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Backbone-assisted reactions of polymers. V. Kinetics of isomerization of poly(chloromethylthiirane) and poly(3-chlorothietane) in solution

Zussman, Melvin P. and Tirrell, David A. (1983) Backbone-assisted reactions of polymers. V. Kinetics of isomerization of poly(chloromethylthiirane) and poly(3-chlorothietane) in solution. Journal of Polymer Science: Polymer Chemistry Edition, 21 (5). pp. 1417-1422. ISSN 0360-6376. https://resolver.caltech.edu/CaltechAUTHORS:ZUSjps1983

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Abstract

The reversible isomerization of poly(chloromethylthiirane) and poly(3-chlorothietane) represents a new kind of polymer reaction and a new method of copolymer synthesis. In chloroform, in dichloromethane, or in nitrobenzene the reaction is well described by reversible first-order kinetics. A rate increase of ca. 40% on changing the solvent from chloroform to nitrobenzene is consistent with an isomerization mechanism that involves a rate-determining attack of the backbone sulfur atom on the neighboring carbon-chlorine bond and rapid ring-opening of the thiiranium ion intermediate by chloride ion.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1002/pol.1983.170210515DOIArticle
http://onlinelibrary.wiley.com/doi/10.1002/pol.1983.170210515/abstractPublisherArticle
ORCID:
AuthorORCID
Tirrell, David A.0000-0003-3175-4596
Additional Information:Copyright © 1983 John Wiley & Sons, Inc. Received October 19,1982; Accepted December 2,1982. The authors are pleased to acknowledge the following sources of support: an A. P. Sloan Research Fellowship to D. A. Tirrell, an Arco Chemicals, Inc., Graduate Fellowship to M. P. Zussman, and grants from the Polymers Program of the National Science Foundation (NSF DMR 80-01629 and NSF DMR 82-01180).
Funders:
Funding AgencyGrant Number
Alfred P. Sloan FoundationUNSPECIFIED
Arco Chemicals, Inc.UNSPECIFIED
NSFDMR 80-01629
NSFDMR 82-01180
Issue or Number:5
Record Number:CaltechAUTHORS:ZUSjps1983
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:ZUSjps1983
Official Citation:Zussman, M. P. and Tirrell, D. A. (1983), Backbone-assisted reactions of polymers. V. Kinetics of isomerization of poly(chloromethylthiirane) and poly(3-chlorothietane) in solution. J. Polym. Sci. Polym. Chem. Ed., 21: 1417–1422. doi: 10.1002/pol.1983.170210515
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:54612
Collection:CaltechAUTHORS
Deposited By: Anne Hormann
Deposited On:10 Feb 2015 19:15
Last Modified:03 Oct 2019 07:59

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