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Modification of cellulose acetates for preparing chiral sorbents

  • Macromolecular Compounds and Polymeric Materials
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Abstract

Modification of cellulose acetates via sorption-desorption of vapors of mesogenic solvents in which the polymer forms a lyotropic liquid crystal phase and of mixtures of these solvents with water leads to the formation of a new chiral structure of the polymeric sample. This is manifested in a significant change in the value and even sign of the specific optical rotation of the polysaccharide system. The sorbents based on cellulose acetates that have been modified by such treatment exhibit specific affinity for definite optical antipodes. When a racemic mixture of L- and D-isomers of amino acids is passed through this sorbent, it acts as a chiral filter owing to “steric recognition” of one of the enantiomers, so that the filtrate contains an optically pure product (isomer). The revealed effects served as a basis for the development of a new procedure for preparation of optically pure stereoisomers of chiral products.

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Authors and Affiliations

  1. Chernyshevsky State University, ul. Astrakhanskaya 83, Saratov, 410102, Russia

    A. B. Shipovskaya & N. O. Gegel’

  2. Institute of Biochemistry and Physiology of Plants and Microorganisms, Russian Academy of Sciences, pr. Entuziastov 49, Saratov, 410049, Russia

    S. Yu. Shchegolev

Authors
  1. A. B. Shipovskaya
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  2. N. O. Gegel’
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  3. S. Yu. Shchegolev
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Correspondence to A. B. Shipovskaya.

Additional information

Original Russian Text © A.B. Shipovskaya, N.O. Gegel’, S.Yu. Shchegolev, 2014, published in Zhurnal Prikladnoi Khimii, 2014, Vol. 87, No. 9, pp. 1336–1344.

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Shipovskaya, A.B., Gegel’, N.O. & Shchegolev, S.Y. Modification of cellulose acetates for preparing chiral sorbents. Russ J Appl Chem 87, 1326–1333 (2014). https://doi.org/10.1134/S1070427214090225

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  • DOI: https://doi.org/10.1134/S1070427214090225

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