Effect of counterions on the shape, hydration, and degree of order at the interface of cationic micelles: The triflate case

Langmuir

Volumn 29, Issue 13, 2013, Pages 4193-4203

  Lima, Filipe S ^a   Cuccovia, Iolanda M ^a   Horinek, Dominik ^b   Amaral, Lia Q ^a   Riske, Karin A ^c   Schreier, Shirley ^a   Salinas, Roberto K ^a   Bastos, Erick L ^a   Pires, Paulo A R ^a   Bozelli, José Carlos ^a   Favaro, Denize C ^a   Rodrigues, Ana Clara B ^d   Dias, Luís Gustavo ^a   El Seoud, Omar A ^a   Chaimovich, Hernan ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

^b UNIVERSITY OF REGENSBURG   (Germany)

^c FEDERAL UNIVERSITY OF SÃO PAULO   (Brazil)

^d UNIVERSIDADE FEDERAL DO ABC   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

AGGREGATES; CHAINS; CHLORINE COMPOUNDS; FLUORESCENCE QUENCHING; HYDRATION; IONS; MOLECULAR DYNAMICS; MONOMERS; PHASE SEPARATION; SURFACE ACTIVE AGENTS; X RAY SCATTERING;

CATIONIC MICELLES; COUNTERIONS; DEGREE OF ORDERING; DODECYLTRIMETHYLAMMONIUM CHLORIDE; METHANESULFONATES; ORGANIC ANIONS; PROPERTY; SPECIFIC ION EFFECTS; SURFACTANT SOLUTION; TRIFLATES;

MICELLES;

EID: 84875771509     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la304658e     Document Type: Article

References (91)

