Unique Separation Behavior of a C60 Fullerene-Bonded Silica Monolith Prepared by an Effective Thermal Coupling Agent

Takuya Kubo, Yoshiki Murakami, Madoka Tsuzuki, Hiroshi Kobayashi, Toyohiro Naito, Tomoharu Sano, Mingdi Yan, Koji Otsuka

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)


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. Spherical recognition: A C60 fullerene-bonded silica monolithic medium was prepared by using a thermal coupling agent conjugated with C60 fullerene. The C60 fullerene-bonded monolith prepared in a capillary showed a very strong π-π interaction in liquid chromatography. Also, the hemispherical molecule corannulene was dramatically retained in the C60 fullerene-bonded monolith by the unique molecular recognition based on a buckyball (see figure).

Original languageEnglish
Pages (from-to)18095-18098
Number of pages4
JournalChemistry - A European Journal
Issue number50
Publication statusPublished - Dec 7 2015
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • General Chemistry
  • Organic Chemistry


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