hexanol. International Journal of Engineering & Technology, 7(4), 2006-2008. https://doi.org/10.14419/ijet.v7i4.15319

    Received date: 2018-07-09

    Accepted date: 2018-08-05

    Published date: 2018-09-05