Abstract
Surface activities of 3-(N-alkylamidopropyl-N,N-dimethyl ammonium) alkanesulfonates [(U)n-DAS-m] and their dependence on the environmental and structural parameters were studied systemically. Environmental parameter–property relationship was investigated by changing salinity, pH, and temperature while using 3-(N-tetradecanoamidopropyl-N,N-dimethyl ammonium) propanesulfonates (14-DAS) as a model surfactant, whereas structure–property relationship was studied by changing the length of hydrophobic tail, the introduction of an unsaturated carbon-carbon double bond to the hydrophobic tail, and the distance between the positive and negative charges. Notably, the critical micelle concentration (cmc) of alkylamidosulfobetaine surfactants decreases monotonously with increasing NaCl content, following a linear function as lgcmc = A[NaCl] + B. The increase in temperature causes a slight decrease of γ cmc and a slight increase of cmc. The change in pH has no obvious effect on the solution properties of alkylamidosulfobetaine surfactants. The introduction of every two methylene units or an unsaturated carbon-carbon double bond in the hydrophobic tail results in the decrease of cmc by nearly one order of magnitude. The spacer length between the positive and negative charges has little effect on the surface activity of alkylamidosulfobetaines.
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References
Myers D (2006) In: Surfactant science and technology, 3rd edn. John Wiley & Sons, Inc., Hoboken
Lin H-P, Mou C-Y (2002) Structural and morphological control of cationic surfactant-templated mesoporous silica. Acc Chem Res 35:927–935
Ji Q, Acharya S, Hill JP, Richards GJ, Ariga K (2008) Multi-dimensional control of surfactant-guided assemblies of quantum gold particles. Adv Mater 20:4027–4032
Zemb T, Budois M, Demé B, Gulik-Krzywicki T (1999) Self-assembly of flat nanodiscs in salt-free catanionic surfactant solutions. Science 283:816–819
Soussan E, Cassel S, Blanzat M, Rico-Lattes I (2009) Drug delivery by soft matter: matrix and vesicular carriers. Angew Chem Int Ed 48:274–288
Dwars T, Paetzold E, Oehme G (2005) Reactions in micellar systems. Angew Chem Int Ed 44:7174–7199
Manne S, Gaub HE (1995) Molecular organization of surfactants at solid-liquid interfaces. Science 270:1480–1482
Zana R (ed) (2005) Dynamics of surfactant self-assemblies: micelles, microemulsions, vesicles, and lyotropic phases. CRC Press, Boca Raton
Fisher P, Rehage H, Grüning B (2002) Linear flow properties of dimer acid betaine solutions with and without changed ionic strength. J Phys Chem B 106:11041–11046
Gonenne A, Ernst R (1978) Solubilization of membrane proteins by sulfobetaines, novel zwitterionic surfactants. Anal Biochem 87:28–38
Rosen MJ (2004) Surfactants and interfacial phenomenon, 3rd edn. New York, John Wiley & Sons
Domingo X (2006) In: Amphoteric surfactants, 2nd ed.; Lomax EG, Ed; Marcel Dekker, New York
Weers JG, Rathman JF, Axe FU, Crichlow CA, Foland LD, Scheuing DR, Wiersema RJ, Zielske AG (1991) Effect of the intramolecular charge separation distance on the solution properties of betaines and sulfobetaines. Langmuir 7:854–867
Kato K, Kondo H, Morita A, Esumi K, Meguro K (1986) Synthesis of polystyrene latex with amphoteric surfactant and its characterizarion. Colloid Polym Sci 264:737–742
Danov KD, Kralchevska SD, Kralchevsky PA, Ananthapadmanabhan KP, Lips A (2004) Mixed solutions of anionic and zwitterionic surfactant (betaine): surface-tension isotherms, adsorption, and relaxation kinetics. Langmuir 20:5445–5453
Yoshimura T, Ichinokawa T, Kaji M, Esumi K (2006) Synthesis and surface-active properties of sulfobetaine-type zwitterionic gemini surfactants. Colloids Surf A 273:208–212
Guo S, Wang H, Shi J, Pan B, Cheng Y (2015) Synthesis and properties of a novel alkyl-hydroxyl-sulfobetaine zwitterionic surfactant for enhanced oil recovery. J Petrol Explor Prod Technol 5:321–326
Shi C, Song S, Ren H, Zen Q, Tang X (2015) Synthesis of didodecylmethyl hydroxyl sulfobetaine and its evaluation for alkali-free flooding. J Petrol Explor Prod Technol 5:219–224
Zhang F, Ma D, Wang Q, Zhu Y, Luo W (2013) A novel hydroxylpropyl sulfobetaine surfactant for high temperature and high salinity reservoirs. Paper IPTC-17022 presented at International Petroleum Technology Conference held in Beijing, 26–28 March
Zhao J, Dai C, Ding Q, Du M, Feng H, Wei Z, Chen A, Zhao M (2015) The structure effect on the surface and interfacial properties of zwitterionic sulfobetaine surfactants for enhanced oil recovery. RSC Adv 5:13993–14001
Kumar R, Kalur GC, Ziserman L, Danino D, Raghavan SR (2007) Wormlike micelles of a C22-tailed zwitterionic betaine surfactant: from viscoelastic solutions to elastic gels. Langmuir 23:12849–12856
Chu Z, Feng Y (2009) A facile route towards the preparation of ultra-long-chain amidosulfobetaine surfactants. Synlett 16:2655–2658
Chu Z, Feng Y (2012) Empirical correlations between Krafft temperature and tail length for amidosulfobetaine surfactants in the presence of inorganic salt. Langmuir 28:1175–1181
Chu Z, Feng Y (2011) Thermo-switchable surfactant gel. Chem Commun 47:7191–7193
Chu Z, Feng Y, Su X, Han Y (2010) Wormlike micelles and solution properties of a C22-tailed amidosulfobetaine surfactant. Langmuir 26:7783–7791
Chu Z, Feng Y (2010) Amidosulfobetaine surfactant gels with shear banding transitions. Soft Matter 6:6065–6067
Chu Z, Feng Y, Sun H, Li Z, Song X, Han Y, Wang H (2011) Aging mechanism of unsaturated long-chain amidosulfobetaine worm fluids at high temperature. Soft Matter 7:4485–4489
Harrison D, Szule R, Fisch MR (1998) Solution behavior of the zwitterionic surfactant octadecyldimethylbetaine. J Phys Chem B 102:6487–6492
Laschewsky A, Wattebled L, Arotçaréna M, Habib-Jiwan JL, Rakotoaly RH (2005) Synthesis and properties of cationic oligomeric surfactants. Langmuir 21:7170–7179
Klevens HB (1953) Structure and aggregation in dilate solution of surface active agents. J Am Oil Chem Soc 30:74–80
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The financial supports from the Natural Science Foundation of China (21173207) and Science and Technology Department of Sichuan Province (2012NZ0006 and 2010JQ0029) are gratefully acknowledged.
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Feng, Y., Chu, Z. Correlating surface activity with structural and environmental parameters for alkylamidosulfobetaine surfactants. Colloid Polym Sci 294, 957–963 (2016). https://doi.org/10.1007/s00396-016-3855-1
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DOI: https://doi.org/10.1007/s00396-016-3855-1