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Sensitive single step fluorimetric method for monitoring solid-phase reactions on polystyrene resin-bound chloride groups

Fluorescence spectroscopy has been used to monitor the chemical conversion of resin-bound chloride groups. The time-concentration profiles of different reactions involving the incorporation of hydroxyphenylethanone (HPE) derivatives to Merrifield resin and 2-aminobencylalcohol (ABA) to a chlorosulphonate resin are shown. The evaluation of the reaction progress was made using an immobilized fluorescent tracer (dansyl hydrazine) and by direct fluorescence measurements of the species formed on each step of the reactions on resin beads. Significant differences between these two methods were not observed. The results demonstrate that direct measurements on solid phase without using fluorescent markers represent a single step, rapid, non destructive and low cost analysis by monitoring reaction progress on chlorinated resins, which allows not only the study of reaction kinetics but also provides a valuable tool for the analytical quantification of chloride resin bound, without any sample preparation, except the transfer of resin bead of each reaction stage from the reaction vessel to the flow cell for the fluorescent measurement.

monitoring solid phase reaction; fluorescence; kinetics


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