Direct Observation of C
2
Hydrocarbon-Oxygen Complexes on Ag(110) with a
Variable-Low-Temperature Scanning Tunneling Microscope
J. R. Hahn* and W. Ho
Department of Physics and Astronomy and Department of Chemistry, UniVersity of California,
IrVine, California 92697-4575
ReceiVed: March 18, 2005; In Final Form: August 3, 2005
A variable-low-temperature scanning tunneling microscope (STM) was used to observe oxygen (O
2
), ethylene
(C
2
H
4
), and acetylene (C
2
H
2
) molecules on a Ag(110) surface and the various complexes that were formed
between these two hydrocarbons and oxygen at 13 K. Ethylene molecule(s) were moved to the vicinity of O
2
either by STM tunneling electrons at 13 K or thermally at 45 K to form (C
2
H
4
)
x
-O
2
(x ) 1-4) complexes
stabilized by C-H‚‚‚O hydrogen bonding. Acetylene-oxygen complexes involving one or two acetylene
molecules were observed.
The heterogeneous selective oxidation of hydrocarbons is a
topic of enormous industrial importance and has therefore been
extensively studied. Most thermodynamically favorable hydro-
carbon oxidation reactions give rise to undesirable products such
as CO
2
and H
2
O;
1-3
hence, achieving acceptable selectivity in
hydrocarbon oxidation is particularly important in industrial
processes. Selectivity with respect to the formation of useful
partial oxide (intermediates) can only be accomplished via
kinetic control; however, such control requires a good under-
standing of the surface reaction mechanisms.
1,4
Most previous
studies of hydrocarbon oxidation have been performed at silver
surfaces because silver-catalyzed partial oxidation of hydrocar-
bons, in particular, epoxidation (ethylene to ethylene oxide), is
the most widely exploited catalytic oxidation reaction on an
industrial scale.
5
Achieving a molecular level understanding of
the epoxidation mechanism is arguably the most important
challenge in this field.
6-10
Thus, to enhance the basic knowledge
on hydrocarbon catalytic oxidation reactions, we carried out
molecular scale imaging of the complexes formed between an
oxygen molecule and C
2
hydrocarbons (ethylene or acetylene)
on the silver surface using a scanning tunneling microscope.
An interesting aspect of hydrocarbon oxidation is its unique-
ness: not only is silver the only metal that catalyzes the
epoxidation reaction but also ethylene is the only hydrocarbon
that is epoxidized with high selectivity (up to 80%).
11,12
Olefins
such as propylene,
11,13
styrene,
14
3,3-dimethylbutene,
15
nor-
borene,
16
and butadiene are also epoxidized on a silver surface
but with very low selectivities (below 5%).
11,13
Other molecules
such as butenes and penetenes are mainly combusted into CO
2
and H
2
O.
17
Alkynes (acetylene and propyne) also undergo
complete oxidation; no epoxides have been observed to form
on a silver surface.
18,19
In addition, the identity of the adsorbed
oxygen species responsible for the ethylene epoxidation and
combustion has been the subject of a long-standing controversy.
Three mechanisms have been put forward for epoxidation at a
silver surface, involving surface molecular oxygen,
20-23
atomic
oxygen,
24-28
and subsurface oxygen
26
as the active species.
Thus, three main factors appear to affect the mechanism by
which hydrocarbons are oxidized at metal surfaces: the metal
used, the structure of the hydrocarbon, and the identity of oxygen
species. Despite numerous reports on the epoxidation on silver,
an understanding of the complete reaction pathway is still
required.
In this paper, we present scanning tunneling microscopy
(STM) images of hydrocarbon-O
2
complexes formed on Ag-
(110) after one or more ethylene or acetylene molecules had
been manipulated into the vicinity of an oxygen molecule on
the silver surface either with tunneling electrons (at 13 K) or
thermally (at 45 K). Elucidation of the characteristics of these
complexes may provide insights into the fundamental mecha-
nisms of hydrocarbon chemistry.
Experiments were performed using a homemade, variable-
temperature STM,
29
housed inside an ultrahigh vacuum chamber
with a base pressure of 2 × 10
-11
Torr (2.7 × 10
-9
Pa). The
Ag(110) sample was prepared by 500 eV neon ion sputtering
followed by annealing at 693 K. Polycrystalline tungsten tips
were prepared in situ by self-sputtering and annealing. Adsor-
bates were introduced into the chamber via a capillary array
doser attached to a variable leak valve. The O
2
molecules were
adsorbed on the sample at 45 K to ensure molecular chemi-
sorption. The O
2
coverage was kept below 0.01 monolayer (ML)
to permit investigation of individual well-isolated molecules.
Coadsorption of ethylene and acetylene molecules onto the Ag-
(110) surface at coverages of less than 0.01 ML was performed
at either 13 or 45 K. Atomically resolved imaging was achieved
by transferring an ethylene molecule to the tip at 13 K.
30
Figure 1a shows a constant-current STM image taken with a
bare metallic tip of one physisorbed ethylene and two chemi-
sorbed oxygen molecules. The ethylene molecule appears as
an oval-shaped protrusion elongated along the [001] direction
on Ag(110) under typical imaging conditions, while the oxygen
molecules appear as an oval-shaped depression elongated along
the [11 h0] direction. Atomically resolved imaging the same area
using an ethylene-terminated tip (Figure 1b) established that
ethylene binds at the atop site, in agreement with previous
theoretical calculations.
31
Previous studies have examined the
structures of ethylene adsorbed on Ag(110) surfaces.
32-37
Using
high-resolution electron energy spectroscopy (HREELS), Backx
et al.
32-34
revealed that (i) ethylene adsorbs onto Ag(110)
* To whom correspondence should be addressed. Department of
Chemistry, Chonbuk National University, Jeonju 561-756, Korea. E-mail:
jrhahn@chonbuk.ac.kr.
20350 J. Phys. Chem. B 2005, 109, 20350-20354
10.1021/jp051431c CCC: $30.25 © 2005 American Chemical Society
Published on Web 10/07/2005