1. Corrin, M. L.; Harkins, W. D. The Effect of Salts on the Critical Concentration for the Formation of Micelles in Colloidal Electrolytes J. Am. Chem. Soc. 1947, 69 (3) 683-688
2. Gamboa, C.; Sepúlveda, L. High viscosities of cationic and anionic micellar solutions in the presence of added salts J. Colloid Interface Sci. 1986, 113 (2) 566-576
3. Balmbra, R. R.; Clunie, J. S.; Goodman, J. F. Cubic Mesomorphic Phases Nature 1969, 222 (5199) 1159.
4. Varade, D.; Aramaki, K.; Stubenrauch, C. Phase diagrams of water-alkyltrimethylammonium bromide systems Colloids Surf., A 2008, 315 (1-3) 205-209
5. Mehta, S. K.; Bhasin, K. K.; Chauhan, R.; Dham, S. Effect of temperature on critical micelle concentration and thermodynamic behavior of dodecyldimethylethylammonium bromide and dodecyltrimethylammonium chloride in aqueous media Colloids Surf., A: Physicochem. Eng. Aspects 2005, 255 (1-3) 153-157
6. Zielinski, R. Effect of temperature on micelle formation in aqueous NaBr solutions of octyltrimethylammonium bromide J. Colloid Interface Sci. 2001, 235 (2) 201-209
7. Mukerjee, P.; Mysels, K.; Kapauan, P. Counterion Specificity in the Formation of Ionic Micelles-Size, Hydration, and Hydrophobic Bonding Effects J. Phys. Chem. 1967, 71 (13) 4166-4175
8. Brady, J. E.; Evans, D. F.; Warr, G. G.; Grieser, F.; Ninham, B. W. Counterion Specificity as the Determinant of Surfactant Aggregation J. Phys. Chem. 1986, 90 (9) 1853-1859
9. Missel, P. J.; Mazer, N. A.; Carey, M. C.; Benedek, G. B. Influence of alkali-metal counterion identity on the sphere-to-rod transition in alkyl sulfate micelles J. Phys. Chem. 1989, 93 (26) 8354-8366
10. Cates, M. E.; Candau, S. J. Statics and dynamics of worm-like surfactant micelles J. Phys.: Condens. Matter 1990, 2 (33) 6869
11. Swanson-Vethamuthu, M.; Feitosa, E.; Brown, W. Salt-induced sphere-to-disk transition of octadecyltrimethylammonium bromide micelles Langmuir 1998, 14, 1590-1596
12. Bales, B. L.; Zana, R. Cloud point of aqueous solutions of tetrabutylammonium dodecyl sulfate is a function of the concentration of counterions in the aqueous phase Langmuir 2004, 20 (5) 1579-1581
13. Lima, F. L., F. S.; Maximiano, F. A.; Cuccovia, I. M.; Chaimovich, H. Surface Activity of the Triflate Ion at the Air/Water Interface and Properties of N,N,N-Trimethyl-N-Dodecylammonium Triflate Aqueous Solutions Langmuir 2011, 27 (8) 4319-4323
14. Israelachvili, J. N.; Mitchell, D. J.; Ninham, B. W. Theory of self-assembly of hydrocarbon amphiphiles into micelles and bilayers J. Chem. Soc., Faraday Trans. 2 1976, 72, 1525-1568
15. Tanford, C., The hydrophobic effect: formation of micelles and biological membranes; Wiley: New York, 1980.
16. Evans, D. F.; Mitchell, D. J.; Ninham, B. W. Ion Binding and Dressed Micelles J. Phys. Chem. 1984, 88 (25) 6344-6348
17. Johnson, I.; Olofsson, G.; Jonsson, B. Micelle formation of ionic amphiphiles. Thermochemical test of a thermodyanamic model J. Chem. Soc., Faraday Trans. 2 1987, 83 (11) 3331-3344
18. Ruckenstein, E.; Beunen, J. A. Effect of counterion binding on micellization Langmuir 1988, 4 (1) 77-90
19. Puvvada, S.; Blankschtein, D. Thermodynamic description of micellization, phase behavior, and phase separation of aqueous solutions of surfactant mixtures J. Phys. Chem. 1992, 96 (13) 5567-5579
20. Boström, M.; Williams, D. R. M.; Ninham, B. W. Ion Specificity of Micelles Explained by Ionic Dispersion Forces Langmuir 2002, 18 (16) 6010-6014
