Chemical modification of PVC into polymer-supported oxazolinones and triazoles

Abstract

PVC (P1) was converted into polymer-supported oxazolinone and triazole derivatives after sequential chemical assembly of the reactive groups onto PVC. First, poly(vinyl chloride-co-vinylaminoaniline) (P2) was prepared by the reaction of PVC with p-phenylenediamine. The primary aromatic amino group in P2 was diazotized and reacted with hippuric acid to form the supported oxazolinone derivative (P3) which could be converted into supported triazole derivatives (P4)-(P6) on further interaction with substituted anilines. The involved ring opening and preferred cyclization reactions have been clearly addressed based on spectroscopic and elemental analyses of the products. Also the ability for metal uptake has been roughly tested through the interaction with Cu(II) ions. © 2007 Wiley Periodicals, Inc.