Aggregation in tetraalkylammonium dodecanoate systems

Jansson, Mikael; Jönsson, Angela; Li, Puyong; Stilbs, Peter

doi:10.1016/0166-6622(91)80261-l

Cited by 33 publications

(34 citation statements)

References 25 publications

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“…Thus, Srinivasan and Blankenschtein [15,16] have shown the formation of cylindrical micelles of trimethylalkylammonium salicylates, whereas the corresponding trimethylalkylammonium chlorides aggregate into spherical micelles. Jansson et al [3] underlined the two main characteristics of organic counterions, which differ from those of inorganic counterions. The first is the relative hydrophobicity of organic counterions, which enhances the attractive interactions between counterions and surfactant aggregates.…”

Section: Introductionmentioning

confidence: 98%

“…It is also well known that the presence of an organic counterion reduces the CMC compared to more hydrophilic inorganic counterions. Several studies have been devoted to determining the role played by organic counterions in the surfactant properties of diverse systems [3][4][5][6][7][8][9][10][11][12][13][14][15][16]. The hydrophobicity of organic counterions may promote a higher degree of binding onto the micelle surface [11][12][13]17,18], and can even cause a change in the shape of the micelles [14].…”

Section: Introductionmentioning

confidence: 99%

“…Depending on the lengths of the alkyl chains, the resulting salts are considered as catanionic surfactants [22][23][24][25][26][27][28][29][30][31][32][33] or surfactants with an organic counterion [3,[34][35][36]. Backlund and co-workers [24,34] investigated the ternary phase behavior of the acetic acid/dodecylamine/water system and found an isotropic region (micelles), a cubic phase, and both lamellar and hexagonal lyotropic liquid crystalline (LLC) phases.…”

Section: Introductionmentioning

confidence: 99%

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Self-assembly and influence of the organic counterion in the ternary systems dodecylamine/acrylic acid/water and dodecylamine/methacrylic acid/water

Hartmann¹,

Dieudonné²,

Sanderson³

2005

Journal of Colloid and Interface Science

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Section: Introductionmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Self-assembly and influence of the organic counterion in the ternary systems dodecylamine/acrylic acid/water and dodecylamine/methacrylic acid/water

Hartmann¹,

Dieudonné²,

Sanderson³

2005

Journal of Colloid and Interface Science

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“…20 On the contrary, the counterions in the presence of amines, such as tetraalkylammonium, showed a drastic increase in the solubility, compared to the alkali salt. 21 Furthermore, ions of biological origin, such as choline and alkaline amino acids (lysine and arginine), have been used as counter-ions to disperse fatty acids because they exist in aqueous solution with different ionic states such as anionic, cationic and amphoteric, due to the amino groups and carboxyl groups. [22][23][24] The self-assembled structures formed by these two kinds of biomaterials can greatly increase the solubility of fatty acids in aqueous solution by decreasing the Kra point; 16,25 on the other hand, the ion of biological origin itself provides a benecial effect for biomedical applications.…”

Section: 15mentioning

confidence: 99%

Investigation on the self-assembled behaviors of C₁₈unsaturated fatty acids in arginine aqueous solution

