High Yield Synthesis of Polyrotaxane Constructed from Pillar[5]arene and Viologen Polymer and Stabilization of Its Radical Cation
High Yield Synthesis of Polyrotaxane Constructed from Pillar[5]arene and Viologen Polymer and Stabilization of Its Radical Cation
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DOI：
10.1021/ma101320z
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发表时间：
2010-09-14
期刊：
影响因子：
5.5
通讯作者：
Nakamoto, Yoshiaki
中科院分区：
文献类型：
--
作者：
Ogoshi, Tomoki;Nishida, Yoko;Nakamoto, Yoshiaki
以金刚烷为端基，以极高的产率成功地合成了由柱[5]芳烃和紫精聚合物组成的新型聚轮烷。柱[5]芳烃和紫精聚合物可溶于丙酮、乙腈、甲醇、DMF和DMSO等多种溶剂，而聚轮烷可溶于DMF和DMSO，不溶于其它有机溶剂。在柱[5]芳烃的OH部分之间形成分子间氢键稳定了结构并降低了溶解度。聚轮烷表现出从黄色到紫色的热致颜色变化。加热时，分子间氢键减弱，柱[5]芳烃在聚合物轴上的穿梭运动较快。因此，有效的电子转移从电子供体的柱[5]芳烃的紫精聚合物的电子受体发生在整个聚合物链和自由基阳离子物种的稳定。
New polyrotaxane composed of pillar[5]arene and viologen polymer was successfully prepared with extremely high yield by capping the chain ends with adamantyl moieties. Pillar[5]arene and viologen polymer are soluble in various solvents such as acetone, acetonitrile, methanol, DMF, and DMSO, while the polyrotaxane was soluble in DMF and DMSO and insoluble in the other organic solvents. Formation of inter-molecular hydrogen bonds between the OH moieties of pillar[5]arenes stabilized the structure and reduced the solubility. The polyrotaxane exhibited a thermally induced color change from yellow to violet. On heating, the inter-molecular hydrogen bond became weakened, and the shuttling motion of pillar[5]arenes on the polymer axis was fast. Thus, efficient electron transfer from the electron donors of pillar[5]arenes to the electron acceptor of viologen polymer occurred in the whole polymer chain and the radical cation species were stabilized.