Synthesis and Evaluation of Surface Properties of Anionic Surfactants Based on Fatty Matter of Egyptian Peach Kernel

International Journal of Applied Chemistry
© 2020 by SSRG - IJAC Journal
Volume 7 Issue 2
Year of Publication : 2020
Authors : W.I. El-Dougdoug, M. Abo-Riya, M.M. Azab, A.A. El-Sawy and M.A. Elnaggar
pdf
How to Cite?

W.I. El-Dougdoug, M. Abo-Riya, M.M. Azab, A.A. El-Sawy and M.A. Elnaggar, "Synthesis and Evaluation of Surface Properties of Anionic Surfactants Based on Fatty Matter of Egyptian Peach Kernel," SSRG International Journal of Applied Chemistry, vol. 7,  no. 2, pp. 13-23, 2020. Crossref, https://doi.org/10.14445/23939133/IJAC-V7I2P103

Abstract:

Sulfonated anionic surfactants were synthesized by the esterification of acrylic acid (AA) with different types of fatty alcohols (C16:0, C18:0, C18:1 and mixed Peach oil fatty alcohols) followed by addition of sodium bisulfite. The peach oil was extracted from Peach kernel waste, its chemical characterization and fatty acids compositions were determined. The chemical structure of the prepared anionic surfactants was confirmed by FTIR and 1H NMR spectroscopic tools. The surface properties and thermodynamic parameters, which illustrate the spontaneity of the adsorption and micellization processes of the synthesized surfactants, were determined. Furthermore, the biological activity of these surfactants was examined against sulfate reducing bacteria (SRB) and showed the aggressive influence on their growth.

Keywords:

Peach kernel oil, Anionic surfactants, Surface, thermodynamic properties, Biological activity.

References:

