Multi-step functionalization of insoluble co-polymers of 4-vinylpyridine. Synthesis and characterization of two new metal ion-binding resins

✍ Scribed by Wilmer K. Fife; Amal Al Mubasher

• Book ID: 103956039
• Publisher: Elsevier Science
• Year: 1989
• Weight: 831 KB
• Volume: 10
• Category: Article
• ISSN: 0923-1137
• DOI: 10.1016/0923-1137(89)90021-3

✦ Synopsis

A commercially available macroreticular resin containing 73 mole % 4-vinylpyridine crosslinked with 21 mole % divinylbenzene was successfully derivatized at the pyridine rings by a multi-step synthetic pathway. First-time application of reactions well established for monomeric pyridine derivatives (N-oxidation, Reissert-Henze cyanation, and 2oxazoline formation) to a copolymer of 4-vinylpyridine furnished the new functionalized resins, poly (4-vinyl-2-(4', 4'-dimethyl-2'-oxazolinyl)pyridine--divinylbenzene) and poly(4vinyl-2-pyridinecarboxylic acid-divinylbenzene) in yields for functionalization of pyridine residues of 58 % in each case. Estimates of formation constants for 1:1 complexes of copper(II) and nickel(II) ions with the oxazolinylpyridine and 2-pyridinecarboxylate residues of the new resins were obtained with a competitive spectrophotometric method. The formation constants for the copper(II)-and nickel(II)-poly (4-vinyl-2-(4',4'-dimethyl-2'-oxazolinyl)pyridine-divinylbenzene) complexes were found to be 10 7.7 M-1 for copper(II) and 105.8 M-1 for nickel(II). The formation constants for the copper(II) and nickel(II) complexes with poly(4-vinyl-2-pyridinecarboxylic acid-divinylbenzene) were 10 8.8 and 10 5.5 M-1, respectively.