21. Jusufi, A.; Hynninen, A.-P.; Haataja, M.; Panagiotopoulos, A. Z. Electrostatic Screening and Charge Correlation Effects in Micellization of Ionic Surfactants J. Phys. Chem. B 2009, 113 (18) 6314-6320
22. Hayter, J. B. A Self-Consistent Theory of Dressed Micelles Langmuir 1992, 8 (12) 2873-2876
23. Srinivasan, V.; Blankschtein, D. Effect of counterion binding on micellar solution behavior: 1. Molecular-thermodynamic theory of micellization of ionic surfactants Langmuir 2003, 19 (23) 9932-9945
24. Brown, W.; Johansson, K.; Almgren, M. Threadlike micelles from cetyltrimethylammonium bromide in aqueous sodium naphthalenesulfonate solutions studied by static and dynamic light scattering J. Phys. Chem. 1989, 93 (15) 5888-5894
25. Magid, L. J.; Han, Z.; Warr, G. G.; Cassidy, M. A.; Butler, P. D.; Hamilton, W. A. Effect of Counterion Competition on Micellar Growth Horizons for Cetyltrimethylammonium Micellar Surfaces: Electrostatics and Specific Binding J. Phys. Chem. B 1997, 101 (40) 7919-7927
26. Göbel, S.; Hiltrop, K., Influence of organic counterions on the structure of lyotropic mesophases. In Trends in Colloid and Interface Science V, Corti, M.; Mallamace, F., Eds.; Springer: Berlin/Heidelberg, 1991; Vol. 84, pp 241-242.
27. Lin, Z.; Cai, J. J.; Scriven, L. E.; Davis, H. T. Spherical-to-Wormlike Micelle Transition in CTAB Solutions J. Phys. Chem. 1994, 98 (23) 5984-5993
28. Tapia, M. J.; Burrows, H. D.; Azenha, M. E. D. G.; Miguel, M. D.; Pais, A. A. C. C.; Sarraguca, J. M. G. Cation association with sodium dodecyl sulfate micelles as seen by lanthanide luminescence J. Phys. Chem. B 2002, 106 (27) 6966-6972
29. Harada, M.; Satou, H.; Okada, T. Hydration structures of bromides on cationic micelles J. Phys. Chem. B 2007, 111 (42) 12136-12140
30. Geng, Y.; Romsted, L. S.; Froehner, S.; Zanette, D.; Magid, L. J.; Cuccovia, I. M.; Chaimovich, H. Origin of the Sphere-to-Rod Transition in Cationic Micelles with Aromatic Counterions: Specific Ion Hydration in the Interfacial Region Matters Langmuir 2005, 21 (2) 562-568
31. Cuccovia, I. M.; Agostinho-Neto, A.; Wendel, C. M. A.; Chaimovich, H.; Romsted, L. S. Determination of Interfacial Co-ion Concentration in Ionic Micelles by Chemical Trapping: Halide Concentration at the Interface of Sodium Dodecyl Sulfate Micelles Langmuir 1997, 13 (19) 5032-5035
32. Romsted, L. S. Do Amphiphile Aggregate Morphologies and Interfacial Compositions Depend Primarily on Interfacial Hydration and Ion-Specific Interactions? The Evidence from Chemical Trapping Langmuir 2006, 23 (2) 414-424
33. Talens-Alesson, F. The Role of Ionic Pair Association on Micellization and Counterion Binding in Ionic Micelles J. Phys. Chem. B 2009, 113 (29) 9779-9785
34. Moreira, L.; Firoozabadi, A. Molecular Thermodynamic Modeling of Specific Ion Effects on Micellization of Ionic Surfactants Langmuir 2010, 26 (19) 15177-15191
35. Marcus, Y. Surface Tension of Aqueous Electrolytes and Ions J. Chem. Eng. Data 2010, 55 (9) 3641-3644
36. Barry, B. W.; Wilson, R. CMC Counterion Binding and Thermodynamics of Ethoxylated Anionic and Cationic Surfactants Colloid Polym. Sci. 1978, 256 (3) 251-260
37. Perger, T. M.; Bester-Rogac, M. Thermodynamics of micelle formation of alkyltrimethylammonium chlorides from high performance electric conductivity measurements J. Colloid Interface Sci. 2007, 313 (1) 288-295
