Investigation of micelles, microemulsions, and phospholipid bilayers with the pyridinium-N-phenolbetaine ET(30), a polarity probe for aqueous interfaces

Zachariasse, Klaas A.; Phúc, Nguyễn Văn; Kozankiewicz, Β.

doi:10.1021/j150618a022

Cited by 279 publications

(178 citation statements)

References 9 publications

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“…Our decoupling spectra and COSY spectrum (Fig. 3c) of DTAB clearly show strong correlation between the P-CH, and the y-CH, resonances and between the (CH,),, and the o-CH3 resonances, providing full support to the assignment by Zachariasse et al (54). When 0.010 m naphthalene is used as solubilizate, similar results are observed in the 0.050 m HTAB, HPB, and SDS systems, as shown in Fig.…”

Section: Deuteriirm Nmr Relaxationsupporting

confidence: 85%

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NMR studies of hydrocarbons solubilized in aqueous micellar solutions

Wasylishen¹,

Kwak²,

Gao³

et al. 1991

Can. J. Chem.

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. 69, 822 (1991).Information concerning the solubilization of hydrocarbons in ionic surfactant micelles was obtained from 'H NMR relaxation, 'H NMR chemical shifts, and 'H NMR paramagnetic relaxation measurements. The rotational motion of deuterated hydrocarbons, which is related to the micellar microviscosity at the location of the hydrocarbons, was probed by ' H NMR relaxation. The relaxation data are interpreted using both the two-step and the single-step models, and the results are discussed in terms of the micellar microviscosity and the location of the hydrocarbons in micelles. The location of the hydrocarbons in micelles was further investigated by determining the aromatic ring current-induced 'H chemical shifts along the surfactant alkyl chain and by comparing the 'H spin-lattice relaxation enhancement of the hydrocarbons and the surfactant alkyl chain, induced by ~n ' ' on the micellar surface. The hydrocarbons used include benzene, naphthalene, acenaphthalene, triphenylene, cyclohexane, cyclododecane, and tert-butylcyclohexane and the surfactants studied are hexadecyl-, tetradecyl-, and dodecyltrimethylammonium bromide; hexadecyl-, tetradccyl-, and dodecylpyridinium halide; and sodium dodecyl sulfate. The results indicate that the micellar microviscosity at the location of saturated hydrocarbons is approximately 5 cP for both the cationic and anionic micelles, whereas the micellar microviscosity at the location of unsaturated hydrocarbons is much higher. The unsaturated hydrocarbons are found to reside primarily near the surfactant headgroup in the cationic micelles, but are distributed evenly throughout the anionic SDS micelles. The saturated hydrocarbons appear to be located in the interior of the micelles. 822 (1991). Utilisant la relaxation RMN du 'H, les dCplacements chimiques en RMN du 'H et des mesurcs de relaxation paramagnktique en RMN du 'H, on a obtenu de I'information concernant la solubilisation d'hydrocarbures dans des micelles d'agents de surfaceioniques. Pour Ctudier le mouvement de rotation des hydrocarbures deutCrCs qui est reliC la microviscositC micellaire au point de location des hydrocarbures, on a fait appel h la relaxation en RMN du 'H. On a interprCte les donnCes de relaxation utilisant les modkles en une ainsi qu'en deux Ctapes et on discute des rCsultats en fonction de la microviscositC micellaire et de la position des hydrocarbures dans les micelles. On a rCalisC une Ctude plus approfondie de I'influence de la position des hydrocarbures dans les micelles en determinant les dCplacements chimiques induits par le courant du noyau aromatique le long de la chaine alkyle de I'agent de surface et en comparant les augmentations des relaxations spin-reseau du 'H des hydrocarbures et de la chaine alkyle de I'agent de surface qui sont induites par du ~n ' .~ sur la surface micellairc. Les hydrocarbures utilisks sont le benzene, le naphtalkne, I'acCnaphtalkne, le triphknylkne, le cyclohexane, le cyclododCcane et le terl-butylcyclohexane alors que les agents de surface ttudiCs sont les ...

