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Polysulfones with phenylalanine derivatives as chiral selectors – membranes for chiral separation
; Isezaki, Jun
; Yoshikawa, Masakazu
; Li, Nanwen
; Robertson, Gilles P.
Guiver, Michael D.
NRC Institute for Chemical Process and Environmental Technology; National Research Council Canada
Journal of Membrane and Separation Technology
Chiral separation, membrane, optical resolution, permselectivity, polysulfone
Polysulfone with a derivative of phenylalanyl residue as a chiral selector (PSf-Ac-D-Phe or PSf-Ac-L-Phe) were prepared by polymer reaction of benzylamine-modified polysulfones with N-a-acetyl-D-phenylalanine or N-a-acetyl-L-phenylalanine. Both polysulfones having a chiral selector gave durable self-standing membranes. The specific rotations of those polymers revealed that the chiral selectors were successfully introduced into the polysulfone. PSf-Ac-D-Phe membrane incorporated L-Glu in preference to D-Glu and vice versa. The chiral separation ability was studied by applying a concentration gradient as a driving force for membrane transport. Permselectivities for those two types of membrane reflected their adsorption selectivities. PSf-Ac-D-Phe membrane selectively transported L-Glu and vice versa. Predicted permselectivities by adopting membrane resistance coincided with the observed ones.