A homologous series of cationic
surfactants were synthesized and characterized by spectral studies, mass, IR, 1H
NMR, 13C NMR, 2D NMR and elemental analysis. The surface activities
of these amphiphiles were measured, including surface tension (γ), critical micelle concentration
(CMC), effectiveness (pcmc), efficiency (PC20), maximum surface
excess (Γmax) and minimum
surface area (Amin) at 25℃. Adsorption and micellization free
energies of these amphiphiles in their solutions showed a good tendency towards
adsorption at the interfaces. The synthesized amphiphiles showed good antimicrobial
activity.
References
[1]
W. A. Jacobs and M. Heidelberger, “The Quaternary Salts of Hexamthylenetetramine: I. Substituted Benzyl Halides and the Hexamthylenetetramine Salts Derived Thereform,” The Journal of Biological Chemistry, Vol. 20, No. 4, 1915, pp. 659-683.
[2]
W. A. Jacobs, M. Heidelberger and H. L. Amoss, “The Bactericidal Properties of the Quaternary Salts of Hexamthylenetetramine,” The Journal of Experimental Medicine, Vol. 23, No. 5, 1916, pp. 569-576.
doi:10.1084/jem.23.5.569
[3]
E. Bessems, “Biological Aspects of the Assessment of Biocides,” Proceedings of the Metals Society Conference, London, 8-10 March 1983, pp. 84-89.
[4]
J. R. Postage, “The Sulphate Reducing Bacteria,” 2nd Edition, Cambridge University Press, Cambridge, 1984.
[5]
B. G. Ateya, S. M. El-Raghy, M. E. Abdel Samie, M. N. Mahmoud and R. S. Bayounie, “Effect of Some Biocides and Corrosion Inhibitors on Stablished Mixed Culture Containing Sulfate Reducing Bacteria,” 17th Annual Conferences of Corrosion Problems in Industry, Ismailia, December 1998, pp. 1-3.
[6]
M. A. Lewis, “Chronic and Sublethal Toxicities of Surfactants to Aquatic Animals: A Review and Risk Assessment,” Water Research, Vol. 25, No. 1, 1991, pp. 101-113. doi:10.1016/0043-1354(91)90105-Y
[7]
P. Tundo, D. J. Kippenberg, M. J. Politi, P. Klahn and J. H. Fendler, “Redox Active Functionally Polymerized Surfactant Vesicles. Syntheses and Characterization,” Journal of the American Chemical Society, Vol. 104, No. 20, 1982, pp.5352-5358. doi:10.1021/ja00384a018
[8]
R. C. Bazito and O. A. El Seoud, “Suger-Based Cationic Surfactants: Synthesis and Aggregation of Methyl-2-Acylamido-6-trimethylammonio-2,6-dideoxy-D-glucopyranoside Chlorides,” Journal of Surfactants and Detergents, Vol. 4, No. 4, 2001, pp. 395-400.
doi:10.1007/s11743-001-0193-1
[9]
N. A. Negm and A. S. Mohamed, “Synthesis, Characterization and Biological Activity of Sugar-Based Gemini Cationic Amphiphiles,” Journal of Surfactants and Detergents, Vol. 11, No. 3, 2008, pp. 215-221.
doi:10.1007/s11743-008-1071-9
[10]
J. W. Hampson and D. G. Consell, “Surface-Tension Properties of Some Poly dispersed Alkyl-Substituted Polyoxy-Ethylated Phenyl Sulfonamides,” Journal of the American Oil Chemists’ Society, Vol. 73, No. 7, 1996, pp. 891-895. doi:10.1007/BF02517991
[11]
T. Hikota and K. J. Merguro,The Chemical Society of Japan, Vol. 47, 1970, p. 158.
[12]
A. S. Mohamed and M. M. Awad, Material Science Research India, Vol. 1, 2003, p. 59.
[13]
M. J. Rosen, “Surfactant and Interfacial Phenomena,” 3rd Edition, John Willey and Sons, New York, 2004, p. 63.
doi:10.1002/0471670561
[14]
Apha, American Public Health Association (APHA), Stander Methods for the Examination of Water and Waste Water, 17th Edition, New York, 1989.
[15]
Apha, American Public Health Association (APHA), “Identification of Iron and Sulfur Bacteria, Standard Methods for the Examination of Water and Waste Water, 14th Edition, New York, 1975.
[16]
C. O. Akujobi and H. O. Njoku, “Bioassay for Determination of Microbial Sensitivity to Nigerian Honey,” Global Journal of Pharmacology, Vol. 4, No. 1, 2010, pp. 36-40.
[17]
P. Gehardt, Q. G. Murray, R. N. Costillow and E. W. Nesler, “Wood WA, Kreig NR, Phillips GB,” Manual of Methods for General Microbiology, Washington DC, 1981.
[18]
S. Przestalski, J. Sarapuk, H. Kleszczyñska, J. Gabrielska, J. Hladyszowski, Z. Trela and J. Kuczera, “Influence of Amphiphilic Compounds on Membranes,” Acta Biochimica Polonica, Vol. 47, No. 3, 2000, pp. 627-638.
[19]
M. J. Rosen, “Surfactants and Interfacial Phenomena,” John Willey and Sons, New York, 1978.
[20]
R. M. E. Richard and R. H. Cavil, Microbios, Vol. 29, 1980, p. 23.