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Novel Diphenyl Methane Based Quaternary Ammonium Surfactants: Synthesis, Surface Properties and Antimicrobial Activity

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Published/Copyright: September 9, 2013
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Tenside Surfactants Detergents
From the journal Tenside Surfactants Detergents Volume 50 Issue 4

Abstract

A homologous series of cationic gemini diphenyl methane quaternary ammonium salts have been synthesized via chloromethylation of diphenyl methane followed by quaternization using tertiary amines with different chain length. The chemical structures of the prepared surfactants were confirmed using different spectroscopic techniques including, FTIR and 1H-NMR spectra. Surface activity of these compounds have been thoroughly studied and their surface properties including surface and interfacial tension, emulsification power, critical micelle concentration, effectiveness, efficiency, maximum surface excess and minimum surface area were determined. The new synthesized surfactants were screened as antimicrobial agents against different strains of bacteria, yeast and fungi.

Kurzfassung

Eine homologe Reihe kationischer, quaternärer Diphenylmethanammoniumtenside wurde über die Chlormethylierung von Diphenylmethan und nachfolgender Quaternierung mit tertären Aminen unterschiedlicher Kettenlänge synthetisiert. Die chemischen Strukturen der synthetisierten Geminitenside wurden mit Hilfe verschiedener spektroskopischer Verfahren wie FTIR und 1H-NMR bestätigt. Die Oberflächenaktivität dieser Verbindungen wurde sorgfältig untersucht und die Oberflächeneigenschaften dieser Tenside wie die Oberflächen- und Grenzflächenspannung, das Emulgiervermögen, die kritische Mizellbildungskonzentration, die Wirkung und Leistungsfähigkeit, der maximale Oberflächenüberschuss und der minimale Platzbedarf an der Oberfläche wurden bestimmt. Die antimikrobielle Wirkung der synthetisierten Tenside gegen verschiedene Bakterienstämme, Hefen und Pilze wurde getestet.

Key words: Diphenyl methane; gemini surfactants; critical micelle concentration; antimicrobial agent
Stichwörter: Diphenylmethan; Geminitenside; kritische Mizellbildungskonzentration; antimikrobielles Mittel
1 Dr. Dalia Emam Mohamed, Surface Active Agents Lab. Egyptian Petroleum Research Institute (EPRI)1 Ahmed El-Zomor Street El-Zohour Region Nasr City – Cairo Egypt, E-Mail:

Tawfik M. Kassem was received his B.Sc. from Ain Shams University (1964), M.Sc. from Cairo University (1968) and Ph.D. from Ain Shams University (1973). He is Professor of Petrochemicals in the Petrochemicals Department (Egyptian Petroleum Research Institute, EPRI). His interests are focused on the synthesis and evaluations of surfactants in several fields including, biocidal application and solubilization.

Abdallah A. El-Sawy has a Ph.D. in Organic Chemistry, and is currently Professor of Organic Chemistry at Benha University, Benha City, Egypt. His research interests are in surfactants science and applications.

Ammona S. Mohamed was received her B.Sc. and M.Sc. from the Suez Canal University and her Ph.D. from Ain Shams University (2000). She is presently Professor of Applied Surfactants in the Petrochemicals Department (Egyptian Petroleum Research Institute, EPRI). Her interests are focused on the synthesis and evaluations of surfactants in several fields including, biocidal application, solubilization, and antitumor activity.

Dalia E. Mohamed was received her B.Sc. and M.Sc. from Cairo University and Ph.D. from Ain Shams University. She is currently researcher at the Egyptian Petroleum Research Institute (Surfactants Laboratory). Her research interests are in synthesis, properties and applications of new surfactants.

Fatma M. Abdelhafiz was received her B.Sc. from Ain Shams University (2006). She is currently specialist at the Egyptian Petroleum Research Institute (Surfactants Laboratory). Her interests are focused on synthesis, properties and applications of new surfactants in several fields.

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Received: 2013-2-26
Revised: 2013-3-21
Published Online: 2013-09-09
Published in Print: 2013-07-15

© 2013, Carl Hanser Publisher, Munich

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https://doi.org/10.3139/113.110260
Keywords for this article
Diphenyl methane; gemini surfactants; critical micelle concentration; antimicrobial agent

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. Application
  6. Surface and Interfacial Performance of Unsaturated Octadecyl Carboxybetaine
  7. Synthesis of Thermoresponsive SiO2 Composite Modified by Nonionic Organosilicone Surfactant
  8. Combination of Best Promoter and Micellar Catalyst for Chromic Acid Oxidation of D-Mannitol to Mannose in Aqueous Media
  9. Antimicrobial Efficacy of Hygiene Rinsers under Consumer-Related Conditions
  10. Environmental Chemistry
  11. How Effective are Alternative Ways of Laundry Washing?
  12. Novel Surfactants
  13. Foaming Behavior of Dialdehyde Starch Schiff-base Derivatives
  14. Novel Diphenyl Methane Based Quaternary Ammonium Surfactants: Synthesis, Surface Properties and Antimicrobial Activity
  15. Physical Chemistry
  16. Interaction of Cationic CTAB Surfactant with Curcumin, an Anticarcinogenic Drug: Spectroscopic Investigation
  17. Parametric Optimization and Thermo-dynamic Studies on the Influence of Electrolytes on Sodium Salicylate in Aqueous Solution
  18. Effect of Cationic Surfactant on the Oxidation of Galactose by N-Bromophthalimide in the Presence of Acidic Medium: A Kinetic and Mechanistic Study
  19. News
  20. Retirement of Professor Ulrich Buller
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