Chirality effects on 1H and 13C NMR chemical shifts for Aerosol OT in reverse micelles assisted by line shape simulations and two-dimensional pulse techniques

Yoshino, Atsuo; Sugiyama, Nobuyuki; Okabayashi, Hirofumi; Taga, Keijiro; Yoshida, Tadayoshi; Kamo, Osamu

doi:10.1016/0166-6622(92)80287-c

Cited by 16 publications

(31 citation statements)

References 29 publications

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“… a Errors are listed in parentheses. b Corrected assignment from ref . c Normal NOE value (η%, precision: 2%). …”

Section: Resultsmentioning

confidence: 99%

“…We may now discuss the secondary splitting induced by the chirality effect with reference to the segmental mobility . Table shows the secondary splitting on the 13 C NMR signals of individual carbon atoms for AOT in reversed micelles.…”

Section: Resultsmentioning

confidence: 99%

“…Figures and show the expanded parts of the NOESY and ROESY spectra for AOT in the reversed micellar state, respectively. The assignment of the 2-ethylhexyl protons and the polar segment protons in the 1 H NMR spectra, shown on the vertical or horizontal axis, which has been made by the selective the 1 H-decoupling method, is useful for assigning the cross-peaks in the NOESY and ROESY spectra.

2 …”

Section: Resultsmentioning

confidence: 99%

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Dynamic Structure and Chirality Effects on ¹H and ¹³C NMR Chemical Shifts for Aerosol OT in Reversed Micelles Assisted by NOESY, ROESY, and ¹³CT₁ Studies

et al. 1996

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The 13C NMR spin−lattice relaxation time (T 1) and 13C{H} NOE of the individual carbon atoms of each 2-ethylhexyl chain in an aerosol OT (AOT) molecule have been investigated in the reversed micellar state, and the segmental mobility of each 2-ethylhexyl chain has been discussed independently in connection with the chirality effect on the 13C chemical shifts. Measurements of the NOESY and ROESY spectra of an AOT molecule and cross-peak assignments have been made. In particular, for the ROESY spectrum, the cross-peaks arising from the dipole−dipole interaction have been used to discuss successfully the spatial proximity of the two 2-ethylhexyl chains. It has also been found that the carbon atom having the larger 1/ values provides larger secondary splitting of the 13C chemical shift. Furthermore, the dipole−dipole interaction between the H3 or H3‘ protons and other specific protons has been found to be strongly dependent on the diastereoisomers. Selective NOE measurements were also made, and the proximity of intermolecular or intramolecular two 2−ethylhexyl chains has been discussed.

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“… a Errors are listed in parentheses. b Corrected assignment from ref . c Normal NOE value (η%, precision: 2%). …”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

2 …”

Section: Resultsmentioning

confidence: 99%

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Dynamic Structure and Chirality Effects on ¹H and ¹³C NMR Chemical Shifts for Aerosol OT in Reversed Micelles Assisted by NOESY, ROESY, and ¹³CT₁ Studies

et al. 1996

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“…This results in severely distorted fishtype phase diagrams, whose body areas are reduced compared to that depicted in Figure 1A, as shown elsewhere (31)(32)(33)(34). T is usually calculated as the mean of the upper and lower temperatures of the 3φ region.…”

Section: Dependence Of Phase Diagrams On the Structure Of Oilmentioning

confidence: 97%

Formation, properties, and “ex situ” soil decontamination by vegetable oil-based microemulsions

Bragato¹,

Seoud²

2003

J Surfact Deterg

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We have investigated soil decontamination by vegetable oil-based fluids. Methyl esters of babassu oil (BME) and the unsaturated fraction of palm oil (UPME) were prepared by transesterification of precursor oils. Phase diagrams of each fatty ester/water/nonionic surfactant (Synperonic 91/4) were studied as a function of system composition and temperature. Measurements of solution rheology, quasi-elastic light scattering, and interfacial tension were employed to demonstrate that the single phases obtained are either bicontinuous or water-in-oil microemulsions (µE). Both types were used in decontamination of three different soils, impregnated with polycyclic aromatic hydrocarbons. As decontaminators, BME-and UPME-based µE (at 37.5, and 42.5°C, respectively) are more efficient than hot toluene. This is attributed to desorption and subsequent solubilization of contaminants by the µE. The viability of this decontamination scheme is further supported by material balance. Decontamination has increased soil bio-availability.Paper no. S1320 in JSD 6, 143-150 (April 2003).

