利用以環三聚藜烴為基礎之分子容器從高碳富勒烯混和物中分離C76、C78及C84

Hemicarceplex Formation with a Cyclotriveratrylene-Based Molecular Cage Allows Isolation of C76、C78 and C84 from Higher-Order Fullerene Mixture

劉光舜(Kuang-Shun Liu)

指導教授 ： 邱勝賢

國立臺灣大學/理學院/化學研究所/博士(2016年)

https://doi.org/10.6342/NTU201602973

摘要

自從 1985 年發現 C60 以來，由於其獨特的物理性質並且可以應用在光伏、電子、生物等方面，使得不同大小之富勒烯受到很大程度的關注。雖然 C60 的供給不再是問題，但是對於高碳富勒烯而言，低產率且需要繁瑣的純化步驟限制了對其性質的研究。由於主體分子能藉由錯合 C60 及 C70 並達到純化的目的，我們預期此概念也能用來從市售的混和物中分離高碳富勒烯。
先前我們實驗室已經發表由環三聚藜烴為辨識中心的分子籠可以從富勒烯萃取物中高純度分離 C70 (≥99.0%)。在本文中，我們可以利用適當尺寸之分子籠與富勒烯形成活門囚籠錯合物，進而選擇性地從市售的高碳富勒烯混和物中分離 C76/C78 及 C84。分離出來之高碳富勒烯具有相當高的純度 (≥80%)，並且無需經過連續的高效能液相層析即可提升純度 (≥99.5%)。

關鍵字

環三聚藜烴 ； 高碳富勒烯

並列摘要

Since the discovery of C60 in 1985, fullerenes with different sizes have received much attention, because of their unique physical properties and important applications in many aspects, such as photovoltaics, electronics and biology. However, although it is no longer a problem for large scale supply of C60, the low synthetic yield and tedious purification process of higher fullerenes have limited their accessibility as well as the effort in exploring their possibly novel properties. As synthetic host molecules capable to complex C60 and C70 have been used for their purification, we wonder if the same concept can also be applied to isolate higher fullerenes from their commercially available (but more complicated!) mixture.
Previously, we have shown that a cyclotriveratrylene (CTV)-based molecular cage that can form hemicarceplex with C70 but not C60 can be used for the direct isolation of high-purity (≥99.0%) C70 from fullerene extract. In this article, we reported the selective isolation of C76/C78 and C84 from commercially available higher-order fullerene mixture by forming the corresponding hemicarceplexes with CTV-based hosts of proper sizes. The purities of the higher fullerenes isolated are reasonably good (≥80%) and can be easily improved (≥99.5%) by a much less tedious HPLC process.

並列關鍵字

Hemicarceplex ； Cyclotriveratrylene ； Higher-Order Fullerene

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