Synthesis and Properties of 1,1-bis{[3-(<Emphasis Type="Italic">N</Emphasis>,<Emphasis Type="Italic">N</Emphasis>-Dimethylamino)propyl]amido}alkane-di-<Emphasis Type="Italic">N</Emphasis>-oxides |
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| Authors: | Andrzej Piasecki Sławomir Karczewski Irena Maliszewska |
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| Affiliation: | (1) Division of Organic Technology, Faculty of Chemistry, Wrocław University of Technology, Wybrzeże Stanisława Wyspiańskiego 27, 50-370 Wrocław, Poland;(2) Division of Medicinal Chemistry and Microbiology, Faculty of Chemistry, Wrocław University of Technology, Wybrzeże Stanisława Wyspiańskiego 27, 50-370 Wrocław, Poland |
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| Abstract: | A homologous series of new surface-active 1,1-bis{3-(N,N-dimethylamino)propyl]amido}alkane-di-N-oxides were synthesized in the reaction of an appropriate diethyl 2-alkylmalonate with N,N-dimethylamino-1,3-propanediamine followed by oxidation with aqueous hydrogen peroxide. The adsorption isotherms of their
aqueous solutions were measured and evaluated to obtain adsorption parameters: critical micelle concentration (CMC), surface
excess concentration (ΓCMC), equilibrium surface tension at the CMC (γCMC), cross-sectional area of the adsorbed surfactant molecule (A
CMC), efficiency of surface adsorption (pC20), standard free energies of adsorption (ΔG°ads), and micellization (ΔG°CMC). All investigated di-amidoamines and di-N-oxides were practically non-toxic to selected bacteria and yeasts. These compounds are readily biodegradable in the Closed
Bottle Test inoculated with activated sludge. Surface and biological properties showed that this group of N-oxide-type compounds has high surface activity and fulfills requirements for environmental acceptance.
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| Keywords: | 1 1-Bis{[3-(N N-dimethylamino)propyl]amido}alkanes 1 1-Bis{[3-(N N-dimethylamino)propyl]amido}alkane-di-N-oxides Synthesis Structure analysis Surface activity Antimicrobial activity Biodegradation |
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