ALPHA-SULFONATED FATTY ACID ESTERS .2. SOLUTION BEHAVIOR OF ALPHA-SULFONATED FATTY ACID POLYETHYLENE GLYCOL ESTERS

摘要

Sodium alpha-sulfonated fatty acid polyethylene glycol monoesters [CmH2m+1CH(SO3Na)COO(C2H4O)(n)H] and diesters [CmH2m+1CH(SO3Na)COO(C2H4O)(n)COCH(SO3Na)CmH2m+1], where m = 10-16 and n = 1-35, were prepared by esterification of alpha-sulfonated fatty acids with polyethylene glycols, followed by neutralization with NaOH. Crude products were purified by reversed-phase column chromatography on an octadecyl-modified silica gel. Characteristic solution behavior of these a-sulfonated fatty acid esters was examined, and the following features were observed. All monoesters prepared in this work had Krafft points below 0 degrees C and also possessed good calcium stabilities. Critical micelle concentrations of the monoesters increased monotonously, as a rule, with an increase in the number of oxyethylene units. These results suggest that the polyethylene glycol residue of the monoester behaves as a hydrophile. On the other hand, diesters possessed high water solubility, low foamability, and critical micelle concentrations that were lower by a factor of ten compared to those of the monoesters. [References: 32]