Premium
Synthesis and Surface Properties of Dicephalic Surfactants with a 1,3‐Dioxane Ring
Author(s) -
Karczewski Sławomir,
Piasecki Andrzej,
Maliszewska Irena
Publication year - 2008
Publication title -
journal of surfactants and detergents
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.349
H-Index - 48
eISSN - 1558-9293
pISSN - 1097-3958
DOI - 10.1007/s11743-008-1073-7
Subject(s) - chemistry , alkyl , surface tension , critical micelle concentration , substituent , aqueous solution , ring (chemistry) , hydrogen peroxide , micelle , medicinal chemistry , peroxide , polymer chemistry , organic chemistry , physics , quantum mechanics
A new group of surface active dicephalic derivatives of 1,3‐dioxane, i.e., 2‐alkyl‐5,5‐bis{[3‐( N , N ‐dimethylamino)propyl]amido}‐1,3‐dioxane‐di‐ N ‐oxides, were synthesized with high yields by the reaction of an appropriate 2‐alkyl‐5,5‐bis‐(carboxyethyl)‐1,3‐dioxane with an excess of N , N ‐dimethyl‐1,3‐propanediamine followed by oxidation with an aqueous solution of hydrogen peroxide. Structures and purity of all intermediates and final di‐ N ‐oxides were confirmed by means of 1 H‐NMR and ESI‐MS spectroscopy. Synthesized compounds showed high surface activity with low values of critical micelle concentration and high effectiveness of surface tension reduction ( γ CMC ). However, only derivative with the longest 2‐alkyl substituent showed good foaming and moderate emulsifying properties.