Optical Resolution Ability of Chiral Polymers Having Camphanediol Moieties

✍ Scribed by Liu, Jui-Hsiang; Tsai, Fu-Ren

• Publisher: John Wiley and Sons
• Year: 1996
• Tongue: English
• Weight: 482 KB
• Volume: 40
• Category: Article
• ISSN: 0959-8103
• DOI: 10.1002/(sici)1097-0126(199607)40:3<219::aid-pi559>3.0.co;2-m

✦ Synopsis

Optically active exo-exo-2,3-camphanediol (CPO) (3) was synthesized from (+)-camphor. Chiral polymers poly(CP0-co-TDI) (6) and poly(CP0-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 compound exo-exo-2,3-di[(phenylamido)oxy]camphane (4) and exo-exo-2,3di[(propylamido)oxy]camphane (5) related to polymers ( 6) and (7) were synthesized. Chiroptical characteristics and stereo structures of the chiral polymers were investigated by using circular dichroic spectrometry. The results obtained in this investigation suggest that the chiral polymers (6) and (7) do not have onehanded helix conformation. Optical resolution ability as chiral adsorbent for high-performance liquid chromatography of the chiral polymers was investigated. It was found that chiral polymers (6) and (7) are effective for the optical resolution of some racemates.

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