Journal of Surface Engineered Materials and Advanced Technology, 2013, 3, 242-248
http://dx.doi.org/10.4236/jsemat.2013.33032 Published Online July 2013 (http://www.scirp.org/journal/jsemat)
Synthesis and Characterization of Some New Cationic
Derivatives of Biological Interest
Moshera Z. Mohamed
1
, Samar A. Abubshait
2*
, Eqbal J. Bushlaibi
2
1
Applied Surfactant Laboratory, Petrochemicals Department, Egyptian Petroleum Research Institute, Cairo, Egypt;
2
Chemistry De-
partment, College of Science, University of Dammam, Dammam, KSA.
Email:
*
abubshait.s8@gmail.com,
*
sabubshait@ud.edu.sa
Received April 24
th
, 2013; revised May 26
th
, 2013; accepted June 17
th
, 2013
Copyright © 2013 Moshera Z. Mohamed et al. This is an open access article distributed under the Creative Commons Attribution
License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
ABSTRACT
A homologous series of cationic surfactants were synthesized and characterized by spectral studies, mass, IR,
1
H NMR,
13
C NMR, 2D NMR and elemental analysis. The surface activities of these amphiphiles were measured, including sur-
face tension (γ), critical micelle concentration (CMC), effectiveness (
cmc
), efficiency (PC
20
), maximum surface excess
(Γ
max
) and minimum surface area (A
min
) at 25˚C. Adsorption and micellization free energies of these amphiphiles in
their solutions showed a good tendency towards adsorption at the interfaces. The synthesized amphiphiles showed good
antimicrobial activity.
Keywords: Quaternary Ammonium Amphiphiles; Micellization; Adsorption; Surface Properties; Biological Activity of
Quaternized
1. Introduction
A clear understanding of the process of micellizations is
necessary for rational interpretation of the effect of struc-
tural and environmental factors on the value of the criti-
cal micelle concentration. Quaternary ammonium com-
pounds have scores of uses because of their affinity for
negatively charged surfaces. Their surface active proper-
ties also help in removing oil from the sand stone forma-
tion. They also exhibit excellent germicidal activity in
the bactericidal market [1,2]. These compounds are most
effective against anaerobic bacteria (e.g. those that occur
in oil wells). These bacteria are mainly sulfate reducers,
and their growth frequently causes severe corrosion pro-
blems in oil well pipes. Due to the economic losses as
well as environmental health and safety hazards caused
by the activity of stabilized mixed culture containing
sulfate reducing bacteria (SMC-SRB) in many industrial
sectors such as the oil and gas industry, it was important
to minimize the risks resulting from SRB activity. Che-
mical control by the use of the biocides was probably the
most common method of controlling of biocorrosion [3].
Quaternary ammonium compounds (quats) are frequently
used. However, it ought to be emphasized that SRB var-
ied in their susceptibility to biocides [4]. Several studies
indicated that some quats act as corrosion inhibitors and
decrease sulfide production by SRB at low concentration
than some biocides of commercial source [5]. This meant
that quats had double purposes. Furthermore, it was
found that quats were safe to handle [6].
2. Experimental Procedures
2.1. Methods of Analysis and Instruments
Firs Infrared spectra for prepared surfactants were meas-
ured using Perkin Elmer Infrared spectrophotometer FTIR-
16FPC. The elemental analysis for the obtained surfac-
tants was carried out using Perkin Elmer Elemental Ana-
lyzer (series Π 2400). Proton nuclear magnetic resonance
measurements H
1
NMR and
13
C NMR Spectroscopy
were performed on a Bruker 400 MHZ advance 3 and the
samples were run in DMSO-d
6.
The 2D NMR (COSY
and HMBC) spectra were measured using Jeol 500 MHZ
JNM-LA 500.
2.2. Synthesis of Quaternary Ammonium
Surfactants
Synthesis of quaternary ammonium surfactants (Quats)
was performed on two steps as shown in Scheme 1.
*
Corresponding author.
Copyright © 2013 SciRes. JSEMAT