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Synthesis and properties of geminis with two alkyl and two phosphate headgroups
Author(s) -
Shukla Dipti,
Tyagi Vinod K.
Publication year - 2008
Publication title -
european journal of lipid science and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.614
H-Index - 94
eISSN - 1438-9312
pISSN - 1438-7697
DOI - 10.1002/ejlt.200700306
Subject(s) - alkyl , chemistry , phosphoric acid , phosphate , hexane , solvent , dodecanol , solubility , wetting , organic chemistry , salt (chemistry) , nuclear chemistry , chemical engineering , engineering
Amphipathic compounds having two phosphate groups and two long‐chain alkyl groups were prepared by a two‐step process: (a) preparation of monoalkyl phosphate from pyrophosphoric acid and dodecanol, (b) preparation of bis‐phosphoric acid from monoalkyl phosphate, (CH 3 ) 4 NOH and 1,6‐dibromo hexane by using acetonitrile as solvent. The experimental results showed that a 5 : 10 : 2.5 molar ratio of reactants (alkyl phosphate/(CH 3 ) 4 NOH/1,6‐dibromo hexane) and 3 h duration was the optimum for the reaction. The structure of the synthesized product was verified by analytical methods, viz. FT‐IR and 1 H‐NMR. The surface‐active and performance properties like foaming, wetting and anionic content of the disodium salt of bis‐phosphoric acid were also evaluated. The synthesized anionic gemini surfactants possessed maximum anionic content, i.e. 73.4%, and showed better water solubility, foaming and wetting ability than conventional monoalkyl phosphates.