Unique Separation Behavior of a C60 Fullerene-Bonded Silica Monolith Prepared by an Effective Thermal Coupling Agent.
Herein, we report a newly developed C60 fullerene-bonded silica monolith in a capillary with unique retention behavior due to the structure of C60 fullerene. N-Hydroxysuccinimide (NHS)-conjugated C60 fullerene was successfully synthesized by a thermal coupling agent, perfluorophenyl azide (PFPA), and assigned by spectroscopic analyses. Then, NHS-PFPA-C60 fullerene was attached onto the surface of a silica monolith in a capillary. The capillary provided specific separation ability for polycyclic aromatic hydrocarbons in liquid chromatography by an effective π-π interaction. Furthermore, corannulene, which has a hemispherical structure, was selectively retained in the capillary based on the specific structural recognition due to the spherical C60 fullerene. This is the first report revealing the spherical recognition ability by C60 fullerene in liquid chromatographic separation.
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510 (Japan). kubo@anchem.mc.kyoto-u.ac.jp.
Takuya
T
Kubo
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510 (Japan).
Yoshiki
Y
Murakami
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510 (Japan).
Madoka
M
Tsuzuki
Shinwa Chemical Industries Ltd. 50-2 Kagekatsu-cho, Fushimi-ku, Kyoto 612-8307 (Japan).
Hiroshi
H
Kobayashi
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510 (Japan).
Toyohiro
T
Naito
Center for Environmental Measurement and Analysis, National Institute for Environmental Studies, Onogawa 16-2, Tsukuba, Ibaraki 305-8506 (Japan).
Tomoharu
T
Sano
Department of Chemistry, University of Massachusetts Lowell, One University Ave., Lowell, MA 01854 (USA).
Mingdi
M
Yan
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510 (Japan).
Koji
K
Otsuka
corannulene; fullerenes; pi interactions; silica monolith; spherical recognition