Abstract
A novel cationic biodegradable dimeric (gemini) surfactant, ethane-1,2-diyl bis(N,N-dimethyl-N-hexadecylammoniumacetoxy) dichloride (16-E2-16), containing an ester-linked spacer was synthesized. Its pure and mixed micellization properties with monomeric surfactants cetyl trimethyl ammonium chloride, cetyl pyridinium chloride, sodium dodecyl sulfate, sodium dodecyl benzene sulfonate, cetyl alcohol ethoxylate (20EO) and tert-octylphenol ethoxylate (9.5EO) were investigated by surface tension measurements at 30 °C. The critical micelle concentration (CMC) of 16-E2-16 is well below that of cetyl trimethyl ammonium chloride containing the same number of carbon atoms in the hydrophobic tail per polar head. At different mole fractions of the gemini surfactant, the CMCs of the gemini-conventional binary mixtures were determined and were found to be less than the ideal CMC values in all the cases indicating synergistic interactions. Aggregation number and Stern–Volmer constant, obtained by the fluorescence quenching technique, also support the synergistic behavior of the surfactant systems.
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References
Rosen MJ (2004) Surfactants and interfacial phenomena, 3rd edn. Wiley, New York
Shukla D, Tyagi VK (2006) Cationic gemini surfactants: a review. J Oleo Sci 55:381–390
Menger FM, Keiper JS (2000) Gemini surfactants. Angew Chem Int Ed 39:1906–1920
Perez L, Garcia MT, Ribosa I, Vinardell MP, Manresa A, Infante MR (2002) Biological properties of arginine-based gemini cationic surfactants. Environ Toxicol Chem 21:1279–1285
Wang X, Wang J, Wang Y, Ye J, Yan H, Thomas RK (2005) Properties of mixed micelles of cationic gemini surfactants and nonionic surfactant triton X-100: effects of the surfactant composition and the spacer length. J Colloid Interface Sci 286:739–746
Tehrani-Bagha AR, Oskarsson H, Ginkel CGV, Holmberg K (2007) Cationic ester-containing gemini surfactants: chemical hydrolysis and biodegradation. J Colloid Interface Sci 312:444–452
Gao ZN, Tai SX, Zhang Q, Zhao Y, Lü B, Ge YS, Huang L, Tang XY (2008) Synthesis and surface activity of biquaternary ammonium salt gemini surfactants with ester bond. Wuhan Univ J Natural Sci 13:227–231
Banno T, Kawada K, Matsumura S (2010) Creation of novel green and sustainable gemini-type cationics containing carbonate linkages. J Surfactants Deterg 13:387–398
Shukla D, Tyagi VK (2010) Development of cleavable surfactants. Tenside Surfactants Deterg 47:7–12
Kuo C-FJ, Lu L-H, Dong M-Y, Chang W-S, Chen K-M (2010) Preparation and properties of new ester-linked cleavable gemini surfactants. J Surfactants Deterg 14:195–201
Kralova K, Sersen F, Devinsky F, Lacko I (2010) Photosynthesis-inhibiting effects of cationic biodegradable gemini surfactants. Tenside Surfactants Deterg 47:288–293
Fatma N, Ansari WH, Panda M, Kabir-ud-Din (2013) Mixed micellization behavior of gemini (cationic ester-bonded) surfactants with conventional (cationic, anionic and nonionic) surfactants in aqueous medium. Z Phys Chem 27:133–149
Wu Y, Iglauer S, Shuler P, Tang Y, Goddard WA (2010) Alkyl polyglycoside sorbitan ester formulations for improved oil recovery. Tenside Surfactants Deterg 47:280–287
Hamme JDV, Singh A, Ward OP (2006) Physiological aspects Part 1 in a series of papers devoted to surfactants in microbiology and biotechnology. Biotechnol Adv 24:604–620
Zhao J, Christian SD, Fung BM (1998) Mixtures of monomeric and dimeric cationic surfactants. J Phys Chem B 102:7613–7618
Azum N, Naqvi AZ, Akram M, Kabir-ud-Din (2008) Studies of mixed micelle formation between cationic gemini and cationic conventional surfactants. J Colloid Interface Sci 328:429–435
