Construction of Double-Eight and Double-Trefoil Polymer Topologies with Core-Clickable kyklo-Telechelic Precursors

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• 作者：Yoichiro Tomikawa ; Hiroto Fukata ; Yee Song Ko ; Takuya Yamamoto ; Yasuyuki Tezuka
• 刊名：Macromolecules
• 出版年：2014
• 出版时间：December 9, 2014
• 年：2014
• 卷：47
• 期：23
• 页码：8214-8223
• 全文大小：564K
• ISSN：1520-5835

文摘

A dicyclic, eight-shaped and a tricyclic, trefoil-shaped poly(THF) both having an alkyne group at the core position (II and III, respectively) have been introduced as versatile core-clickable kyklo-telechelic precursors. The prepolymer II has been prepared by an ESA-CF (electrostatic self-assembly and covalent fixation) process using an assembly (1a/2b), composed of two units of linear poly(THF) having N-phenylpyrrolidinium salt groups carrying one unit of a tetrafunctional carboxylate having an alkyne group as a counteranion. Alternatively, the prepolymer III has been produced through a click process using a cyclic poly(THF) precursor having an azide group (Ia), obtainable also by the ESA-CF technique, with a tripropargylated pentaerythritol derivative (2c) followed by the esterification with 4-pentynoic acid to introduce again an alkyne group. The subsequent click coupling reaction of II and III with a linear telechelic poly(THF) having azide groups (1b) afforded successfully novel tetra- and hexacyclic bridged-spiro hybrid polymer topologies, i.e., double-eight and double-trefoil constructions.