Separation of isotactic polymers of R-(+)- and (S)-(?)-?-methylbenzyl methacrylates on optically active polychloral

Efficient Separation of Enantiomers Using Stereoregular Chiral Polymers

“…The CSP based on PTrMA-coated silica gel was then prepared in 1981, and the right- and left-handed PTrMA was efficiently separated using immobilized (+)-PTrMA . The resolution of another chiral polymer, poly­[( R )- and ( S )-1-phenylethyl methacrylate], was also performed by Hatada and Yuki using the one-handed helical polychloral in 1981 . Due to their excellent recognition abilities for numerous compounds, the Pirkle column and the PTrMA column were commercialized from Regis in 1981 and Daicel in 1982, respectively.…”

Stereospecific anionic polymerization of chiral benzyl ?-[(1-phenylethoxy)methyl]acrylate

“…4 It has been reported that stereoregular arrangement of optically active groups along the backbone of vinyl polymers sometimes induces great enhancement of optical rotation of the polymers compared with that of the corresponding monomer. [6][7][8][9][10][11][12][13][14] For example, isotactic poly((S)-3-methyl-1pentene) prepared with a Ziegler-Natta type catalyst is known to show an extremely large optical rotation due to one-handed helical conformation. 6 In this paper novel chiral monomers, benzyl ␣-[(RS)-, (R)-, and (S)-(1-phenylethoxy)methyl]acrylates (rac, R-, and S-BPEMAs) were synthesized, and the stereoregularity and chiroptical property of the polymers obtained by radical and anionic polymerizations were investigated in detail.…”