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Synchronized Propagation Mechanism for Crystalline-State Polymerization of p-Xylylenediammonium Disorbate

We describe the results of the topochemical polymerization of p-xylylenediammonium disorbate as the bifunctional monomer in the crystalline state via a radical chain polymerization mechanism. The structure and properties of the resulting double-stranded polymer are investigated by X-ray crystal stru...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2001-12, Vol.123 (49), p.12176-12181
Main Authors: Nagahama, Sadamu, Matsumoto, Akikazu
Format: Article
Language:English
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Summary:We describe the results of the topochemical polymerization of p-xylylenediammonium disorbate as the bifunctional monomer in the crystalline state via a radical chain polymerization mechanism. The structure and properties of the resulting double-stranded polymer are investigated by X-ray crystal structure and thermal analyses as well as IR spectroscopy. The stereochemical structure of the polymer is confirmed by NMR spectroscopy after the solid-state transformation of the polymer side chain to give the single-stranded chains that are soluble in methanol. We propose a model for the reaction mechanism to provide a ladder polymer in the crystalline state on the basis of the results of single-crystal structure analysis and the observation of the α-methyl and α-carboxylate propagating radicals by ESR spectroscopy. The two reaction parts of the monomer are synchronized to simultaneously react with the conformational change in a sorbate moiety that is transformed into another sorbate through the diammonium part as the linker.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja011575e