Preparation of a Cyclic Polyphenylene Array for a Chiral-Type Carbon Nanotube Segment
Preparation of a Cyclic Polyphenylene Array for a Chiral-Type Carbon Nanotube Segment
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DOI：
10.1246/bcsj.20160145
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发表时间：
2016-07
影响因子：
4
通讯作者：
Ryuta Sekiguchi;S. Kudo;J. Kawakami;Atsushi Sakai;H. Ikeda;Hiromu Nakamura;K. Ohta;S. Ito
中科院分区：
文献类型：
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作者：
Ryuta Sekiguchi;S. Kudo;J. Kawakami;Atsushi Sakai;H. Ikeda;Hiromu Nakamura;K. Ohta;S. Ito
环亚联苯基乙炔化合物3与四苯基环烯酮（5）的Diels-Alder反应实现了大尺寸环聚亚苯基阵列4的制备。这是具有（12，3）-结构的手性型CNT片段的完整环排列的环状聚亚苯基阵列的第一个实例。尝试将4转化为手性型CNT片段，但可能由于长烷基链的部分脱氢和/或部分消除而导致形成复杂的混合物。利用荧光量子效率和荧光寿命讨论了环状化合物3和4在固态和溶液中的有效蓝光发射。通过热分析，阐明了3的三重熔融行为。
Diels–Alder reaction of cyclic biphenylylene–acetylene compound 3 with tetraphenylcyclopentadienone (5) realized the preparation of large-sized cyclic polyphenylene array 4. This is the first example of a cyclic polyphenylene array with a complete ring arrangement of a chiral-type CNT segment with (12,3)-structure. Transformation of 4 to the chiral-type CNT segment was attempted, but resulted in the formation of a complicated mixture probably due to the partial dehydrogenation and/or the partial elimination about the long alkyl chains. Rather efficient blue emission of the cyclic compounds 3 and 4 was discussed utilizing fluorescence quantum efficiencies and lifetimes both in their solid state and in their solution. By thermal analyses triple-melting behavior of 3 was clarified.