Helical poly(N-propargylamide)s with functional catechol groups: Synthesis and adsorption of metal ions in aqueous solution

摘要

A novel type of helical N-propargylamide (PA) copolymer was synthesized by catalytic polymerization of monomer 1 (Ml), which provided pendent functional catechol groups, and monomer 2 (M2), which endowed the expected copolymer backbones with helical structures. With [(nbd)Rh~+B~-(C_6H_5)_4 (nbd - 2,5-norbornadiene)] as catalyst, PA copolymers could be obtained with moderate molecular weights (3800-14,000) in high yields (≥96%). The functional catechol groups enhanced the hydrophilic-ity of the hydrophobic mono-substituted polyacetylenes and aided the helical PA copolymers in showing a considerable adsorbance toward metal ions [Fe(III), Cr(lII), Ni(ll), Zn(II), Cu(II) and Cu(l)] in aqueous solution. The prepared copolymer in which M1/M2 was 0.1/0.9 [mol/mol, poly(1_(0.1)-co-2_(0.9))l showed the highest adsorption capacity among the examined helical copolymers. In particular, for Fe(lll), the maximum adsorption capacity was 186 mg g~(-1).