Rakhmadi Harsanto  -  Jurusan Kimia, Fakultas Matematika dan Ilmu Pengetahuan Alam, Institut Teknologi Sepuluh Nopember (ITS), Sukolilo, Surabaya, 60111, Telp (031) 5943353, Fax (031) 5928314, Indonesia
Imroatul Qoniah  -  Jurusan Teknik Lingkungan, Universitas Islam Indonesia,
*Didik Prasetyoko  -  Jurusan Kimia, Fakultas Matematika dan Ilmu Pengetahuan Alam, Institut Teknologi Sepuluh Nopember (ITS), Sukolilo, Surabaya, 60111, Telp (031) 5943353, Fax (031) 5928314, Indonesia, Indonesia
Ratna Ediati  -  Jurusan Kimia, Fakultas Matematika dan Ilmu Pengetahuan Alam, Institut Teknologi Sepuluh Nopember (ITS), Sukolilo, Surabaya, 60111, Telp (031) 5943353, Fax (031) 5928314, Indonesia
Received: 5 Jan 2016; Published: 15 May 2016.
Open Access

Citation Format:
Article Info
Section: Research Article
Language: IND
Statistics: 2365 2598

AMMOXIMATION OF CYCLOHEXANONE OVER Mo-IMPREGNATED TITANIUM SILICALITE USING HYDROGEN PEROXIDE AS AN OXIDANT. Ammoximation of cyclohexanone reaction using 1% MoO3/TS-1 catalyst have been made with hydrogen peroxide as an oxidant. Reaction carried out with the batch method using methanol and acetonitrile as solvent. Reaction products analyzed using gas chromatography. The 1% MoO3/TS-1 catalyst shows the highest activity than the TS-1. The increased of 1% MoO3/TS-1 catalytic activity due to hydrophilicity properties higher than TS-1. Reaction using methanol shows the highest activity compared with reactions using acetonitrile. The optimum calcination temperature for 1% MoO3/TS-1 catalyst to gives the highest activity is 400 ºC.


Keywords: ammoximation of cyclohexanone; TS-1; 1% MoO3/ TS-1


Amoksimasi sikloheksanon menggunakan katalis 1% MoO3/TS-1 telah dilakukan dengan menggunakan hidrogen peroksida sebagai agen pengoksidasi. Reaksi dilakukan dengan metode batch menggunakan pelarut metanol dan asetonitril. Produk reaksi dianalisis dengan kromatografi gas. Katalis 1% MoO3/TS-1 menunjukkan aktivitas katalitik yang lebih tinggi daripada katalis TS-1. Peningkatan aktivitas katalitik 1% MoO3/TS-1 dikarenakan sifat hidrofilisitasnya lebih tinggi dibandingkan TS-1. Reaksi katalisis yang menggunakan pelarut metanol memberikan aktivitas katalitik lebih tinggi daripada reaksi yang menggunakan pelarut asetonitril. Suhu kalsinasi paling optimum pada katalis 1% MoO3/TS-1 untuk memberikan aktivitas katalitik tertinggi adalah 400ºC.

Kata kunci: amoksimasi sikloheksanon; TS-1; 1 % MoO3/ TS-1


Keywords: amoksimasi sikloheksanon; TS-1; 1%MoO3/ TS-1

Article Metrics:

  1. Armor, J. N., Carlson, E.J.,Soled, S.,Conner, W.C.,Laverick, A., DeRites,B.,andGates, W., (1981),Ammoximation II: Catalysts for the Ammoximation of Cyclohexanone, Journal of Catalysis, 1, pp. 84-91.
  2. Atoguchi, T. and Yao, S., (2001), Phenol oxidation over titanosilicalite-1: Experimental and DFT study of solvent, Journal of Molecular Catalysis A: Chemical, 176, pp. 173-178.
  3. Bars, J., Dakka, K., and Sheldon, R.A., (1996), Ammoximation of cyclohexanone and hydroaromatic ketones over titanium molecular sieves, Applied Catalysis: General, 136, pp. 69-80.
  4. Bonino, F., Damin, A., Ricchiardi, G., Ricci, M., Spano, G., D’Aloisio, R., Zecchina, A., Lamberti, C., Prestipino, C., and Bordiga, S., (2004), Ti-Peroxo species in the TS-1/H2O2/H2O system,Journal Physical Chemistry, 108, pp.3573-3583.
  5. Dong, C., Wang, K., Zhang, J.S., and Luo, G.S., (2015), Reaction kinetics of cyclohexanone ammoximation over TS-1 catalyst in a microreactor, Chemical Engineering Science, 126, pp. 633-640.
  6. Fahriyati, D.A., (2008), Struktur dan Sifat Permukaan Katalis MoO3/TS-1, Tesis,Program Magister Jurusan Kimia ITS, Surabaya
  7. Farika, A. and Prasetyoko, D., (2009), The effect of calcination temperature MoO3/TS-1 catalyst, Proceeding International Conference on Materials and Metallurgical Technology (ICOMMET) 2009, pp. IM 96 -100.
  8. Fornasari, G. and Trifiro, F., (1998), Oxidation with no-redox oxides: ammoximation of cyclohexanone on amorphous silicas, Catalysis Today, 41, pp. 443-455
  9. Ichihashi, H. and Sato, H., (2001),The development of new heterogeneous catalytic processes for the production of -caprolactam, Applied Catalysis A: 221, pp. 359-366.
  10. Indrayani, S.and Prasetyoko, D., (2008), Synthesis and characterization of low loading MoO3/Ts-1 catalyst, IPTEK,The Journal for Technology and Science, 19 (4),pp. 95-99.
  11. Kung, H.H., (1989), Transition metal oxides: Surface chemistry and catalysis, study surface science and catalysis, Elsevier, New York.
  12. Lin, J., Xin, F., Yang, L., and Zhuang, Z., (2014), Synthesis, characterization of hierarchical TS-1 and its catalytic performance for cyclohexanone ammoximation, Catalysis Communication,45, pp. 104-108.
  13. Liu, X., Wang, X., Guo, X., and Li, G., (2004), Effect of solvent on the propylene epoxidation over TS-1 catalyst, Catalysis Today,93-95, pp. 505-509.
  14. Liu, H., Lu, G., Guo, Y., Guo, Y., and Wang, J., (2006), Chemical kinetics of hydroxylation of phenol catalyzed by TS-1/Diatomite in fixed-bed reactor, Chemistry Engineering Journal, 116, pp. 179-186.
  15. Liu, Y., Ma, X., Wang, S., and Gong, J., (2007), The nature of surface acidity and reactivity of MoO3/SiO2 and MoO3/TiO2-SiO2 for transesterification of dimethyl oxalate with phenol: A comparative investigation, Appllied Catalysis B: Environmental, 77, pp. 125-134.
  16. National Cancer Institute (NCI), (1985), Summary of data for chemical selection: cyclohexanone oxime. prepared for NCI by tracor jitco/technical resources under contract NO1-CP-41003, NCI, New York.
  17. Nur, H., Prasetyoko, D., Ramli, Z., and Endud, S., (2004), Sulfation: A simple method to enhance the catalytic activity of TS-1 in epoxidation of 1-octene with aqueous hydrogen peroxide, Catalysis Communications, 5, pp. 725-728.
  18. Prasad, R.and Vashist, S., (1997),Amoximation of cyclohexanone by nitric oxide and ammonia: One step process for synthesis of polycaprolactam, Journal of Catalysis,161, pp. 373-376.
  19. Prasetyoko, D., Ramli, Z., Endud, S., and Nur, H., (2005), Enhancement of catalytic activity of titanosilicalite-1 – sulfated zirconia combination towards epoxidation of 1-Octenewith aqueous hydrogen peroxide, Reaction and Kinetic Catalyst Letter,86, pp.83-89.
  20. Prasetyoko, D., Fansuri, H., Ramli, Z., Endud, S., and Nur, H., (2009), Tungsten oxides-containing titanium silicalite for liquid phase epoxidation of 1-octene with aqueous H2O2, Catalyis Letter, 12, pp. 177-182.
  21. Roffia, P., Leofanti, G., Cesana, A., Mantegazza, M., Padovan, M., Petrini, G., Tonti, S.,and Gervasutti, P., (1990), Cyclohexanone ammoximation: A break through in the 6-caprolactam production process, Studies in Surface Science and Catalysis,55, pp. 43-52.
  22. Solomons, T.W., (1996), Fundamentals of organic chemistry, John Wiley and Sons, Virginia.
  23. Song, F., Liu, Y., Wang, L., Zhang, H., He, M., and Wu, P., (2006), A novel titanosilicalite with MWW-structure: Highly effective liquid-phase ammoximation of cyclohexanone, Journal of Molecular Catalysis A: Chemical, 237, pp.359-367
  24. Taramasso, M., Perego, G. and Notari, B., (1983), Preparation of porous crystalline synthetic material comprised of silicon and titanium oxides,U. S. Patents No. 4,410,501.
  25. Tatsumi, T.and Jappar, N., (1996), Ammoximation of cyclic ketones on TS-1 and amorphous SiO2–TiO2, Journal of Catalysis, 161, pp. 570-576
  26. Tvaruzkova, Z., Dreoni, D. P., Pinelli, D., Trifiro, F., and Habersberger, K., (1993), Silica as an ammoximation catalyst for the production of cyclohexanone oxime, Studies in Surface Science and Catalysis, 75 Bag 3,pp. 2011-2014.
  27. Yang, G., Lan, X., Zhuang, J., Ma, D., Zhou, L., Liu, X., Han, X., and Bao, L., (2007), Acidity and defect sites in titanium silicalite catalyst, Applied Catalysis A: General,337, pp.58-65