Synthesis and micellar properties of surface-active ionic liquids: 1-Alkyl-3-methylimidazolium chlorides

Seoud, Omar A. El; Pires, Paulo Augusto Rodrigues; Abdel-Moghny, Thanaa; Bastos, E. L.

doi:10.1016/j.jcis.2007.04.028

Cited by 272 publications

(188 citation statements)

References 60 publications

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“…In the case of the cationic surfactant hexadecyltrimethylammonium bromide (CTAB) the effect of ILs on the surfactant cmc confirms the trend above described [8][9][10][11][12][13]. However, when IL posses surface activity as reported for long alkyl chain ionic liquids [14][15][16][17][18][19][20][21] and some short alkyl chain ILs [22,23] the ionic liquid / surfactant mixture behaves as a typical binary surfactant system [24][25][26]. In these binary systems the mixed micelle composition X 1 M as well as the  M interaction parameter quantifying the synergism can be obtained by applying the equations of the Regular Solution Theory [27].…”

Section: Introductionsupporting

confidence: 72%

Catanionic surfactant formation from the interaction of the cationic surfactant hexadecyltrimethylammonium bromide (CTAB) and the ionic liquid 1-butyl-3-methylimidazolium octyl sulfate (bmim-octyl SO4) in aqueous solution

Comelles

Ribosa

González

et al. 2015

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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The interaction between the cationic surfactant Hexadecyltrimethylammonium bromide (CTAB) and the ionic liquid 1-butyl-3-methylimidazolium octyl sulfate (bmim-octylSO 4 ) in aqueous solution has been investigated at two total concentrations (0.5 and 10 mM) and different CTAB mole fractions ( CTAB ).Samples of different physical appearance were obtained depending on  CTAB suggesting different kind of aggregates. Bluish solutions ( CTAB from 0.1 to 0.6) were assigned to vesicles of the catanionic surfactant formed (CTA-octylSO 4 ), whereas clear and isotropic solutions ( CTAB  0.6) corresponded to mixed micelles. Surface tension, electrical conductivity, absorbance and dynamic light scattering (DLS) measurements were performed with the aim of correlating properties changes with the aggregation structures. The critical aggregation concentration (cac) and the surface tension value at the cac ( cac ) were much lower for the mixtures than for the individual components. Thiis finding reveals the 3 exceptional surface activity of these mixtures, attributable to the formation of the CTA-octylSO 4 catanionic surfactant. Once the catanionic surfactant is formed it makes no sense to consider anymore the initial CTAB / bmim-octylSO 4 binary system but a new one composed by CTA-octylSO 4 and the excess of bmimoctylSO 4 or CTAB. On the basis of this consideration the surface activity parameters have been recalculated.

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Section: Introductionsupporting

confidence: 72%

Catanionic surfactant formation from the interaction of the cationic surfactant hexadecyltrimethylammonium bromide (CTAB) and the ionic liquid 1-butyl-3-methylimidazolium octyl sulfate (bmim-octyl SO4) in aqueous solution

Comelles

Ribosa

González

et al. 2015

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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“…9.2 [31] 7.6 [31] 8.0 A C H T U N G T R E N N U N G [C 14 MIm]Cl 4 [4] 3.4 [2] 2.98 [30] 3.15 [2] 3.68 [30] 3 [4] 4 [4] 4.0…”

Section: A C H T U N G T R E N N U N G [C 12 Mim]a C H T U N G T R E mentioning

confidence: 99%

“…A C H T U N G T R E N N U N G [C 10 MIm]Cl 59.9 [2] 55 [4] 39.9 [30] 53.8 [2] 40.47 [30] 45 [4] 55 [4] 56…”

mentioning

confidence: 99%

Predicting the Critical Micelle Concentrations of Aqueous Solutions of Ionic Liquids and Other Ionic Surfactants

Preiss

Jungnickel

Thöming

et al. 2009

Chemistry A European J

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Some ionic liquids (ILs) are structurally analogous to surfactants, especially those that consist of a combination of organic and inorganic ions. The critical micelle concentration (CMC) is a basic parameter of surface chemistry and colloid science. A significant amount of research has already been carried out to determine the CMCs of ILs. However, because of the many varied cation/anion combinations, it is a daunting task to measure the CMCs of all possible ILs. Herein we suggest a general rule for predicting the CMCs of ionic surfactants in water based on data from COSMO-RS calculations. In accordance with the Stauff-Klevens rule, the molecular volume (V(m)) is sufficient to describe similar homologous series of cationic surfactants such as imidazolium- and ammonium-based ionic liquids with varying side-chain lengths. However, to also include anionic surfactants like Na[C(n)SO(4)] in a more general correlation, V(m) has to be exchanged by the cubed molecular radius (r3(m)) and the molecular surface has to be used as an additional descriptor. Furthermore, to describe double amphiphilic compounds like [C(4)MIm][C(8)SO(4)], the enthalpies of mixtures calculated by COSMO-RS have to be taken into account. The resulting equation had allowed us to predict the CMCs of all of the 36 tested surfactants with an error similar to or smaller than the usual experimental errors (18 different cations, 10 different anions: root mean squared error (rmse)=0.191 logarithmic units; R(2)=0.994). We discuss the factors governing micelle formation on the basis of our calculations and show that the structure of our equation can be related to Gibbs' theory of crystallization.

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“…It was proposed that the short-chain [C 4 mim][BF 4 ] formed polydisperse spherical aggregates, whereas the [C 8 mim]I formed regularly sized micelles above the cmc. The micelle formation of surface active [C 2n mim] + (n = 4~8) in aqueous solution was investigated by several methods, such as surface tension, electrical conductivity measurements and fluorescence techniques et al (Blesic et al, 2007;Blesic et al, 2008;Dong et al, 2007;Dong et al, 2008a;Dong et al, 2008b;El Seoud et al, 2007;Inoue et al, 2007;Jungnickel et al, 2008;Luczak et al, 2008;Luczak et al, 2009;Modaressi et al, 2007b;Singh & Kumar, 2007Vanyur et al, 2007;Wang et al, 2008;Wang et al, 2007;Zhang et al, 2008b;Zhao et al, 2008a). Results showed that the long chain imidazolium ILs acted as ionic surfactants and stronger aggregation tendency of the ILs might be attributed to characteristic nature of imidazolium head group such as potency of H-bond formation, which is lacking in common ionic surfactants.…”

Section: Wwwintechopencommentioning

confidence: 99%

Supramolecular Structures in the Presence of Ionic Liquids

Shen¹,

Chen²,

Zhang³

et al. 2011

Ionic Liquids: Theory, Properties, New Approaches

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Synthesis and micellar properties of surface-active ionic liquids: 1-Alkyl-3-methylimidazolium chlorides

Cited by 272 publications

References 60 publications

Catanionic surfactant formation from the interaction of the cationic surfactant hexadecyltrimethylammonium bromide (CTAB) and the ionic liquid 1-butyl-3-methylimidazolium octyl sulfate (bmim-octyl SO4) in aqueous solution

Catanionic surfactant formation from the interaction of the cationic surfactant hexadecyltrimethylammonium bromide (CTAB) and the ionic liquid 1-butyl-3-methylimidazolium octyl sulfate (bmim-octyl SO4) in aqueous solution

Predicting the Critical Micelle Concentrations of Aqueous Solutions of Ionic Liquids and Other Ionic Surfactants

Supramolecular Structures in the Presence of Ionic Liquids

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