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1.
In this study, the gemini surfactants of the alkanediyl-α-ω-bis(alkyl dimethyl ammonium) dibromide type, on the one hand, with different alkyl groups containing m carbon atoms and an ethanediyl spacer, referred to as “m-2-m” (m = 10, 12 and 16) and, on the other hand, with n-C16 alkyl groups and different spacers containing s carbon atoms, referred to as “16-s-16” (s = 2, 6, 10 and Ar (8)) have been synthesized, purified and characterized. The critical micelle concentration (CMC), micelle ionization degree (α) and Gibbs free energy of micellization (∆G mic) of these surfactants and the monomeric cationic surfactants DTAB and CTAB have been determined by means of electric conductivity measurements. In addition, the temperature dependence of the CMC was determined for the 10-2-10 gemini surfactant. The CMCs of the gemini surfactants are found to be much lower than those of the corresponding monomeric surfactants and the effect of the hydrophobic alkyl chain length is more important than that of the spacer. The CMC of 16-s-16 passes through a maximum of (or around) s = 6 and then decreases for s = 10. The presence of a maximum CMC is explained by the contribution of a change of conformation of the surfactant with increasing spacer chain length. The changes of α with s and m are found qualitatively similar to those found for CMC values. The values of ∆G mic are more negative for the dimers than for the monomers and also change with an increasing spacer carbon number, as CMC values do. The thermodynamic parameters of micellization indicate that the micellization of 10-2-10 is enthalpy driven.  相似文献   

2.
Micellization of four cationic quaternary ammonium gemini surfactants, having a diethyl ether or hexyl spacer with the alkyl chain lengths of 12 and 16 carbon atoms, was studied using isothermal titration microcalorimetry (ITC) and electrical conductivity measurements in the temperature range from 298.15 to 313.15 K. In this temperature range, where surfactants are normally applied, the temperature almost does not influence the critical micelle concentration (CMC) and the degree of micelle ionization (α) values of the gemini surfactants, and the replacement of a hexyl spacer by a diethyl ether spacer leads to a slight decrease in the CMC and α values. However, as the alkyl chain length increases from 12 to 16 carbon atoms, the CMC values significantly decrease from 0.99–1.19 mM to 0.020–0.057 mM. In particular, the enthalpy of micellization (ΔHmic ) and the associated thermodynamic parameters show obvious changes with varying temperature and molecular structure. ΔHmic becomes much more exothermic at higher temperature or for the surfactants with a more hydrophilic spacer. Moreover, the heat capacity change of micellization (ΔC P, mic ) is less exothermic for the surfactants with a more hydrophilic spacer or a longer alkyl chain. The enthalpy–entropy compensation data show that the surfactants with longer alkyl chains have a more stable micellar structure.  相似文献   

3.
The solubilizing interactions of a series of quaternary ammonium surfactants [alkyl chain lengths C-12 (DoTAB), C-14 (TeTAB), and C-16 (HeTAB)] with liposomes formed by a mixture of lipids modeling the stratum corneum (SC) lipid composition (40% ceramides, 25% cholesterol, 25% palmitic acid, and 10% of cholesteryl sulfate) were investigated. Surfactant/lipid molar ratios (Re) and bilayer/aqueous phase partition coefficients (K) were determined by monitoring changes in static light scattering of the system during solubilization. Free surfactant concentration was always similar to the critical micelle concentration (CMC). A general assumption for phosphatidylcholine (PC) liposomes suggests that the free surfactant concentration must reach CMC for solubilization to occur. This assumption can be applied to SC liposomes in this study, and indicates that liposome solubilization was mainly driven by mixed micelle formation. The Re and K parameters fell as the surfactant alkyl chain length decreased or CMC increased. Thus, a higher CMC corrsponds to an increased ability of these surfactants to saturate or solubilize SC liposomes and to a lower degree of partitioning into liposomes or affinity with these bilayer structures. The overall balance of these opposing tendencies shows that TeTAB had the highest effectiveness with respect to the saturation and solubilization of SC structures in terms of total surfactant needed to produce these effects. Different trends in surfactant interaction with SC liposomes were observed when comparing Re and K parameters with those for PC liposomes. Because SC liposomes were more resistant to the surfactant action, the affinity of surfactants with these bilayer structures was higher in all cases.  相似文献   