[1] G. Deng, C. Shen, X. Xu, R. Kuang, Y. Guo, L. Zeng, L. Gao, X. Lin, J. Xie, E. Xia, S. Li, S. Wu, F. Chen, W. Ling and H. Li, “Potential of Fruit Wastes as Natural Resources of Bioactive Compounds”, international journal of molecular sciences 13(7) (2012) 8308–8323. doi: 10.3390/ijms13078308.
[2] C. Botinestean, A. T. Gruia and I. Jianu, “Utilization of seeds from tomato processing wastes as raw material for oil production”, Journal of Material Cycles and Waste Management 17 (1) (2014) 118-124.
[3] W. I. A. Eldougdoug, “Synthesis and surface active properties of cationic surface active agents from crude rice bran oil, Grasas y Aceites,” 50 (5) (1999) 385-391.
[4] W. I. A. Eldougdoug and M. H. M. Ahmed, “Preparation and surface active properties of alkyl glucosides of fat Egyptian Mangifera indica, (Olaj, Szappan, Kozmetika), Oil Soap Cosmet 50 “(2001) 25–29.
[5] Mohammed Abo-Riya , Ahmed H. Tantawy , Wagdy El-Dougdoug , “Synthesis and evaluation of novel cationic gemini surfactants based on Guava crude fat as petroleum-collecting and dispersing agents”, Journal of Molecular Liquids, 221 (2016) 642-650. https://doi.org/10.1016/j.molliq.2016.05.083
[6] W. I. A. El-Dougdoug, M. Abo Riya and B. A. Mahy, “Synthesis and Surface Active Properties of Sulfonated Acrylate Esters Based on Al-Cedre Oil, Surfact Deterg 18 (2015) 681–688.
[7] Asmaa A. I. Ali and Wagdy I. A. El-Dougdoug, " Preparation and evaluation of amido poly amine surfactant based on Melia azedarach seeds oil as corrosion inhibitor of C-steel in 2.0 M HCl pickling medium", GREEN CHEMISTRY LETTERS AND REVIEWS, 10(4) (2017) 346–358.
[8] AH Tantawy, MA Abo-Riya, SM Abdallah, W El-Dougdoug
"Novel cationic surfactants based on waste frying oil for cleaning water surface from petroleum films: Synthesis, antimicrobial and surface properties" (2018) , , Journal of Molecular Liquids 253, 36-44.
[9] Wagdy. I. A. El-Dougdoug, Mohamed. M. Azab & Ibrahim. M. Torky, "Synthesis, Evaluation of Surface and Thermodynamic Properties of Nonionic Modified Cationic Surfactants based on Soya Bean Gums", (London Journal of Research in Science: Natural and Formal ,Volume 19 (6),43-59. LJP Copyright ID: 925665 Print ISSN: 2631-8490 Online ISSN: 2631-8504.
[10] M. Z. A. Rafiquee, N. Saxena, S. Khan and M. A. Quraishi, “Influence of surfactants on the corrosion inhibition behaviour of 2-aminophenyl-5-mercapto-1-oxa-3,4-diazole (AMOD) on mild steel”, Materials Chemistry and Physics 107 (2008) 528–533.
[11] S. Jarudilokkul, E. Paulsen and D. C. Stuckey, “the effect of demulsifiers on lysozyme extraction from hen egg white using reverse micelles”, Bioseparation 9 (2000) 81–91.
[12] H. M. Abd El-Lateef, M. A. Abo-Riya and A. H. Tantawy, “Empirical and quantum chemical studies on the corrosion inhibition performance of some novel synthesized cationic gemini surfactants on carbon steel pipelines in acid pickling processes”, Corrosion Science 108 (2016) 94–110. DOI: 10.1016/j.corsci.2016.03.004
[13] K. Holmberg, Novel Surfactants: Preparation, “Applications and Biodegradability, Second Edition, Surfactant Science Series, Marcel Dekker”, New York (2003). ISBN-13: 978-0824743000 ISBN-10: 0824743008.
[14] H.V. Patil, R. D. Kulkarni and S. Mishra, “Synthesis and Characterization of Sulfosuccinate Monoester Surfactant from Natural Renewable Resources”, International Journal of Chemistry and Chemical Engineering. ISSN 2248-9924 Volume 3, Number 2 (2013), pp. 69-74 © Research India Publications http://www.ripublication.com
[15] C. Scorzza, J. Nieves, F. Vejar and J. Bullo´n, “Synthesis and Physicochemical Characterization of Anionic Surfactants Derived from Cashew Nut Shell Oil”, J Surfact Deterg 13 (2010) 27-31.
[16] M. R. Noor El-Din, R. K. Farag and O. E. Elazbawy, “Utilization of New Anionic Polymeric Surfactants for Corrosion Inhibition Enhancement in Petroleum Industries”, Int. J.. Electrochem. Sci, 11 (2016) 815-835.
[17] T. T. Khidr, E. M. S. Azzam, S. S. Mutawaa and A. M. A. Omar, “Study of some anionic surfactants as pour point depressants additives for a waxy gas oil”, Industrial Lubrication and Tribology 59 (2) (2007) 64-68.
[18] A. Barhoum, H. Rahier, R. E. Abou-Zaied, M. Rehan, T. Dufour, G. Hill and A. Dufresne, “Effect of Cationic and Anionic Surfactants on the Application of Calcium Carbonate Nanoparticles in Paper Coating, ACS Appl. Mater”. Interfaces 6 (4) (2014) 2734-2744.
[19] B. Mahalakshmi and C. Vedhi, “Synthesis and Characterization of Perfluorooctanoic Acid Anionic Surfactant,” Open Journal of Synthesis Theory and Applications 3 (2014) 57-68
[20] M. A. Migahed, M. M. Khattab, I. Aiad, A. Abdel Basset, W. N. Salamma and A. M. AlSabagh, "Preparation of Some Cationic Surfactants and Evaluation of their Effect as Corrosion Inhibitors for Tubing Steel and Antimicrobial Agents for Sulfate Reducing Bacteria (SRB)". Middle East Journal of Applied Sciences 4 (4)(2014) 894-904.ISSN:2077-4613. https://www.researchgate.net/publication/304579786