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Section: Deuteriirm Nmr Relaxationsupporting

confidence: 85%

“…3) were previously assigned to the methylene protons adjacent to the terminal methyl group of the alkyl chain in decyltrimethylammonium bromide by Jagannathan et al (30). This latter assignment is inconsistent with the earlier work by Zachariasse et al (54). Our decoupling spectra and COSY spectrum (Fig.…”

Section: Deuteriirm Nmr Relaxationcontrasting

confidence: 83%

NMR studies of hydrocarbons solubilized in aqueous micellar solutions

Wasylishen¹,

Kwak²,

Gao³

et al. 1991

Can. J. Chem.

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“…[21][22][23][24] Given the importance of polarity in determining chemical and physical behavior in bulk liquids, the measurement and understanding of interfacial polarity is an important scientific objective. Studies using solvatochromic polarity indicator molecules, such as ET(30) (Figure 1d), have been carried out to probe mean solvent properties of the interfacial region of water-in-oil microemulsions, 26 oil-in-water microemulsions, 27 and ionic and nonionic micelles, 28,29 as well as alumina 30 and silica 31 interfaces, by UV/ vis absorption spectra measurement. ET(30) has also been investigated at free oil/water interfaces by visible attenuated total internal reflectance absorption spectroscopy.…”

Section: Introductionmentioning

confidence: 99%

Polarity of Liquid Interfaces by Second Harmonic Generation Spectroscopy

1997

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A spectroscopic method, based on the interface selectivity of second-harmonic generation, is used to obtain the polarity of liquid interfaces. In this paper the second-harmonic measurement of the spectrum of the polarity indicator molecule N, N′-diethyl-p-nitroaniline (DEPNA) at the air/water interface demonstrates the method. Two different approaches are used to measure the intramolecular charge transfer (CT) absorption band position of DEPNA at the air/water interface. The DEPNA CT band blue-shifts from 429 nm in bulk water (polar solvent) to 359 nm in bulk hexane (nonpolar solvent) and 329 nm in the gas phase (no solvent). At the air/water interface, the charge transfer peak band maximum occurs at 373 nm, which indicates that the polarity of the air/water interface is similar to those of the bulk solvents carbon tetrachloride and butyl ether. The DEPNA results together with the results from another solvatochromic polarity indicator molecule, ET-(30), which will be reported elsewhere, show that the polarity results of the air/water interface are general.

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“…Also, by comparing the polarity of the porous material with the polarity of bilayers of dipalmitoylphosphatidylcholine (DPPC; E N T = 0.590 kcal mol −1 ), this is quite similar. [ 54 ] From these comparisons, we conclude that the pores are also very hydrophobic. We speculate that this is due to the close proximity of the carboxylate anions of the BTA, which repel each other and therefore exposing more of the fl exible hydrocarbon side chains toward the pores.…”

Section: Polarity Of the Porous Materialsmentioning

confidence: 88%

Selective Absorption of Hydrophobic Cations in Nanostructured Porous Materials from Crosslinked Hydrogen‐Bonded Columnar Liquid Crystals

Bögels

Kuringen

Shishmanova

et al. 2015

Adv Materials Inter

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A nanostructured porous material is obtained by crosslinking of a self‐assembled system consisting of columnar liquid crystals with polyamines and removal of the template. For this purpose, a columnar liquid crystal with liquid crystalline properties at room temperature is synthesized and fully characterized. The orthogonal self‐assembly of the columnar liquid crystal with polyamines (i.e., PPI dendrimers) results in the formation of nanosegregated structures. When crosslinked by photopolymerization a nanostructured crosslinked material is obtained. Partial removal of the polyamine template leads to a nanostructured porous material, which is characterized and the absorbent properties are investigated. The polarity of the porous material is probed and the porous material is used for the selective absorption of cationic dye molecules.

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Investigation of micelles, microemulsions, and phospholipid bilayers with the pyridinium-N-phenolbetaine ET(30), a polarity probe for aqueous interfaces

Cited by 279 publications

References 9 publications

NMR studies of hydrocarbons solubilized in aqueous micellar solutions

NMR studies of hydrocarbons solubilized in aqueous micellar solutions

Polarity of Liquid Interfaces by Second Harmonic Generation Spectroscopy

Selective Absorption of Hydrophobic Cations in Nanostructured Porous Materials from Crosslinked Hydrogen‐Bonded Columnar Liquid Crystals

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