Synthesis, surface properties and biological activity of N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(alkanoyloxy) ethoxy)ethoxy) ethanaminium chloride surfactants
A new series of some cationic surfactants were synthesized namely: 2-(2-(2-(dodecanoyloxy)ethoxy)ethoxy)-N,N,N-tris(hydroxymethyl)-2-oxoethanaminium (DDAC); N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(tetradecanoyloxy) ethoxy)ethoxy) ethanaminium (TDAC) and N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(hexa...
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Egyptian Petroleum Research Institute
2016-09-01
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| Series: | Egyptian Journal of Petroleum |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S1110062115300118 |
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| author | Ismail Aiad M. Abo Riya Salah M. Tawfik Mahmoud A. Abousehly |
| author_facet | Ismail Aiad M. Abo Riya Salah M. Tawfik Mahmoud A. Abousehly |
| author_sort | Ismail Aiad |
| collection | DOAJ |
| description | A new series of some cationic surfactants were synthesized namely: 2-(2-(2-(dodecanoyloxy)ethoxy)ethoxy)-N,N,N-tris(hydroxymethyl)-2-oxoethanaminium (DDAC); N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(tetradecanoyloxy) ethoxy)ethoxy) ethanaminium (TDAC) and N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(hexadecanoyloxy)ethoxy)ethoxy)ethanaminium (HDAC). The chemical structures of the synthesized cationic surfactants were confirmed using FT-IR and 1H-NMR spectroscopies. The surface tension of the synthesized cationic surfactants was measured at 25, 40 and 55 °C. The surface parameters were determined from the surface tension measurements. The emulsification power and foaming power measurements showed the applicability of these surfactants in the oil field. The biological activity of the synthesized surfactants was measured against pathogenic bacteria (Staphylococcus aureus and Escherichia coli) and fungi (Candida albicans and Aspergllus niger) using inhibition zone diameters. The obtained data revealed that the dodecanoate derivative (DDAC) has more antimicrobial activity against the investigated microorganisms than tetradecanoate and hexadecanoate derivatives (TDAC and HDAC). |
| format | Article |
| id | doaj-art-d7ce68a5884b45ffb748743caaf35cbe |
| institution | DOAJ |
| issn | 1110-0621 |
| language | English |
| publishDate | 2016-09-01 |
| publisher | Egyptian Petroleum Research Institute |
| record_format | Article |
| series | Egyptian Journal of Petroleum |
| spelling | doaj-art-d7ce68a5884b45ffb748743caaf35cbe2025-08-20T03:23:51ZengEgyptian Petroleum Research InstituteEgyptian Journal of Petroleum1110-06212016-09-0125329930710.1016/j.ejpe.2015.07.020Synthesis, surface properties and biological activity of N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(alkanoyloxy) ethoxy)ethoxy) ethanaminium chloride surfactantsIsmail Aiad0M. Abo Riya1Salah M. Tawfik2Mahmoud A. Abousehly3Egyptian Petroleum Research Institute, Nasr City, Cairo, EgyptFaculty of Science, Chemistry Department, Benha University, Al Qalyubiyah, EgyptEgyptian Petroleum Research Institute, Nasr City, Cairo, EgyptGeneral Petroleum Company, Cairo, EgyptA new series of some cationic surfactants were synthesized namely: 2-(2-(2-(dodecanoyloxy)ethoxy)ethoxy)-N,N,N-tris(hydroxymethyl)-2-oxoethanaminium (DDAC); N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(tetradecanoyloxy) ethoxy)ethoxy) ethanaminium (TDAC) and N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(hexadecanoyloxy)ethoxy)ethoxy)ethanaminium (HDAC). The chemical structures of the synthesized cationic surfactants were confirmed using FT-IR and 1H-NMR spectroscopies. The surface tension of the synthesized cationic surfactants was measured at 25, 40 and 55 °C. The surface parameters were determined from the surface tension measurements. The emulsification power and foaming power measurements showed the applicability of these surfactants in the oil field. The biological activity of the synthesized surfactants was measured against pathogenic bacteria (Staphylococcus aureus and Escherichia coli) and fungi (Candida albicans and Aspergllus niger) using inhibition zone diameters. The obtained data revealed that the dodecanoate derivative (DDAC) has more antimicrobial activity against the investigated microorganisms than tetradecanoate and hexadecanoate derivatives (TDAC and HDAC).http://www.sciencedirect.com/science/article/pii/S1110062115300118Cationic surfactantsSurfaceBiological activitySulfate reducing bacteriaEmulsification |
| spellingShingle | Ismail Aiad M. Abo Riya Salah M. Tawfik Mahmoud A. Abousehly Synthesis, surface properties and biological activity of N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(alkanoyloxy) ethoxy)ethoxy) ethanaminium chloride surfactants Egyptian Journal of Petroleum Cationic surfactants Surface Biological activity Sulfate reducing bacteria Emulsification |
| title | Synthesis, surface properties and biological activity of N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(alkanoyloxy) ethoxy)ethoxy) ethanaminium chloride surfactants |
| title_full | Synthesis, surface properties and biological activity of N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(alkanoyloxy) ethoxy)ethoxy) ethanaminium chloride surfactants |
| title_fullStr | Synthesis, surface properties and biological activity of N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(alkanoyloxy) ethoxy)ethoxy) ethanaminium chloride surfactants |
| title_full_unstemmed | Synthesis, surface properties and biological activity of N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(alkanoyloxy) ethoxy)ethoxy) ethanaminium chloride surfactants |
| title_short | Synthesis, surface properties and biological activity of N,N,N-tris(hydroxymethyl)-2-oxo-2-(2-(2-(alkanoyloxy) ethoxy)ethoxy) ethanaminium chloride surfactants |
| title_sort | synthesis surface properties and biological activity of n n n tris hydroxymethyl 2 oxo 2 2 2 alkanoyloxy ethoxy ethoxy ethanaminium chloride surfactants |
| topic | Cationic surfactants Surface Biological activity Sulfate reducing bacteria Emulsification |
| url | http://www.sciencedirect.com/science/article/pii/S1110062115300118 |
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