Published July 23, 1992
| public
Book Section - Chapter
Structural Effects on Reactivity of Polymer-Bound Functional Groups. Kinetics of Nucleophilic Displacement Reactions on Chlorinated Polyethers
- Creators
- Wicks, Douglas A.
-
Tirrell, David A.
Abstract
The reactions of chlorinated polyethers with tetrabutylammonium benzoate in N,N-dimethylacetamide have been examined. In all cases, the reactions are described by simple second-order kinetics at low conversion but exhibit retardation at extents of reaction greater than 60%. The magnitude of the retardation is a function of the length of the side chain that connects the polymer backbone and the reactive site, and the effect nearly vanishes for the C_4 side chain. Suppression of the reaction rate is proposed to arise from steric inhibition of attack by the relatively bulky benzoate ion.
Additional Information
Copyright © 1992 American Chemical Society. Publication Date (Print): July 23, 2009. This work was supported by a Presidential Young Investigator Award of the National Science Foundation. NMR spectra were recorded in the University of Massachusetts NMR Laboratory, which is supported in part by the NSF Materials Research Laboratory at the University. We thank Dr. Brian P. Devlin for the computer programs used to evaluate the kinetic parameters K, L and e.Additional details
- Eprint ID
- 54573
- Resolver ID
- CaltechAUTHORS:20150209-131329637
- NSF Presidential Young Investigator Award
- NSF Materials Research Laboratory at the University of Massachusetts
- Created
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2015-03-04Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field
- Series Name
- ACS Symposium Series
- Series Volume or Issue Number
- 496