38. Leontidis, E. Hofmeister anion effects on surfactant self-assembly and the formation of mesoporous solids Curr. Opin. Colloid Interface Sci. 2002, 7 (1-2) 81-91
39. Bergstrom, P. A.; Lindgren, J. An Infrared Spectroscopic Study of the Hydration of the Triflate Ion (Cf35o3-) in Aqueous-Solution J. Mol. Struct. 1990, 239, 103-111
40. Cione, A. M.; Mazyar, O. A.; Booth, B. D.; McCabe, C.; Jennings, G. K. Deposition and Wettability of [bmim][triflate] on Self-Assembled Monolayers J. Phys. Chem. C 2009, 113 (6) 2384-2392
41. Submitted for publication.
42. Infelta, P. P.; Gratzel, M.; Thomas, J. K. Luminescence Decay of Hydrophobic Molecules Solubilized in Aqueous Micellar Systems-Kinetic-Model J. Phys. Chem. 1974, 78 (2) 190-195
43. Tachiya, M. Application of a Generating Function to Reaction-Kinetics in Micelles-Kinetics of Quenching of Luminescent Probes in Micelles Chem. Phys. Lett. 1975, 33 (2) 289-292
44. Alargova, R. G.; Kochijashky, I. I.; Sierra, M. L.; Zana, R. Micelle aggregation numbers of surfactants in aqueous solutions: A comparison between the results from steady-state and time-resolved fluorescence quenching Langmuir 1998, 14 (19) 5412-5418
45. Spinozzi, F. http://www.isf.univpm.it/biophysics/software.htm.
46. Mariani, P.; Spinozzi, F.; Federiconi, F.; Amenitsch, H.; Spindler, L.; Drevensek-Olenik, I. Small Angle X-ray Scattering Analysis of Deoxyguanosine 5 ′-Monophosphate Self-Assembing in Solution: Nucleation and Growth of G-Quadruplexes J. Phys. Chem. B 2009, 113 (22) 7934-7944
47. Villeneuve, M.; Ootsu, R.; Ishiwata, M.; Nakahara, H. Research on the vesicle-micelle transition by H-1 NMR relaxation measurement J. Phys. Chem. B 2006, 110 (36) 17830-17839
48. Wennerstrom, H.; Lindman, B.; Soderman, O.; Drakenberg, T.; Rosenholm, J. B. C-13 Magnetic-Relaxation in Micellar Solutions-Influence of Aggregate Motion on T1 J. Am. Chem. Soc. 1979, 101 (23) 6860-6864
49. Nery, H.; Soderman, O.; Canet, D.; Walderhaug, H.; Lindman, B. Surfactant Dynamics in Spherical and Nonspherical Micelles-A Nuclear-Magnetic-Resonance Study J. Phys. Chem. 1986, 90 (22) 5802-5808
50. Wasylishen, R. E.; Kwak, J. C. T.; Gao, Z. S.; Verpoorte, E.; Macdonald, J. B.; Dickson, R. M. Nmr-Studies of Hydrocarbons Solubilized in Aqueous Micellar Solutions Can. J. Chem. 1991, 69 (5) 822-833
51. Ortega, A.; de la Torre, J. G. Hydrodynamic properties of rodlike and disklike particles in dilute solution J. Chem. Phys. 2003, 119 (18) 9914-9919
52. Barr, D.; Jiang, J. J.; Weber, R. T. How to quantitate nitroxide spin adduct using TEMPOL; Bruker Manual-Experimental Techniques, 1996; Note 3.
53. Kivelson, D. Theory of Esr Linewidths of Free Radicals J. Chem. Phys. 1960, 33 (4) 1094-1106
54. Freed, J. H.; Fraenkel, G. K. Theory of Linewidths in Electron Spin Resonance Spectra J. Chem. Phys. 1963, 39 (2) 326.
55. Schreier, S.; Polnaszek, C. F.; Smith, I. C. P. Spin Labels in Membranes Problems in Practice Biochim. Biophys. Acta 1978, 515 (4) 375-436
56. Bales, B. L.; Zana, R. Characterization of micelles of quaternary ammonium surfactants, as reaction media I: Dodeclytrimethylammonium bromide and chloride J. Phys. Chem. B 2002, 106 (8) 1926-1939
57. Wikander, G.; Johansson, L. B. A. Micelle Size Determined by Electron-Spin Resonance and Fluorescence Spectroscopy Langmuir 1989, 5 (3) 728-733