4.
Three cationic surfactants containing amide groups were prepared by quaternization of dimethylaminopropylamine with benzyl chloride. FTIR and 1H-NMR spectroscopy were used to confirm the chemical structure of the prepared cationic surfactants. The surface parameters were estimated using surface tension measurements at three different temperatures. The prepared cationic surfactant showed a lower CMC than conventional cationic surfactants. Thermodynamic parameters of adsorption and micellization depend mainly of alkyl chain length and temperature. The adsorption process is more favorable than micellization. The biological activity of the three surfactants was estimated using inhibition zone showing that amidoamine cationic surfactants have good activity and the surfactants C12Bn is the most effective one.  相似文献   

5.
This paper presents the effect of NaCl on the Krafft temperature (T K), surface adsorption and bulk micellization of cetyltrimethylammonium bromide (CTAB) in aqueous solution. The critical micelle concentration (CMC) of CTAB in the presence of NaCl increased and then decreased with increasing temperature. Thus, the CMC–temperature data can be represented by a bell-shaped curve. The micellar dissociation (fraction of counterion binding) and energetic parameters (free energy, enthalpy and entropy changes) of both adsorption and micellization were calculated. The processes were found to be both enthalpy and entropy controlled and appeared to be more and more enthalpy driven with increasing temperature. An enthalpy–entropy compensation rule was observed for both adsorption and micelle formation. The T K of the surfactant decreased significantly in the presence of NaCl, which is a sharp contrast to the usual behavior of the effect of electrolytes on the T K of classical ionic surfactants. The surface excess concentrations decreased with increasing temperature. However, the values were much higher in the presence of NaCl compared to the corresponding values in pure water. The solubilization behavior of a water-insoluble dye, Sudan red B (SRB), in the micellar system was studied by the UV–visible spectrophotometric technique. The molar solubilization ratio in the presence of NaCl was found to be about three times higher than that in pure water, indicating that the solubilization of SRB in the CTAB micelles significantly increases in the presence of NaCl.  相似文献   

6.
Solubilizing alterations caused by a series of alkyl glucosides (alkyl chain lengths ranging from C8 to C12) in phosphatidylcholine (PC) unilamellar liposomes were investigated. Surfactant-to-phospholipid molar ratios (Re) and bilayer/aqueous phase partition coefficients (K) were determined by monitoring changes in static light scattering (SLS) of the system during solubilization. At the two interaction levels investigated (surfactant concentrations producing SLS values of 100 and 0% for each surfactant/PC system studied) the free surfactant concentration for each surfactant was always comparable to its critical micelle concentration (CMC). This indicates that liposome solubilization was mainly ruled by mixed micelle formation. A rise in CMC (or decrease in the surfactant alkyl chain length) resulted in an increase in the ability of these surfactants to saturate or solubilize PC liposomes and, inversely, in an abrupt decrease in their affinity with these bilayer structures. The overall balance of these opposite tendencies shows that the octyl glucoside had the highest ability to saturate and solubilize liposomes (lowest Re values), whereas the dodecyl glucoside exhibited the highest degree of partitioning into liposomes or affinity with bilayer structures (highest K values). From a practical viewpoint, the use of nonyl glucoside reduced approximately 2.5 times the concentration needed to saturate and solubilize 1.0 mM PC liposomes with respect to that needed using the conventional octyl glucoside.  相似文献   

