Journal of Chromatography A, 1251 (2012) 240–243
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Journal of Chromatography A
j our na l ho me p ag e: www.elsevier.com/locate/chroma
Short communication
Thin layer chromatography in the separation of unsaturated organic compounds
using silver-thiolate chromatographic material
James T. Dillon
a
, José C. Aponte
b
, Yih-Jin Tsai
b
, Yongsong Huang
b,∗
a
Department of Chemistry, Brown University, 324 Brook Street, Providence, RI 02906, USA
b
Department of Geological Sciences, Brown University, 324 Brook Street, Providence, RI 02906, USA
a r t i c l e i n f o
Article history:
Received 22 April 2012
Received in revised form 13 June 2012
Accepted 14 June 2012
Available online 21 June 2012
Keywords:
Silver-ion chromatography
Thin layer chromatography
Silver-thiolate chromatographic material
Fatty acid methyl esters
Polycyclic aromatic hydrocarbons
a b s t r a c t
We report the use of silver-thiolate chromatographic material (AgTCM) as a stable material for
use in TLC. The AgTCM stationary phase operates under the same principles as silver-ion chro-
matography, separating compounds by degree of unsaturation; however, the AgTCM stationary
phase shows considerable advantages over Ag-TLC in terms of light stability and shelf lifetime. We
demonstrate the light stability of the AgTCM-TLC and its application for separations based on the
degrees of unsaturation using fatty acid methyl esters (FAMEs) and polycyclic aromatic hydrocarbons
(PAHs).
© 2012 Elsevier B.V. All rights reserved.
1. Introduction
Thin layer chromatography (TLC) is a popular and widely used
chromatographic technique utilized for a variety of applications
including analysis and purification. Although the chromatographic
resolution seen in TLC is typically lower than that of high perfor-
mance liquid chromatography (HPLC), a number of advantages still
make TLC an indispensable analytical tool [1–3]. The equipment
needed for TLC is relatively inexpensive and can easily be set up
and operated in many laboratories. The quantity of solvent required
for TLC is often much smaller than HPLC and can save significant
amounts of consumables and waste removal. The inexpensive and
disposable nature of individual TLC plates allow for it to be used
to identify impurities that may cause damage to HPLC columns
and detectors. TLC is widely used in organic synthesis for moni-
toring reactions and the identification of product formation. TLC
plates also allow for multiple samples to run in parallel to each
other and normal TLC run times are often shorter than HPLC. These
advantages have resulted in extensive development and applica-
tions of TLC for analytical and preparative applications. Unmodified
silica gel or C
18
functionalized silica are typically used as the sta-
tionary phase for many TLC methods; however, more specialized
∗
Corresponding author. Tel.: +1 401 863 3822; fax: +1 401 863 2058.
E-mail address: yongsong huang@brown.edu (Y. Huang).
stationary phases are needed for the specialized efficient separation
of organic compounds.
Since its conception in the 1960s, silver-ion chromatography has
been a useful chromatographic method for the separation of com-
pounds by degree of unsaturation [4,5]. The application of silver-ion
chromatography to TLC has been developed for a range of appli-
cations, and has been an indispensable technique for the analysis
of lipids [6–9]. Silver-ion TLC (Ag-TLC) plates can be prepared by
impregnating a silver salt (where the most widely used salt is silver
nitrate) onto a silica surface typically containing a calcium sulfate
binder.
Silver-ion TLC does have drawbacks however. The primary sta-
tionary phase used in Ag-TLC (SiO
2
+ AgNO
3
) is light sensitive
and normal levels of atmospheric humidity are known to have
a considerable effect on the reproducibility of these plates [10].
All Ag-TLC plates must therefore be stored in a desiccator and
shielded from light. As a result, even under ideal storage con-
ditions, Ag-TLC plates cannot be stored for prolonged periods
of time without suffering considerable damage to the stationary
phase.
Previously we reported that silver-thiolate chromatographic
material (AgTCM) operates under the same principle as classical
silver-ion chromatography by separating compounds based on the
degree of unsaturation; however, the AgTCM material is stable over
extended periods of time [11,12]. AgTCM offers higher compound
recovery compared to other silver-ion based stationary phases,
which is promising for purification purposes [11]. The AgTCM
0021-9673/$ – see front matter © 2012 Elsevier B.V. All rights reserved.
http://dx.doi.org/10.1016/j.chroma.2012.06.042