58. Martínez, L.; Andrade, R.; Birgin, E. G.; Martínez, J. M. PACKMOL: a package for building initial configurations for molecular dynamics simulations J. Comput. Chem. 2009, 30 (13) 2157-2164
59. Jorgensen, W. L.; Maxwell, D. S.; Tirado-Rives, J. Development and testing of the OPLS all-atom force field on conformational energetics and properties of organic liquids J. Am. Chem. Soc. 1996, 118 (45) 11225-11236
60. Canongia Lopes, J. N.; Pádua, A. A. H. Molecular Force Field for Ionic Liquids Composed of Triflate or Bistriflylimide Anions J. Phys. Chem. B 2004, 108 (43) 16893-16898
61. Horinek, D.; Herz, A.; Vrbka, L.; Sedlmeier, F.; Mamatkulov, S. I.; Netz, R. R. Specific ion adsorption at the air/water interface: The role of hydrophobic solvation Chem. Phys. Lett. 2009, 479 (4-6) 173-183
62. Pal, S.; Bagchi, B.; Balasubramanian, S. Hydration layer of a cationic micelle, C(10)TAB: Structure, rigidity, slow reorientation, hydrogen bond lifetime, and solvation dynamics J. Phys. Chem. B 2005, 109 (26) 12879-12890
63. Shang, B. Z.; Wang, Z. W.; Larson, R. G. Effect of Headgroup Size, Charge, and Solvent Structure on Polymer-Micelle Interactions, Studied by Molecular Dynamics Simulations J. Phys. Chem. B 2009, 113 (46) 15170-15180
64. Hess, B.; Kutzner, C.; van der Spoel, D.; Lindahl, E. GROMACS 4: Algorithms for Highly Efficient, Load-Balanced, and Scalable Molecular Simulation J. Chem. Theory Comput. 2008, 4 (3) 435-447
65. Tehrani-Bagha, A. R.; Kärnbratt, J.; Löfroth, J. E.; Holmberg, K. Cationic ester-containing gemini surfactants: Determination of aggregation numbers by time-resolved fluorescence quenching J. Colloid Interface Sci. 2012, 376 (1) 126-132
66. Aswal, V. K.; Goyal, P. S. Role of different counterions and size of micelle in concentration dependence micellar structure of ionic surfactants Chem. Phys. Lett. 2003, 368 (1-2) 59-65
67. Ozeki, S.; Ikeda, S. The Sphere Rod Transition of Micelles and the 2 Step Micellization of Dodecyltrimethylammonium Bromide in Aqueous Nabr Solutions J. Colloid Interface Sci. 1982, 87 (2) 424-435
68. Malliaris, A.; Lemoigne, J.; Sturm, J.; Zana, R. Temperature-Dependence of the Micelle Aggregation Number and Rate of Intramicellar Excimer Formation in Aqueous Surfactant Solutions J. Phys. Chem. 1985, 89 (12) 2709-2713
69. Mata, J.; Varade, D.; Bahadur, P. Aggregation behavior of quaternary salt based cationic surfactants Thermochim. Acta 2005, 428 (1-2) 147-155
70. Ozeki, S.; Ikeda, S. The Stability of Spherical Micelles of Dodecyltrimethylammonium Chloride in Aqueous Nacl Solutions Bull. Chem. Soc. Jpn. 1981, 54 (2) 552-555
71. Roelants, E.; Deschryver, F. C. Parameters Affecting Aqueous Micelles of Ctac, Ttac, and Dtac Probed by Fluorescence Quenching Langmuir 1987, 3 (2) 209-214
72. Griffiths, P. C.; Paul, A.; Heenan, R. K.; Penfold, J.; Ranganathan, R.; Bales, B. L. Role of counterion concentration in determining micelle aggregation: Evaluation of the combination of constraints from small-angle neutron scattering, electron paramagnetic resonance, and time-resolved fluorescence quenching J. Phys. Chem. B 2004, 108 (12) 3810-3816
73. Prevost, S.; Wattebled, L.; Laschewsky, A.; Gradzielski, M. Formation of Monodisperse Charged Vesicles in Mixtures of Cationic Gemini Surfactants and Anionic SDS Langmuir 2011, 27 (2) 582-591