[21] S. M. Shaban, I. Aiad, H. A. Fetouh and A. Maher, “Amidoamine double tailed cationic surfactant based on dimethylamino propyl amine: Synthesis, characterization and evaluation as biocide”, Molecular Liquids 212 (2015) 699–707.
[22] D. Firestone, “Official Methods and Recommended Practices of the American Oil Chemist's Society, Physical and Chemical Characteristics of Oils, Fats and Waxes, Section I”. Ed. The AOCS Methods Editor and the AOCS Technical Department. 54 pages. AOCS Press, Champaign, 1996
[23] B.V.S.K. Rao, P. Vijayalakshmi and R. Subbarao, "Synthesis of long-chain (E)-3-alkenoic acids by the Knoevenagel condensation of aliphatic aldehydes with malonic acid" Journal of the American Oil Chemists' Society 70(3):297-299. DOI: 10.1007/BF02545311.
[24] G. Lligadas, J. C. Ronda, M. Galia`, U. Biermann and J. O. Metzger, “Synthesis and Characterization of Polyurethanes from Epoxidized Methyl Oleate Based Polyether Polyols as Renewable Resources”, Polym Sci Part A: Polym Chem 44 (2006) 634–645.
[25] W. I. A. El-Dougdoug and A. A. Mahmoud, “Synthesis and evaluation of surface active properties for some anionic copolymeric surfactants based on fatty octyl acrylate and sulfated products of oxypropylated allyl alcohol”, Pigment & Resin Technology 31 (3) (2002) 148–154.
[26] A. Gassama, C. Ernenwein, A. Youssef, M. Agach, E. Riguet, S. Marinković, B. Estrine and N. Hoffmann, “Sulfonated surfactants obtained from furfural”, Green Chem. 15 (2013) 1558–1566.
[27] C. Xue, H. Zhu, T. Zhang, D. Cao and Z. Hu, “Synthesis and properties of novel alkyl betaine zwitterionic gemini surfactants derived from cyanuric chloride, Colloids and Surfaces A: Physicochemical and Engineering Aspects 375 (2011) 141-146.
[28] G. H. Sayed, F. M. Ghuiba, M. I. Abdou, E. A. Badr, S. M. Tawfik and N. A. Negm, “Synthesis, surface and thermodynamic parameters of some biodegradable nonionic surfactants derived from tannic acid, Colloids and Surfaces “A: Physicochem. Eng. Aspects 393 (2012) 96– 104.
[29] J. Ross and G. D. Miles, “An Apparatus for Comparison of Foaming Properties of Soaps and Detergents, Oil & Soap” 18 (5) (1941) 99-102.
[30] M. M. A. El-Sukkary, A. El-Sawy and F. el-deeb, “Synthetic detergents from crude rice-bran oil, hung. Ind. Chem”. 15 (1987) 417.
[31] A. W. Bauer, W. M. Kirby, C. Sherris and M. Turck, “Antibiotic susceptibility testing by a standardized single disk method”, American Journal of Clinical Pathology 45 (1966) 493-496
[32] B. Smit, A. G. Schlijper, L. A. M. Rupert and N. M. V. Os, “Effects of chain length of surfactants on the interfacial tension: molecular dynamics simulations and experiments”, J. Phys. Chem. 94(18) (1990) 6933–6935.
[33] M. K. Sharma, D. O. Shah and W. E. Brigham, “the influence of temperature on surface and microscopic properties of surfactant solutions in relation to fluid displacement efficiency in porous media”, AIChE 31 (2) (1985) 222-228.
[34] I. Aiad, M. M. El-Sukkary, E. A. Soliman, M. Y. El-Awady and S. M. Shaban, “Characterization, surface properties and biological activity of new prepared cationic surfactants”, Journal of Industrial and Engineering Chemistry 20 (2014) 1633–1640.
[35] S. M. Ahmed and D. A. Ismail, “Synthesis and Biological Activity of 8-Hydroxyquinoline and 2-Hydroxypyridine Quaternary Ammonium Salts”, J Surfact Deterg 11 (2008) 231–235.
[36] S. M. Shaban, I. Aiad, M. M. El-Sukkary, E. A. Soliman and M. Y. El-Awady, “Synthesis, surface, the rmodynamic properties and Biological activity of dimethylamino propylamine surfactant”, Journal of Industrial and Engineering Chemistry 20 (2014) 4194–4201.
[37] Ahmed I. Adawy, Emad A. Badr, “Synthesis and Biological Activity of Some Amide-Based Cationic Surfactant complexes with Co (II) and Cu (II)”, Journal of Applied Chemistry 7 (9) (2014) 9-19. (DOI:10.9790/5736-07920919
[38] I. A. Aiad, A. M. Badawi, M. M. El-Sukkary, A. A. El-Sawy and A. I. Adawy, “Synthesis and Biocidal Activity of Some
Naphthalene-Based Cationic Surfactants”, Journal of Surfactants and Detergents 15 (2012) 223–234.
[39] M. J. Rosen and Z. H. Zhu, “Synergism in binary mixtures of surfactants. 7. Synergism in foaming and its relation to other types of synergism”, Journal of the American Oil Chemists’ Society 65 (1988) 663–668.
[40] S. M. Shaban, A. S. Fouda, M. A. Elmorsi, T. Fayed and O. Azazy, “Adsorption and micellization behavior of synthesized amidoamine cationic surfactants and their biological activity”, Journal of Molecular Liquids 216 (2016) 284–292.
[41] D. A. White, W. J. Lennarz and C. A. Schnaitman, “Distribution of lipids in the wall and cytoplasmic membrane subfractions of the cell envelope of Escherichia coli”, Journal of Bacteriology 109 (1972) 686-690.
[42] M. M. A. El-Sukkary, N. O. Shaker, D. A. Ismail, S. M. Ahmed, M. F. Zaki and A. I. Awad, “Surface parameters, biodegradability and antimicrobial activity of some amide ether carboxylates surfactants, Egyptian” Journal of Petroleum 21 (2012) 37–43.
[43] E. M. S. Azzam and M. F. Zaki, “Surface and antibacterial activity of synthesized nonionic surfactant assembled on metal nanoparticles”, Egyptian Journal of Petroleum 25 (2016) 153–159.