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An approach to the extreme in separation science : recognition of isotopic chirality

Research Project

Project/Area Number 09640727
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 分離・精製・検出法
Research InstitutionKyoto Institute of Technology

Principal Investigator

TANAKA Nobuo  Kyoto Institute of Technology, Faculty of Textile Science, Professor, 繊維学部, 教授 (60127165)

Co-Investigator(Kenkyū-buntansha) IKEGAMI Tohru  Kyoto Institute of Technology, Faculty of Textile Science, Instructor, 繊維学部, 助手 (20301252)
HOSOYA Ken  Kyoto Institute of Technology, Faculty of Textile Science, Associate Professor, 繊維学部, 助教授 (00209248)
Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥3,700,000 (Direct Cost: ¥3,700,000)
Fiscal Year 1998: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1997: ¥2,800,000 (Direct Cost: ¥2,800,000)
KeywordsIsotopic chirality / Liquid chromatography / Deuterium compounds / Chiral separation / Isotope effect / Hydrophobic interaction / Polarizability / Heavy atoms / HPLC充填剤 / 重水素化フェニル基 / 同位体分離
Research Abstract

(1) Phenyl(pentadeuterophenyl)methanol (I) having isotopic chirality was prepared. Enantiomers of (I) were independently prepared.
(2) A 60 cm column system packed with cellulose tribenzoate-coated silica was prepared.
(3) The separation of a racemic mixture of (1) as well as diphenylmethanol and di(pentadeuterophenyl)-methanol was achieved for the first time at the 60 cycle on the column system.
(4) The stationary phase was found to possess a binding site which preferentially binds a deuterated phenyl group over a phenyl group.
(5) Various stationary phases with functional groups for reversed-phase liquid chromatography were prepared
(6) Various H/D isotopic compounds were chromatographed, and the separation examined.
(7) Aromatic stationary phases, especially those having heavy atoms, showed high isotopic recognition, indicating that the dispersion interaction is the major mechanism of isotopic recognition.
(8) The results suggest that the cellulose stationary phase possesses a binding site for deuterated phenyl group which has lower polarizability, and another one with higher polarizability.
(9) This study made it possible to understand the mechanism of isotope recognition and the isotope effect of hydrophobic interaction.
(l0)Similar approach will be useful to elucidate chiral recognition mechanisms.

Report

(3 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • Research Products

    (27 results)

All Other

All Publications (27 results)

  • [Publications] H.Go, et al.: "Effects of mobile phase composition and temperature on the selectivity of poly(N-isopropylacrylamide)-bonded silica gel in reversed-phase liquid chromatography." Analytical Chemistry. 70. 4086-4093 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] N.Tanaka, et al.: "液体クロマトグラフィーによる水素/重水素同位体化合物の分離に対する固定相の効果. 疎水性相互作用と分散相互作用." Chromatography. 19. 82-83 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Minakuchi, et al.: "Effect of domain size on the performance of octadecylsilylated continuous porous silica columns in reversed-phase liquid chromatography." Journal of Chromatography. 797. 121-131 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] N.Tanaka, et al.: "Control of migration time window and selectivity in electrokinetic chromatography with mixed polymeric pseudostationary phases" Journal of Chromatography. 802. 23-33 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Turowski, et al.: "Deuterium isotope effect in chromatography as examined by various HPLC systems. Comments on the retention and H/D differentiation mechanism." Chromatography. 19. 356-359 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] 田中 信男: "HPLC充填剤の高性能化への基礎的アプローチ" Chromatography. (印刷中). (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] N.Tanaka, et al.(分担): "Separation of Fullerenes(分担)" Royal Chemical Society (印刷中), (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Minakuchi, et al.: "Effect of domain size on the performance of octadecylsilylated continuous porous silica colunns in reversed-phase liquid chromatography" J.Chromatogr.A.797. 121-131 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] N.Tanaka.et al.: "Control of migration time window and selectivity in electrokinetic chromatography with mixed polymeric pseudo-stationary phases" J.Chromatogr.A.802. 23-33 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Co.et al.: "Effects of mobile phase composition and temperature on the selectivity of poly (N-iso-propylacry lamide)-bonded silica gel in reversed-phase liquid chromatography" Anal.Chem.70. 4086-4093 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] N.Tanaka.et al.: "Effects of electrokinetic-chromatography conditions on the structure and properties of polyally lamine-supported pseudo-stationary phase : A study by dynamic light scattering" J.Chromatogr.A.(In press). (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] N.Tanaka, et al.: "Effects of stationary phase structure on the separation of H/D isotopic compounds by high-performance liquid chromatography : hydrophobic interaction and dispersion interaction" Chromatography. 19. 82-83 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Kimata, et al.: "Retention properties of HPLC packing materials containing pentabromophenyl groups" Chromatography. 19. 122-123 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Turowski, et al.: "Deuterium isotope effect in chromatography as examined by various HPLC systems.Comments on the retention and H/D differentiation mechanism" Chromatography. 19. 356-359 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] N.Tanaka: "An approach to high-performance packing materials for HPLC." Chromatography. (In press). (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] N.Tanaka.et al.: "Development of a high-capacity stationary phase containing heavy heteroatoms for the separation of fullerenes" RSC Chromatography Monographs : Royal Chemical Society. (In press). (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Go,et al.: "Effects of mobile phase composition and temperature on the selectivity of poly(N-isopropylacrylamide)-bonded silica gel in reversed-phase liquid chromatography." Analytical Chemistry. 70. 4086-4093 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] N.Tanaka,et al.: "液体クロマトグラフィーによる水素/重水素同位体化合物の分離に対する固定相の効果.疎水性相互作用と分散相互作用." Chromatography. 19. 82-83 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Minakuchi,et al.: "Effect of domain size on the performance of octadecylsilylated continuous porous silica columns in reversed-phase liquid chromatography." Journal of Chromatography. 797. 121-131 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] N.Tanaka,et al.: "Control of migration time window and selectivity in electrokinetic chromatography with mixed polymeric pseudostationary phases" Journal of Chromatography. 802. 23-33 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Turowski,et al.: "Deuterium isotope effect in chromatography as examined by various HPLC systems. Comments on the retention and H/D differentiation mechanism." Chromatography. 19. 356-359 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 田中 信男: "HPLC充填剤の高性能化への基礎的アプローチ" Chromatography. (印刷中). (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] N.Tanaka,et al.(分担): "Separation of Fullerenes(分担)" Royal Chemical Society(印刷中), (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Kimata, et al.: "Direct chromatographic separation of racemates on the basis of isotopic chirality" Analytical Chemistry. 69. 2610-2612 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] H.Minakuchi, et al.: "Effect of skeleton size on the performance of octadecylsilylated continuous porous silica columns." Journal of Chromatography. 762. 135-146 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] H.Minakuchi, et al.: "Effect of domain size on the performance of octadecylsilylated continuous porous silica columns in reversed-phase liquid chromatography." J.Chromatogr.(印刷中). (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] N.Tanaka, et al.: "Control of migration time window and selectivity in electrokinetic chromatography with mixed polymeric pseudostationaly phases" J.Chromatogr.(印刷中). (1998)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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