Benzothiazol-3-ium Cationic Schiff Base Surfactants: Synthesis, Surface Activity and Antimicrobial Applications against Pathogenic and Sulfur Reducing Bacteria in Oil Fields

Two series of cationic Schiff base surfactants namely: 2-(benzylideneamino)-3-(2-oxo-2-alkoxyethyl)-1,3-benzothiazol-3-ium bromide (1-4) and 2-[(4-methoxybenzylidene)amino]-3-(2-oxo-2-alkoxyethyl)-1,3-benzothiazol-3-ium bromide (5-8) were prepared. The chemical structures of the prepared Schiff base...

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Bibliographic Details
Published in:Journal of dispersion science and technology 2011-04, Vol.32 (4), p.512-518
Main Authors: Negm, N. A., Elkholy, Y. M., Ghuiba, F. M., Zahran, M. K., Mahmoud, S. A., Tawfik, S. M.
Format: Article
Language:English
Subjects:
Adsorption
Antiinfectives and antibacterials
Antimicrobial activity
Antimicrobial agents
Bacteria
benzothiazole
Biocides
Cations
Chemical analysis
Chemistry
Colloidal state and disperse state
Exact sciences and technology
General and physical chemistry
Imines
Microorganisms
NMR
Nuclear magnetic resonance
Oil fields
schiff base
Sulfur
sulfur reducing bacteria
surface activity
Surface chemistry
Surface physical chemistry
Surface tension
Surfactants
Synthesis
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Summary:Two series of cationic Schiff base surfactants namely: 2-(benzylideneamino)-3-(2-oxo-2-alkoxyethyl)-1,3-benzothiazol-3-ium bromide (1-4) and 2-[(4-methoxybenzylidene)amino]-3-(2-oxo-2-alkoxyethyl)-1,3-benzothiazol-3-ium bromide (5-8) were prepared. The chemical structures of the prepared Schiff bases were recognized by elemental analysis, FTIR, and NMR spectra. The surface activities of the synthesized Schiff base cationic surfactants were showed their tendency towards adsorption at the air/water interface. The adsorption tendency was estimated from the values of surface tension and the depression of surface tension at the CMC. The studied surfactants were evaluated as antimicrobial agents against pathogenic and sulfur reducing bacteria using inhibition zone technique. The synthesized cationic pyrazolium Schiff base surfactants showed good antimicrobial activities against the tested microorganisms including Gram positive, Gram negative and fungi. The promising inhibition efficiency of these compounds against the sulfur reducing bacteria facilitates them to be applicable in the petroleum field as new categories of SRB biocides.
ISSN:0193-2691
1532-2351
DOI:10.1080/01932691003756902