7.
The interaction between the amphiphilic drug amitriptyline hydrochloride (AMT) and the nonionic surfactants used in drug delivery has been investigated. Herein, we report the micellization behavior of AMT in presence of ethoxylated alkyl phenols in aqueous medium and the clouding phenomenon in the absence and presence of different nonionic surfactants in buffer solution. The values of critical micelle concentration (CMC) of AMT obtained using the conductivity method, decrease as nonionic surfactant concentration increases. With an increase in temperature, the CMC first increases and then decreases. At 303.15 K, the maximum CMC values were obtained with or without nonionic surfactant. The results obtained indicate attractive interactions (synergism) between the two mixing amphiphiles in solution. The experimentally obtained critical micelle concentration (CMC) values are always lower than ideal CMC values. Micellar mole fraction (X1) values, calculated by different proposed models, show the contribution of nonionic surfactant concentration. At a fixed drug concentration (50 mmol kg?1) and pH (=6.7) nonionic surfactants show continuous increase in cloud point (CP). Increase in drug concentration and pH, in the presence of fixed amounts of nonionic surfactant, increases and decreases the CP, respectively.  相似文献   

8.
Inspired by the concept of lipophilic and hydrophilic linkers, extended surfactants have been proposed as highly desirable candidates for the formulation of microemulsions with high solubilization capacity and ultralow interfacial tension (IFT), especially for triglyceride oils. The defining characteristic of an extended surfactant is the presence of one or more intermediate-polarity groups between the hydrophilic head and the hydrophobic tail. Currently only limited information exists on extended surfactants; such knowledge is especially relevant for cleaning and separation applications where the cost of the surfactant and environmental regulations prohibit the use of concentrated surfactant solutions. In this work, we examine surfactant formulations for a wide range of oils using dilute solutions of the extended surfactant classes sodium alkyl polypropyleneoxide sulfate (R-(PO) x −SO4Na), and sodium alkyl polypropyleneoxide-polyethyleneoxide sulfate (R-(PO) y -(EO) z −SO4Na). The IFT of these systems was measured as a function of electrolyte and surfactant concentration for polar and nonpolar oils. The results show that these extended surfactant systems have low critical micelle concentrations (CMC) and critical microemulsion concentrations (CμC) compared with other surfactants. We also found that the unique structure of these extended surfactants allows them to achieve ultralow IFT with a wide range of oils, including highly hydrophobic oils (e.g., hexadecane), triolein, and vegetable oils, using only ppm levels of these extended surfactants. It was also found that the introduction of additional PO and EO groups in the extended surfactant yielded lower IFT and lower optimum salinity, both of which are desirable in most formulations. Based on the optimum formulation conditions, it was found that the triolein sample used in these experiments behaved as a very polar oil, and all other vegetable oils displayed very hydrophobic behavior. This unexpected triolein behavior is suspected to be due to uncharacterized impurities in the triolein sample, and will be further evaluated in future research.  相似文献   

9.
The impact of lipophilic linker and extended surfactant properties on admicelle formation and styrene adsolubilization were evaluated through adsorption and adsolubilization studies on aluminum oxide. While linker-based systems achieved a higher maximum adsorption than extended surfactants, the extended surfactants reached maximum adsorption at a lower aqueous surfactant concentration. Results of solubilization and adsolubilization studies are summarized by the extent of solute solubilization into micelles and admicelles, as captured through the micellar partition coefficient, K mic, and the admicellar partition coefficient, K adm. The extended-surfactant-based micelles showed greater solubilization capacity than linker-based micelles. Relative to the effect of the number of propoxy groups for extended surfactants with the same alkyl chain length, the results show that the solubilization capacity increases when the PO number increases for both C12,13- and C14,15-based surfactant series. Thus, adsolubilization using extended-surfactant-based admicelles showed adsolubilization enhancement but required lower amounts of surfactants to form admicelles. These results thus provide insights into external and internal linker-based and extended-surfactant-based admicellar systems and highlight the differences observed between them and admicelles based on conventional surfactant systems.
Sutha Khaodhiar (Corresponding author)Email:
  相似文献   

