Effect of DBU (1,8-Diazobicyclo[5.4.0]undec-7-ene) Based Protic Ionic
Liquid on the Volumetric and Ultrasonic Properties of Ascorbic Acid
in Aqueous Solution
Vickramjeet Singh,
†,‡
Dharmendra Singh,
†
and Ramesh L. Gardas*
,†
†
Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, India
‡
Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India
* S Supporting Information
ABSTRACT: In order to understand the strength and type of interactions involved in ternary solutions, the effect of solute or
cosolute concentration and temperature is needed, as an understanding of these interactions is helpful in biochemical and
biophysical chemistry. In this regard, we have studied the volumetric and ultrasonic properties of one of the most important
vitamins, i.e., ascorbic acid, in water and in the presence of newly synthesized protic ionic liquid (1,8-diazabicyclo[5.4.0]undec-7-
en-8-ium trifluoroacetate) at temperatures of 293.15-328.15 K and at atmospheric pressure. The experimentally measured
density and speed of sound data were used to calculate apparent molar volume and isentropic compressibility, infinite dilution
partial molar volume, and partial molar isentropic compressibility. Volume of transfer (Δ
t
V
2
° and Δ
t
K°
s,2
), expansion coefficients,
pair and triplet volumetric interaction coefficients were also evaluated and discussed in terms of various interactions occurring
between ascorbic acid and PIL on the basis of the structural interaction model.
1. INTRODUCTION
Ionic liquids (ILs) are molten salts having melting point
generally below 100 °C. Owing to their unique physicochemical
properties,
1-7
ILs are being used for analytical, biological, and
industrial applications.
8-11
Physicochemical properties of ILs
can be tuned by suitable combinations of anions or cations.
As a result, ILs can be designed to become biocompatible.
12,13
Consequently, ILs are also being employed for the formation
of aqueous biphasic systems (ABS).
14,15
ABS have been used
for various applications such as for separation, purification, or
extraction of biomolecules.
14-16
ABS employing ILs and
polyhydroxy compounds (saccharides) demonstrated great
potential use for extraction and purification.
17,18
The effect of
temperature and IL on ABS has been reported,
19
as the chem-
ical separation process using ABS requires accurate and reliable
thermodynamic data.
19
ILs are also being used in the design and fabrication of
modified electrodes and also to extract chemicals or com-
pounds (synthetic colors) from food samples.
20,21
Recently, ILs
were employed
20-23
for the extraction of Sudan and Para Red
dyes from chilli powder, thus showing potential application of
ILs in food industries.
20-23
An IL based carbon electrode
24
has
been used for analysis of Sudan dyes, and similarly a novel
carbon composite electrode of pyridinum based IL was used to
determine the levels of ascorbic acid from food samples.
21
The
increased utilization of ILs for various applications (chemical or
separations processes) requires accurate determination of
thermodynamic data.
25
One of the classes of ILs called switchable ionic liquids
(SILs), i.e., solvents that can be changed to either ionic state or
neutral state by introducing an external stimulus, has also been
studied.
13,14
The switchable behavior of these solvents, i.e.,
from molecular liquid to highly polar ionic liquid,
26,27
also alters
properties such as conductivity, polarity, viscosity, and
solubilizing capacity.
28,29
As a consequence, these ILs can
be employed for recycling or recovery processes.
26,30
SILs can
be synthesized
13,26,30,31
by using molecular liquids, i.e., 1,
8-diazabicyclo[5.4.0]undec-7-ene (DBU) or 2-butyl-1,1,3,3-
tetramethylguanidine (TMBG). Phan et al.
31
have reported
switchable ILs based on DBU and TMBG, which have been
used for the polymerization of styrene. The SILs have also been
employed for a variety of purposes such as extraction,
32-34
dis-
solution of biopolymers (lignin, hemicelluloses, etc.),
26,27,35,36
and also CO
2
capturing.
28,29
Recently, Lethesh et al.
37
have also
reported synthesis and thermophysical properties of DBU
based ILs and reported that there is a lack of thermophysical
properties of DBU based ionic liquids.
Thermodynamic properties of various vitamins have been
reported in aqueous and mixed aqueous solutions.
38-42
Among
these vitamins, ascorbic acid (vitamin C) is a favorite can-
didate.
43-45
Ascorbic acid (AA), one of the most important
vitamins for human health and nutrition is found in vegetables
and fruits. It plays an important role in the suppression of
superoxide radicals.
46-48
AA is a sugar acid known to have
antioxidant properties, and it can treat/prevent scurvy and the
common cold.
49
Degradation of AA is very important and is
considered to be the major cause of quality and color changes
during storage/processing of food materials.
50
The nature and
strength of interactions between AA and various cosolutes
(electrolytes, nonelectrolytes, surfactants, etc.) have been
studied
38-42
by evaluating the thermodynamic properties of
Received: December 19, 2014
Revised: February 4, 2015
Accepted: February 5, 2015
Published: February 5, 2015
Article
pubs.acs.org/IECR
© 2015 American Chemical Society 2237 DOI: 10.1021/ie504938v
Ind. Eng. Chem. Res. 2015, 54, 2237-2245