Monitoring Ternary Systems of C
12
E
5
/Water/Tetradecane via the Fluorescence of
Solvatochromic Probes
Graham Hungerford,* Elisabete M. S. Castanheira, and M. Elisabete C. D. Real Oliveira
Departamento de Fı ´sica, UniVersidade do Minho, 4710-057 Braga, Portugal
M. da Grac ¸ a Miguel and Hugh D. Burrows
Departamento de Quı ´mica, UniVersidade de Coimbra, 3004-535 Coimbra, Portugal
ReceiVed: August 7, 2001; In Final Form: December 23, 2001
In this work ternary systems of the nonionic surfactant C
12
E
5
(C
12
H
25
(OCH
2
CH
2
)
5
OH), tetradecane, and water
were probed by the use of steady state and time-resolved fluorescence. Microemulsions, which were rich in
oil, rich in water, and also both continuous in oil and water, were monitored via the application of
solvatochromic fluorescent probes. The hydrophobic laser dye Nile Red was used to report from the side of
the oil-surfactant interface, while Prodan, which is soluble in each of the constituent solvents, was used to
provide a global picture. To complement these, the hydrophilic dye 4-(2-(dimethylamino)phenyl)-1-methyl-
pyridinium iodide was used to report from the side of the water-surfactant interface. The results show the
partitioning of the probes into different environments within the ternary systems as evident from the
solvatochromic shift in the emission spectra, uncovering similarities between the water-rich and bicontinuous
regions in terms of polarity. Estimates for the polarity of the environments in which the fluorophores are
solubilized are made in terms of the E
T(30)
parameter scale. The time-resolved kinetics of some of the probes
have been found to be viscosity dependent, which brought out similarities between the bicontinuous and
oil-rich regions along with the observation of the effect of solvent relaxation in these ternary systems.
Introduction
Among the different fluorescence techniques available for
studying microemulsions the use of solvatochromic probes is
attractive, as a single probe can provide information concerning
the range of environments found in these systems. Our interest
has been in uncovering information relating to ternary systems
involving the nonionic polyoxyethylene surfactant C
12
E
5
(C
12
H
25
(OCH
2
CH
2
)
5
OH). This is a neutral surfactant consisting
of a polyoxyethylene headgroup and an alkyl chain tail. The
phase behavior of ternary systems of this surfactant in the
presence of an alkane and water have been well studied,
1-9
and
these systems have, intriguingly, been found under certain
conditions of composition and temperature to form phases that
are simultaneously continuous in both water and oil.
10-12
This
is of both practical and theoretical importance, and although
evidence exists for these phases,
1-3,11
further experimental data
are required to fully explain their exact structure. We have
previously made use of the excimer-forming properties of pyrene
to monitor such systems.
13
Another possible route to elucidate
further information is the use of solvatochromic probes. These
have found many applications in areas of biology
14
and in the
study of micellar systems.
15-17
The interest in their usage stems
from the fact that their peak emission wavelength is highly
dependent on the dielectric constant of their environment. Hence,
in microheterogeneous media a probe molecule partitioned
between different environments is capable of reporting on both
simultaneously and an initial study has been performed on the
so-called bicontinuous region in C
12
E
5
ternary systems.
18
Two probes of particular note are Prodan
19
and Nile Red.
20
The former has found usage in numerous applications, including
as a probe for proteins
21
and micellar media.
15-17
The origin of
the solvatochromic properties of Prodan has been a matter of
debate with discussion of the presence of a twisted intra-
molecular charge state. Although it exhibits charge transfer
behavior, solvation equilibria have also been used to describe
its properties.
22
This probe also has a wide range of solubility,
making it suitable to access a wide range of sites within
microheterogeneous media. In the ternary system we are
interested in studying it was found to be soluble in all three
component solvents. The laser dye Nile Red has also proved
useful, especially when employed as an extrinsic protein
label.
23,24
This probe has a hydrophobic nature (low solubility
and fluorescence in water) and therefore has demonstrated value
to study biological membranes,
20
with their hydrocarbon-like
environments. Its spectroscopic properties in the confinement
of micelles
25,26
and γ-cyclodextrin
27
have also been investigated.
Both the steady state and time-resolved fluorescence properties
of this dye have been found to be highly dependent on its
environment.
28,29
As well as its usage in probing microhetero-
geneous media Nile Red has been employed to measure solvent
polarity and compared to Reichardt’s pyridinium betaine dye
E
T(30)
scale.
30
Because of these properties, these two probes
appear well suited for use with the C
12
E
5
ternary system.
To complement Prodan and Nile Red, we chose the hydro-
philic dimethylaminostibazolium dye 4-Di-1-ASP (pyridinium,
4-(2-(dimethylamino)phenyl)-1-methyl, iodide). This dye has
also been reported as having polarity- and viscosity-dependent
spectroscopic behavior
31
and has been used in work related to
dye-induced photoelectric effects in bilayer membranes.
32
Thus,
* Corresponding author. Fax: 00351-253-678981. E-mail: graham@
fisica.uminho.pt.
4061 J. Phys. Chem. B 2002, 106, 4061-4069
10.1021/jp013047v CCC: $22.00 © 2002 American Chemical Society
Published on Web 03/29/2002