74. Jackson, A. J.; Li, Z. X.; Thomas, R. K.; Penfold, J. The structures of micelles of alkytrimethylammonium perfluorocarboxylates and of their adsorbed layers at the air/water interface Phys. Chem. Chem. Phys. 2002, 4 (13) 3022-3031
75. Bergstrom, M.; Skov Pedersen, J. Structure of pure SDS and DTAB micelles in brine determined by small-angle neutron scattering (SANS) Phys. Chem. Chem. Phys. 1999, 1 (18) 4437-4446
76. Bergstrom, M.; Pedersen, J. S. A small-angle neutron scattering (SANS) study of tablet-shaped and ribbonlike micelles formed from mixtures of an anionic and a cationic surfactant J. Phys. Chem. B 1999, 103 (40) 8502-8513
77. Taddei, G.; Amaral, L. Q. Bending energy and relative stability of micellar forms J. Phys. Chem. 1992, 96 (14) 6102-6104
78. Srinivasan, V.; Blankschtein, D. Prediction of conformational characteristics and micellar solution properties of fluorocarbon surfactants Langmuir 2005, 21 (4) 1647-1660
79. Belmajdoub, A.; Brondeau, J.; Boubel, J. C.; Canet, D. Slow Motions Undergone by Surfactant Molecules in Micelles-A H-1 and N-14 Nuclear Magnetic-Relaxation Study Chem. Phys. Lett. 1987, 140 (4) 389-393
80. Nusselder, J. J. H.; Engberts, J. B. F. N. A H-1-Nmr Study of the Order and Alkyl Chain Packing in the Core of Spherical Micelles Formed from 1-Methyl-4-Alkylpyridinium Iodide Surfactants J. Phys. Chem. 1989, 93 (16) 6142-6145
81. Bratt, P. J.; Gillies, D. G.; Sutcliffe, L. H.; Williams, A. J. Nmr Relaxation Studies of Internal Motions-A Comparison between Micelles and Related Systems J. Phys. Chem. 1990, 94 (7) 2727-2729
82. Zhao, S.; Yuan, H. Z.; Yu, J. Y.; Du, Y. R. Hydrocarbon chain packing in the micellar core of surfactants studied by H-1 NMR relaxation Colloid Polym. Sci. 1998, 276 (12) 1125-1130
83. Yang, Q. Q.; Zhou, Q.; Somasundaran, P. NMR study of micellar microstructures of cationic single-chain and gemini surfactants and their mixtures with nonionic surfactant n-dodecyl-beta-D-maltoside Colloids Surf., A: Physicochem. Eng. Aspects 2008, 322 (1-3) 40-46
84. Onoda-Yamamuro, N.; Yamamuro, O.; Tanaka, N.; Nomura, H. NMR and neutron scattering studies on spherical and rod-like micelles of dodecyltrimethylammonium bromide in aqueous sodium salicylate solutions J. Mol. Liq. 2005, 117 (1-3) 139-145
85. Ernandes, J. R.; Chaimovich, H.; Schreier, S. Spin Label Study of Detergents in Region of Critical Micelle Concentration Chem. Phys. Lipids 1977, 18 (3-4) 304-315
86. Ernandes, J. R.; Schreier, S.; Chaimovich, H. Spin Label Studies of Micellar and Pre-Micellar Aggregates Chem. Phys. Lipids 1976, 16 (1) 19-30
87. Lebedeva, N.; Bales, B. L. Location of spectroscopic probes in self-aggregating assemblies. I. The case for 5-doxylstearic acid methyl ester serving as a benchmark spectroscopic probe to study micelles J. Phys. Chem. B 2006, 110 (20) 9791-9799
88. Aroti, A.; Leontidis, E.; Maltseva, E.; Brezesinski, G. Effects of Hofmeister anions on DPPC Langmuir monolayers at the air-water interface J. Phys. Chem. B 2004, 108 (39) 15238-15245
89. Gurau, M. C.; Lim, S. M.; Castellana, E. T.; Albertorio, F.; Kataoka, S.; Cremer, P. S. On the mechanism of the Hofmeister effect J. Am. Chem. Soc. 2004, 126 (34) 10522-10523
90. Evans, D. F.; Wennerström, H. The Colloidal Domain, 2 nd ed.; Wiley-VCH: Weinheim, 1999.
91. Moran, M. C.; Alonso, T.; Lima, F. S.; Vinardell, M. P.; Miguel, M. G.; Lindman, B. Counter-ion effect on surfactant-DNA gel particles as controlled DNA delivery systems Soft Matter 2012, 8 (11) 3200-3211