Synthesis and the anti-microbial activity of multiple quaternary ammonium chlorides

• Autorzy: Węgrzyńska J. , Chlebicki J. , Maliszewska I.
• Języki publikacji: EN

Abstrakty

EN

A series of new cationic surfactants, bis-quaternary ammonium and tris-quaternary ammonium chlorides, were prepared from N,N-dimethyldodecylamine and a product of the reaction of epichlorohydrin with ethyl-, propyl-, butyl-, pentyl-, hexyl- and octylamine (in the case of bis-ammonium salts) or hydrochloride of diethyl-, dipropyl-, dibutyl or dihexylamine (in the case of tris-ammonium salts). All these surfactants have good water solubility and low critical micelle concentrations of more than one order of magnitude lower than these of corresponding mono-alkylammonium salts. The anti-microbial activity against bacteria: S. aureus, B. subtilis, E. coli, S. marcescens and yeasts: R. rubra and C. albicans was determined. Many of these compounds showed anti-microbial activities against gram-positive bacteria and yeast, but they were not active against gram-negative bacteria.

Słowa kluczowe

EN

cationic surfactant; bis-quaternary ammonium salt; tris-quaternary ammonium salt; antimicrobial activity

PL

surfaktanty kationowe; sole amoniowe; aktywność bakteriobójcza

• Wydawca: West Pomeranian University of Technology. Publishing House
• Czasopismo: Polish Journal of Chemical Technology
• Rocznik: 2006
• Tom: Vol. 8, nr 2
• Strony: 59--61
• Opis fizyczny: Bibliogr. 10 poz., rys., tab.

Twórcy

autor

Węgrzyńska J.

autor

Chlebicki J.

autor

Maliszewska I.

• Faculty of Chemistry, Wrocław University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław,

Bibliografia

• (1) Cationic Surfactants: Physical Chemistry, Marcel Dekker, New York, 1991.
• (2) Rosen M. J.: Surfactants and Interfacial Phenomenon, 2nd ed., John Wiley, New York, 1988.
• (3) Bunton C. A., Robinson L., Schaak J., Stam M. F.: Catalysis of Nucleophilic Substitutions by Micelles of Dicationic Detergents, J. Org. Chem., 1971, 36, 2346.
• (4) Srivastava S. K., Raghumani Singh Th.: J. Surf. Sci. Technol., 1998, 14, 48.
• (5) Devinsky E., Lacko I., Mlynarcik D., Racansky V., Krasnec L.: Relationship between Critical Micelle Concentrations and Minimum Inhibitory Concentrations for some Non-Aromatic Quaternary Ammonium Salts and Amine Oxide, Tenside Deterg., 1985, 22, 10.
• (6) Tatsumi T., Zhang W., Nakatsuji Y., Miyake K., Matsushima K., Tanaka M., Furuta T., Ikeda I.: Preparation, Surface-Active Properties and Antimicrobial Activities of Bis(alkylammonium) Dichloride Having a Butenylene or a Butynylene Spacer, J. Surfact. Deterg., 2001, 4, 271
• (7) Chlebicki J., Węgrzyńska J., Oświęcimska M., Maliszewska I.: Preparation, Surface-Active Properties, and Antimicrobial Activities of Bis-Quaternary Ammonium Salts from Amines and Epichlorohydrin, J. Surfact. Deterg., 2005, 8, 227.
• (8) Węgrzyńska J., Chlebicki J.: Preparation, Surface-Active and Antielectrostatic Properties of Multiple Quaternary Ammonium Salts, J. Surfact. Deterg., 2005, in press.
• (9) Esumi K., Taguma K., Koide Y., Aqueous Properties of Multichain Quaternary Cationic Surfactants, Langmuir, 1996, 12, 4039.
• (10) Yoshimura T., Yoshida H., Ohno A., Esumi K., Physicochemical Properties of Quaternary Ammonium Bromide- Type Trimeric Surfactants, J. Colloid Interface Sci., 2002, 267, 167.