Journal of Japan Oil Chemists' Society
Online ISSN : 1884-1996
Print ISSN : 1341-8327
ISSN-L : 1341-8327
Syntheses of Amphiphiles Containing Azobenzene Unit with Fluorocarbon Chain
Norio YOSHINOSatoru ASANOYukishige KONDOMasahiko ABE
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1996 Volume 45 Issue 2 Pages 171-179

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Abstract
Novel anionic surfactants containing azobenzene unit with fluorocarbon chain at the end of hydrophobic moiety have been synthesized. The compounds, 4-perfluoroalkylanilines, were prepared by the reaction of perfluoroalkyl iodides and aniline in the presence of copper bronze. Hydroxyazobenzene derivatives having fluorocarbon chain were obtained through the diazotization and followed by the azo-coupling reactions with phenol. In order to obtain a stable sulfate-type anionic surfactant, the intermediate, 2- [4- [4- (perfluoroalkyl) phenylazo] phenoxy] bromoethane, was derived to introduce a spacer chain by use of 1, 2-dibromoethane. Finally, four amphiphiles were synthesized by the reaction of sodium sulfate with the bromide derivatives. These products were characterized by 1H-NMR, IR, and Mass spectra.
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