Abstract
Novel salicyl alcohol derivatives (H2Xnsal), 5-bromo-, 3,5-dibromo-, and 3,5-diiodosalicyl alcohol which were abbreviated to H2Brsal, H2Br2sal, and H2I2sal, respectively, were synthesized and used for the selective extraction of boric acid. Boric acid was extracted with each H2Xnsal into chlorobenzene containing trioctylmethylammonium chloride (TOMACl) as an ion-pair complex, TOMA•B(Xnsal)2, at a different pH range. The extraction constant (Kex) of boric acid was determined by the equilibrium analyses including the formation of hydrogen-bonded complex of each H2Xnsal with TOMACl in the organic phase. The Kex values obtained by salicyl alcohol (H2sal) and its derivatives were decreased in the order of H2I2sal ≥ H2Br2sal > H2Brsal > H2sal. The most powerful extractant, H2I2sal, was employed for the substoichiometric extraction of boric acid, which was extracted at pH 5 – 9 with a substoichiometric amount of TOMACl in the presence of an excess of H2I2sal. The present substoichiometric separation method combined with the stable isotope dilution analysis using inductively coupled plasma mass spectrometry (ICP-MS) could be successfully applied to the determination of boron in a reference material of high-analysis compound fertilizer (FAMIC-A-08) without any correction as to the isotopic abundance.
Similar content being viewed by others
References
World Health Organization, “Guidelines for Drinking-water Quality”, 4th ed., 2011, WHO Press, Geneva.
J. Hatcher and L. Wilcox, Anal. Chem., 1950, 22, 567.
D. F. Kuemmel and M. G. Mellon, Anal. Chem., 1957, 29, 378.
L. Ducret, Anal. Chim. Acta, 1957, 17, 213.
L. R. Uppström, Anal. Chim. Acta, 1968, 43, 475.
P. Hulthe, L. Uppstrom, and G. Ostling, Anal. Chim. Acta, 1970, 51, 31.
K. Kuwada, S. Motomizu, and K. Tôei, Anal. Chem., 1978, 50, 1788.
G. Lohse, Commun. Soil Sci. Plant Anal., 1982, 13, 127.
M. Oshima, S. Motomizu, and K. Tôei, Anal. Chem., 1984, 56, 948.
J. Aznarez, A. Ferrer, J. M. Rabadan, and L. Marco, Talanta, 1985, 32, 1156.
I. L. Garcia, M. H. Cordoba, and C. Sanchez-Pedrono, Analyst, 1985, 110, 1259.
K. Nose and M. Zenki, Analyst, 1991, 116, 711.
A. Economou, D. G. Themelis, H. Bikou, P. D. Tzanavaras, and P. G. Rigas, Anal. Chim. Acta, 2004, 510, 219.
K. Watanabe, Y. Kimishima, J. Iwata, I. Shitanda, and M. Itagaki, Bunseki Kagaku, 2007, 56, 151.
G. Botelho, A. Curtius, and R. Campos, J. Anal. At. Spectrom., 1994, 9, 1263.
M. Papaspyrou, L. E. Feinendegen, C. Mohl, and M. Schwuger, J. Anal. At. Spectrom., 1994, 9, 791.
A. L. Molinero, A. Ferrer, and J. R. Castillo, Talanta, 1993, 40, 1397.
D.-H. Sun, J. K. Waters, and T. P. Mawhinney, Commun. Soil Sci. Plant Anal., 1998, 29, 2493.
T. U. Probst, N. G. Berryman, P. Lemmen, L. Weissfloch, T. Auberger, D. Gabel, J. Carlsson, and B. J. Larsson, J. Anal. At. Spectrom., 1997, 12, 1115.
