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Development of High-purity Optical Resolution Operations with Simultaneous Isomerization and Preferential Crystallization

Research Project

Project/Area Number 10555272
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field 反応・分離工学
Research InstitutionTokyo University of Agriculture and Technology

Principal Investigator

MATSUOKA Masakuni  Tokyo University of Agriculture and Technology, Faculty of Technology, Professor, 工学部, 教授 (40016671)

Co-Investigator(Kenkyū-buntansha) UCHIDA Hirohisa  Tokyo University of Agriculture and Technology, Faculty of Technology, Assistant Professor, 工学部, 助手 (70313294)
TAKIYAMA Hiroshi  Tokyo University of Agriculture and Technology, Faculty of Technology, Lecture, 工学部, 講師 (40251582)
Project Period (FY) 1998 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥13,200,000 (Direct Cost: ¥13,200,000)
Fiscal Year 1999: ¥5,400,000 (Direct Cost: ¥5,400,000)
Fiscal Year 1998: ¥7,800,000 (Direct Cost: ¥7,800,000)
KeywordsOptical resolution / Preferential crystallization / Racemic compound (Racemate) / Racemic mixture (Conglomerate) / Isomerization reaction / 光学異性体 / スレオニン / BOC-ピペラジン / DOPA
Research Abstract

Establishment of operations of obtaining optical isomers with high purity and high yield is required in the medical and food industries. This is because bio-availability as well as tastes specific to enantiomers are strongly dependent on product optical purity. The present study aims to examine experimentally the possibility of application of preferential crystallization to systems forming racemic mixtures, since most of optically active systems form racemic compounds, and to confirm the validity of the principle of preferential crystallization processes which are combined with isomerization reaction to improve the product yield.
Before conducting these experimental works experimental study was carried out to find the mechanism of purity drop in the later stage of preferential crystallization of conglomerate forming systems using DL-Threonine. Analyzing the behavior of deposition of the undesired isomer (D-Thr) leads to the mechanism of the formation of D-Thr on L-Thr crystal surfaces. Then with the racemic compound of BOC-Piperazine, the possibility of preferential crystallization was examine experimentally and was confirmed by the fact that the rates of crystallization (nucleation and growth) were different between the racemate and the enantiomer. Finally the principle of preferential crystallization with the combination of isomerization reaction was examined for the system of DL-DOPA.The kinetics of isomerization reaction together with crystallization rates were determined, and it was shown that under the conditions that the rate of removal of solvents from the system are set equal to those kinetics stable continuous operations are possible.

Report

(3 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • Research Products

    (3 results)

All Other

All Publications (3 results)

  • [Publications] V.M.Profir and M.Matsuoka: "Processes and Phenomena of Purity Decrease during the Optical Resolution of DL-Threonine by Preferential Crystallization"Colloids and Surfaces, A : Physicochemical and Engineering Aspects. 164. 315-324 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] V.M.Profir and M.Matsuoka: "Processes and Phenomena of Purity Decrease during the Optical Resolution of DL-Threonine by Preferential Crystallization"Colloids and Surfaces, A : Physicochemical and Engineering Aspects. Vol.164. 315-324 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] V.M.Profir and M.Matsuoka: "Processes and Phenomena of Purity Decrease during the Optical Resolution of DL-Threonine by Preferential Crystallization"Colloids and Surfaces. 164. 315-324 (2000)

    • Related Report
      1999 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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