10.
The effect of co‐solvent N‐methylacetamide (NMA) (0.035, 0.046, 0.127, and 0.258 mol kg?1) on the micellization behaviour of anionic surfactant sodium dodecylsulphate (SDS) (3.21–10.35 mmol kg?1) and cationic surfactant cetyltrimethylammonium bromide (CTAB) (0.19–3.72 mmol kg?1) in aqueous solution was explored by employing conductivity measurements at different temperatures (298.15–313.15 K). The critical micelle concentration (CMC) values for SDS and CTAB in aqueous solutions of NMA were determined from the conductivity versus surfactant concentration plots. The variations in the CMC values of SDS with NMA concentration are in striking contrast to those observed in the case of CTAB. The various relevant thermodynamic parameters of micellization, viz. standard enthalpy change, ΔHmo, standard entropy change, ΔSmo, and standard Gibbs free energy change, ΔGmo, were determined using the temperature variation of the CMC values and counterion binding. The results not only relate these thermodynamic parameters to the consequences of intermolecular interactions but are also able to differentiate between SDS–water–NMA and CTAB–water–NMA systems in terms of contributions from head groups as well as alkyl chains of surfactants.  相似文献   

11.
The interaction of surfactants with liposomes eventually leads to the rupture of such structures and the solubilization of the phospholipid components. In this paper, solubilization is regarded as a decrease in light scattering of liposome suspensions. To this end, in accordance with the nomenclature, adopted by Lichtenberg, three parameters were considered as corresponding to the effective surfactant/lipid molar ratios (Re) at which light scattering starts to decrease, Resat; reaches 50% of the original value, Re50; and shows no further decrease, Resol. These parameters corresponded to the Re at which the surfactant (i) saturated the liposomes, (ii) resulted in a 50% solubilization of vesicles and (iii) led to a total solubilization of liposomes. The surfactants tested were the nonionic surfactant octylphenol ethoxylated with 10 units of ethylene oxide or Triton X-100 (OP-10EO), two anionic surfactants, sodium dodecyl sulfate and sodium dodecyl ether sulfate, and an amphoteric surfactant dodecyl betaine (D-Bet). Unilamellar liposomes formed by egg phosphatidylcholine containing increasing amounts of phosphatidic acid were used. The Re parameters were the lowest for D-Bet, followed by OP-10EO, whereas the anionic surfactants always showed the highest values regardless of the electrical charge of the lipid bilayers. These parameters seem also to be inversely related to the critical micelle concentration (CMC) of the surfactant, except for OP-10EO. Moreover, the CMC values of the surfactant/lipid systems at 0.5 mM lipid concentration corresponded in all cases to the surfactant concentration at which liposomes were saturated by surfactants. As a consequence, this ratio can be regarded as an interesting parameter associated with the mixed micelle formation in liposome solubilization.  相似文献   

12.
The solubilization and interaction of an azo-dye (methyl orange) with dodecyl trimethyl ammonium bromide and cationic gemini surfactants in the series of alkanediyl α,ω-bis[(dimethyl alkyl ammonium)bromide)] referred to as (m-s-m), m = 10, 12, 14 and s = 2, 3, 4 were investigated by means of UV–Vis spectroscopy. Aggregation with the anionic dye was reflected by a hypsochromic shift with a decrease in the intensity of the absorption band. The results also show a bathochromic shift followed by a sharp increase in the intensity of the maximum absorption band λmax after the critical micellar concentration (CMC). This indicates that the dye solubility increased with increasing surfactant concentration. It was also observed that the aggregation of surfactant and dye takes place at a surfactant concentration far below the CMC of the individual surfactant. The effects of the chain length as well as the spacer length of gemini surfactants on the critical aggregation concentration and CMC were also examined. Moreover, the partition coefficients between the bulk water and surfactant micelles K S and K X as well as the Gibbs energies of distribution of dye between the bulk water and surfactant micelles were determined using the pseudo-phase model. The effect of the hydrophobic chain length and spacer of gemini surfactants on the distribution parameters is also reported.  相似文献   

