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Optical resolution ability of chiral polymers having camphanediol moieties
Author(s) -
Liu JuiHsiang,
Tsai FuRen
Publication year - 1996
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/(sici)1097-0126(199607)40:3<219::aid-pi559>3.0.co;2-m
Subject(s) - isophorone diisocyanate , polymer , chiral resolution , materials science , polymer chemistry , polymerization , dichroic glass , resolution (logic) , polyurethane , enantiomer , chemistry , organic chemistry , nanotechnology , artificial intelligence , computer science
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 compound 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 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.