HAZARIKA, S
(2008)
Enantioselective permeation of racemic alcohol through polymeric membrane.
J Membrane Science, 310.
pp. 174-183.
Abstract
Copolymer of 1,2-bis(2-methyl-1-triethylsiloxy-1-propenyloxy)ethane and dialdehyde have been synthesized by Mukaiyama Aldol polymerization
using lipase as the catalyst. The chirality of the polymer was tested by optical rotation and circular dichroism study. The membrane forming
ability of this chiral polymer was examined by casting the membrane in three different solvents viz., N-methyl-2-pyrilidone (NMP), dimethyl
formamide (DMF) and dimethyl acetamide (DMAc) using the phase inversion method and it was found that chiral polymer–NMP membranes
formed more uniform and regular surface morphology as was evident from SEM analysis. The enantioselective membranes prepared in the solvents
was tested for resolution of racemic alcohol and it was found that NMP is the best solvent for obtaining highest enantioselectivity value. It was
also found that the enantioselectivity for adsorption favoured the (S)-isomer whereas permeation favoured the (R)-isomer which is confirmed from
interpretation of the adsorption isotherm by Langmuir model. Accordingly, the enantioselective permeation was caused by suppression of the
(S)-isomer permeation. Optical resolution of (±)trans-sobrerol was achieved by pressure driven permeation through the membrane. The highest
enantioselectivity, enantiomeric excess and permeation co-efficient was obtained as 98.59%, 20.42 and 13.627m2 h−1, respectively. With an
increase in polymer content in the membrane, the permeation rate increases.
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