Francotte, Eric and Huynh, Dan (2022) Immobilization of 3,5-Dimethylphenyl Carbamate of Cellulose and Amylose on Silica by Photochemical and Thermal Radical Processes. Immobilization of 3,5-dimethylphenyl carbamate of cellulose and amylose on silica by photochemical and thermal radical processes, 2022. pp. 1-21. ISSN 1520-636X

Abstract

The immobilization of cellulose 3,5-dimethylphenyl carbamate and amylose 3,5-
dimethylphenyl carbamate on silica gel carrier was achieved by using photochemical and
thermal processes. Both approaches provide an easy access to materials which were applied
as chiral stationary phases (CSPs) for the chromatographic resolution of racemic molecules.
The influence of parameters such as irradiation time and solvent on immobilization
effectiveness were investigated. For the thermal process, azo-bis-isobutyrontrile and di-tertbutyl
peroxide were evaluated as radical initiators. The influence of parameters such as
amount of radical initiator, solvent, temperature and further handling operations on the
immobilization rate were examined. The chiral recognition ability and the overall
performance of the prepared immobilized phases was evaluated by injection of a series of
racemic compounds onto packed HPLC columns. As there is almost no limitation of organic
solvent types that can be used as mobile phases with the immobilized CSP, they can be
applied under chromatographic conditions which are prohibited with the corresponding nonbonded
CSP. This extended applicability considerably broaden the options for improving
enantioselectivity and resolving chiral compounds which are not or only poorly soluble in the
classical mobile phases.

Item Type:	Article
Keywords:	Enantioselective chromatography, chiral stationary phase, immobilized polysaccharide derivatives, photochemistry, radical initiator, racemate, enantiomers, cellulose, amylose.
Date Deposited:	19 Feb 2022 00:45
Last Modified:	19 Feb 2022 00:45
URI:	https://oak.novartis.com/id/eprint/46531