Functional Polymers Bearing Reactive Azetidinium Groups: Synthesis and Characterization

Functional polymers with azetidinium groups in the backbone are synthesized via the reaction of aminotelechelic polymers, containing primary and secondary amino groups, with epichlorohydrin. During the reaction, the secondary amino groups are transformed into azetidinium groups and the primary amino...

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Published inMacromolecular chemistry and physics Vol. 213; no. 5; pp. 500 - 512
Main Authors Chattopadhyay, Subrata, Keul, Helmut, Moeller, Martin
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 16.03.2012
WILEY‐VCH Verlag
Wiley
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Summary:Functional polymers with azetidinium groups in the backbone are synthesized via the reaction of aminotelechelic polymers, containing primary and secondary amino groups, with epichlorohydrin. During the reaction, the secondary amino groups are transformed into azetidinium groups and the primary amino groups are transformed into amino‐chlorohydrin, amino‐epoxide, and azetidinium groups. The formation of desired functional groups in the polymer is controlled by tuning the reaction conditions. To understand the influence of reaction conditions generating the desired functional groups, model reactions of primary and secondary amines with epichlorohydrin are studied in detail, including the influence of the mole ratio of the starting materials, effect of solvent, effect of pH, and reaction kinetics. The synthesis of functional polymers with azetidinium groups in combination with other reactive groups via the reaction of aminotelechelic polytetrahydrofuran with epichlorohydrin is reported. The secondary amino groups are transformed into azetidinium groups and the primary amino groups are transformed into amino‐chlorohydrin, amino‐epoxide, and azetidinium groups.
Bibliography:istex:89E835D1F303A3E84F732164FAA4D4DC3167CA2E
ark:/67375/WNG-43PJDKH1-0
ArticleID:MACP201100480
ISSN:1022-1352
1521-3935
DOI:10.1002/macp.201100480