A Novel Synthetic Method and Potential Application of a Sulfanilic Acid-Based Surfactant

A novel synthetic method was developed to prepare a difunctional surfactant using sulfanilic acid and dodecyl bromide. In the first step, sulfanilic acid was protected by acetic anhydride. Then, Friedel-Crafts alkylation of the synthesized acetanilide with dodecyl bromide was performed in the presen...

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Bibliographic Details
Published in:Journal of dispersion science and technology 2016-03, Vol.37 (3), p.393-397
Main Authors: Takassi, Mohammad Ali, Ghol Gheysari, Reza, Zadehnazari, Amin, Zargar, Ghasem
Format: Article
Language:English
Subjects:
Acids
Aluminum chlorides
Anhydrides
Bromides
demulsification
Dispersions
Emulsions
Fourier transforms
Friedel-Crafts alkylation
Infrared
NMR
Nuclear magnetic resonance
Sulfanilic acid
surfactant
Surfactants
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Summary:A novel synthetic method was developed to prepare a difunctional surfactant using sulfanilic acid and dodecyl bromide. In the first step, sulfanilic acid was protected by acetic anhydride. Then, Friedel-Crafts alkylation of the synthesized acetanilide with dodecyl bromide was performed in the presence of aluminum chloride. The protecting group (amide) was removed easily by acid hydrolysis. The formation of surfactant was confirmed with Fourier transform infrared and proton nuclear magnetic resonance spectroscopy. The demulsification property of this surfactant was studied using brine-fuel oil emulsion, and its result was compared with a commercially available demulsifier. The results showed that 52% of water was separated from emulsion at room temperature, but at elevated temperature 98% of water was separated from brine-fuel oil emulsion.
ISSN:0193-2691
1532-2351
DOI:10.1080/01932691.2015.1029585