SYNTHESIS OF SURFACTANS DILAUROYL MALTOSE THROUGH ACETILATION REACTION OF MALTOSE FOLLOWED BY TRANSESTERIFICATION REACTION WITH METHYL LAURATE

https://doi.org/10.22146/ijc.21513

Daniel Tarigan(1*)

(1) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Mulawarman University, Jl. Barong Tongkok No.4, Kampus Gn. Kelua, Samarinda
(*) Corresponding Author

Abstract


Maltose has been partially acetylated from the reaction of melted maltose and acetic anhydride without solvent and catalyst to produce maltocyl acetate with the yield of 67%. Lauryc acid can be methanolized using H2SO4 as the catalyst to produce methyl laurate with the yield of 92%. The transesterification of methyl laurate and maltocyl acetate in methanol using sodium methoxyde as the catalyst at reflux, yielded a novel compound dilauroyl maltose after isolated by column chromatography, with the yield of 59%. Methyl laurate, maltocyl acetate, and dilauroyl maltose were confirmed by FT-IR and 'H-NMR spectroscopy, and the surface tension of dilauroyl maltose solution  was determined by Du-Nuoy tensiometer to obtain the HLB value of 2.67.


Keywords


Surfactant Transesterification; Maltose

Full Text:

Full Text PDF


References

[1] Ahmad, S., and J. Igbal, J., 1987, J. Org. Chem., 57, 7, 2001-2007.

[2] Akbas, H., Mehmet, I., and Sidim, T., 2007, J. Surfactants Deterg., 3, 1, 77.

[3] Brahmana, H.R., Dalimunthe, R., and Ginting, M., 1998, "Pemanfaatan Asam Lemak Bebas Minyak Kelapa Sawit Dan Inti Sawit Dalam Pembuatan Nilon 9-9 dan Ester Sorbitol Asam Lemak", Laporan RUT III Kantor Menteri Negeri Riset dan Teknologi, Dewan Riset Nasional, Jakarta.

[4] Fessenden, R.J., and Fessenden, J.S., 1992, "Kimia Organik", Edisi Ketiga, Penerbit Erlangga, Jakarta.

[5] Fennema, R.O., 1985, "Food Chemistry", 2nd ed. Marcel Dekker. Inc., New York.

[6] Hamilton, R.J., 1989, "Esterification and Interesterfication", Proceding of Palm Oil Development Conference Chemistry Technology and Marketing PORIM International, Kuala Lumpur, Malaysia, 67.

[7] Haumann, B.F., 1997, Inform.,8, 10, 1004-1011.

[8] Hellberg, P., Bergstrom, K., and Holmberg, K., 2006, J. Surfactants Deterg., 3, 1, 81.

[9] House, H.O., 1972, "Modern Synthetic Reaction", W.A. Benjamin, Menlo Park, California.

[10] Lauridsen, J.B., 1976, J. Am. oil. chem. soc., 53, 6, 400-407.

[11] Maag, H., 1984, J. Am. oil. chem. soc., 61, 2, 259-267.

[12] Martin, A.N., Swarbrick, J., and Cammarata, A., 1993, "Physical Pharmacy", 4th ed., Lea and Febiger, Philadelphia, 362-379.

[13] Meffert, A., 1984, J. Am. oil. chem. soc., 61, 2, 255.

[14] Ozgul, S., and Turkay, S., 2003, J. Am. oil. chem. soc., 70, 145.

[15] Pavia and Donald, 1976, “Introduction for Organic Laboratory Techniques”, Saunders Company, Philadelphia, 113.

[16] Solomons, T.W.G., 1994, “Fundamental of Organic Chemistry” , 4th Ed., by John Willey & Sons, Inc., Canada.

[17] Stilbert, E.K., Cummings, J.L., and Talley, P.J., 1956, U.S. Pat., 2, 755, 260.

[18] Van Haften, J.L., 1979, J. Am. oil. chem. soc., 56, 11, 831A-835A.

[19] Yee, L.N., and Akoh, C.C., 2007, J. Am. oil. chem. soc., 73, 11, 1370-1384.



DOI: https://doi.org/10.22146/ijc.21513

Article Metrics

Abstract views : 1671 | views : 1839


Copyright (c) 2010 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.