et al. 2017

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In the field of drug delivery, there is growing concern over the self-assembly of fatty acids, since their structures and properties are similar to liposomes, which are characteristically nontoxic for humans, possess good biocompatibility and biodegradation, and are without immunogenicity. Changes in pH, temperature, concentration, molecular structure of the amphiphilic molecule, head group type and hydrocarbon chain length have significant effects on the self-assembled structures; however, the degree of unsaturation can also influence the self-assembled structures of fatty acids. The aggregation behaviors of the mixtures of arginine and three kinds of unsaturated fatty acids (UFAs, oleic acid, linoleic acid and linolenic acid) in aqueous solutions have been investigated. Phase transition from transparent micelles (L 1 phase) to birefringent bilayer structures (L a phase) occurred with increasing amounts of UFAs. However, the L a phase was different for macro and micro structures. Oleic acid with only one double bond was regarded as less flexible and curved, but with higher stacking, leading to a gradual phase transition process from the vesicle phase to the stacked lamellar phase in the L a phase region, which could be proved by cryogenic transmission electron microscopy (cryo-TEM) and polarizing microscopy observations combined with 2 H-nuclear magnetic resonance ( 2 H NMR) and rheological properties. The turbid vesicle phase with weak viscoelastic properties were only observed in linoleic acid and linolenic acid systems because UFAs with more than one double bond are easier to bend, indicating that highly curved vesicles are likely to form. Through the analysis of the proposed mechanism and FT-IR spectra, the synergistic effects of non-covalent interactions, including hydrogen bonding, electrostatic interaction, and hydrophobicity, were considered to be responsible for the aggregation behaviors. Finally, vesicles displayed their potential in encapsulating water-soluble model drugs such as calcein. The results show that drug-loaded vesicles could play a role in the potential applications in drug sustained delivery systems.

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“…This has been shown to apply also for carboxylate surfactants with big organic counterions like alkyl amines or quaternary ammonium ions. 25,26 In turn, discontinuous cubic phases (I 1 ), which are typically located between L 1 and H 1 and consist of discrete, mostly spherical micelles arranged in a cubic lattice, have to our knowledge not been reported to date for any binary aqueous mono-anionic surfactant system.…”

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confidence: 99%

Aqueous phase behaviour of choline carboxylate surfactants—exceptional variety and extent of cubic phases

et al. 2011

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Choline carboxylate surfactants are powerful alternatives to the well-known classical alkali soaps, since they exhibit substantially increased water solubility while maintaining biocompatibility, in contrast to simple quaternary ammonium ions. In the present study, we report the aqueous binary phase diagrams and a detailed investigation of the lyotropic liquid crystalline phases formed by choline carboxylate surfactants (ChCm) with chain lengths ranging from m ¼ 12-18 and at surfactant concentrations of up to 95-98 wt%. The identification of the lyotropic mesophases and their sequence was achieved by the penetration scan technique. Structural details are elucidated by small-angle X-ray scattering (SAXS). The general sequence of mesophases with increasing soap concentration was found to be as follows: micellar (L 1 ), discontinuous cubic (I 1 ), hexagonal (H 1 ), bicontinuous cubic (V 1 ) and lamellar (L a ). The main difference to the phase behavior of alkali soaps or of other mono-anionic surfactants is the appearance and large extent of a discontinuous cubic phase with two or even more different symmetries. The obtained phase diagrams further highlight the extraordinarily high water solubility of ChCm soaps. Finally, structural parameters of ChCm salts such as the cross-sectional area at the polarnonpolar interface are compared to those of alkali soaps and discussed in the terms of specific counterion binding and packing constraints.

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Aggregation in tetraalkylammonium dodecanoate systems

Cited by 33 publications

References 25 publications

Self-assembly and influence of the organic counterion in the ternary systems dodecylamine/acrylic acid/water and dodecylamine/methacrylic acid/water

Self-assembly and influence of the organic counterion in the ternary systems dodecylamine/acrylic acid/water and dodecylamine/methacrylic acid/water

Investigation on the self-assembled behaviors of C₁₈unsaturated fatty acids in arginine aqueous solution

Aqueous phase behaviour of choline carboxylate surfactants—exceptional variety and extent of cubic phases

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Aggregation in tetraalkylammonium dodecanoate systems

Cited by 33 publications

References 25 publications

Self-assembly and influence of the organic counterion in the ternary systems dodecylamine/acrylic acid/water and dodecylamine/methacrylic acid/water

Self-assembly and influence of the organic counterion in the ternary systems dodecylamine/acrylic acid/water and dodecylamine/methacrylic acid/water

Investigation on the self-assembled behaviors of C18unsaturated fatty acids in arginine aqueous solution

Aqueous phase behaviour of choline carboxylate surfactants—exceptional variety and extent of cubic phases

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Investigation on the self-assembled behaviors of C₁₈unsaturated fatty acids in arginine aqueous solution