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A Comparison of the Phase-Transfer-Catalyzed Chlorinations of Various Polymethylstyrenes by Hypochlorite

Jones, Richard G., Matsubayashi, Y. (1992) A Comparison of the Phase-Transfer-Catalyzed Chlorinations of Various Polymethylstyrenes by Hypochlorite. Polymer, 33 (5). pp. 1069-1072. ISSN 0032-3861. (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided) (KAR id:22319)

The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided.

Abstract

The phase-transfer-catalysed chlorinations of poly(2-methylstyrene), poly(3-methylstyrene), poly(2,4-dimethylstyrene) and poly(2,5-dimethylstyrene) using sodium hypochlorite in chloroform/dichloromethane mixtures are compared with that for poly(4-methylstyrene). Over the range of conditions employed, the chlorination of poly(2-methylstyrene) is barely detectable and the polymers with methyl substituents in the meta position show a lesser tendency to undergo chlorination than those with methyl substituents in the para position. In all cases concomitant modification of the molecular weight distributions of the polymers are minimal when the reactions are carried out at an aqueous phase pH of 8.5 and with a chloroform-rich organic phase. With a dichloromethane-rich organic phase, polymer chain scission is marked. The experimental observations are discussed both in terms of a compatible mechanism and of inductive effects involving the phenyl ring substituents.

Item Type: Article
Uncontrolled keywords: Polymethylstyrene; Chlorination; Phase-Transfer Catalysis
Subjects: Q Science
Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > Physics and Astronomy
Depositing User: M. Nasiriavanaki
Date Deposited: 04 Sep 2009 08:35 UTC
Last Modified: 16 Nov 2021 10:00 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/22319 (The current URI for this page, for reference purposes)

University of Kent Author Information

Jones, Richard G..

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