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

Jones, R.G. and 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 available from this repository)

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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: Faculties > Science Technology and Medical Studies > School of Physical Sciences
Depositing User: M. Nasiriavanaki
Date Deposited: 04 Sep 2009 08:35
Last Modified: 04 Sep 2009 08:35
Resource URI: http://kar.kent.ac.uk/id/eprint/22319 (The current URI for this page, for reference purposes)
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