Abstract

A series of 21 azapolymethylene gemini surfactants were obtained. The synthesis of the title surfactants in one- or two-step reaction proceeds with good yields. The structure and the purity of the synthesized compounds were determined by 1H and 13C NMR, ESI-MS spectra, and elemental analysis. Moreover, 2D COSY, HMBC, and HSQC spectra were performed. The minimal inhibitory concentrations (MIC) of the synthesized compounds were determined against fungi: Candida albicans, Aspergillus niger, Penicillium chrysogenum and bacteria: Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, and Bacillus subtilis. Also, the critical micelle concentrations (CMC) were determined. The relationship between antimicrobial and surface activity and surfactant structure has been determined.

Highlights

  • Quaternary alkylammonium salts are amphiphilic compounds which consist of hydrophobic and hydrophilic parts

  • Due to the constantly growing demand for gemini surfactants as microbiocides, we focused on components of the bacterial cell, in of turn leads to cell causes damage to the wall, and which leakage ionsdeath and low molecular components of the the synthesis of dimeric alkylammonium saltspotassium with azapolymethylene spacers and determination of

  • Due to the constantly growing demand for gemini surfactants as microbiocides, we focused on bacterial cell, which in turn leads to cell death the relationship between the structure of surfactants and their antimicrobial activity against bacteria the synthesis ofconstantly dimeric alkylammonium salts with azapolymethylene spacers andwe determination of

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Summary

Introduction

Quaternary alkylammonium salts are amphiphilic compounds which consist of hydrophobic and hydrophilic parts. The surface tension and critical micelle concentration of gemini surfactants, as well as their antimicrobial activity, expressed by minimal inhibitory concentration, are significantly lower, even hundreds of times, in comparison to their monomeric analogs [6,7,8,9,10,11,12,13]. This is of great ecological importance because to achieve a similar surface or antimicrobial effect, much smaller amounts of the substance can be used. In concentrated solutions the surfactant above CMC is thermodynamically stable, remaining in the equilibrium with monomers [10,13,17,18]

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