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Effect of polymer characteristics on Beckmann rearrangement of polymer supported ketoximes

✍ Scribed by Shiney Baby; K S Devaky

Book ID
104526617
Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
112 KB
Volume
51
Category
Article
ISSN
0959-8103

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✦ Synopsis

Abstract

Beckmann rearrangement has been carried out in polymeric oximes synthesised from rigid styrene–divinylbenzene copolymer and flexible styrene–hexanediol diacrylate (HDODA) copolymer. Oxime functions were incorporated into these polymers through a series of polymer‐analogous reactions. First the polymers were subjected to Friedel‐Crafts acylation reactions with low molecular weight acid chlorides to give a set of polymeric ketones. These polymeric ketones were converted to oximes by treating with hydroxylamine hydrochloride in the presence of pyridine. The oximes were subjected to rearrangement under acidic conditions into substituted amides. The polymeric amides obtained were characterised by IR spectroscopy and chemical degradative analysis. The rearrangement in the macromolecular matrices were found to follow the same mechanistic path as in the low molecular weight analogues. The rate of rearrangement was found to be faster in the HDODA crosslinked polystyrene system.

© 2002 Society of Chemical Industry

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