Preparation and characterization of polymer-based stationary phase modified with Thiacalix[4]arene
We have prepared a polymer-based stationary phase modified with thiacalix[4]arene. Thiacalix[4]arene (5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxy-2,8,14,20-tetrathiacalix[4]arene) is an amphiphilic molecule, that consists of four p-tert-butylphenol-related groups cyclically connected throug...
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Published in | BUNSEKI KAGAKU Vol. 53; no. 10; pp. 1073 - 1077 |
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Main Authors | , , |
Format | Journal Article |
Language | Japanese |
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The Japan Society for Analytical Chemistry
01.10.2004
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Abstract | We have prepared a polymer-based stationary phase modified with thiacalix[4]arene. Thiacalix[4]arene (5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxy-2,8,14,20-tetrathiacalix[4]arene) is an amphiphilic molecule, that consists of four p-tert-butylphenol-related groups cyclically connected through a single sulphur atom between each pair. It has a high-electron density area formed by hydroxyl groups and sulfur atoms. We studied the applicability of this interesting compound as a selector because of its specific feature for high-performance liquid chromatography (HPLC). First of all, uniformly sized polymer particles were prepared using ethylene glycol dimethacrylate (EDMA) as a cross-linker through a multi-step swelling and polymerization method. Methacrylic acid (MAA) was introduced onto the surface of polymer particles through an invented modification method. Thiacalix[4]arene was cavalently bonded to MAA using 1,4-dibromo-butane as a spacer to reduce any steric hindrance of MAA on the surface of the polymer particles. The prepared polymer-based stationary phase was evaluated with HPLC. It provided a specific chromatographic retention behavior only for catechol among positional isomers of xylene, cresol, and benzene-diol. Catecholamine showed a specific chromatographic retention behavior as catechol. |
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AbstractList | We have prepared a polymer-based stationary phase modified with thiacalix[4]arene. Thiacalix[4]arene (5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxy-2,8,14,20-tetrathiacalix[4]arene) is an amphiphilic molecule, that consists of four p-tert-butylphenol-related groups cyclically connected through a single sulphur atom between each pair. It has a high-electron density area formed by hydroxyl groups and sulfur atoms. We studied the applicability of this interesting compound as a selector because of its specific feature for high-performance liquid chromatography (HPLC). First of all, uniformly sized polymer particles were prepared using ethylene glycol dimethacrylate (EDMA) as a cross-linker through a multi-step swelling and polymerization method. Methacrylic acid (MAA) was introduced onto the surface of polymer particles through an invented modification method. Thiacalix[4]arene was cavalently bonded to MAA using 1,4-dibromo-butane as a spacer to reduce any steric hindrance of MAA on the surface of the polymer particles. The prepared polymer-based stationary phase was evaluated with HPLC. It provided a specific chromatographic retention behavior only for catechol among positional isomers of xylene, cresol, and benzene-diol. Catecholamine showed a specific chromatographic retention behavior as catechol. |
Author | TANAKA, Nobuo HIRA, Natsuki HOSOYA, Ken |
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References | 6) N. Iki, T. Fujimoto, S. Miyano: Chem. Lett., 1998, 625. 10) K. Hosoya, Y. Watabe, T. Kubo, N. Hoshino, N. Tanaka, T. Sano, K. Kaya: J. Chromatogr. A, 1030, 237 (2004). 9) K. Hosoya, J. M. J. Frechet: Polym. Sci. Part A, Polymer Chemistry, 31, 2191 (1993). 1) H. Kumagai, M. Hasegawa, S. Miyanari, Y. Sugawa, Y. Sato, T. Hori, S. Ueda, H. Kamiyama, S. Miyano: Tetrahedron Lett., 38, 3971 (1997). 7) N. Iki, T. Fujimoto, T. Shindo, K. Koyama, S. Miyano: Chem. Lett., 1999, 777. 11) V. N. Viswanadhan, A. K. Ghose, G. R. Revankav, R. K. Robins: J. Chem. Inf. Comput. Sci., 29, 163 (1989). 4) N. Iki, N. Morohashi, F. Narumi, S. Miyano: Bull. Chem. Soc. Jpn., 71, 1597 (1998). 8) V. Smigol, F. Svec, K. Hosoya, Q. Wang, J. M. J. Frechet: Angew Makromol. Chem., 195, 151 (1992). 2) N. Iki, F. Narumi, T. Suzuki, A. Sugawara, S. Miyano: Chem. Lett., 1998, 1065. 5) N. Morohashi, N. Iki, A. Sugawara, S. Miyano: Tetrahedron, 57, 5557 (2001). 3) N. Iki, H. Kumagai, N. Morohashi, K. Ejima, M. Hasegawa, S. Miyanari, S. Miyano: Tetrahedron Lett., 39, 7559 (1998). |
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SubjectTerms | catechol; catecholamine surface modified Thiacalixarene uniformly size polymer particle |
Title | Preparation and characterization of polymer-based stationary phase modified with Thiacalix[4]arene |
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