Catalysis Communications
Short Communication
Catalytic decomposition of 2,3-dihydrobenzofuran to monomeric
cyclic compounds over Pd/XCs2.5H0.5PW12O40/OMC
(ordered mesoporous carbon) (X = 10–30 wt.%) catalysts
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Jeong Kwon Kim, Hai Woong Park, Ung Gi Hong, Yoon Jae Lee, Ji Hwan Song, In Kyu Song
School of Chemical and Biological Engineering, Institute of Chemical Processes, Seoul National University, Shinlim-dong, Kwanak-ku, Seoul 151-744, Republic of Korea
a r t i c l e i n f o
a b s t r a c t
Article history:
A series of Pd/XCs2.5H0.5PW12O40/OMC (ordered mesoporous carbon) (X = 10, 15, 20, 25, and 30 wt.%) catalysts
with different Cs2.5H0.5PW12O40 contents (X, wt%) were prepared by a sequential incipient wetness impregna-
tion method for use in the catalytic decomposition of 2,3-dihydrobenzofuran to monomeric cyclic compounds.
2,3-Dihydrobenzofuran was used as a lignin model compound for representing β-5 linkage of lignin. Acidity of
Pd/XCs2.5H0.5PW12O40/OMC catalysts served as an important factor determining the catalytic performance in
the reaction. Conversion of 2,3-dihydrobenzofuran and total yield for main products (2-ethylphenol and
ethylcyclohexane) increased with increasing acidity of Pd/XCs2.5H0.5PW12O40/OMC catalysts.
© 2014 Elsevier B.V. All rights reserved.
Received 13 January 2014
Received in revised form 7 February 2014
Accepted 9 February 2014
Available online 13 February 2014
Keywords:
Lignin
2,3-Dihydrobenzofuran
Decomposition
Pd/Cs2.5H0.5PW12O40/OMC
Acidity
1. Introduction
for selective decomposition of lignin model compounds containing
α-O-4, β-O-4, and β-5 bonds [5,10,11].
The depletion of fossil fuels and the growing concern about the
emission of carbon dioxide have forced many researchers to investigate
environmental and sustainable energy resources such as biomass [1]. In
particular, lignin has received much attention as a valuable biomass,
because it is renewable and does not compete with food resources [2].
Furthermore, lignin, which is an amorphous polymer comprising com-
plex aromatic structures, is regarded as a good source for production of
aromatics and high-value chemicals [3,4]. Therefore, decomposition of
lignin is an advantageous technology for obtaining valuable chemicals.
Catalysis has attracted significant attention as a key technology for
the selective conversion of lignin into useful chemicals [5,6]. Convention-
al pyrolysis process has been studied for the decomposition of lignin
[6–8]. Although pyrolysis shows considerable performance for decom-
position of lignin, it requires severe reaction conditions and produces
substantial amounts of undesired products such as gasses and char
[6,7]. It is known that noble metal catalysts supported on carbon (Pt/C,
Pd/C, and Rh/C) are efficient for selective decomposition of C\O bond
in lignin under mild conditions [5,8,9]. Acid catalysts such as mineral
acid, cesium exchanged heteropolyacid (CsXH3.0 − XPW12O40, X =
2.0–3.0), and zeolites have also shown considerable performance
It has been reported that acid strength of heteropolyacids (HPAs) is
stronger than that of conventional solid acids [11,12]. HPA salts with
Cs+, K+, and NH+4 cations have high surface area and porous structure
by forming a tertiary structure [12]. It is known that the surface acidity
of cation-exchanged HPAs is varied depending on cation content. For
example, surface acidity of CsxH3.0 − xPW12O40 shows a maximum
value when cesium content is 2.5 [11,12].
Due to the complex structure of lignin, studies on lignin decomposi-
tion have been simplified by employing lignin model compounds [5].
Therefore, various monomeric and dimeric chemical compounds con-
taining C\O bonds such as α-O-4, β-O-4, and β-5 bonds are used as lig-
nin model compounds, because C\O bonds are abundant linkage type in
lignin. Among various lignin model compounds, 2,3-dihydrobenzofuran
has been used as a lignin model compound for representing β-5 bond in
lignin [5,13,14].
In this work, ordered mesoporous carbon (OMC) was prepared by
a surfactant-templating method. In order to provide acid site to
OMC, Cs2.5H0.5PW12O40 was impregnated on OMC with a variation of
Cs2.5H0.5PW12O40 content (XCs2.5H0.5PW12O40/OMC, X = 10–30 wt.%).
Palladium catalysts supported on XCs2.5H0.5PW12O40/OMC (Pd/XCs2.5
H0.5PW12O40/OMC) were then prepared by an incipient wetness
impregnation method, and they were applied to the catalytic decom-
position of 2,3-dihydrobenzofuran to monomeric cyclic compounds.
2,3-Dihydrobenzofuran was chosen as a lignin model compound for
representing β-5 bond in lignin. In order to investigate the effect of
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Corresponding author. Tel.: +82 2 880 9227; fax: +82 2 889 7415.
1566-7367/© 2014 Elsevier B.V. All rights reserved.