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Synthesis and surface properties of chemodegradable anionic surfactants: Sodium (2‐ n ‐alkyl‐1,3‐dioxan‐5‐yl)sulfates
Author(s) -
Piasecki Andrzej,
Sokołowski Adam,
Burczyk Bogdan,
Kotlewska Urszula
Publication year - 1997
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-997-0115-z
Subject(s) - chemistry , critical micelle concentration , alkyl , pulmonary surfactant , surface tension , pyridine , adsorption , inorganic chemistry , sodium sulfate , gibbs isotherm , thermodynamics of micellization , sodium , sodium dodecyl sulfate , sulfate , sodium hydroxide , micelle , organic chemistry , aqueous solution , biochemistry , physics , quantum mechanics
In the reaction of cis‐ and trans‐2‐n ‐alky‐5‐hydroxyl‐1,3‐dioxane mixtures with SO 3 · pyridine complex, followed by neutralization with sodium hydroxide or sodium carbonate, a new group of anionic surfactants, i.e., sodium cis ‐ and trans ‐(2‐ n ‐alkyl‐1,3‐dioxan‐5‐yl)sulfates were obtained. The hydrophobic intermediates used in the sulfation reaction were obtained in high yields from four‐component glycerol acetals by the process of transacetalization and selective crystallization of 1,3‐dioxane derivatives. The physical data of the new compounds and some of their surface properties, such as critical micelle concentration (CMC), effectiveness of water surface tension reduction π CMC , standard free energies of adsorption and micellization, ΔG ads o and ΔG CMC o , surface excess concentration, Γ CMC , and the surface area demand per molecule, A CMC , were determined. It was shown that the surface activity of the standard anionic surfactant sodium dodecyl sulfate should be similar to the surface activity of sodium (2‐ n ‐decyl‐1,3‐dioxan‐5‐yl)sulfate.