Journal of Japan Oil Chemists' Society
Online ISSN : 1884-2003
ISSN-L : 0513-398X
Studies of the Derivatives of Thiiranes. III.
Synthesis of 1, 3-Bisalkoxypropane-2-sulfonates and Their Surface Active Properties
Eiichi KAMEYAMAMotoki NAKAJIMAAkio OZAKITsunehiko KUWAMURA
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1971 Volume 20 Issue 1 Pages 32-35

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Abstract
In the course of the studies on thiiranes, the authors have synthesized the lower homologues of 1-alkoxy-3-chloropropane-2-sulfochloride by the reaction of 2-alkoxymethylthiirane and chlorine under presence of water. The present study is for the preparation of some higher homologues of 1, 3-bisalkoxypropane-2-sulfonates (C number of alkyl; 4, 6 and 8) and for clearification of properties of these sulfonates as surfactant.
Above cmc, the surface tension of aq. solution of n-octylhomologue of the sulfonate (I) was 24.9dyne/cm at 40°C, lower than that of Na-dioctylsulfosuccinate (II) by about three dynes. The cmc value of (I), 2.5×10-4mol/l, was lower than that of (II), 4.3×10-3mol/l. The wettability and foam-stability of (I) were superior than those of (II).
These properties can be explained in terms of the difference of the effective hydrophobic chain length and the state of adsorption, owing to the difference of hydrophilic property between the ether group in (I) and the ester group in (II).
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