Reaction with metal ions of chloromethylated polystyrene resin containing dithiocarbamate group

The derivatives of poly(chloromethylstyrene) resin (PCMS) with N‐methyl‐N‐carboxylmethyl‐dithiocarbamate (1), N,N‐di(β‐hydroxyethyl)dithiocarbamate (2), N‐methyl‐N‐carboxylmethylamino (3), and di(β‐hydroxyethyl)amino (4) groups were prepared, and the metal ion reactivity of the polymer resins with these functional groups were investigated. Additionally, the effect of γ irradiation on the reaction with metal ion was also investigated. In the reaction of PCMS under the same conditions, the substitution ratio order is as follows: (2) > (1) > (4) > (3). In the reaction of the resins with cupric ion, the reaction amount reached a maximum of 4.17 mequiv/g for resin (1) and 4.75 mequiv/g for (2). The polymers containing sulfur atom have a large reactivity toward metal ion in comparison to the polymers without sulfur atom. The reactivity of polymer (1) toward metal ions decreased in the following order: Ag(I) ≫ Cu(II)> Zn(II) ≳ Ni(II) ≳ Co(II). The other metal ions, except Ag(I) and Cu(II), hardly reacted with polymer (2). Thus, polymer (2) has a remarkable selectivity. It was also found that the reaction amount of polymers containing sulfur after γ irradiation is almost the same as that before γ irradiation.