Highly Selective Adsorption Resins. I. Preparation of Chitosan Derivatives Containing 2-Pyridylmethyl, 2-Thienylmethyl, and 3-(Methylthio)propyl Groups and Their Selective Adsorption of Precious Metals

Abstract

Abstract Crosslinked N-(2-pyridylmethyl)chitosan, N-(2-thienylmethyl)chitosan, and N-[3-(methylthio)propyl]chitosan were newly synthesized. The amino group of the active adsorption site of chitosan was protected by Schiff’s base formation prior to being crosslinked by 2-(chloromethyl)oxirane. The final chitosan derivatives were obtained by reducing the imine moiety of the Schiff’s bases with sodium borohydride. The adsorption behavior of metal ions on the chitosan derivatives was examined from a solution containing hydrochloric acid using a batchwise method. These chitosan derivatives exhibited high selectivities and excellent loading capacities for gold(III), palladium(II), and platinum(IV) over base metals in hydrochloric acid. In order to elucidate the adsorption species of palladium(II) on the chitosan derivatives, the effect of the chloride ion concentration on the distribution ratio in the adsorption of palladium(II) was examined. The adsorption capacities of these chitosan derivatives for palladium(II) were found to be about 2.5—3 times greater than that of the cross-linked original chitosan. The desorption of palladium(II) was performed to an extent of 70% by a single batchwise treatment with aqueous thiourea solution.