Optical resolution membranes from polysulfones bearing alanine derivatives as chiral selectors

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DOIResolve DOI: http://doi.org/10.1002/mame.201000396
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TypeArticle
Journal titleMacromolecular Materials and Engineering
Volume296
Issue6
Pages562567; # of pages: 6
AbstractPolysulfones bearing a derivative of alanyl residue employed as a chiral selector were prepared by polymer modification. The specific rotation ([α]D) of the polysulfone with a derivative of D-alanyl residue (PSf-Ac-D-Ala) was determined to be 2.87 deg cm2 g-1 (c = 1.00 g/dL in DMF) and that with L-alanyl residue (PSf-Ac-L-Ala) to be -2.36 deg cm2 g-1 (c = 1.00 g/dL in DMF), implying that the chiral selector of D-alanyl or L-alanyl residue was successfully introduced into the polysulfone. Those two types of modified polysulfone gave durable self-standing membranes. The membrane from PSf-Ac-D-Ala preferentially adsorbed the D-isomer of Glu from racemic mixture of Glu and vice versa; that is, L-Glu was selectively incorporated into PSf-Ac-L-Ala membrane. Chiral separation ability was studied by applying a potential difference as a driving force for membrane transport. The membrane performance was greatly dependent on the applied potential difference. At an applied potential difference of 18.0 V, the permselectivities for those membranes reflected their adsorption selectivity, in other words, the permselectivity of PSf-Ac-D-Ala toward D-Glu (αD/L) was determined to be 1.40, and that of PSf-Ac-L-Ala toward the L-isomer (αL/D) to be 1.48.
Publication date
LanguageEnglish
AffiliationNRC Institute for Chemical Process and Environmental Technology; National Research Council Canada
Peer reviewedNo
NRC number52835
NPARC number18150438
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Record identifierfcc07aec-2db8-4873-b659-9fd3775d5ffb
Record created2011-06-24
Record modified2016-05-09
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