S. Kozono, M. Yagi, and R. Takashi, Anal. Chim. Acta, 1998, 368, 275.
G. V. Iyengar, W. B. Clarke, and R. G. Downing, Fresenius’ J. Anal. Chem., 1990, 338, 562.
A. E. Pillay and M. Peisach, Nucl. Instrum. Methods Phys. Res., Sect. B, 1992, 66, 226.
F. G. Smith, D. R. Wiederin, R. S. Houk, C. B. Egan, and R. E. Serfass, Anal. Chim. Acta, 1991, 248, 229.
A. G. Coedo, T. Dorado, B. J. Fernandez, and F. J. Alguacil, Anal. Chem., 1996, 68, 991.
M. D’Orazio, Geostand. Newslett., 1999, 23, 21.
N. Demuth and K. G. Heumann, J. Anal. At. Spectrom., 1999, 14, 1449.
C. J. Park, K. J. Kim, M. J. Cha, and D. S. Lee, Analyst, 2000, 125, 493.
A. S. Al-Ammar, E. Reitznerová, and R. M. Barnes, J. Radioanal. Nucl. Chem., 2000, 244, 267.
J. Diemer, C. Quétel, and P. Taylor, Anal. Bioanal. Chem., 2002, 374, 220.
A. C. S. Bellato, M. F. Giné, and A. A Menegário, Microchem. J., 2004, 77, 119.
H. Imura, H. Sakamoto, K. Ohashi, T. Shirasaki, and K. Oishi, J. Radioanal. Nucl. Chem., 1997, 220, 191.
H. Imura, H. Sakamoto, K. Ohashi, T. Shirasaki, and T. Okumoto, Anal. Sci., 1997, 13(Suppl.), 11.
H. Sakamoto, H. Imura, and K. Ohashi, J. Radioanal. Nucl. Chem., 2000, 243, 737.
K. Poslu and A. W. L. Dudeney, Hydrometallurgy, 1983, 10, 47.
P. Ayers, A. W. L. Dudeney, and F. Kahraman, J. Inorg. Nucl. Chem., 1981, 43, 2097.
M. Yurdakoç, M. Karakaplan, and H. Hosgören, Sep. Sci. Technol., 1999, 34, 2615.
D. E. Garrett, F. J. Weck, A. J. Marsh, and H. R. Foster, Jr., U. S. Patent, 1963, 3111383.
R. R. Grinstead, U. S. Patent, 1969, 3424563.
R. R. Grinstead, Ind. Eng. Chem. Prod. Res. Develop., 1972, 11, 454.
K. Morita, N. Hirayama, K. Morita, and H. Imura, Solvent Extr. Res. Dev., Jpn., 2011, 18, 199.
K. Smith, J.-J. Yang, Z. Li, I. Weeks, and J. S. Woodhead, J. Photochem. Photobiol., A, 2009, 203, 72.
L. He, L. Zhang, X. Liu, X. Li, M. Zheng, H. Li, K. Yu, K. Chen, X. Shen, H. Jiang, and H. Liu, J. Med. Chem., 2009, 52, 2465.
K. Hinterding, A. Knebel, P. Herrlich, and H. Waldmann, Bioorg. Med. Chem., 1998, 6, 1153.
S. Xu, H. Zhu, Z. Xiao, and W. Wan, China Patent, 2008, CN101161620.
D. D. Perrin, B. Dempsey, and E. P. Serjeant, “pKa Prediction for Organic Acids and Bases”, 1981, Chapman and Hall, London, New York.
C. Hansch and A. Leo, “Substituent Constants for Correlation Analysis in Chemistry and Biology”, 1979, John Wiley and Sons, New York, Chichester, Brisbane, Toronto.
I. M. Kolthoff and M. K. Chantooni, Jr., J. Am. Chem. Soc., 1969, 91, 4621.
R. J. Abraham, K. Lewtas, and W A. Thomas, J. Chem. Soc., Perkin Trans. 2, 1977, 1964.
H. Imura, S. Katsuta, and N. Suzuki, Polyhedron, 1991, 10, 1405.
L. Babcock and R. Pizer, Inorg. Chem., 1980, 19, 56.
Author information
Authors and Affiliations
Corresponding author
Electronic supplementary material
Rights and permissions
About this article
Cite this article
Morita, K., Imura, H. Substoichiometric Isotope Dilution Mass Spectrometry of Boron by the Ion-Pair Extraction with Halogenated Salicyl Alcohol Derivatives and a Quaternary Ammonium Salt. ANAL. SCI. 28, 243–249 (2012). https://doi.org/10.2116/analsci.28.243
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.2116/analsci.28.243