Kabir-ud-Din Sheikh MS, Mir MA, Dar AA (2010) Analysis of mixed micellar and interfacial behavior of cationic gemini hexanediyl-1,6-bis(dimethylcetylammonium bromide) with conventional ionic and nonionic surfactants in aqueous medium. J Phys Chem B 114:6023
Delzer GC, Mckenzie SW (1999) Five–day biochemical oxygen demand, U.S. Geological Survey TWRI Book, vol 9
El-Sadek BM (2011) Synthesis, micellization and hemolysis evaluation of biodegradable quaternary ammonium compounds. Adv Appl Sci Res 2:363–372
Bae S, Harke M, Goebel A, Lunkenheimer K, Motschmann H (1997) A critical comparison of adsorption models for soluble surfactants. Langmuir 13:6274–6278
Bae S, Haage K, Wantke K, Motschmann H (1999) On the factor in Gibbs equation for ionic surfactants. J Phys Chem B 103:1045–1050
Eastoe J, Sandrine N, Downer A, Paul A, Rankin A, Tribe K (2000) Adsorption of ionic surfactants at the air-solution interface. Langmuir 16:4511–4518
Li ZX, Lu JR, Thomas RK (1997) Neutron reflectivity studies of the adsorption of aerosol-OT at the air/water interface: the surface excess. Langmuir 13:3681–3685
Downer D, Eastoe J, Pitt AR, Penfold J, Heenan RK (1999) Adsorption and micellisation of partially- and fully-fluorinated surfactants. Colloids Surf A 156:33–48
Clint JH (1975) Micellization of mixed nonionic surface active agents. J Chem Soc Faraday Trans 71:1327–1334
Rubingh DN (1979) Mixed micelle solutions. In: Mittal KL (ed) Solution chemistry of surfactants. Plenum Press, New York
Motomura K, Aratono M (1993) Mixed surfactant systems. In: Ogino K, Abe M (eds) Surfactant science series. Marcel Dekker, New York
Zhou Q, Rosen MJ (2003) Molecular interactions of surfactants in mixed monolayers at the air/aqueous solution interface and in mixed micelles in aqueous media: the regular solution approach. Langmuir 19:4555–4562
Kabir-ud-Din, Fatma W, Khatoon S, Khan ZA, Naqvi AZ (2008) 1H NMR and viscoelastic studies on cationic gemini surfactants in presence of aromatic acids and salts. J Chem Eng Data 53:2291–2300
Kabir-ud-Din, Al-dahbali GA, Naqvi AZ, Akram M (2013) Adsorption and micellization behavior of cationic surfactants (gemini and conventional-amphiphilic drug systems). J Sol Chem 42:172–189
Rosen MJ, Aronson S (1981) Standard free energies of adsorption of surfactants at the aqueous at the aqueous solution/air interface from surface tension data in the vicinity of the critical micelle concentration. Colloids Surf 3:201–208
Turro NJ, Yekta A (1978) Luminescent probes for detergent solutions. A simple procedure for determination of the mean aggregation number of micelles. J Am Chem Soc 100:5951–5952
Rohatgi-Mukherjee KK (1992) Fundamentals of photochemistry. Wiley-Eastern, New Delhi
Acknowledgments
MP acknowledges financial assistance under the Department of Science and Technology, Government of India, NF is thankful to the University Grants Commission, (India) for a fellowship and to SAIF, CDRI, Lucknow, for providing the1H-NMR facility, and KU thanks the UGC for awarding a Faculty Fellowship under its BSR Program. The help rendered by the Interdisciplinary Biotechnology Unit, AMU, is gratefully acknowledged.
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Fatma, N., Ansari, W.H., Panda, M. et al. A Systematic Study of Mixed Surfactant Solutions of a Cationic Ester-Bonded Dimeric Surfactant with Cationic, Anionic and Nonionic Monomeric Surfactants in Aqueous Media. J Surfact Deterg 16, 609–620 (2013). https://doi.org/10.1007/s11743-013-1448-2
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DOI: https://doi.org/10.1007/s11743-013-1448-2