Surface Adsorption and Micelle Formation of Dodecyltrimethylammonium Chloride and Dodecylammonium Chloride Mixture

Ikeda, Norihiro; Sanefuji, Norihiko; Abe, Koji; Todoroki, Natsuko; Aratono, Makoto; Motomura, Kinsi

doi:10.1246/bcsj.65.858

Cited by 7 publications

(5 citation statements)

References 14 publications

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“…29 In fact, the phase diagrams for both systems are similar to those observed for mixtures of cationic surfactants having polar head groups of different sizes. [35][36][37] Hence, anesthetics with larger polar head groups may be said to be more geometrically favorable for the formation of spherical micelles than for surface adsorption at the plane interface. Here we assume that the influence of the hydrophobic aromatic rings of the anesthetic molecules is roughly similar to that of the methylene groups of the straight-chain surfactant, judging from the regularity of variation in Γ H vs m curves with X 2 .…”

Section: Resultsmentioning

confidence: 99%

Incorporation of Micelle-Forming Local Anesthetics into Surface-Adsorbed Films and Micelles of Decylammonium Chloride

et al. 1997

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The incorporation of two micelle-forming local anesthetics, dibucaine hydrochloride (DC·HCl) and tetracaine hydrochloride (TC·HCl), into surface-adsorbed films and micelles formed by decylammonium chloride (DeAC) was studied by measuring the surface tension of aqueous solutions of DeAC−DC·HCl and DeAC−TC·HCl binary mixtures. The quantities of the anesthetics incorporated into the adsorbed film and micelle of DeAC were estimated from the compositions of the anesthetics in the adsorbed film and micelle, which were obtained by thermodynamic analysis of surface tension data. The phase diagrams of surface adsorption and micelle formation constructed on the basis of composition in the molecular aggregates indicated that although significant amounts of both anesthetics were incorporated into the adsorbed film and micelle, larger quantities of DC·HCl than of TC·HCl were present in the hydrophobic environment of the aggregates. The relative ease with which these two anesthetics were incorporated into the model membranes correlates with their observed clinical potency. Interactions between DeAC and the anesthetic molecules in the adsorbed and micellar states were also analyzed by calculating the ideal mixing lines in both states. It was shown that the bulky polar head groups of the anesthetics were more favorable for micelle formation than for surface adsorption by comparing the incorporation of the anesthetics into the adsorbed film with that into the micelle at the critical micelle concentration.

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Section: Resultsmentioning

confidence: 99%

Incorporation of Micelle-Forming Local Anesthetics into Surface-Adsorbed Films and Micelles of Decylammonium Chloride

et al. 1997

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“…The PDM of the DAC-TTAC system has a shape of a typical cigar type and reveals that the adsorbed film is enriched in trimethylammonium salts compared with the bulk solution and that the micelle is much more enriched than the adsorbed film similar to the DeAC-DTAC system as shown in previously [23]. In the DAC-DTAC system the micelle is much more enriched in trimethylammonium salts than the adsorbed film but less than the bulk solution [26]. As a result all the systems show that the micelle is enriched in trimethylammonium salts compared to the surface at the CMC.…”

Section: Resultsmentioning

confidence: 61%

“…Next we consider the miscibility of the DeAC-DTAC and DAC-DTAC systems [26]. The curves ofm vsX 2 ,m vsX H 2 , and ideal mixing are shown in Fig.…”

Section: Resultsmentioning

confidence: 99%

Adsorption and micelle formation of alkylammonium chloride–alkyltrimethylammonium chloride mixtures

Hayami

Wataya

Takiue

et al. 2007

Journal of Colloid and Interface Science

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“…It was shown that the surfactant with the larger polar head and shorter hydrophobic chain is more abundant in the micelle component than in the adsorbed film in the binary mixtures of surfactant , Therefore, local anesthetics with larger polar head groups may geometrically favor interaction with globular structure compared with that with planar structure. Similarly, large difference between and values was observed for the DeAC−BC·HCl system although both values are negative except for the values in the high X 2 region.…”

Section: Discussionmentioning

confidence: 99%

“…48 In fact, the phase diagrams observed for mixtures of cationic surfactants having polar head groups of different sizes are similar to those obtained for both systems. 49,50 Therefore, local anesthetics with larger polar head groups may geometrically favor interaction with globular structure compared with that with planar structure. Similarly, large difference between X 2 M and X 2 H,C values was observed for the DeAC-BC‚HCl system although both values are negative except for the X 2 M values in the high X 2 region.…”

mentioning

confidence: 99%

Partitioning of Charged Local Anesthetics into Model Membranes Formed by Cationic Surfactant: Effect of Hydrophobicity of Local Anesthetic Molecules

et al. 1998

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The partitioning of five hydrochloride salts of local anesthetics, dibucaine (DC‚HCl), tetracaine (TC‚HCl), bupivacaine (BC‚HCl), lidocaine (LC‚HCl), and procaine (PC‚HCl), into surface-adsorbed films and micelles formed by decylammonium chloride (DeAC) was studied by the surface tension of aqueous solutions of DeAC-local anesthetic mixtures. Thermodynamic quantities of the partitioning of the anesthetics, total surface density, and compositions of the anesthetics in the surface-adsorbed film and micelle were evaluated by applying thermodynamic equations to the surface tension data. The quantities of the anesthetics partitioned into the molecular aggregates of DeAC were determined from the phase diagrams of surface adsorption and micelle formation. The phase diagrams of surface adsorption and micelle formation showed that the local anesthetic partitioned into the surface-adsorbed film and micelle of DeAC decreases in the order of DC‚HCl, TC‚HCl, BC‚HCl, LC‚HCl, and PC‚HCl. A good correlation was seen between the partitioning order and anesthetic potency of these local anesthetics. The phase diagrams of DeAC-BC‚HCl, DeAC-LC‚HCl and DeAC-PC‚HCl systems behaved peculiarly that the compositions of these systems in the adsorbed film and micelle had negative values. The results suggested that weakly hydrophobic anesthetics such as BC‚HCl, LC‚HCl, and PC‚HCl did not partition into the hydrophobic environment of the adsorbed film and micelle of DeAC. Strongly hydrophobic local anesthetics such as DC‚HCl and TC‚HCl partitioned into the aggregates of DeAC. The difference is attributable to the hydrophobicity of their molecules. By comparing the compositions of micelle with those of surface-adsorbed film at the critical micelle concentration, it was shown that the partitioning of the anesthetics was also influenced by the geometry of the aggregates into which the anesthetics were partitioned.

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Surface Adsorption and Micelle Formation of Dodecyltrimethylammonium Chloride and Dodecylammonium Chloride Mixture

Cited by 7 publications

References 14 publications

Incorporation of Micelle-Forming Local Anesthetics into Surface-Adsorbed Films and Micelles of Decylammonium Chloride

Incorporation of Micelle-Forming Local Anesthetics into Surface-Adsorbed Films and Micelles of Decylammonium Chloride

Adsorption and micelle formation of alkylammonium chloride–alkyltrimethylammonium chloride mixtures

Partitioning of Charged Local Anesthetics into Model Membranes Formed by Cationic Surfactant: Effect of Hydrophobicity of Local Anesthetic Molecules

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