Synthesis of Some Alkyl Polyglycosides

Year 2022, Volume: 9 Issue: 1, 52 - 65, 10.03.2022

Volkan Demirel , Ramazan Donat

https://doi.org/10.21448/ijsm.1033290

Cited By: 2

Abstract

Surfactants are indisputably more important today, in terms of their use in industry and daily life, as well as the tasks they perform. In recent years, due to the driving force of environmental concerns, orientations to alternatives of surfactants that cause less or no harm to the environment have accelerated. One of these trends is the synthesis of alkyl polyglycosides (APG) and their use in the detergent industry. In this study, different acidic catalysts were used for the synthesis of APGs and the highest yield was achieved with sulfuric acid. APGs with different carbon numbers were obtained using octanol, decanol, dodecanol, and octanol/cetyl alcohol (w/w 80/20). The FTIR spectra of the structures of APG products obtained with these fatty alcohols and some commercial APG products were compared, and their structures were elucidated. In addition, the foam quality of the obtained APGs and the hydrophilicity properties they impart to the textile material were compared with some commercial surfactants, and the results were interpreted and evaluated.

Keywords

Surfactants, Butyl glycoside, Alkyl polyglycoside, Synthesis, APG reaction mechanism

Supporting Institution

Pamukkale University Scientific Research Projects Coordinatorship

Project Number

2012FBE024

Thanks

This research project was financially supported by Pamukkale University as a Scientific Research Project (Project No: BAP 2012FEBE024).

References

• Bastian, F., Suryani, A., & Sunarti, T.C. (2012). Peningkatan kecerahan pada proses sintesis surfaktan non ionik alkil poliglikosida (APG) berbasis tapioka dan dodekanol. Reaktor Chem. Engineer. J., 14(3), 43-150. https://doi.org/10.14710/reaktor.14.2.143-150
• Chen, J., Li, J., Liu, K., Hong, M., You, R., Qu, P., Chen, M. (2019). Subcritical Methanolysis of Starch and Transglycosidation to Produce Dodecyl Polyglucosides. ACS Omega, 4(15), 16372-16377. https://doi.org/10.1021/acsomega.9b01617
• El-Sukkary, M.M.A., Syed, N., Aiad, I., & El-Azab, W.I.M. (2008). Synthesis and characterization of some alkyl polyglycosides surfactants. J. Surfactants Deterg., 11(2), 129-13. https://doi.org/10.1007/s11743-008-1063-9
• Hill, K. (2009). Alkyl polyglycosides-where green meets performance. Soft Journal, 2, 6-14
• Kurashima, K., Fujii, M., Ida, Y., & Akita, H. (2003). Enzymatic β-glycosidation of primary alcohols. J. Mol. Catal. B-Enzym., 26(1-2), 87-98. https://doi.org/10.1016/S1381-1177(03)00168-1
• Mehling, A., Kleber, M., & Hensen, H. (2007). Comparative studies on the ocular and dermal irritation of surfactants. Food Chem. Toxicol., 14, 747 758. https://doi.org/10.1016/j.fct.2006.10.024.
• O’Lenick, Jr. (2007). Non-ionic surfactant based upon Alkyl Polyglucosides. United States Patent, US7189683
• Piispanen, P.S. (2002). Synthesis and Characterization of Surfactants Based on Natural Products. Master Thesis, Kungl Tekniska Högskolan, Stockholm
• Renhua, L., Minghua, W., Zhuoru, Y., Xinping, Q., & Huanqin, C. (1999). Reaction Kinetic Studies on the Synthesis of Alkyl Polyglycosides. Journal of South China University of Technology, (Natural Science), 27(4), 116-121
• Rosen, M.J., & Dahanayake, M. (2000). Industrial Utilization of Surfactant, Illinois: AOCS Press, 1-85
• Schmitt, T.M. (2001) Analysis of Surfactants. New York-Basel: Marcel Dekker Inc.
• Suryani, A., Dadang, N., Setyadjit, N., Tjokrowardojo, A.S., Kurniadji, N., & Noerdin, M. (2008). Sintesis alkilpoliglikosida (APG) berbasis alkohol lemak dan pati sagu untuk formulasi herbisida. Indonesian Journal of Agricultural Postharvest Research, 5(1), 10-20. https://doi.org/10.21082/jpasca.v5n1.2008.10-20
• Xinping, Q., Renhua, L., Huang., L., Yang, Z., & Chen, H. (1999). A Study on the Syntesis of Alkyl Polyglycosides. Journal of South China University of Technology, (Natural Science), 27(4), 87-91.
• Ware, A.M., Waghmare, J.T., & Momin, S.A. (2007). Alkylpolyglycoside: Carbohydrate based surfactant. J. Disper. Sci. Technol., 28, 437 444. https://doi.org/10.1080/01932690601107807
• Yu, J., Zhang, J., Zhao, A., & Ma, X. (2008). Study of glucose ester synthesis by immobilized lipase from Candida sp. Catal. Commun., 9(6), 1369 1374. https://doi.org/10.1016/j.catcom.2007.11.036