Abstract
Styrene–divinylbenzene copolymer containing N-bromosulphonamide groups as sodium salt, [P]–SO2NBrNa, can be viewed as a high molecular weight redox polymer mimicking its low molecular weight analogue: Bromamine-T. The stability of this copolymer in acidic media has not been studied in detail to date. This paper reports on studies of the reaction between the copolymer and aqueous FeSO4 solution conducted in a series of batch and column experiments. It was found that pH 3.0, active bromine remains bound to the functional groups, facilitating application of this copolymer as an effective oxidant in column processes running in weakly acidic reaction media. Results of the present work provide evidence that –SO2NBr− functional groups of the copolymer can stably exist in acidic form which is in contrast to the behaviour of the low molecular weight analogue (N-bromo-p-toluenesulphonic acid does not occur as a pure chemical compound).
Highlights
Bromamine-T (BAT, sodium salt of N-bromo-p-toluenesulphonamide) is a low molecular weight organic compound with an oxidizing effect, often used in oxidation reactions of, among others, alcohols, aldehydes, ketones and aminesPolym
In reaction media of pH [3.0, active bromine remains bound to the functional groups, facilitating application of this copolymer as an effective oxidant in column processes running in weakly acidic reaction media
It has been demonstrated that the macroporous S/DVB copolymer containing Nbromosulphonamide functional groups in acidic media reacts as an oxidant in two ways
Summary
Bromamine-T (BAT, sodium salt of N-bromo-p-toluenesulphonamide) is a low molecular weight organic compound with an oxidizing effect, often used in oxidation reactions of, among others, alcohols, aldehydes, ketones and aminesPolym. The researchers dedicate a lot of attention to explanation of the oxidation reaction mechanism in acidic media, because under these conditions many reactions occurred much more favourably than without the addition of an acid or in the presence of alkaline medium. Under such conditions BAT (Ar-SO2NBrNa) transforms to Ar-SO2NBrH (1), which is unstable and undergoes reactions (2) and (3), as follows [3]: Ar À SO2NBrNa þ H3Oþ $ Ar À SO2NBrH þ H2O þ Naþ ð1Þ ð2Þ
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