SYNTHESIS OF ZINC-DIFATTYALKYLDITHIOCARBAMATES AND THEIR ANTIOXIDANT ACTIVITIES

https://doi.org/10.22146/ijc.21362

Komar Sutriah(1*), Zainal Alim Mas’ud(2), Tun Tedja Irawadi(3)

(1) Department of Agriculture Engineering, Bogor Agricultural University, Kampus Dramaga, Bogor 16680
(2) Department of Chemistry, Bogor Agricultural University, Kampus Dramaga, Bogor 16680
(3) Department of Chemistry, Bogor Agricultural University, Kampus Dramaga, Bogor 16680
(*) Corresponding Author

Abstract


Zinc-difattyalkyldithiocarbamates are organosulfur compounds with many functions, including as an antioxidant in a lubrication system. They were synthesized by reacting secondary fatty amine with ZnCl2 and CS2 giving result zinc-difattyalkyldithiocarbamates of around 77-87%. The synthesized products were characterized using infrared (IR) spectroscopic techniques. The IR spectra of zinc-difattyalkyldithiocarbamates showed sharp bands at 1450-1550 cm-1 for thioureida v (C-N), 950-1050 cm-1 for v (C-S), and in the far-red area 300-400 cm-1 for sulfur-metal bond. Products recovery was evaluated by AAS and the purity was analyzed by HPLC. Seven variants of zinc-difattyalkyldithiocarbamates were obtained. Antioxidant activity was evaluated by rancimat test regarding their induction time. At 125 ppm levels all variants showed higher value in each of their induction time as compared to those of butylated hydroxyanisole and butylated hydroxytoluene, commercial antioxidants No.1, and commercial antioxidants no.2. Three variants, i.e. Zn-bis(dilauryl)dithiocarbamate, Zn-bis(laurylpalmityl)dithiocarbamate, and Zn-bis(laurylstearyl)dithiocarbamate had higher values in their induction time than the other variants. The values are 16.67, 26.54, and 16.11 h, respectively.

Keywords


antioxidants; dithiocarbamate complex; Zn-difattyalkyldithiocarbamate

Full Text:

Full Text Pdf


References

[1] Rudnick, L.R., 2009, Lubricant Additive: Chemistry and Applications, 2nd ed., CRC Press: New York, 4–28.

[2] Gogoi, P.K., and Sonowal, J., 2005, Indian. J. Chem. Technol., 12, 50–54.

[3] Kaludjerovic, G.N., Djinovic, V.M., Trifunovic, S.R., Hodzic, I.M., and Sabo, T.J., 2002, J. Serb. Chem. Soc. 67, 2, 123–126.

[4] Husain, A., Nami, S.A.A., Singh, S.P., Oves, M., and Siddiqi, K.S., 2011, Polyhedron 30, 1, 33–40.

[5] Nabipour, H., 2011, Int. J. Nano. Dim., 1, 3, 225–232.

[6] Vasiliev, A.N., and Polackov, A.D., 2000, Molecules 5, 8, 1014–1017.

[7] Asthana, P., 2006, Micro- and Nano- Scale Experimental Approach to Surface Engineer Metals, Thesis, Texas A&M University.

[8] Griffo, A., and Keshavan, M.K., 2007, High Performance Rock Bit Grease, US Patent, No. 7749947.

[9] Sutriah, K., Mas’ud, Z.A., Irawadi, T.T., and Jamaran, I., 2011, J. Kim. Ter. Ind, LIPI (in press)

[10] Nakanishi, H., Iwasaki, H., and Koganei, K., 2000, Zinc-molybdenum-based dithiocarbamate derivative, method of producing the same, and lubricant composition containing the same, US Patent, No. 6096693.

[11] Zhang, W., Zhong, Y., Tan, M., Tang, N., and Yu, K., 2003, Molecules, 8, 5, 411–417.

[12] Thirumaran, S., Venkatachalam, V., Manohar, A., Ramalingam, K., Bocelli, G., and Cantoni, A., 1998, J. Coor. Chem., 44, 3-4, 281–288.

[13] Tensiska, Wijaya, H., and Andarwulan, N., 2003, J. Teknol. Ind. Pangan. 14, 1, 29–39.

[14] Awang, N., Baba, I., and Yamin, B.M., 2006, Malay. J. Anal., 10, 2, 251–260.

[15] Raya, I., Baba, I., and Yamin, B.M., 2006, Malay. J. Anal., 10, 1, 93–98.

[16] Shahzadi, S., Ahmad, S.U., Ali, S., Yaqub, S., and Ahmed, F., 2006, J. Iran. Chem. Soc., 3, 1, 38–45.

[17] Trifunović, S.R., Marković, Z., Sladić, D., Andjelković, K., Saboo, T., and Minić, D., 2002, J. Serb. Shem. Soc., 67, 2, 115–122.



DOI: https://doi.org/10.22146/ijc.21362

Article Metrics

Abstract views : 1572 | views : 1450


Copyright (c) 2012 Indonesian Journal of Chemistry

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

 

Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

Web Analytics View The Statistics of Indones. J. Chem.