13.
Surface properties of two series of anionic arylalkyl surfactants, containing different aromatic rings in the straight aliphatic chain, sodium N-aryloleyl-N-methyl-2-aminoethanesulfonates and sodium N-aryloleyl p-methoxyanili-nesulfonates, were investigated. An increase of the aromatic ring size in the alkyl chain increases the critical micelle concentration (CMC) and surface tension at CMC. However, this also decreases the efficiency and effectiveness in reducing water surface tension. The dominant factor of the decrease of efficiency and effectiveness is attributed to the function of the hydrophilic segment and hydrophobic segment for arylalkyl surfactants, respectively. The same results are found in the standard free energy of adsorption (ΔG o ads) and the standard free energy of micellization (ΔG o mic) values. Moreover, with the increase of the aromatic ring size, the adsorption and micellization of arylalkyl surfactants begin to weaken. The data indicate that some parts of surface properties for arylalkyl surfactants are affected by the bulkiness of the arylalkyl chain. The results provide opportunities for further detailed examination of surface properties of arylalkyl surfactants with other branched alkyl chains.  相似文献   

14.
ABSTRACT

The adsorption and micellization processes of 3-alkyloxy aniline namely [3-decyloxy aniline (C10M), 3-dodecyloxy aniline (C12M) and 3-cetyloxy aniline (C16M)] and their polymers [C10P, C12P and C16P] have been investigated using surface tension (γ) measurements at different temperatures. The synthesized monomers and polymers have been characterized by IR and elemental analysis. The surface and thermodynamic parameters of these monomeric and polymeric surfactants are investigated. The results show that the critical micelle concentration (CMC) of the polymeric surfactants is lower than that of monomers. The CMC values decreases as the hydrophobic chain lengthens for both monomeric and polymeric surfactants. The surface parameters show the ability of monomeric and polymeric surfactants to adsorb at the air/water interface and decrease the surface tension. The thermodynamic parameters reveal that the micellization process is spontaneous for all investigated surfactants. The specific conductance measurements show that the specific conductance increases with increasing chain length of the substituted alkyl groups, the synthesized polymeric surfactants have higher values of specific conductance than the corresponding monomers and the specific conductance increases with rising solution temperature.  相似文献   

15.
The chemical structure of the prepared cationic surfactants which formed through condensation reaction between dimethylaminopropylamine (DMAPA) and butyraldehyde then quaternized by three fatty alkyl bromide was confirmed by FTIR, 1HNMR and mass spectroscopy. The chemical structure of prepared compounds has an effect on surface properties. By increasing the hydrophobic chain length, the values of CMC and Гmax decrease while Amin value was increased. The Thermodynamic parameters showed that adsorption and micellization processes are spontaneous. It is clear that the prepared cationic surfactants tend to adsorb at surface, then it aggregate to form micelle. The prepared surfactants showed good biological activity against Gram-positive and negative bacteria and fungi. The prepared cationic surfactant showed aggressive effect on the sulfate reducing bacteria growth.  相似文献   

16.
The present paper describes the synthesis and evaluation of surface properties of a novel series of anionic surfactant, namely sodium 3‐(3‐alkyloxy‐3‐oxopropoxy)‐3‐oxopropane‐1‐sulfonate with varying alkyl chain length (C8–C16). Synthesis involves initial formation of the 3‐alkyloxy‐3‐oxopropyl acrylate along with fatty acrylate during the direct esterification of fatty alcohol with acrylic acid in the presence of 0.5 % NaHSO4 at 110 °C followed by sulfonation of the terminal double bond of the 3‐alkyloxy‐3‐oxopropyl acrylate. Synthesized compounds were evaluated for surface and thermodynamic properties such as critical micelle concentration (CMC), surface tension at CMC (γcmc), efficiency of surface adsorption (pC20), surface excess (Γmax), minimum area per molecule at the air–water interface (Amin), free energy of adsorption (?G°ads), free energy of micellization (?G°mic), wetting time, emulsifying properties, foaming power and calcium tolerance. Effect of chain length on CMC follows the classic trend, i.e. decrease in CMC with the increase in alkyl chain length. High pC20 (>3) value indicates higher hydrophobic character of the surfactant. These surfactants showed very poor wetting time and calcium tolerance, but exhibited good emulsion stability and excellent foamability. Foaming power and foam stability of C14‐sulfonate were found to be the best among the studied compounds. Foam stability of C14‐sulfonate was also studied at different concentrations over time and excellent foam stability was obtained at a concentration of 0.075 %. Thus this novel class of surfactant may find applications as foam boosters in combination with other suitable surfactants.  相似文献   

