Cationic polyelectrolytes. I. Soluble polymers prepared from reaction of chloromethylated polystyrene with tris(2‐hydroxythyl)amine

Abstract

The reaction of chloromethylated polystyrene with tris(2‐hydroxyethyl)amine in N,N‐dimethylformamide is described for the conditions to prepare soluble reaction products. The groups of the quaternary ammonium salt, which appear in the first stage of the reaction, transpose to the amino‐ether groups. The reaction was followed by elementary analysis, IR and 1H‐NMR spectra, and viscosimetric measurements for nondialyzed and dialyzed samples. The presence of the tertiary amine groups on obtained polymers was also shown by titration. The polymers from the reaction of chloromethylated polystyrene with tris(2‐hydroxyethyl)amine reacted easily with benzyl chloride.

Chemical modification of poly(vinyl chloride) resin using poly(ethylene glycol) to improve blood compatibility

“…Dragen et al [18,19] reported the formation of soluble and cross-linked polymers by reacting chloromethylated polystyrene with tris-(2-hydroxyethyl) amine. Ferruti et al [6,7] aminated PVC using a concentrated aqueous solution of bis-(2-aminoethyl) amine.…”

Standing on the shoulders of Hermann Staudinger: Post‐polymerization modification from past to present

“…In contrast, oxidations and reductions find only limited use in post‐polymerization modification, with examples being the reduction of poly( N ‐acetylethyleneimines) yielding poly( N ‐alkylethyleneimines)48 or the oxidation of poly(vinyl alcohol) with NaOCl yielding poly(enol‐ketone) 49. Functionalized polystyrenes have been prepared by various substitution reactions, which include amination and quaternization of chloromethylated polystyrene,50–52 Friedel‐Crafts reactions on polystyrene,53–55 sulfonation of polystyrene,56 as well as the lithiation of polystyrene 57–61. Other examples include the chlorination of cross‐linked polystyrene‐divinylbenzene beads10 as well as the modification of halogenated or lithiated poly(meth)acrylates 11, 12…”

Crosslinked poly(glycidyl methacrylate)‐based resin for removal of mercury from aqueous solutions

“…Reaction of crosslinked amine function resin in dimethylformamide with excess 2‐chloroacetamide yielded a product with a chloride content of 2.5 mmol/g, corresponding to about 73.5% quaternization. However, quaternization of ethanol amines have been reported to rearrange to diethylamino ether moieties spontaneously 21…”