A novel approach to the separation of enantiomers using polymeric sorbents imprinted with optically active template molecules has been examined for use in HPLC. The racemate of the template molecule can be separated whereby covalent interactions are responsible for retardation in the chromatographic process. This covalent interaction governs the overall kinetics of the separation. Increasing the reaction rate of this binding reaction by optimizing the experimental conditions improves the separation considerably. The template form of the enantiomeric mixture is thus strongly retarded and separated from the non-template form. A further substantial improvement of the chromatographic pattern is obtained by 2987 2988 WULFF AND MINARIK gradient elution when resolution, analysis time and peak shape approximate to the usual high performance liquid chromatographic separation.
With the aid of a chiral template molecule binding groups could be placed in a highly crosslinked polymer in s u c h a way that they are present in a chiral cavity of specific shape in a given stereochemistry. Polymers of this type possessed a high selectivity f o r racemic resolution o f the r a c e m a t e o f the template.I n the batch procedure separation factors CI a s h i g h a s 3.65 were obtained.In chromatography similar to other chromatographic racemic resolutions a s l o w m a s s transfer w a s observed. T h i s i s not due to resistance to intra-particle diffusion since similar polymers coated a s thin l a y e r s t o w i d e pore silica showed comparable behaviour.based polymers w i t h high selectivity in the batch procedure are described. Systematic investigations showed that resolutions of R, = 1 . 2 c a n be obtained. At elevated temperature the separations w e r e even better and higher retention w a s observed. T h e amount of cavities o n the surface w a s varied and a n optimum f o r chromatographic separations w a s found. New chromatographic investigations o n glycoldimethacrylate * F o r Part 1 8 , see Ref. 25) ** O n leave from Institute o f Chemical F u n d a m e n t a l s , C z e c h o s l o v a kAcademy of Sciences, 16502 P r a g u e -Suchdol (CSSR)
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.