17.
The interfacial and micellization behaviors of binary mixtures of two gemini cationic surfactants and conventional the cetyl trimethyl ammonium bromide surfactant were studied at various molar ratios. From the equilibrium surface tension measurements, the critical micelle concentrations (CMC) data were obtained as functions of the composition. Values of the CMC were analyzed according to the regular solution model developed by Rubingh for mixed micelles. Two interaction parameters were obtained for each system, the interaction at the interface, and in the micellar phase. The results showed that micellization and adsorption properties of the studied mixed systems depend on the spacer chain lengths of the gemini surfactants and their ratio in the mixed systems.  相似文献   

18.
The critical micelle concentrations (CMC) of nine commercial nonionic surfactants (Tween 20, 22, 40, 60, and 80; Triton X-100; Brij 35, 58, and 78) and two pure nonionics [C12(EO)5 and C12(EO)8] were determined by surface tension and dye micellization methods. Commercially available nonionic surfactants (technical grade) usually contain impurities and have a broad molecular weight distribution owing to the degree of ethoxylation. It was shown that the surface tension method (Wilhelmy plate) is very sensitive to the presence of impurities. Much lower CMC values were obtained with the surface tension method than with the dye micellization method (up to 6.5 times for Tween 22). In the presence of highly surfaceactive impurities, the air/liquid interface is already saturated at concentrations well below the true CMC, leading to a wrong interpretation of the break in the curve of surface tension (γ) vs. concentration of nonionic surfactant (log C). The actual onset of micellization happens at higher concentrations, as measured by the dye micellization method. Furthermore, it was shown that when a commercial surfactant sample (Tween 20) is subjected to foam fractionation, thereby removing species with higher surface activity, the sample yields almost the same CMC values as measured by surface tension and dye micellization methods. It was found that for monodisperse pure nonionic surfactants, both CMC determination methods yield the same results. Therefore, this study indicates that precaution should be taken when determining the CMC of commercial nonionic surfactants by the surface tension method, as it indicates the surface concentration of all surface-active species at the surface only, whereas the dye method indicates the presence of micelles in the bulk solution.  相似文献   

19.
The present work explored the molecular implications governing the solubilization of a model drug nimesulide (NIM) in micelles of ethylene oxide-propylene oxide (EO–PO) triblock copolymers. The aggregation behavior and solubilization studies on four copolymers each with the same mol mass of central PPO block equal to 2,250 and varying % PEO was examined by means of UV–VIS. Moreover, high-sensitivity differential scanning calorimetry, and Fourier transform infrared spectrometry measurements were used to evaluate the critical micellization temperature. The solubilization at different temperatures (30, 37, 45 °C), pH (2 to 10) and in the presence of added sodium chloride (0–2 M) was monitored and the partition coefficient (P) and the free energy of solubilization (ΔG so) were calculated. The site of solubilization of NIM in micelles was also probed. The NIM solubility decreased with increases in the PEO molecular weight; the drug resides in the micelle core.  相似文献   

20.
Mixed surfactant solutions consisting of cationic/nonionic surfactants were prepared in different compositions of the components in aqueous solution in order to determine the surface properties. The critical micelle concentration (CMC) of aqueous solutions of the individual surfactants cetyl trimethyl ammonium bromide (CTAB) and polysorbate nonionics, and their mixtures are determined at different proportions. The results show that there is synergistic behavior in mixtures at higher mole fraction of nonionic surfactant. The effect of the alkyl chain on the CMC is also determined.  相似文献   

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