Polymerization of N‐acryloylbenzhydrazide and selective cation scavenging by the polymer

Abstract

A new monomer, N-acryloylbenzhydrazide was synthesized and its polymerizability was investigated. Fhe monomer is easily polymerized by radical as well as by anionic initiators, but not by cationic ones. A possibility of hydrogen transfer polymerization by an anionic mechanism is suggested. y-Ray irradiation is also an effective way to polymerize the monomer in the solid state. Monomer reactivity ratios for radical copolymerization of the monomer with styrene and acrylonitrile,are rl = 1.40 i 0.05, r 2 4 5 f 0.05 and rl = 0.33 & 0.08,The polymer forms stable chelates with transition metal ions, in particular with cupric ion, when the polymer is suspended in methanol containing metal salts, indicating a possibility of application as a selective cation scavenging resin. 0.08, respectively, where M, is styrene or acrylonitrile. ZUSAMMENFASSUNG:Ein neues Monomeres, N-Acryloylbenzhydrazid (ABH) wurde hergestellt und auf seine Polymerisierbarkeit untersucht. Das Monomere kann leicht radikalisch und anionisch, jedoch nicht kationisch polymerisiert werden. Durch y-Strahlen kann die Polymerisation in Substanz (fest) erfolgen.Bei der anionischen Polymerisation wird die Moglithkeit einer Wasserstoffiibertragung in Betracht gezogen. Die ReaktivitHtsverhaltnisse fiir die radikalische Copolymerisation von ABH mit Styrol und Acrylnitril sind r, = 1,40 f 0,05 und r2 = 0,65 0,05 bzw. r, = 0,33 f 0,08 und r2 = 0,23 f 0,08.Poly-ABH bildet in methanolischer Suspension mit Ubergangsmetallionen, besonders mit Cuz+-Ionen, stabile Chelate. Hierin liegt eine Moglichkeit fiir eine selektive Kationenabsorption.

Radical Polymerization and Copolymerization Behavior of N-Acryloyl N′-Cyanoacetohydrazide

“…1 N-Acryloylbenzhydrazide (ABH) has been synthesized and polymerized by Tazuke and Nakamura. 6 Polymerization was performed by both free radical and anionic mechanism of polymerization. The monomer reactivity ratios for radical copolymerization of ABH with styrene and acrylonitrile were investigated.…”