Synthesis of chiral polymers having camphanediol moieties and their applications on the optical resolution of some racemates

Jui-Hsiang Liu, Fu‐Ren ‐R Tsai, Yuh‐Chung ‐C Lai

研究成果: Article

2 引文 (Scopus)

摘要

Optically active exo‐exo‐2,3‐camphanediol (CPO) (3) was synthesized from (+)‐camphor. Chiral polymers poly(CPO‐co‐TDI) (6) and poly(CPO‐co‐IPDI) (7) were synthesized by the step polymerization of chiral compound CPO (3) with toluene‐2,4‐diisocyanate (TDI) and isophorone diisocyanate (IPDI). To investigate the stereo structure of the chiral polymers, two kinds of model compounds, exo‐exo‐2,3‐di[(phenylamido)oxy]camphane (4) and exo‐exo‐2,3‐di[(propylamido)oxy]camphane (5), related to polymers (6) and (7) were synthesized. Chiroptical characteristics and stereo structures of the chiral polymers were investigated using a circular dichroic spectrometer. The results obtained in this investigation suggest that the chiral polymers (6) and (7) have no one‐handed helix conformation. The optical resolution ability as chiral adsorbent for HPLC of the chiral polymers was investigated. It was found that chiral polymers (6) and (7) are effective for the optical resolution of some racemates. © 1995 John Wiley & Sons, Inc.

原文English
頁(從 - 到)1713-1720
頁數8
期刊Journal of Applied Polymer Science
58
發行號10
DOIs
出版狀態Published - 1995

指紋

Polymers
Camphor
Adsorbents
Conformations
Spectrometers
Polymerization
camphane

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Polymers and Plastics
  • Materials Chemistry

引用此文

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title = "Synthesis of chiral polymers having camphanediol moieties and their applications on the optical resolution of some racemates",
abstract = "Optically active exo‐exo‐2,3‐camphanediol (CPO) (3) was synthesized from (+)‐camphor. Chiral polymers poly(CPO‐co‐TDI) (6) and poly(CPO‐co‐IPDI) (7) were synthesized by the step polymerization of chiral compound CPO (3) with toluene‐2,4‐diisocyanate (TDI) and isophorone diisocyanate (IPDI). To investigate the stereo structure of the chiral polymers, two kinds of model compounds, exo‐exo‐2,3‐di[(phenylamido)oxy]camphane (4) and exo‐exo‐2,3‐di[(propylamido)oxy]camphane (5), related to polymers (6) and (7) were synthesized. Chiroptical characteristics and stereo structures of the chiral polymers were investigated using a circular dichroic spectrometer. The results obtained in this investigation suggest that the chiral polymers (6) and (7) have no one‐handed helix conformation. The optical resolution ability as chiral adsorbent for HPLC of the chiral polymers was investigated. It was found that chiral polymers (6) and (7) are effective for the optical resolution of some racemates. {\circledC} 1995 John Wiley & Sons, Inc.",
author = "Jui-Hsiang Liu and Tsai, {Fu‐Ren ‐R} and Lai, {Yuh‐Chung ‐C}",
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T1 - Synthesis of chiral polymers having camphanediol moieties and their applications on the optical resolution of some racemates

AU - Liu, Jui-Hsiang

AU - Tsai, Fu‐Ren ‐R

AU - Lai, Yuh‐Chung ‐C

PY - 1995

Y1 - 1995

N2 - Optically active exo‐exo‐2,3‐camphanediol (CPO) (3) was synthesized from (+)‐camphor. Chiral polymers poly(CPO‐co‐TDI) (6) and poly(CPO‐co‐IPDI) (7) were synthesized by the step polymerization of chiral compound CPO (3) with toluene‐2,4‐diisocyanate (TDI) and isophorone diisocyanate (IPDI). To investigate the stereo structure of the chiral polymers, two kinds of model compounds, exo‐exo‐2,3‐di[(phenylamido)oxy]camphane (4) and exo‐exo‐2,3‐di[(propylamido)oxy]camphane (5), related to polymers (6) and (7) were synthesized. Chiroptical characteristics and stereo structures of the chiral polymers were investigated using a circular dichroic spectrometer. The results obtained in this investigation suggest that the chiral polymers (6) and (7) have no one‐handed helix conformation. The optical resolution ability as chiral adsorbent for HPLC of the chiral polymers was investigated. It was found that chiral polymers (6) and (7) are effective for the optical resolution of some racemates. © 1995 John Wiley & Sons, Inc.

AB - Optically active exo‐exo‐2,3‐camphanediol (CPO) (3) was synthesized from (+)‐camphor. Chiral polymers poly(CPO‐co‐TDI) (6) and poly(CPO‐co‐IPDI) (7) were synthesized by the step polymerization of chiral compound CPO (3) with toluene‐2,4‐diisocyanate (TDI) and isophorone diisocyanate (IPDI). To investigate the stereo structure of the chiral polymers, two kinds of model compounds, exo‐exo‐2,3‐di[(phenylamido)oxy]camphane (4) and exo‐exo‐2,3‐di[(propylamido)oxy]camphane (5), related to polymers (6) and (7) were synthesized. Chiroptical characteristics and stereo structures of the chiral polymers were investigated using a circular dichroic spectrometer. The results obtained in this investigation suggest that the chiral polymers (6) and (7) have no one‐handed helix conformation. The optical resolution ability as chiral adsorbent for HPLC of the chiral polymers was investigated. It was found that chiral polymers (6) and (7) are effective for the optical resolution of some racemates. © 1995 John Wiley & Sons, Inc.

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