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.