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“…16. Maleic acid anhydride was reacted with oleyl alcohol in dried benzene under reflux (T = 328 K) for 18 h in the presence of conc.…”

Section: Methodsmentioning

confidence: 99%

Effect of Hydration on the Very Slow Droplet–Lamellar Transition in Dioleylsulfosuccinate/Decane/Water System: A Small Angle X-ray Scattering Study

Ghosh¹,

Ichiyanagi²,

Okabayashi³

et al. 2009

Bulletin of the Chemical Society of Japan

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Time-and temperature-dependence of the small angle X-ray scattering (SAXS) profiles for homogeneous and transparent solutions of the sodium dioleylsulfosuccinate (SDOleS)decanewater system with various molar ratios of [H 2 O]/ [SDOleS] have been examined. The time-dependence of the SAXS profiles has provided evidence that the droplet lamellar transition occurs spontaneously but very slowly at 298 K. This behavior depends upon the quantity of water solubilized into the SDOleS microemulsions. Some microstructural models have been proposed to explain this very slow transition.It is well known that dynamic surface phenomena occur in the self-assembled systems formed on the airwater or oil water interface within the time scale 1,2 ranging from 10 ¹3 to 10 3 s. Extensive studies of these phenomena have been carried out for more than seventy years.In self-assembled systems of surfactants with low molecular weight, change in surface-tension occurs rapidly (usually in less than 1 s).2 Germasheva and Panaeva 3 observed a slow surface-tension equilibration in micellar solutions of sulfosuccinates, which could not be interpreted solely on the basis of diffusion to the surface. For very pure samples of sodium diheptylsulfosuccinate (SDHpS), Lucassen and Drew 4 reported a similar slow surface-tension variation and a simultaneous increase in the surface dilational modulus. They suggested that knowledge of the detailed crystal structure should provide useful information about ordering in a membrane. van den Tempel and Lucassen-Reynders 2 suggested that slow changes in surface-tension and an increase in elastic modulus might be caused by the cooperative ordering in the surface. The effect of such surface properties on the formation of a three-dimensional (crystalline) structure, similar to that of a lamellar liquid crystal, was studied by Franses et al. 5 Their results imply that the observed variation in surface-tension is a reflection of the change in aggregational structure on the surface.The reversed micelle of sodium 1,2-bis(2-ethylhexyl)sulfosuccinate (AOT) (Scheme 1) incorporates a relatively large number of water molecules in its polar core, thereby forming a water droplet 69 and providing a water/oil interface. In a freshly prepared AOT-reversed micelle, cooperative ordering in the membrane structure at this oil/water interface should occur until the membrane reaches its final ordered state. This concept implies that a difference in the aggregational structure of the interface exists between freshly prepared and aged interfaces. Previous studies on phase behaviors of the AOToilwater systems 715 have been focused on the final ordered structures, a limitation imposed by the fast rate of attainment of the final ordered state. However, interpretation of such an ordering process at the molecular level is rare, in spite of the paramount importance of the practical applications of surfactants.In this present study, an AOT-homolog with longer hydrocarbon chains, sodium dioleylsulfosuccinate (SDOleS) (Scheme 1) has been synth...

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Chirality effects on 1H and 13C NMR chemical shifts for Aerosol OT in reverse micelles assisted by line shape simulations and two-dimensional pulse techniques

Cited by 16 publications

References 29 publications

Dynamic Structure and Chirality Effects on ¹H and ¹³C NMR Chemical Shifts for Aerosol OT in Reversed Micelles Assisted by NOESY, ROESY, and ¹³CT₁ Studies

Dynamic Structure and Chirality Effects on ¹H and ¹³C NMR Chemical Shifts for Aerosol OT in Reversed Micelles Assisted by NOESY, ROESY, and ¹³CT₁ Studies

Formation, properties, and “ex situ” soil decontamination by vegetable oil-based microemulsions

Effect of Hydration on the Very Slow Droplet–Lamellar Transition in Dioleylsulfosuccinate/Decane/Water System: A Small Angle X-ray Scattering Study

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Chirality effects on 1H and 13C NMR chemical shifts for Aerosol OT in reverse micelles assisted by line shape simulations and two-dimensional pulse techniques

Cited by 16 publications

References 29 publications

Dynamic Structure and Chirality Effects on 1H and 13C NMR Chemical Shifts for Aerosol OT in Reversed Micelles Assisted by NOESY, ROESY, and 13CT1 Studies

Dynamic Structure and Chirality Effects on 1H and 13C NMR Chemical Shifts for Aerosol OT in Reversed Micelles Assisted by NOESY, ROESY, and 13CT1 Studies

Formation, properties, and “ex situ” soil decontamination by vegetable oil-based microemulsions

Effect of Hydration on the Very Slow Droplet–Lamellar Transition in Dioleylsulfosuccinate/Decane/Water System: A Small Angle X-ray Scattering Study

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Dynamic Structure and Chirality Effects on ¹H and ¹³C NMR Chemical Shifts for Aerosol OT in Reversed Micelles Assisted by NOESY, ROESY, and ¹³CT₁ Studies

Dynamic Structure and Chirality Effects on ¹H and ¹³C NMR Chemical Shifts for Aerosol OT in Reversed Micelles Assisted by NOESY, ROESY, and ¹³CT₁ Studies